1.0 2016-09-30 22:39:08 UTC 2020-06-04 21:44:05 UTC BMDB0000958 BMDB00958 trans-Aconitic acid (1E)-1-Propene-1,2,3-tricarboxylic acid (e)-1-Propene-1,2,3-tricarboxylic acid (1E)-1-Propene-1,2,3-tricarboxylate (e)-1-Propene-1,2,3-tricarboxylate trans-Aconitate (1E)-Prop-1-ene-1,2,3-tricarboxylic (1E)1-Propene-1,2,3-tricarboxylate (1E)1-Propene-1,2,3-tricarboxylic acid (e)-Aconitic acid 1-Propene-1-trans-2,3-tricarboxylic acid 1-trans-Propene-1,2,3-tricarboxylic acid Acid TRA trans-1-Propene-1,2,3-tricarboxylic acid trans-Propene-1,2,3-tricarboxylic acid Acid, aconitic Acid, adonic Acid, carboxyglutaconic Acid, citridic Adonic acid Achilleic acid Acid, acontic Acid, pyrocitric Carboxyglutaconic acid Equisetic acid Pyrocitric acid Acid, achilleic Acid, equisetic Aconitate Citridic acid Citridinic acid Acid, citridinic Aconitic acid Acontic acid C6H6O6 174.1082 174.016437924 (1E)-prop-1-ene-1,2,3-tricarboxylic acid trans aconitic acid 4023-65-8 OC(=O)C\C(=C/C(O)=O)C(O)=O InChI=1S/C6H6O6/c7-4(8)1-3(6(11)12)2-5(9)10/h1H,2H2,(H,7,8)(H,9,10)(H,11,12)/b3-1+ GTZCVFVGUGFEME-HNQUOIGGSA-N belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Tricarboxylic acids and derivatives Tricarboxylic acids and derivatives Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Organic oxides Aliphatic acyclic compound Carbonyl group Carboxylic acid Hydrocarbon derivative Organic oxide Organic oxygen compound Organooxygen compound Tricarboxylic acid or derivatives Aliphatic acyclic compounds aconitic acid Solid melting_point 187 - 191 °C water_solubility 472.5 mg/mL logp -0.41 ALOGPS logs -1.41 ALOGPS logp -0.52 ChemAxon pka_strongest_acidic 3.15 ChemAxon iupac (1E)-prop-1-ene-1,2,3-tricarboxylic acid ChemAxon average_mass 174.1082 ChemAxon mono_mass 174.016437924 ChemAxon smiles OC(=O)C\C(=C/C(O)=O)C(O)=O ChemAxon formula C6H6O6 ChemAxon inchi InChI=1S/C6H6O6/c7-4(8)1-3(6(11)12)2-5(9)10/h1H,2H2,(H,7,8)(H,9,10)(H,11,12)/b3-1+ ChemAxon inchikey GTZCVFVGUGFEME-HNQUOIGGSA-N ChemAxon polar_surface_area 111.9 ChemAxon refractivity 35.23 ChemAxon polarizability 13.96 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 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 Specdb::MsIr 996 Specdb::MsIr 997 Specdb::MsIr 998 Specdb::NmrTwoD 1564 Specdb::EiMs 1898 Specdb::MsMs 1360 Specdb::MsMs 1361 Specdb::MsMs 1362 Specdb::MsMs 4975 Specdb::MsMs 4976 Specdb::MsMs 4977 Specdb::MsMs 4978 Specdb::MsMs 4979 Specdb::MsMs 4980 Specdb::MsMs 178581 Specdb::MsMs 178582 Specdb::MsMs 178583 Specdb::MsMs 180900 Specdb::MsMs 180901 Specdb::MsMs 180902 Specdb::MsMs 437211 Specdb::MsMs 437212 Specdb::MsMs 437213 Specdb::MsMs 437214 Specdb::MsMs 437215 Specdb::MsMs 439246 Specdb::MsMs 2227012 Specdb::MsMs 2227720 Specdb::MsMs 2229413 Specdb::MsMs 2230044 Specdb::NmrOneD 1623 Specdb::NmrOneD 8082 Specdb::NmrOneD 8083 Specdb::NmrOneD 8084 Specdb::NmrOneD 8085 Specdb::NmrOneD 8086 Specdb::NmrOneD 8087 Specdb::NmrOneD 8088 Specdb::NmrOneD 8089 Specdb::NmrOneD 8090 Specdb::NmrOneD 8091 Specdb::NmrOneD 8092 Specdb::NmrOneD 8093 Specdb::NmrOneD 8094 Specdb::NmrOneD 8095 Specdb::NmrOneD 8096 Specdb::NmrOneD 8097 Specdb::NmrOneD 8098 Specdb::NmrOneD 8099 Specdb::NmrOneD 8100 Specdb::NmrOneD 8101 Specdb::CMs 1419 Specdb::CMs 2632 Specdb::CMs 31269 Specdb::CMs 32350 Specdb::CMs 37865 Specdb::CMs 152674 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under alfalfa hay based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Mammary Gland 8 multiparous Chinese Holstein dairy cows fed in the Hangzhou Hangjiang Dairy Farm based on the milk production under corn stover based diets. Detection used gas chromatography time-of-flight/mass spectrometry (GC-TOF/MS) platform. Sun HZ, Zhou M, Wang O, Chen Y, Liu JX, Guan LL: Multi-omics reveals functional genomic and metabolic mechanisms of milk production and quality in dairy cows. Bioinformatics. 2020 Apr 15;36(8):2530-2537. doi: 10.1093/bioinformatics/btz951. 31873721 Ruminal Fluid 7000 uM Russell JB, Van Soest PJ: In vitro ruminal fermentation of organic acids common in forage. Appl Environ Microbiol. 1984 Jan;47(1):155-9. 6696413 Semen Analysis was performed using GC-MS in Holstein bulls (n = 16). Compound was identified by probable match parameters of the NIST Mass Spectral Search Program Velho ALC, Menezes E, Dinh T, Kaya A, Topper E, Moura AA, Memili E: Metabolomic markers of fertility in bull seminal plasma. PLoS One. 2018 Apr 10;13(4):e0195279. doi: 10.1371/journal.pone.0195279. eCollection 2018. 29634739 C02341 FDB008305 392201 32806 444212 C00052231 CPD-225 Gutierrez, Eddie N.; Lamberti, Vincent. Preparation of aconitic acid. U.S. (1978), 5 pp. CODEN: USXXAM US 4123459 19781031 CAN 90:103423 AN 1979:103423 BMDBP00559 ATP-dependent DNA helicase A0JN36 RECQL Enzyme BMDBP00560 DNA polymerase delta interacting protein 3 A7YW33 POLDIP3 Enzyme BMDBP01637 Solute carrier family 7 (Cationic amino acid transporter, y+ system), member 3 A0JNF2 SLC7A3 Enzyme BMDBP01638 HNRNPD protein A6H6Y0 HNRNPD Enzyme BMDBP01639 MGC139164 protein A6QNP6 MGC139164 Enzyme BMDBP01640 Zinc finger protein 775 A0JNI3 ZNF775 Enzyme BMDBP01641 ZNF404 protein A6QQ61 ZNF404 Enzyme BMDBP01642 N6AMT1 protein A4FV35 N6AMT1 Enzyme BMDBP01643 Solute carrier family 10 (Sodium/bile acid cotransporter family), member 4 A0JNQ1 SLC10A4 Enzyme BMDBP01644 ATP-dependent RNA helicase DDX1 A7E3W7 DDX1 Enzyme BMDBP01645 SUPV3L1 protein A6QP28 SUPV3L1 Enzyme BMDBP01646 RAVER1 protein A4FUZ2 RAVER1 Enzyme BMDBP01647 ZNF14 protein A2VE73 ZNF14 Enzyme BMDBP01648 LOC100124511 protein A1A4K0 LOC100124511 Enzyme BMDBP01649 DDX24 protein A6H7B6 DDX24 Enzyme BMDBP01650 LBR protein A6QQV8 LBR Enzyme BMDBP01651 ZNF773 protein A6QPU7 ZNF773 Enzyme BMDBP01652 LOC516156 protein A6QNX0 ZNF331 Enzyme BMDBP01653 G-rich RNA sequence binding factor 1 A0JNI7 GRSF1 Enzyme BMDBP01654 ZBTB44 protein A6QNQ1 ZBTB44 Enzyme BMDBP01655 PABPN1 protein A2VE34 PABPN1 Enzyme BMDBP01656 MATR3 protein A4IF82 MATR3 Enzyme BMDBP01657 Putative tRNA (cytidine(32)/guanosine(34)-2'-O)-methyltransferase A0JNB8 FTSJ1 Enzyme BMDBP01658 ZFP3 protein A5PJK9 ZFP3 Enzyme BMDBP01659 Zinc finger protein 577 A1L563 ZNF577 Enzyme BMDBP01660 ZNF266 protein A6QNY8 ZNF266 Enzyme BMDBP01661 RBM43 protein A6H711 RBM43 Enzyme BMDBP01662 EGL nine (C.elegans) homolog 2 A7E3S2 EGLN2 Enzyme BMDBP01663 FIZ1 protein A6QNZ1 FIZ1 Enzyme BMDBP01664 SF3B2 protein A4FV01 SF3B2 Enzyme BMDBP01665 DDX41 protein A3KN07 DDX41 Enzyme BMDBP01666 SLC7A7 protein A6QPX4 SLC7A7 Enzyme BMDBP01667 LOC100125388 protein A6QQC1 LOC100125388 Enzyme BMDBP01668 Solute carrier family 1 member 4 A5HSH2 SLC1A4 Enzyme BMDBP01669 Boule A7UEB3 Enzyme BMDBP01670 IKAROS family zinc finger 2 A0JNA9 IKZF2 Enzyme BMDBP01671 Gamma-aminobutyric acid (GABA) A receptor, beta 3 A1L501 GABRB3 Enzyme BMDBP01672 ZNF268 protein A4IFT8 ZNF268 Enzyme BMDBP01673 THAP domain containing 6 A6QR02 THAP6 Enzyme BMDBP01674 RBM17 protein A7MB77 RBM17 Enzyme BMDBP01675 Uncharacterized protein DKFZp686F02235 A5D9E0 DKFZp686F02235 Enzyme BMDBP01676 Zinc finger protein LOC509810 A0JN57 LOC509810 Enzyme BMDBP01677 THAP8 protein A6QQY1 THAP8 Enzyme BMDBP01678 EXOSC10 protein A7E323 EXOSC10 Enzyme BMDBP01679 Trinucleotide repeat containing 4 A1L544 TNRC4 Enzyme BMDBP01680 POGK protein A5PJT5 POGK Enzyme BMDBP01681 SART3 protein A7MB01 SART3 Enzyme BMDBP01682 ZNF583 protein A3KN44 ZNF583 Enzyme BMDBP01683 DDX17 protein A7E396 DDX17 Enzyme BMDBP01684 ZCCHC9 protein A6H756 ZCCHC9 Enzyme BMDBP01685 ZNF565 protein A6QNV5 ZNF565 Enzyme BMDBP01686 ZNF774 protein A6QNQ4 ZNF774 Enzyme BMDBP01687 Zinc finger protein 688 A2VDY1 ZNF688 Enzyme BMDBP01688 SFRS9 protein A4FUC6 SRSF9 Enzyme BMDBP01689 MGC155143 protein A5D7M1 ZBTB33 Enzyme BMDBP01690 MYEF2 protein A6QQP0 MYEF2 Enzyme BMDBP01691 WBSCR1 protein A7MBG9 WBSCR1 Enzyme BMDBP01692 ZC3H10 protein A5D7H8 ZC3H10 Enzyme BMDBP01693 LARP4 protein A7MB26 LARP4 Enzyme BMDBP01694 DDX20 protein A7MB49 DDX20 Enzyme BMDBP01695 SAFB protein A5PJP2 SAFB Enzyme BMDBP01696 PLAGL1 protein A6QQH3 PLAGL1 Enzyme BMDBP01697 RBM24 protein A6QPJ1 RBM24 Enzyme BMDBP01698 Long-chain fatty acid transport protein 1 A4IFM2 SLC27A1 Enzyme BMDBP01699 ANG2 protein A6H6X2 ANG2 Enzyme BMDBP01700 ZNF432 protein A7E361 ZNF432 Enzyme BMDBP01701 ZNF226 protein A7E325 ZNF226 Enzyme BMDBP01702 HNRPDL protein A4IF81 HNRPDL Enzyme BMDBP01703 Zinc finger and BTB domain-containing protein 18 A0JN76 ZBTB18 Enzyme BMDBP01704 Y-linked zinc finger protein A1XCL6 ZFY Enzyme BMDBP01705 ZNF771 protein A7E347 ZNF771 Enzyme BMDBP01706 ZNF667 protein A6QNL4 ZNF667 Enzyme BMDBP01707 Asparaginyl-tRNA synthetase 2, mitochondrial A5PJC3 NARS2 Enzyme BMDBP01708 Heterogeneous nuclear ribonucleoprotein A0 A1L532 HNRPA0 Enzyme BMDBP01709 Heterogeneous nuclear ribonucleoprotein H2 A5D9B4 HNRNPH2 Enzyme BMDBP01710 EGLN3 protein A7MBA0 EGLN3 Enzyme BMDBP01711 LOC522449 protein A4IFN3 LOC522449 Enzyme BMDBP01712 PRDM9 protein A6QNW2 PRDM9 Enzyme BMDBP01713 METTL5 protein A5PJE9 METTL5 Enzyme BMDBP01714 Muscleblind-like 2 A1L584 MBNL2 Enzyme BMDBP01715 LOC407241 protein A6QL89 LOC407241 Enzyme BMDBP01716 RECQL4 protein A5D786 RECQL4 Enzyme BMDBP01717 Mtr4 exosome RNA helicase A6H714 MTREX Enzyme BMDBP01718 MGC139239 protein A4FUW9 ZNF385B Enzyme BMDBP01719 LEPREL1 protein A6QLY3 P3H2 Enzyme BMDBP01720 MGC157163 protein A7MBK4 MGC157163 Enzyme BMDBP01721 THAP domain containing 7 A4IFT9 THAP7 Enzyme BMDBP01722 Tudor domain-containing protein 7 A6QLE1 TDRD7 Enzyme BMDBP01723 Gamma-aminobutyric acid (GABA) A receptor, delta A2VE38 GABRD Enzyme BMDBP01724 SLC7A13 protein A7E3E3 SLC7A13 Enzyme BMDBP01725 ZNF423 protein A6QNQ0 ZNF423 Enzyme BMDBP01726 SLC7A10 protein A6QQF2 SLC7A10 Enzyme BMDBP01727 DEAH-box helicase 15 A5D7D9 DHX15 Enzyme BMDBP01728 SAFB protein A7E314 SAFB Enzyme BMDBP01729 ZNF674 protein A6QP08 ZNF674 Enzyme BMDBP01730 ZNF383 protein A6QQH4 ZNF383 Enzyme BMDBP01731 Kruppel-like factor 15 A2VE49 LOC407241 Enzyme BMDBP01732 BRUNOL4 protein A6H776 CELF4 Enzyme BMDBP01733 DDX17 protein A7E307 DDX17 Enzyme BMDBP01734 HNRNPUL1 protein A4FUC2 HNRNPUL1 Enzyme BMDBP01735 AlaRS A0A2Q9 Enzyme BMDBP01736 LOC100125413 protein A6QQI0 LOC100125413 Enzyme BMDBP01737 ZNF48 protein A6QQT2 ZNF48 Enzyme BMDBP01738 Solute carrier family 7 member 5 A7Y463 SLC7A5 Enzyme BMDBP01739 FANCM protein A6QPF2 FANCM Enzyme BMDBP01740 ZC3H11A protein A5PKI2 ZC3H11A Enzyme BMDBP01741 CSTF2 protein A1A4I6 CSTF2 Enzyme BMDBP01742 LOC539976 protein A4FUY3 P3H1 Enzyme BMDBP01743 MGC157324 protein A4IFV3 MGC157324 Enzyme BMDBP01744 MGC138914 protein A4IFD5 MGC138914 Enzyme BMDBP01745 LOC510904 protein A6QPP6 LOC510904 Enzyme BMDBP01746 Zinc finger and BTB domain containing 5 A0JN94 ZBTB5 Enzyme BMDBP01747 Zinc finger, CCHC domain containing 10 A7E3S6 ZCCHC10 Enzyme BMDBP01748 Amino acid transporter A5HSH3 SLC1A5 Enzyme BMDBP01749 ACIN1 protein A4FUB9 ACIN1 Enzyme BMDBP01750 VEZF1 protein A6QQ84 VEZF1 Enzyme BMDBP01751 ZNF131 protein A6QR64 ZNF131 Enzyme BMDBP01752 HNRNPR protein A3KMV6 HNRNPR Enzyme BMDBP01753 MBNL2 protein A5PKK4 MBNL2 Enzyme BMDBP01754 RNASE2 protein A5PJY7 RNASE2 Enzyme BMDBP01755 SFRS4 protein A7MB38 SRSF4 Enzyme BMDBP01756 MKRN1 protein A2VDX6 MKRN1 Enzyme BMDBP01757 ZNF304 protein A6QLF1 ZNF304 Enzyme BMDBP01758 LOC100125304 protein A4IFL9 ZNF613 Enzyme BMDBP01759 LOC100124429 protein A7MB20 LOC100124429 Enzyme BMDBP01760 Heterogeneous nuclear ribonucleoprotein D A5D9H5 HNRNPD Enzyme BMDBP01761 ZNF784 protein A5PJI8 ZNF784 Enzyme BMDBP01762 ZFP36 ring finger protein like 1 A7MB98 ZFP36L1 Enzyme BMDBP01763 Transporter A1A4L2 SLC6A20 Enzyme BMDBP01764 Cap-specific mRNA (nucleoside-2'-O-)-methyltransferase 1 A2VE39 CMTR1 Enzyme BMDBP01765 RP9 protein A7E3C9 RP9 Enzyme BMDBP01766 MBNL1 protein A5PJM0 MBNL1 Enzyme BMDBP01767 ZNF346 protein A7YWD0 ZNF346 Enzyme BMDBP01768 SFRS5 protein A6H7B7 SRSF5 Enzyme BMDBP01769 DHX40 protein A6QQF4 DHX40 Enzyme BMDBP01770 Solute carrier family 7 member 8 A7Y461 SLC7A8 Enzyme BMDBP01771 PHF1 protein A6H7D5 PHF1 Enzyme BMDBP01772 DDX23 protein A6QLB2 DDX23 Enzyme BMDBP01773 ZNF777 protein A6QPN3 ZNF777 Enzyme BMDBP01774 ZNF484 protein A7E3C3 ZNF484 Enzyme BMDBP01775 RNA helicase A6QP73 DDX31 Enzyme BMDBP01776 ZFP64 protein A5PKJ0 ZFP64 Enzyme BMDBP01777 ZFP2 protein A5D7K3 ZFP2 Enzyme BMDBP01778 KLF10 protein A6QQG6 KLF10 Enzyme BMDBP01779 G-rich RNA sequence binding factor 1 A6QPB2 GRSF1 Enzyme BMDBP01780 Unk zinc finger A1A4K6 UNK Enzyme BMDBP01781 PIAS3 protein A6QQU9 PIAS3 Enzyme BMDBP01782 BOLL protein A6QPF5 BOLL Enzyme BMDBP01783 ZNF8 protein A4IFV7 ZNF8 Enzyme BMDBP01784 Zinc finger CCHC-type containing 3 A1A4J3 ZCCHC3 Enzyme BMDBP01785 PLOD2 protein A7MB83 PLOD2 Enzyme BMDBP01786 Heterogeneous nuclear ribonucleoprotein U A2VDN7 HNRNPU Enzyme BMDBP01787 AARS protein A6QLT9 AARS1 Enzyme BMDBP01788 ZNF180 protein A6QP07 ZNF180 Enzyme BMDBP01789 PABPN1 protein A3KN10 PABPN1 Enzyme BMDBP01790 MGC157082 protein A6QQQ5 MGC157082 Enzyme BMDBP01791 LGP2 protein A6H764 LGP2 Enzyme BMDBP01792 ZNF200 protein A4IF67 ZNF200 Enzyme BMDBP01793 ZNF582 protein A6QLH7 ZNF582 Enzyme BMDBP01794 ZNF391 protein A6QPV7 ZNF391 Enzyme BMDBP01795 PPIL4 protein A6QP53 PPIL4 Enzyme BMDBP01796 Uncharacterized protein A6QNZ9 Enzyme BMDBP01797 DEK protein A5PJQ1 DEK Enzyme BMDBP01798 ZNF689 protein A4IFR4 ZNF689 Enzyme BMDBP01799 CUGBP Elav-like family member 1 A7MB95 CELF1 Enzyme BMDBP01800 GPATCH3 protein A5PKC9 GPATCH3 Enzyme BMDBP01801 DEAD (Asp-Glu-Ala-Asp) box polypeptide 49 A1L507 DDX49 Enzyme BMDBP01802 ZNF502 protein A6QR50 ZNF502 Enzyme BMDBP01803 LOC100124497 protein A6QPF7 LOC100124497 Enzyme BMDBP01804 Zinc finger protein 93 homolog A1L537 ZNF235 Enzyme BMDBP01805 MGC152083 protein A6QNU7 MGC152083 Enzyme BMDBP01806 ZNF189 protein A5PJY6 ZNF189 Enzyme BMDBP01807 Prolyl 4-hydroxylase subunit alpha-1 A6QL77 P4HA1 Enzyme BMDBP01808 ZNF554 protein A6QNX1 ZNF554 Enzyme BMDBP01809 Zinc finger protein 264 A6MHW2 Zfp264 Enzyme BMDBP01810 SKIV2L2 protein A5PJZ8 SKIV2L2 Enzyme