1.0 2016-09-30 22:47:44 UTC 2020-06-04 20:32:23 UTC BMDB0001565 BMDB01565 Phosphorylcholine Phosphorylcholine, also known as choline phosphate or CHOP, belongs to the class of organic compounds known as phosphocholines. Phosphocholines are compounds containing a [2-(trimethylazaniumyl)ethoxy]phosphonic acid or derivative. Phosphorylcholine is possibly soluble (in water) and a moderately acidic compound (based on its pKa). Phosphorylcholine exists in all living species, ranging from bacteria to humans. Phosphorylcholine participates in a number of enzymatic reactions, within cattle. In particular, Cytidine triphosphate and phosphorylcholine can be converted into CDP-choline; which is catalyzed by the enzyme choline-phosphate cytidylyltransferase. In addition, Phosphorylcholine can be biosynthesized from choline; which is mediated by the enzyme choline/ethanolamine kinase. In cattle, phosphorylcholine is involved in the metabolic pathway called phosphatidylcholine biosynthesis PC(16:0/16:0) pathway. Choline phosphate CHOP N-Trimethyl-2-aminoethylphosphonate O-Phosphocholine Phosphoryl-choline Trimethyl(2-(phosphonooxy)ethyl)ammonium Phosphocholine Choline phosphoric acid N-Trimethyl-2-aminoethylphosphonic acid Chloride, phosphorylcholine Phosphate, choline Phosphorylcholine chloride Phosphate chloride, choline Chloride, choline phosphate Choline chloride dihydrogen phosphate Choline phosphate chloride C5H15NO4P 184.1507 184.073869485 [2-(trimethylazaniumyl)ethoxy]phosphonic acid ChoP 107-73-3 C[N+](C)(C)CCOP(O)(O)=O InChI=1S/C5H14NO4P/c1-6(2,3)4-5-10-11(7,8)9/h4-5H2,1-3H3,(H-,7,8,9)/p+1 YHHSONZFOIEMCP-UHFFFAOYSA-O belongs to the class of organic compounds known as phosphocholines. Phosphocholines are compounds containing a [2-(trimethylazaniumyl)ethoxy]phosphonic acid or derivative. Organic compounds Organic nitrogen compounds Organonitrogen compounds Quaternary ammonium salts Phosphocholines Amines Hydrocarbon derivatives Monoalkyl phosphates Organic cations Organic oxides Organic salts Organooxygen compounds Organopnictogen compounds Tetraalkylammonium salts Aliphatic acyclic compound Alkyl phosphate Amine Hydrocarbon derivative Monoalkyl phosphate Organic cation Organic oxide Organic oxygen compound Organic phosphoric acid derivative Organic salt Organooxygen compound Organopnictogen compound Phosphocholine Phosphoric acid ester Tetraalkylammonium salt Aliphatic acyclic compounds phosphocholines Solid logp -2.43 ALOGPS logs -1.70 ALOGPS logp -4.8 ChemAxon pka_strongest_acidic 1.15 ChemAxon iupac [2-(trimethylazaniumyl)ethoxy]phosphonic acid ChemAxon average_mass 184.1507 ChemAxon mono_mass 184.073869485 ChemAxon smiles C[N+](C)(C)CCOP(O)(O)=O ChemAxon formula C5H15NO4P ChemAxon inchi InChI=1S/C5H14NO4P/c1-6(2,3)4-5-10-11(7,8)9/h4-5H2,1-3H3,(H-,7,8,9)/p+1 ChemAxon inchikey YHHSONZFOIEMCP-UHFFFAOYSA-O ChemAxon polar_surface_area 66.76 ChemAxon refractivity 53.07 ChemAxon polarizability 17.23 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 1 ChemAxon number_of_rings 0 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Phosphatidylcholine Biosynthesis SMP0072037 Phosphatidylcholine Biosynthesis PC(14:0/14:0) SMP0080430 Phosphatidylcholine Biosynthesis PC(14:0/14:1(9Z)) SMP0080431 Phosphatidylcholine Biosynthesis PC(14:0/15:0) SMP0080432 Phosphatidylcholine Biosynthesis PC(14:0/16:0) SMP0080433 Phosphatidylcholine Biosynthesis PC(14:0/16:1(9Z)) SMP0080434 Phosphatidylcholine Biosynthesis PC(14:0/18:0) SMP0080435 Phosphatidylcholine Biosynthesis PC(14:0/18:1(11Z)) SMP0080436 Phosphatidylcholine Biosynthesis PC(14:0/18:1(9Z)) SMP0080437 Phosphatidylcholine Biosynthesis PC(14:0/18:2(9Z,12Z)) SMP0080438 Phosphatidylcholine Biosynthesis PC(14:0/18:3(6Z,9Z,12Z)) SMP0080439 Phosphatidylcholine Biosynthesis PC(14:0/18:3(9Z,12Z,15Z)) SMP0080440 Phosphatidylcholine Biosynthesis PC(14:0/18:4(6Z,9Z,12Z,15Z)) SMP0080441 Phosphatidylcholine Biosynthesis PC(14:0/20:0) SMP0080442 Phosphatidylcholine Biosynthesis PC(14:0/20:1(11Z)) SMP0080443 Phosphatidylcholine Biosynthesis PC(14:0/20:2(11Z,14Z)) SMP0080444 Phosphatidylcholine Biosynthesis PC(14:0/20:3(5Z,8Z,11Z)) SMP0080445 Phosphatidylcholine Biosynthesis PC(14:0/20:3(8Z,11Z,14Z)) SMP0080446 Phosphatidylcholine Biosynthesis PC(14:0/20:4(5Z,8Z,11Z,14Z)) SMP0080447 Phosphatidylcholine Biosynthesis PC(14:0/20:4(8Z,11Z,14Z,17Z)) SMP0080448 Phosphatidylcholine Biosynthesis PC(14:0/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0080449 Phosphatidylcholine Biosynthesis PC(14:0/22:0) SMP0080450 Phosphatidylcholine Biosynthesis PC(14:0/22:1(13Z)) SMP0080451 Phosphatidylcholine Biosynthesis PC(14:0/22:2(13Z,16Z)) SMP0080452 Phosphatidylcholine Biosynthesis PC(14:0/22:4(7Z,10Z,13Z,16Z)) SMP0080453 Phosphatidylcholine Biosynthesis PC(14:0/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080454 Phosphatidylcholine Biosynthesis PC(14:0/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0080455 Phosphatidylcholine Biosynthesis PC(14:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080456 Phosphatidylcholine Biosynthesis PC(14:0/24:0) SMP0080457 Phosphatidylcholine Biosynthesis PC(14:0/24:1(15Z)) SMP0080458 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/14:1(9Z)) SMP0080459 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/15:0) SMP0080460 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/16:0) SMP0080461 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/16:1(9Z)) SMP0080462 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/18:0) SMP0080463 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/18:1(11Z)) SMP0080464 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/18:1(9Z)) SMP0080465 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/18:2(9Z,12Z)) SMP0080466 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/18:3(6Z,9Z,12Z)) SMP0080467 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/18:3(9Z,12Z,15Z)) SMP0080468 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/18:4(6Z,9Z,12Z,15Z)) SMP0080469 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/20:0) SMP0080470 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/20:1(11Z)) SMP0080471 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/20:2(11Z,14Z)) SMP0080472 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/20:3(5Z,8Z,11Z)) SMP0080473 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/20:3(8Z,11Z,14Z)) SMP0080474 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/20:4(5Z,8Z,11Z,14Z)) SMP0080475 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/20:4(8Z,11Z,14Z,17Z)) SMP0080476 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0080477 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/22:0) SMP0080478 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/22:1(13Z)) SMP0080479 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/22:2(13Z,16Z)) SMP0080480 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/22:4(7Z,10Z,13Z,16Z)) SMP0080481 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080482 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0080483 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080484 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/24:0) SMP0080485 Phosphatidylcholine Biosynthesis PC(14:1(9Z)/24:1(15Z)) SMP0080486 Phosphatidylcholine Biosynthesis PC(15:0/15:0) SMP0080487 Phosphatidylcholine Biosynthesis PC(15:0/16:0) SMP0080488 Phosphatidylcholine Biosynthesis PC(15:0/16:1(9Z)) SMP0080489 Phosphatidylcholine Biosynthesis PC(15:0/18:0) SMP0080490 Phosphatidylcholine Biosynthesis PC(15:0/18:1(11Z)) SMP0080491 Phosphatidylcholine Biosynthesis PC(15:0/18:1(9Z)) SMP0080492 Phosphatidylcholine Biosynthesis PC(15:0/18:2(9Z,12Z)) SMP0080493 Phosphatidylcholine Biosynthesis PC(15:0/18:3(6Z,9Z,12Z)) SMP0080494 Phosphatidylcholine Biosynthesis PC(15:0/18:3(9Z,12Z,15Z)) SMP0080495 Phosphatidylcholine Biosynthesis PC(15:0/18:4(6Z,9Z,12Z,15Z)) SMP0080496 Phosphatidylcholine Biosynthesis PC(15:0/20:0) SMP0080497 Phosphatidylcholine Biosynthesis PC(15:0/20:1(11Z)) SMP0080498 Phosphatidylcholine Biosynthesis PC(15:0/20:2(11Z,14Z)) SMP0080499 Phosphatidylcholine Biosynthesis PC(15:0/20:3(5Z,8Z,11Z)) SMP0080500 Phosphatidylcholine Biosynthesis PC(15:0/20:3(8Z,11Z,14Z)) SMP0080501 Phosphatidylcholine Biosynthesis PC(15:0/20:4(5Z,8Z,11Z,14Z)) SMP0080502 Phosphatidylcholine Biosynthesis PC(15:0/20:4(8Z,11Z,14Z,17Z)) SMP0080503 Phosphatidylcholine Biosynthesis PC(15:0/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0080504 Phosphatidylcholine Biosynthesis PC(15:0/22:0) SMP0080505 Phosphatidylcholine Biosynthesis PC(15:0/22:1(13Z)) SMP0080506 Phosphatidylcholine Biosynthesis PC(15:0/22:2(13Z,16Z)) SMP0080507 Phosphatidylcholine Biosynthesis PC(15:0/22:4(7Z,10Z,13Z,16Z)) SMP0080508 Phosphatidylcholine Biosynthesis PC(15:0/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080509 Phosphatidylcholine Biosynthesis PC(15:0/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0080510 Phosphatidylcholine Biosynthesis PC(15:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080511 Phosphatidylcholine Biosynthesis PC(15:0/24:0) SMP0080512 Phosphatidylcholine Biosynthesis PC(15:0/24:1(15Z)) SMP0080513 Phosphatidylcholine Biosynthesis PC(16:0/16:0) SMP0080514 Phosphatidylcholine Biosynthesis PC(16:0/16:1(9Z)) SMP0080515 Phosphatidylcholine Biosynthesis PC(16:0/18:0) SMP0080516 Phosphatidylcholine Biosynthesis PC(16:0/18:1(11Z)) SMP0080517 Phosphatidylcholine Biosynthesis PC(16:0/18:1(9Z)) SMP0080518 Phosphatidylcholine Biosynthesis PC(16:0/18:2(9Z,12Z)) SMP0080519 Phosphatidylcholine Biosynthesis PC(16:0/18:3(6Z,9Z,12Z)) SMP0080520 Phosphatidylcholine Biosynthesis PC(16:0/18:3(9Z,12Z,15Z)) SMP0080521 Phosphatidylcholine Biosynthesis PC(16:0/18:4(6Z,9Z,12Z,15Z)) SMP0080522 Phosphatidylcholine Biosynthesis PC(16:0/20:0) SMP0080523 Phosphatidylcholine Biosynthesis PC(16:0/20:1(11Z)) SMP0080524 Phosphatidylcholine Biosynthesis PC(16:0/20:2(11Z,14Z)) SMP0080525 Phosphatidylcholine Biosynthesis PC(16:0/20:3(5Z,8Z,11Z)) SMP0080526 Phosphatidylcholine Biosynthesis PC(16:0/20:3(8Z,11Z,14Z)) SMP0080527 Phosphatidylcholine Biosynthesis PC(16:0/20:4(5Z,8Z,11Z,14Z)) SMP0080528 Phosphatidylcholine Biosynthesis PC(16:0/20:4(8Z,11Z,14Z,17Z)) SMP0080529 Phosphatidylcholine Biosynthesis PC(16:0/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0080530 Phosphatidylcholine Biosynthesis PC(16:0/22:0) SMP0080531 Phosphatidylcholine Biosynthesis PC(16:0/22:1(13Z)) SMP0080532 Phosphatidylcholine Biosynthesis PC(16:0/22:2(13Z,16Z)) SMP0080533 Phosphatidylcholine Biosynthesis PC(16:0/22:4(7Z,10Z,13Z,16Z)) SMP0080534 Phosphatidylcholine Biosynthesis PC(16:0/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080535 Phosphatidylcholine Biosynthesis PC(16:0/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0080536 Phosphatidylcholine Biosynthesis PC(16:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080537 Phosphatidylcholine Biosynthesis PC(16:0/24:0) SMP0080538 Phosphatidylcholine Biosynthesis PC(16:0/24:1(15Z)) SMP0080539 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/16:1(9Z)) SMP0080540 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/18:0) SMP0080541 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/18:1(11Z)) SMP0080542 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/18:1(9Z)) SMP0080543 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/18:2(9Z,12Z)) SMP0080544 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/18:3(6Z,9Z,12Z)) SMP0080545 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/18:3(9Z,12Z,15Z)) SMP0080546 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/18:4(6Z,9Z,12Z,15Z)) SMP0080547 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/20:0) SMP0080548 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/20:1(11Z)) SMP0080549 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/20:2(11Z,14Z)) SMP0080550 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/20:3(5Z,8Z,11Z)) SMP0080551 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/20:3(8Z,11Z,14Z)) SMP0080552 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/20:4(5Z,8Z,11Z,14Z)) SMP0080553 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/20:4(8Z,11Z,14Z,17Z)) SMP0080554 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0080555 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/22:0) SMP0080556 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/22:1(13Z)) SMP0080557 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/22:2(13Z,16Z)) SMP0080558 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/22:4(7Z,10Z,13Z,16Z)) SMP0080559 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080560 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0080561 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080562 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/24:0) SMP0080563 Phosphatidylcholine Biosynthesis PC(16:1(9Z)/24:1(15Z)) SMP0080564 Phosphatidylcholine Biosynthesis PC(18:0/18:0) SMP0080565 Phosphatidylcholine Biosynthesis PC(18:0/18:1(11Z)) SMP0080566 Phosphatidylcholine Biosynthesis PC(18:0/18:1(9Z)) SMP0080567 Phosphatidylcholine Biosynthesis PC(18:0/18:2(9Z,12Z)) SMP0080568 Phosphatidylcholine Biosynthesis PC(18:0/18:3(6Z,9Z,12Z)) SMP0080569 Phosphatidylcholine Biosynthesis PC(18:0/18:3(9Z,12Z,15Z)) SMP0080570 Phosphatidylcholine Biosynthesis PC(18:0/18:4(6Z,9Z,12Z,15Z)) SMP0080571 Phosphatidylcholine Biosynthesis PC(18:0/20:0) SMP0080572 Phosphatidylcholine Biosynthesis PC(18:0/20:1(11Z)) SMP0080573 Phosphatidylcholine Biosynthesis PC(18:0/20:2(11Z,14Z)) SMP0080574 Phosphatidylcholine Biosynthesis PC(18:0/20:3(5Z,8Z,11Z)) SMP0080575 Phosphatidylcholine Biosynthesis PC(18:0/20:3(8Z,11Z,14Z)) SMP0080576 Phosphatidylcholine Biosynthesis PC(18:0/20:4(5Z,8Z,11Z,14Z)) SMP0080577 Phosphatidylcholine Biosynthesis PC(18:0/20:4(8Z,11Z,14Z,17Z)) SMP0080578 Phosphatidylcholine Biosynthesis PC(18:0/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0080579 Phosphatidylcholine Biosynthesis PC(18:0/22:0) SMP0080580 Phosphatidylcholine Biosynthesis PC(18:0/22:1(13Z)) SMP0080581 Phosphatidylcholine Biosynthesis PC(18:0/22:2(13Z,16Z)) SMP0080582 Phosphatidylcholine Biosynthesis PC(18:0/22:4(7Z,10Z,13Z,16Z)) SMP0080583 Phosphatidylcholine Biosynthesis PC(18:0/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080584 Phosphatidylcholine Biosynthesis PC(18:0/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0080585 Phosphatidylcholine Biosynthesis PC(18:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080586 Phosphatidylcholine Biosynthesis PC(18:0/24:0) SMP0080587 Phosphatidylcholine Biosynthesis PC(18:0/24:1(15Z)) SMP0080588 Phosphatidylcholine Biosynthesis PC(18:1(11Z)/18:1(11Z)) SMP0080589 Phosphatidylcholine Biosynthesis PC(18:1(11Z)/18:1(9Z)) SMP0080590 Phosphatidylcholine Biosynthesis PC(18:1(11Z)/18:2(9Z,12Z)) SMP0080591 Phosphatidylcholine Biosynthesis PC(18:1(11Z)/18:3(6Z,9Z,12Z)) SMP0080592 Phosphatidylcholine Biosynthesis PC(18:1(11Z)/18:3(9Z,12Z,15Z)) SMP0080593 Phosphatidylcholine Biosynthesis PC(18:1(11Z)/18:4(6Z,9Z,12Z,15Z)) SMP0080594 Phosphatidylcholine Biosynthesis PC(18:1(11Z)/20:0) SMP0080595 Phosphatidylcholine Biosynthesis PC(18:1(11Z)/20:1(11Z)) SMP0080596 Phosphatidylcholine Biosynthesis PC(18:1(11Z)/20:2(11Z,14Z)) SMP0080597 Phosphatidylcholine Biosynthesis PC(18:1(11Z)/20:3(5Z,8Z,11Z)) SMP0080598 Phosphatidylcholine Biosynthesis PC(18:1(11Z)/20:3(8Z,11Z,14Z)) SMP0080599 Phosphatidylcholine Biosynthesis PC(18:1(11Z)/20:4(5Z,8Z,11Z,14Z)) SMP0080600 Phosphatidylcholine Biosynthesis PC(18:1(11Z)/20:4(8Z,11Z,14Z,17Z)) SMP0080601 Phosphatidylcholine Biosynthesis PC(18:1(11Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0080602 Phosphatidylcholine Biosynthesis PC(18:1(11Z)/22:0) SMP0080603 Phosphatidylcholine Biosynthesis PC(18:1(11Z)/22:1(13Z)) SMP0080604 Phosphatidylcholine Biosynthesis PC(18:1(11Z)/22:2(13Z,16Z)) SMP0080605 Phosphatidylcholine Biosynthesis PC(18:1(11Z)/22:4(7Z,10Z,13Z,16Z)) SMP0080606 Phosphatidylcholine Biosynthesis PC(18:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080607 Phosphatidylcholine Biosynthesis PC(18:1(11Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0080608 Phosphatidylcholine Biosynthesis PC(18:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080609 Phosphatidylcholine Biosynthesis PC(18:1(11Z)/24:0) SMP0080610 Phosphatidylcholine Biosynthesis PC(18:1(11Z)/24:1(15Z)) SMP0080611 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/18:1(9Z)) SMP0080612 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/18:2(9Z,12Z)) SMP0080613 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/18:3(6Z,9Z,12Z)) SMP0080614 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/18:3(9Z,12Z,15Z)) SMP0080615 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/18:4(6Z,9Z,12Z,15Z)) SMP0080616 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/20:0) SMP0080617 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/20:1(11Z)) SMP0080618 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/20:2(11Z,14Z)) SMP0080619 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/20:3(5Z,8Z,11Z)) SMP0080620 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/20:3(8Z,11Z,14Z)) SMP0080621 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/20:4(5Z,8Z,11Z,14Z)) SMP0080622 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/20:4(8Z,11Z,14Z,17Z)) SMP0080623 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0080624 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/22:0) SMP0080625 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/22:1(13Z)) SMP0080626 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/22:2(13Z,16Z)) SMP0080627 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/22:4(7Z,10Z,13Z,16Z)) SMP0080628 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080629 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0080630 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080631 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/24:0) SMP0080632 Phosphatidylcholine Biosynthesis PC(18:1(9Z)/24:1(15Z)) SMP0080633 Phosphatidylcholine Biosynthesis PC(18:2(9Z,12Z)/18:2(9Z,12Z)) SMP0080634 Phosphatidylcholine Biosynthesis PC(18:2(9Z,12Z)/18:3(6Z,9Z,12Z)) SMP0080635 Phosphatidylcholine Biosynthesis PC(18:2(9Z,12Z)/18:3(9Z,12Z,15Z)) SMP0080636 Phosphatidylcholine Biosynthesis PC(18:2(9Z,12Z)/18:4(6Z,9Z,12Z,15Z)) SMP0080637 Phosphatidylcholine Biosynthesis PC(18:2(9Z,12Z)/20:0) SMP0080638 Phosphatidylcholine Biosynthesis PC(18:2(9Z,12Z)/20:1(11Z)) SMP0080639 Phosphatidylcholine Biosynthesis PC(18:2(9Z,12Z)/20:2(11Z,14Z)) SMP0080640 Phosphatidylcholine Biosynthesis PC(18:2(9Z,12Z)/20:3(5Z,8Z,11Z)) SMP0080641 Phosphatidylcholine Biosynthesis PC(18:2(9Z,12Z)/20:3(8Z,11Z,14Z)) SMP0080642 Phosphatidylcholine Biosynthesis PC(18:2(9Z,12Z)/20:4(5Z,8Z,11Z,14Z)) SMP0080643 Phosphatidylcholine Biosynthesis PC(18:2(9Z,12Z)/20:4(8Z,11Z,14Z,17Z)) SMP0080644 Phosphatidylcholine Biosynthesis PC(18:2(9Z,12Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0080645 Phosphatidylcholine Biosynthesis PC(18:2(9Z,12Z)/22:0) SMP0080646 Phosphatidylcholine Biosynthesis PC(18:2(9Z,12Z)/22:1(13Z)) SMP0080647 Phosphatidylcholine Biosynthesis PC(18:2(9Z,12Z)/22:2(13Z,16Z)) SMP0080648 Phosphatidylcholine Biosynthesis PC(18:2(9Z,12Z)/22:4(7Z,10Z,13Z,16Z)) SMP0080649 Phosphatidylcholine Biosynthesis PC(18:2(9Z,12Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080650 Phosphatidylcholine Biosynthesis PC(18:2(9Z,12Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0080651 Phosphatidylcholine Biosynthesis PC(18:2(9Z,12Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080652 Phosphatidylcholine Biosynthesis PC(18:2(9Z,12Z)/24:0) SMP0080653 Phosphatidylcholine Biosynthesis PC(18:2(9Z,12Z)/24:1(15Z)) SMP0080654 Phosphatidylcholine Biosynthesis PC(18:3(6Z,9Z,12Z)/18:3(6Z,9Z,12Z)) SMP0080655 Phosphatidylcholine Biosynthesis PC(18:3(6Z,9Z,12Z)/18:3(9Z,12Z,15Z)) SMP0080656 Phosphatidylcholine Biosynthesis PC(18:3(6Z,9Z,12Z)/18:4(6Z,9Z,12Z,15Z)) SMP0080657 Phosphatidylcholine Biosynthesis PC(18:3(6Z,9Z,12Z)/20:0) SMP0080658 Phosphatidylcholine Biosynthesis PC(18:3(6Z,9Z,12Z)/20:1(11Z)) SMP0080659 Phosphatidylcholine Biosynthesis PC(18:3(6Z,9Z,12Z)/20:2(11Z,14Z)) SMP0080660 Phosphatidylcholine Biosynthesis PC(18:3(6Z,9Z,12Z)/20:3(5Z,8Z,11Z)) SMP0080661 Phosphatidylcholine Biosynthesis PC(18:3(6Z,9Z,12Z)/20:3(8Z,11Z,14Z)) SMP0080662 Phosphatidylcholine Biosynthesis PC(18:3(6Z,9Z,12Z)/20:4(5Z,8Z,11Z,14Z)) SMP0080663 Phosphatidylcholine Biosynthesis PC(18:3(6Z,9Z,12Z)/20:4(8Z,11Z,14Z,17Z)) SMP0080664 Phosphatidylcholine Biosynthesis PC(18:3(6Z,9Z,12Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0080665 Phosphatidylcholine Biosynthesis PC(18:3(6Z,9Z,12Z)/22:0) SMP0080666 Phosphatidylcholine Biosynthesis PC(18:3(6Z,9Z,12Z)/22:1(13Z)) SMP0080667 Phosphatidylcholine Biosynthesis PC(18:3(6Z,9Z,12Z)/22:2(13Z,16Z)) SMP0080668 Phosphatidylcholine Biosynthesis PC(18:3(6Z,9Z,12Z)/22:4(7Z,10Z,13Z,16Z)) SMP0080669 Phosphatidylcholine Biosynthesis PC(18:3(6Z,9Z,12Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080670 Phosphatidylcholine Biosynthesis PC(18:3(6Z,9Z,12Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0080671 Phosphatidylcholine Biosynthesis PC(18:3(6Z,9Z,12Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080672 Phosphatidylcholine Biosynthesis PC(18:3(6Z,9Z,12Z)/24:0) SMP0080673 Phosphatidylcholine Biosynthesis PC(18:3(6Z,9Z,12Z)/24:1(15Z)) SMP0080674 Phosphatidylcholine Biosynthesis PC(18:3(9Z,12Z,15Z)/18:3(9Z,12Z,15Z)) SMP0080675 Phosphatidylcholine Biosynthesis PC(18:3(9Z,12Z,15Z)/18:4(6Z,9Z,12Z,15Z)) SMP0080676 Phosphatidylcholine Biosynthesis PC(18:3(9Z,12Z,15Z)/20:0) SMP0080677 Phosphatidylcholine Biosynthesis PC(18:3(9Z,12Z,15Z)/20:1(11Z)) SMP0080678 Phosphatidylcholine Biosynthesis PC(18:3(9Z,12Z,15Z)/20:2(11Z,14Z)) SMP0080679 Phosphatidylcholine Biosynthesis PC(18:3(9Z,12Z,15Z)/20:3(5Z,8Z,11Z)) SMP0080680 Phosphatidylcholine Biosynthesis PC(18:3(9Z,12Z,15Z)/20:3(8Z,11Z,14Z)) SMP0080681 Phosphatidylcholine Biosynthesis PC(18:3(9Z,12Z,15Z)/20:4(5Z,8Z,11Z,14Z)) SMP0080682 Phosphatidylcholine Biosynthesis PC(18:3(9Z,12Z,15Z)/20:4(8Z,11Z,14Z,17Z)) SMP0080683 Phosphatidylcholine Biosynthesis PC(18:3(9Z,12Z,15Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0080684 Phosphatidylcholine Biosynthesis PC(18:3(9Z,12Z,15Z)/22:0) SMP0080685 Phosphatidylcholine Biosynthesis PC(18:3(9Z,12Z,15Z)/22:1(13Z)) SMP0080686 Phosphatidylcholine Biosynthesis PC(18:3(9Z,12Z,15Z)/22:2(13Z,16Z)) SMP0080687 Phosphatidylcholine Biosynthesis PC(18:3(9Z,12Z,15Z)/22:4(7Z,10Z,13Z,16Z)) SMP0080688 Phosphatidylcholine Biosynthesis PC(18:3(9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080689 Phosphatidylcholine Biosynthesis PC(18:3(9Z,12Z,15Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0080690 Phosphatidylcholine Biosynthesis PC(18:3(9Z,12Z,15Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080691 Phosphatidylcholine Biosynthesis PC(18:3(9Z,12Z,15Z)/24:0) SMP0080692 Phosphatidylcholine Biosynthesis PC(18:3(9Z,12Z,15Z)/24:1(15Z)) SMP0080693 Phosphatidylcholine Biosynthesis PC(18:4(6Z,9Z,12Z,15Z)/18:4(6Z,9Z,12Z,15Z)) SMP0080694 Phosphatidylcholine Biosynthesis PC(18:4(6Z,9Z,12Z,15Z)/20:0) SMP0080695 Phosphatidylcholine Biosynthesis PC(18:4(6Z,9Z,12Z,15Z)/20:1(11Z)) SMP0080696 Phosphatidylcholine Biosynthesis PC(18:4(6Z,9Z,12Z,15Z)/20:2(11Z,14Z)) SMP0080697 Phosphatidylcholine Biosynthesis PC(18:4(6Z,9Z,12Z,15Z)/20:3(5Z,8Z,11Z)) SMP0080698 Phosphatidylcholine Biosynthesis PC(18:4(6Z,9Z,12Z,15Z)/20:3(8Z,11Z,14Z)) SMP0080699 Phosphatidylcholine Biosynthesis PC(18:4(6Z,9Z,12Z,15Z)/20:4(5Z,8Z,11Z,14Z)) SMP0080700 Phosphatidylcholine Biosynthesis PC(18:4(6Z,9Z,12Z,15Z)/20:4(8Z,11Z,14Z,17Z)) SMP0080701 Phosphatidylcholine Biosynthesis PC(18:4(6Z,9Z,12Z,15Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0080702 Phosphatidylcholine Biosynthesis PC(18:4(6Z,9Z,12Z,15Z)/22:0) SMP0080703 Phosphatidylcholine Biosynthesis PC(18:4(6Z,9Z,12Z,15Z)/22:1(13Z)) SMP0080704 Phosphatidylcholine Biosynthesis PC(18:4(6Z,9Z,12Z,15Z)/22:2(13Z,16Z)) SMP0080705 Phosphatidylcholine Biosynthesis PC(18:4(6Z,9Z,12Z,15Z)/22:4(7Z,10Z,13Z,16Z)) SMP0080706 Phosphatidylcholine Biosynthesis PC(18:4(6Z,9Z,12Z,15Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080707 Phosphatidylcholine Biosynthesis PC(18:4(6Z,9Z,12Z,15Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0080708 Phosphatidylcholine Biosynthesis PC(18:4(6Z,9Z,12Z,15Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080709 Phosphatidylcholine Biosynthesis PC(18:4(6Z,9Z,12Z,15Z)/24:0) SMP0080710 Phosphatidylcholine Biosynthesis PC(18:4(6Z,9Z,12Z,15Z)/24:1(15Z)) SMP0080711 Phosphatidylcholine Biosynthesis PC(20:0/20:0) SMP0080712 Phosphatidylcholine Biosynthesis PC(20:0/20:1(11Z)) SMP0080713 Phosphatidylcholine Biosynthesis PC(20:0/20:2(11Z,14Z)) SMP0080714 Phosphatidylcholine Biosynthesis PC(20:0/20:3(5Z,8Z,11Z)) SMP0080715 Phosphatidylcholine Biosynthesis PC(20:0/20:3(8Z,11Z,14Z)) SMP0080716 Phosphatidylcholine Biosynthesis PC(20:0/20:4(5Z,8Z,11Z,14Z)) SMP0080717 Phosphatidylcholine Biosynthesis PC(20:0/20:4(8Z,11Z,14Z,17Z)) SMP0080718 Phosphatidylcholine Biosynthesis PC(20:0/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0080719 Phosphatidylcholine Biosynthesis PC(20:0/22:0) SMP0080720 Phosphatidylcholine Biosynthesis PC(20:0/22:1(13Z)) SMP0080721 Phosphatidylcholine Biosynthesis PC(20:0/22:2(13Z,16Z)) SMP0080722 Phosphatidylcholine Biosynthesis PC(20:0/22:4(7Z,10Z,13Z,16Z)) SMP0080723 Phosphatidylcholine Biosynthesis PC(20:0/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080724 Phosphatidylcholine Biosynthesis PC(20:0/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0080725 Phosphatidylcholine Biosynthesis PC(20:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080726 Phosphatidylcholine Biosynthesis PC(20:0/24:0) SMP0080727 Phosphatidylcholine Biosynthesis PC(20:0/24:1(15Z)) SMP0080728 Phosphatidylcholine Biosynthesis PC(20:1(11Z)/20:1(11Z)) SMP0080729 Phosphatidylcholine Biosynthesis PC(20:1(11Z)/20:2(11Z,14Z)) SMP0080730 Phosphatidylcholine Biosynthesis PC(20:1(11Z)/20:3(5Z,8Z,11Z)) SMP0080731 Phosphatidylcholine Biosynthesis PC(20:1(11Z)/20:3(8Z,11Z,14Z)) SMP0080732 Phosphatidylcholine Biosynthesis PC(20:1(11Z)/20:4(5Z,8Z,11Z,14Z)) SMP0080733 Phosphatidylcholine Biosynthesis PC(20:1(11Z)/20:4(8Z,11Z,14Z,17Z)) SMP0080734 Phosphatidylcholine Biosynthesis PC(20:1(11Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0080735 Phosphatidylcholine Biosynthesis PC(20:1(11Z)/22:0) SMP0080736 Phosphatidylcholine Biosynthesis PC(20:1(11Z)/22:1(13Z)) SMP0080737 Phosphatidylcholine Biosynthesis PC(20:1(11Z)/22:2(13Z,16Z)) SMP0080738 Phosphatidylcholine Biosynthesis PC(20:1(11Z)/22:4(7Z,10Z,13Z,16Z)) SMP0080739 Phosphatidylcholine Biosynthesis PC(20:1(11Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080740 Phosphatidylcholine Biosynthesis PC(20:1(11Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0080741 Phosphatidylcholine Biosynthesis PC(20:1(11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080742 Phosphatidylcholine Biosynthesis PC(20:1(11Z)/24:0) SMP0080743 Phosphatidylcholine Biosynthesis PC(20:1(11Z)/24:1(15Z)) SMP0080744 Phosphatidylcholine Biosynthesis PC(20:2(11Z,14Z)/20:2(11Z,14Z)) SMP0080745 Phosphatidylcholine Biosynthesis PC(20:2(11Z,14Z)/20:3(5Z,8Z,11Z)) SMP0080746 Phosphatidylcholine Biosynthesis PC(20:2(11Z,14Z)/20:3(8Z,11Z,14Z)) SMP0080747 Phosphatidylcholine Biosynthesis PC(20:2(11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) SMP0080748 Phosphatidylcholine Biosynthesis PC(20:2(11Z,14Z)/20:4(8Z,11Z,14Z,17Z)) SMP0080749 Phosphatidylcholine Biosynthesis PC(20:2(11Z,14Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0080750 Phosphatidylcholine Biosynthesis PC(20:2(11Z,14Z)/22:0) SMP0080751 Phosphatidylcholine Biosynthesis PC(20:2(11Z,14Z)/22:1(13Z)) SMP0080752 Phosphatidylcholine Biosynthesis PC(20:2(11Z,14Z)/22:2(13Z,16Z)) SMP0080753 Phosphatidylcholine Biosynthesis PC(20:2(11Z,14Z)/22:4(7Z,10Z,13Z,16Z)) SMP0080754 Phosphatidylcholine Biosynthesis PC(20:2(11Z,14Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080755 Phosphatidylcholine Biosynthesis PC(20:2(11Z,14Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0080756 Phosphatidylcholine Biosynthesis PC(20:2(11Z,14Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080757 Phosphatidylcholine Biosynthesis PC(20:2(11Z,14Z)/24:0) SMP0080758 Phosphatidylcholine Biosynthesis PC(20:2(11Z,14Z)/24:1(15Z)) SMP0080759 Phosphatidylcholine Biosynthesis PC(20:3(5Z,8Z,11Z)/20:3(5Z,8Z,11Z)) SMP0080760 Phosphatidylcholine Biosynthesis PC(20:3(5Z,8Z,11Z)/20:3(8Z,11Z,14Z)) SMP0080761 Phosphatidylcholine Biosynthesis PC(20:3(5Z,8Z,11Z)/20:4(5Z,8Z,11Z,14Z)) SMP0080762 Phosphatidylcholine Biosynthesis PC(20:3(5Z,8Z,11Z)/20:4(8Z,11Z,14Z,17Z)) SMP0080763 Phosphatidylcholine Biosynthesis PC(20:3(5Z,8Z,11Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0080764 Phosphatidylcholine Biosynthesis PC(20:3(5Z,8Z,11Z)/22:0) SMP0080765 Phosphatidylcholine Biosynthesis PC(20:3(5Z,8Z,11Z)/22:1(13Z)) SMP0080766 Phosphatidylcholine Biosynthesis PC(20:3(5Z,8Z,11Z)/22:2(13Z,16Z)) SMP0080767 Phosphatidylcholine Biosynthesis PC(20:3(5Z,8Z,11Z)/22:4(7Z,10Z,13Z,16Z)) SMP0080768 Phosphatidylcholine Biosynthesis PC(20:3(5Z,8Z,11Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080769 Phosphatidylcholine Biosynthesis PC(20:3(5Z,8Z,11Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0080770 Phosphatidylcholine Biosynthesis PC(20:3(5Z,8Z,11Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080771 Phosphatidylcholine Biosynthesis PC(20:3(5Z,8Z,11Z)/24:0) SMP0080772 Phosphatidylcholine Biosynthesis PC(20:3(5Z,8Z,11Z)/24:1(15Z)) SMP0080773 Phosphatidylcholine Biosynthesis PC(20:3(8Z,11Z,14Z)/20:3(8Z,11Z,14Z)) SMP0080774 Phosphatidylcholine Biosynthesis PC(20:3(8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) SMP0080775 Phosphatidylcholine Biosynthesis PC(20:3(8Z,11Z,14Z)/20:4(8Z,11Z,14Z,17Z)) SMP0080776 Phosphatidylcholine Biosynthesis PC(20:3(8Z,11Z,14Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0080777 Phosphatidylcholine Biosynthesis PC(20:3(8Z,11Z,14Z)/22:0) SMP0080778 Phosphatidylcholine Biosynthesis PC(20:3(8Z,11Z,14Z)/22:1(13Z)) SMP0080779 Phosphatidylcholine Biosynthesis PC(20:3(8Z,11Z,14Z)/22:2(13Z,16Z)) SMP0080780 Phosphatidylcholine Biosynthesis PC(20:3(8Z,11Z,14Z)/22:4(7Z,10Z,13Z,16Z)) SMP0080781 Phosphatidylcholine Biosynthesis PC(20:3(8Z,11Z,14Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080782 Phosphatidylcholine Biosynthesis PC(20:3(8Z,11Z,14Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0080783 Phosphatidylcholine Biosynthesis PC(20:3(8Z,11Z,14Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080784 Phosphatidylcholine Biosynthesis PC(20:3(8Z,11Z,14Z)/24:0) SMP0080785 Phosphatidylcholine Biosynthesis PC(20:3(8Z,11Z,14Z)/24:1(15Z)) SMP0080786 Phosphatidylcholine Biosynthesis PC(20:4(5Z,8Z,11Z,14Z)/20:4(5Z,8Z,11Z,14Z)) SMP0080787 Phosphatidylcholine Biosynthesis PC(20:4(5Z,8Z,11Z,14Z)/20:4(8Z,11Z,14Z,17Z)) SMP0080788 Phosphatidylcholine Biosynthesis PC(20:4(5Z,8Z,11Z,14Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0080789 Phosphatidylcholine Biosynthesis PC(20:4(5Z,8Z,11Z,14Z)/22:0) SMP0080790 Phosphatidylcholine Biosynthesis PC(20:4(5Z,8Z,11Z,14Z)/22:1(13Z)) SMP0080791 Phosphatidylcholine Biosynthesis PC(20:4(5Z,8Z,11Z,14Z)/22:2(13Z,16Z)) SMP0080792 Phosphatidylcholine Biosynthesis PC(20:4(5Z,8Z,11Z,14Z)/22:4(7Z,10Z,13Z,16Z)) SMP0080793 Phosphatidylcholine Biosynthesis PC(20:4(5Z,8Z,11Z,14Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080794 Phosphatidylcholine Biosynthesis PC(20:4(5Z,8Z,11Z,14Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0080795 Phosphatidylcholine Biosynthesis PC(20:4(5Z,8Z,11Z,14Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080796 Phosphatidylcholine Biosynthesis PC(20:4(5Z,8Z,11Z,14Z)/24:0) SMP0080797 Phosphatidylcholine Biosynthesis PC(20:4(5Z,8Z,11Z,14Z)/24:1(15Z)) SMP0080798 Phosphatidylcholine Biosynthesis PC(20:4(8Z,11Z,14Z,17Z)/20:4(8Z,11Z,14Z,17Z)) SMP0080799 Phosphatidylcholine Biosynthesis PC(20:4(8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0080800 Phosphatidylcholine Biosynthesis PC(20:4(8Z,11Z,14Z,17Z)/22:0) SMP0080801 Phosphatidylcholine Biosynthesis PC(20:4(8Z,11Z,14Z,17Z)/22:1(13Z)) SMP0080802 Phosphatidylcholine Biosynthesis PC(20:4(8Z,11Z,14Z,17Z)/22:2(13Z,16Z)) SMP0080803 Phosphatidylcholine Biosynthesis PC(20:4(8Z,11Z,14Z,17Z)/22:4(7Z,10Z,13Z,16Z)) SMP0080804 Phosphatidylcholine Biosynthesis PC(20:4(8Z,11Z,14Z,17Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080805 Phosphatidylcholine Biosynthesis PC(20:4(8Z,11Z,14Z,17Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0080806 Phosphatidylcholine Biosynthesis PC(20:4(8Z,11Z,14Z,17Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080807 Phosphatidylcholine Biosynthesis PC(20:4(8Z,11Z,14Z,17Z)/24:0) SMP0080808 Phosphatidylcholine Biosynthesis PC(20:4(8Z,11Z,14Z,17Z)/24:1(15Z)) SMP0080809 Phosphatidylcholine Biosynthesis PC(20:5(5Z,8Z,11Z,14Z,17Z)/20:5(5Z,8Z,11Z,14Z,17Z)) SMP0080810 Phosphatidylcholine Biosynthesis PC(20:5(5Z,8Z,11Z,14Z,17Z)/22:0) SMP0080811 Phosphatidylcholine Biosynthesis PC(20:5(5Z,8Z,11Z,14Z,17Z)/22:1(13Z)) SMP0080812 Phosphatidylcholine Biosynthesis PC(20:5(5Z,8Z,11Z,14Z,17Z)/22:2(13Z,16Z)) SMP0080813 Phosphatidylcholine Biosynthesis PC(20:5(5Z,8Z,11Z,14Z,17Z)/22:4(7Z,10Z,13Z,16Z)) SMP0080814 Phosphatidylcholine Biosynthesis PC(20:5(5Z,8Z,11Z,14Z,17Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080815 Phosphatidylcholine Biosynthesis PC(20:5(5Z,8Z,11Z,14Z,17Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0080816 Phosphatidylcholine Biosynthesis PC(20:5(5Z,8Z,11Z,14Z,17Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080817 Phosphatidylcholine Biosynthesis PC(20:5(5Z,8Z,11Z,14Z,17Z)/24:0) SMP0080818 Phosphatidylcholine Biosynthesis PC(20:5(5Z,8Z,11Z,14Z,17Z)/24:1(15Z)) SMP0080819 Phosphatidylcholine Biosynthesis PC(22:0/22:0) SMP0080820 Phosphatidylcholine Biosynthesis PC(22:0/22:1(13Z)) SMP0080821 Phosphatidylcholine Biosynthesis PC(22:0/22:2(13Z,16Z)) SMP0080822 Phosphatidylcholine Biosynthesis PC(22:0/22:4(7Z,10Z,13Z,16Z)) SMP0080823 Phosphatidylcholine Biosynthesis PC(22:0/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080824 Phosphatidylcholine Biosynthesis PC(22:0/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0080825 Phosphatidylcholine Biosynthesis PC(22:0/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080826 Phosphatidylcholine Biosynthesis PC(22:0/24:0) SMP0080827 Phosphatidylcholine Biosynthesis PC(22:0/24:1(15Z)) SMP0080828 Phosphatidylcholine Biosynthesis PC(22:1(13Z)/22:1(13Z)) SMP0080829 Phosphatidylcholine Biosynthesis PC(22:1(13Z)/22:2(13Z,16Z)) SMP0080830 Phosphatidylcholine Biosynthesis PC(22:1(13Z)/22:4(7Z,10Z,13Z,16Z)) SMP0080831 Phosphatidylcholine Biosynthesis PC(22:1(13Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080832 Phosphatidylcholine Biosynthesis PC(22:1(13Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0080833 Phosphatidylcholine Biosynthesis PC(22:1(13Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080834 Phosphatidylcholine Biosynthesis PC(22:1(13Z)/24:0) SMP0080835 Phosphatidylcholine Biosynthesis PC(22:1(13Z)/24:1(15Z)) SMP0080836 Phosphatidylcholine Biosynthesis PC(22:2(13Z,16Z)/22:2(13Z,16Z)) SMP0080837 Phosphatidylcholine Biosynthesis PC(22:2(13Z,16Z)/22:4(7Z,10Z,13Z,16Z)) SMP0080838 Phosphatidylcholine Biosynthesis PC(22:2(13Z,16Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080839 Phosphatidylcholine Biosynthesis PC(22:2(13Z,16Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0080840 Phosphatidylcholine Biosynthesis PC(22:2(13Z,16Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080841 Phosphatidylcholine Biosynthesis PC(22:2(13Z,16Z)/24:0) SMP0080842 Phosphatidylcholine Biosynthesis PC(22:2(13Z,16Z)/24:1(15Z)) SMP0080843 Phosphatidylcholine Biosynthesis PC(22:4(7Z,10Z,13Z,16Z)/22:4(7Z,10Z,13Z,16Z)) SMP0080844 Phosphatidylcholine Biosynthesis PC(22:4(7Z,10Z,13Z,16Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080845 Phosphatidylcholine Biosynthesis PC(22:4(7Z,10Z,13Z,16Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0080846 Phosphatidylcholine Biosynthesis PC(22:4(7Z,10Z,13Z,16Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080847 Phosphatidylcholine Biosynthesis PC(22:4(7Z,10Z,13Z,16Z)/24:0) SMP0080848 Phosphatidylcholine Biosynthesis PC(22:4(7Z,10Z,13Z,16Z)/24:1(15Z)) SMP0080849 Phosphatidylcholine Biosynthesis PC(22:5(4Z,7Z,10Z,13Z,16Z)/22:5(4Z,7Z,10Z,13Z,16Z)) SMP0080850 Phosphatidylcholine Biosynthesis PC(22:5(4Z,7Z,10Z,13Z,16Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0080851 Phosphatidylcholine Biosynthesis PC(22:5(4Z,7Z,10Z,13Z,16Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080853 Phosphatidylcholine Biosynthesis PC(22:5(4Z,7Z,10Z,13Z,16Z)/24:0) SMP0080854 Phosphatidylcholine Biosynthesis PC(22:5(4Z,7Z,10Z,13Z,16Z)/24:1(15Z)) SMP0080855 Phosphatidylcholine Biosynthesis PC(22:5(7Z,10Z,13Z,16Z,19Z)/22:5(7Z,10Z,13Z,16Z,19Z)) SMP0080856 Phosphatidylcholine Biosynthesis PC(22:5(7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080857 Phosphatidylcholine Biosynthesis PC(22:5(7Z,10Z,13Z,16Z,19Z)/24:0) SMP0080858 Phosphatidylcholine Biosynthesis PC(22:5(7Z,10Z,13Z,16Z,19Z)/24:1(15Z)) SMP0080859 Phosphatidylcholine Biosynthesis PC(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/22:6(4Z,7Z,10Z,13Z,16Z,19Z)) SMP0080860 Phosphatidylcholine Biosynthesis PC(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/24:0) SMP0080862 Phosphatidylcholine Biosynthesis PC(22:6(4Z,7Z,10Z,13Z,16Z,19Z)/24:1(15Z)) SMP0080863 Phosphatidylcholine Biosynthesis PC(24:0/24:0) SMP0080864 Phosphatidylcholine Biosynthesis PC(24:0/24:1(15Z)) SMP0080865 Phosphatidylcholine Biosynthesis PC(24:1(15Z)/24:1(15Z)) SMP0080866 Phospholipid Biosynthesis SMP0087228 Specdb::NmrTwoD 1674 Specdb::NmrOneD 1733 Specdb::NmrOneD 102478 Specdb::NmrOneD 102479 Specdb::NmrOneD 102480 Specdb::NmrOneD 102481 Specdb::NmrOneD 102482 Specdb::NmrOneD 102483 Specdb::NmrOneD 102484 Specdb::NmrOneD 102485 Specdb::NmrOneD 102486 Specdb::NmrOneD 102487 Specdb::NmrOneD 102488 Specdb::NmrOneD 102489 Specdb::NmrOneD 102490 Specdb::NmrOneD 102491 Specdb::NmrOneD 102492 Specdb::NmrOneD 102493 Specdb::NmrOneD 102494 Specdb::NmrOneD 102495 Specdb::NmrOneD 102496 Specdb::NmrOneD 102497 Specdb::NmrOneD 166358 Specdb::NmrOneD 166579 Specdb::MsMs 1651 Specdb::MsMs 1652 Specdb::MsMs 1653 Specdb::MsMs 5404 Specdb::MsMs 5405 Specdb::MsMs 5406 Specdb::MsMs 5407 Specdb::MsMs 5408 Specdb::MsMs 5409 Specdb::MsMs 5410 Specdb::MsMs 287152 Specdb::MsMs 287153 Specdb::MsMs 287154 Specdb::MsMs 439250 Specdb::MsMs 446827 Specdb::MsMs 446828 Specdb::MsMs 446829 Specdb::MsMs 446830 Specdb::MsMs 446831 Specdb::MsMs 448186 Specdb::MsMs 2252328 Specdb::MsMs 2256294 Specdb::MsMs 2258272 Specdb::MsMs 2258360 Specdb::MsMs 2260233 Specdb::CMs 2864 Specdb::CMs 173238 Brain Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Epidermis Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Fibroblasts Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Intestine Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Kidney Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Liver 1658 +/- 593 nmol/g of tissue By NMR Aidin Foroutan, Carolyn Fitzsimmons, Rupasri Mandal, Hamed Piri‐Moghadam, Jiamin Zheng, AnChi Guo, Carin Li, Le Luo Guan and David S. Wishart. The Bovine Metabolome. Metabolites 2020, 10, 233; doi:10.3390/metabo10060233 Liver Metabolomics analysis was performed using GC-MS/LC-MS in multiparous Holstein dairy cows Shahzad K, Lopreiato V, Liang Y, Trevisi E, Osorio JS, Xu C, Loor JJ: Hepatic metabolomics and transcriptomics to study susceptibility to ketosis in response to prepartal nutritional management. J Anim Sci Biotechnol. 2019 Dec 18;10:96. doi: 10.1186/s40104-019-0404-z. eCollection 2019. 31867104 Milk Milk samples from 20 healthy Holstein Friesian dairy cows Lu J, Antunes Fernandes E, Paez Cano AE, Vinitwatanakhun J, Boeren S, van Hooijdonk T, van Knegsel A, Vervoort J, Hettinga KA: Changes in milk proteome and metabolome associated with dry period length, energy balance, and lactation stage in postparturient dairy cows. J Proteome Res. 2013 Jul 5;12(7):3288-96. doi: 10.1021/pr4001306. Epub 2013 Jun 5. 23738862 Milk Milk samples from Danish Holstein-Friesian (n = 456) and Jersey cows (n = 436) Sundekilde UK, Poulsen NA, Larsen LB, Bertram HC: Nuclear magnetic resonance metabonomics reveals strong association between milk metabolites and somatic cell count in bovine milk. J Dairy Sci. 2013 Jan;96(1):290-9. doi: 10.3168/jds.2012-5819. Epub 2012 Nov 22. 23182357 Milk 407 Milk samples from Swedish Red cows Sundekilde UK, Gustavsson F, Poulsen NA, Glantz M, Paulsson M, Larsen LB, Bertram HC: Association between the bovine milk metabolome and rennet-induced coagulation properties of milk. J Dairy Sci. 2014 Oct;97(10):6076-84. doi: 10.3168/jds.2014-8304. Epub 2014 Jul 30. 25087032 Milk 72.12 +/- 59.74 uM Raw milk metabolite measured during mid-lactation from cows fed diets consisting of total mixed ration (TMR), by 1H-NMR O'Callaghan TF, Vazquez-Fresno R, Serra-Cayuela A, Dong E, Mandal R, Hennessy D, McAuliffe S, Dillon P, Wishart DS, Stanton C, Ross RP: Pasture Feeding Changes the Bovine Rumen and Milk Metabolome. Metabolites. 2018 Apr 6;8(2). pii: metabo8020027. doi: 10.3390/metabo8020027. 29642378 Milk 143 - 1355 uM Klein MS, Almstetter MF, Schlamberger G, Nurnberger N, Dettmer K, Oefner PJ, Meyer HH, Wiedemann S, Gronwald W: Nuclear magnetic resonance and mass spectrometry-based milk metabolomics in dairy cows during early and late lactation. J Dairy Sci. 2010 Apr;93(4):1539-50. doi: 10.3168/jds.2009-2563. 20338431 Milk 183 - 941 uM Klein MS, Buttchereit N, Miemczyk SP, Immervoll AK, Louis C, Wiedemann S, Junge W, Thaller G, Oefner PJ, Gronwald W: NMR metabolomic analysis of dairy cows reveals milk glycerophosphocholine to phosphocholine ratio as prognostic biomarker for risk of ketosis. J Proteome Res. 2012 Feb 3;11(2):1373-81. doi: 10.1021/pr201017n. Epub 2011 Dec 9. 22098372 Milk 30.83 +/- 34.97 uM Raw milk metabolite measured during mid-lactation from cows fed diets consisting of perennial ryegrass (GRS), by 1H-NMR O'Callaghan TF, Vazquez-Fresno R, Serra-Cayuela A, Dong E, Mandal R, Hennessy D, McAuliffe S, Dillon P, Wishart DS, Stanton C, Ross RP: Pasture Feeding Changes the Bovine Rumen and Milk Metabolome. Metabolites. 2018 Apr 6;8(2). pii: metabo8020027. doi: 10.3390/metabo8020027. 29642378 Milk 44.14 +/- 32.01 uM Raw milk metabolite measured during mid-lactation from cows fed diets consisting of perennial ryegrass and white clover (CLV), by 1H-NMR O'Callaghan TF, Vazquez-Fresno R, Serra-Cayuela A, Dong E, Mandal R, Hennessy D, McAuliffe S, Dillon P, Wishart DS, Stanton C, Ross RP: Pasture Feeding Changes the Bovine Rumen and Milk Metabolome. Metabolites. 2018 Apr 6;8(2). pii: metabo8020027. doi: 10.3390/metabo8020027. 29642378 Milk 122 +/- 8 uM 1% milk by NMR Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Milk 123 +/- 7 uM 2% milk by NMR Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Milk 116 +/- 7 uM 3.25% milk by NMR Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Milk 120 +/- 1 uM Skim milk by NMR Foroutan A, Guo AC, Vazquez-Fresno R, Lipfert M, Zhang L, Zheng J, Badran H, Budinski Z, Mandal R, Ametaj BN, Wishart DS: Chemical Composition of Commercial Cow's Milk. J Agric Food Chem. 2019 Apr 17. doi: 10.1021/acs.jafc.9b00204. 30994344 Placenta Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Platelet Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Testis 1058 +/- 234 nmol/g of tissue By NMR Aidin Foroutan, Carolyn Fitzsimmons, Rupasri Mandal, Hamed Piri‐Moghadam, Jiamin Zheng, AnChi Guo, Carin Li, Le Luo Guan and David S. Wishart. The Bovine Metabolome. Metabolites 2020, 10, 233; doi:10.3390/metabo10060233 C00588 DB03945 FDB031111 989 1014 C00007299 18132 PHOSPHORYL-CHOLINE 48308 Phosphorylcholine 6326 Vijeeta, T.; Reddy, J. R. C.; Rao, B. V. S. K.; Karuna, M. S. L.; Prasad, R. B. N. Phospholipase-mediated preparation of 1-ricinoleoyl-2-acyl-sn- glycero-3-phosphocholine from soya and egg phosphatidylcholine. Biotechnology Letters (2004), 26(13), 1077-10 Klein MS, Almstetter MF, Schlamberger G, Nurnberger N, Dettmer K, Oefner PJ, Meyer HH, Wiedemann S, Gronwald W: Nuclear magnetic resonance and mass spectrometry-based milk metabolomics in dairy cows during early and late lactation. J Dairy Sci. 2010 Apr;93(4):1539-50. doi: 10.3168/jds.2009-2563. 20338431 Klein MS, Buttchereit N, Miemczyk SP, Immervoll AK, Louis C, Wiedemann S, Junge W, Thaller G, Oefner PJ, Gronwald W: NMR metabolomic analysis of dairy cows reveals milk glycerophosphocholine to phosphocholine ratio as prognostic biomarker for risk of ketosis. J Proteome Res. 2012 Feb 3;11(2):1373-81. doi: 10.1021/pr201017n. Epub 2011 Dec 9. 22098372 Sundekilde UK, Poulsen NA, Larsen LB, Bertram HC: Nuclear magnetic resonance metabonomics reveals strong association between milk metabolites and somatic cell count in bovine milk. J Dairy Sci. 2013 Jan;96(1):290-9. doi: 10.3168/jds.2012-5819. Epub 2012 Nov 22. 23182357 Sundekilde UK, Gustavsson F, Poulsen NA, Glantz M, Paulsson M, Larsen LB, Bertram HC: Association between the bovine milk metabolome and rennet-induced coagulation properties of milk. J Dairy Sci. 2014 Oct;97(10):6076-84. doi: 10.3168/jds.2014-8304. Epub 2014 Jul 30. 25087032 Lu J, Antunes Fernandes E, Paez Cano AE, Vinitwatanakhun J, Boeren S, van Hooijdonk T, van Knegsel A, Vervoort J, Hettinga KA: Changes in milk proteome and metabolome associated with dry period length, energy balance, and lactation stage in postparturient dairy cows. J Proteome Res. 2013 Jul 5;12(7):3288-96. doi: 10.1021/pr4001306. Epub 2013 Jun 5. 23738862 O'Callaghan TF, Vazquez-Fresno R, Serra-Cayuela A, Dong E, Mandal R, Hennessy D, McAuliffe S, Dillon P, Wishart DS, Stanton C, Ross RP: Pasture Feeding Changes the Bovine Rumen and Milk Metabolome. Metabolites. 2018 Apr 6;8(2). pii: metabo8020027. doi: 10.3390/metabo8020027. 29642378 A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation) BMDBP00130 Sphingomyelin phosphodiesterase Q0VD19 SMPD1 Enzyme BMDBP00133 Manganese-dependent ADP-ribose/CDP-alcohol diphosphatase A7YY53 ADPRM Enzyme BMDBP00223 Pyridoxal phosphate phosphatase PHOSPHO2 Q2KI06 PHOSPHO2 Enzyme BMDBP00392 Ethanolamine-phosphate cytidylyltransferase Q5EA75 PCYT2 Enzyme BMDBP02839 Choline kinase alpha F1MI39 CHKA Enzyme