1.0 2016-09-30 23:21:32 UTC 2020-04-22 15:17:17 UTC BMDB0006327 BMDB06327 Alpha-Tocotrienol (2R)-2,5,7,8-Tetramethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-1-benzopyran-6-ol zeta1-Tocopherol Ζ1-tocopherol a-Tocotrienol Α-tocotrienol (2R,3'e,7'e)-alpha-Tocotrienol (R)-alpha-Tocotrienol Tocotrienol, alpha (2R,3'e,7'e)-Α-tocotrienol (2R,3’E,7’e)-α-tocotrienol (R)-Α-tocotrienol 5,7,8-Trimethyltocotrienol alpha-Tocotrienol C29H44O2 424.6585 424.334130652 (2R)-2,5,7,8-tetramethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-1-benzopyran-6-ol α tocotrienol 1721-51-3 CC(C)=CCC\C(C)=C\CC\C(C)=C\CC[C@]1(C)CCC2=C(C)C(O)=C(C)C(C)=C2O1 InChI=1S/C29H44O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h12,14,16,30H,9-11,13,15,17-19H2,1-8H3/b21-14+,22-16+/t29-/m1/s1 RZFHLOLGZPDCHJ-XZXLULOTSA-N belongs to the class of organic compounds known as tocotrienols. These are vitamin E derivatives containing an unsaturated trimethyltrideca-3,7,11-trien-1-yl chain attached to the carbon C6 atom of a benzopyran ring system. The differ from tocopherols that contain a saturated trimethyltridecyl chain. Organic compounds Lipids and lipid-like molecules Prenol lipids Quinone and hydroquinone lipids Tocotrienols 1-benzopyrans Alkyl aryl ethers Benzenoids Diterpenoids Hydrocarbon derivatives Oxacyclic compounds 1-benzopyran Alkyl aryl ether Aromatic heteropolycyclic compound Benzenoid Benzopyran Chromane Diterpenoid Ether Hydrocarbon derivative Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Tocotrienol Aromatic heteropolycyclic compounds Vitamin E tocotrienol vitamin E vitamin E Solid logp 7.70 ALOGPS logs -6.19 ALOGPS logp 9.29 ChemAxon pka_strongest_acidic 10.8 ChemAxon pka_strongest_basic -4.9 ChemAxon iupac (2R)-2,5,7,8-tetramethyl-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-3,4-dihydro-2H-1-benzopyran-6-ol ChemAxon average_mass 424.6585 ChemAxon mono_mass 424.334130652 ChemAxon smiles CC(C)=CCC\C(C)=C\CC\C(C)=C\CC[C@]1(C)CCC2=C(C)C(O)=C(C)C(C)=C2O1 ChemAxon formula C29H44O2 ChemAxon inchi InChI=1S/C29H44O2/c1-20(2)12-9-13-21(3)14-10-15-22(4)16-11-18-29(8)19-17-26-25(7)27(30)23(5)24(6)28(26)31-29/h12,14,16,30H,9-11,13,15,17-19H2,1-8H3/b21-14+,22-16+/t29-/m1/s1 ChemAxon inchikey RZFHLOLGZPDCHJ-XZXLULOTSA-N ChemAxon polar_surface_area 29.46 ChemAxon refractivity 137.92 ChemAxon polarizability 54.56 ChemAxon rotatable_bond_count 9 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon number_of_rings 2 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 18912 Specdb::CMs 38998 Specdb::CMs 153946 Specdb::MsMs 308011 Specdb::MsMs 308012 Specdb::MsMs 308013 Specdb::MsMs 352090 Specdb::MsMs 352091 Specdb::MsMs 352092 Specdb::MsMs 448218 Specdb::MsMs 2354293 Specdb::MsMs 2354294 Specdb::MsMs 2354295 Specdb::MsMs 2607366 Specdb::MsMs 2607367 Specdb::MsMs 2607368 Specdb::NmrOneD 320411 Specdb::NmrOneD 320412 Specdb::NmrOneD 320413 Specdb::NmrOneD 320414 Specdb::NmrOneD 320415 Specdb::NmrOneD 320416 Specdb::NmrOneD 320417 Specdb::NmrOneD 320418 Specdb::NmrOneD 320419 Specdb::NmrOneD 320420 Specdb::NmrOneD 320421 Specdb::NmrOneD 320422 Specdb::NmrOneD 320423 Specdb::NmrOneD 320424 Specdb::NmrOneD 320425 Specdb::NmrOneD 320426 Specdb::NmrOneD 320427 Specdb::NmrOneD 320428 Specdb::NmrOneD 320429 Specdb::NmrOneD 320430 FDB112231 C14153 4445512 5282347 33270 C00035044 CPD-15836 2296493 Alpha-Tocotrienol Chenevert Robert; Courchesne Gabriel; Pelchat Nicholas Chemoenzymatic synthesis of both enantiomers of alpha-tocotrienol. Bioorganic & medicinal chemistry (2006), 14(15), 5389-96.