1.0 2010-04-08 22:09:31 UTC 2019-11-26 03:04:41 UTC FDB011216 (3beta,4alpha,5alpha)-4-Methylergosta-8,14,24(28)-trien-3-ol Constituent of wheat germ oil (Triticum aestivum) delta 8,14 -Sterol is an intermediate in the biosynthesis of steroids (KEGG ID ; C11508), and is converted from O butusifoliol via the enzyme cytochrome P450, family 51, subfamily A (sterol 14-demethylase)[EC:1.14.13.70]. It is then converted to 4-alpha-methylfecosterol via the enzyme delta14-sterol reductase [EC:1.3.1.70]. (3beta,4alpha,5alpha)-4-Methylergosta-8,14,24(28)-trien-3-ol is found in wheat and cereals and cereal products. 4-alpha-methyl-5-alpha-ergosta-8,14,24(28)-trien-3-beta-ol 4a-Methyl-5a-ergosta-8,14,24(28)-trien-3b-ol 4a-Methylergosta-8,14,24(241)-trien-3b-ol 4alpha-Methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol 4α-methyl-5α-ergosta-8,14,24(28)-trien-3β-ol delta 8,14 -Sterol delta8,14 -Sterol delta8,14-Sterol δ8,14 -sterol δ8,14-sterol C29H46O 410.6749 410.354866094 2,6,15-trimethyl-14-(6-methyl-5-methylideneheptan-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),11-dien-5-ol 2,6,15-trimethyl-14-(6-methyl-5-methylideneheptan-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),11-dien-5-ol 74635-33-9 CC(C)C(=C)CCC(C)C1CC=C2C3=C(CCC12C)C1(C)CCC(O)C(C)C1CC3 InChI=1S/C29H46O/c1-18(2)19(3)8-9-20(4)23-12-13-25-22-10-11-24-21(5)27(30)15-17-29(24,7)26(22)14-16-28(23,25)6/h13,18,20-21,23-24,27,30H,3,8-12,14-17H2,1-2,4-7H3 HLAWVOWADPNAGN-UHFFFAOYSA-N belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Ergosterols and derivatives Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Ergostane steroids Aliphatic homopolycyclic compounds 3-hydroxysteroids Cyclic alcohols and derivatives Hydrocarbon derivatives Secondary alcohols 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Cyclic alcohol Ergosterol-skeleton Hydrocarbon derivative Hydroxysteroid Organic oxygen compound Organooxygen compound Secondary alcohol a steroid Solid logp 7.00 ALOGPS logs -5.42 ALOGPS solubility 1.56e-03 g/l ALOGPS melting_point Mp 124-126° logp 6.97 ChemAxon pka_strongest_acidic 18.96 ChemAxon pka_strongest_basic -1.1 ChemAxon iupac 2,6,15-trimethyl-14-(6-methyl-5-methylideneheptan-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),11-dien-5-ol ChemAxon average_mass 410.6749 ChemAxon mono_mass 410.354866094 ChemAxon smiles CC(C)C(=C)CCC(C)C1CC=C2C3=C(CCC12C)C1(C)CCC(O)C(C)C1CC3 ChemAxon formula C29H46O ChemAxon inchi InChI=1S/C29H46O/c1-18(2)19(3)8-9-20(4)23-12-13-25-22-10-11-24-21(5)27(30)15-17-29(24,7)26(22)14-16-28(23,25)6/h13,18,20-21,23-24,27,30H,3,8-12,14-17H2,1-2,4-7H3 ChemAxon inchikey HLAWVOWADPNAGN-UHFFFAOYSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 130 ChemAxon polarizability 52.92 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 63813 Specdb::MsMs 63814 Specdb::MsMs 63815 Specdb::MsMs 120819 Specdb::MsMs 120820 Specdb::MsMs 120821 Specdb::MsMs 3608200 Specdb::MsMs 3608201 Specdb::MsMs 3608202 Specdb::MsMs 3608203 Specdb::MsMs 3608204 Specdb::MsMs 3608205 HMDB06928 30109 Breakfast cereal Type 2 specific Cereals and cereal products Unknown generic Wheat Type 1 specific Triticum 4564 Delta(14)-sterol reductase O76062 TM7SF2