1.0 2010-04-08 22:10:20 UTC 2019-11-26 03:07:29 UTC FDB012733 delta7-Avenasterol Constituent of oats and pumpkin seeds delta7-Avenasterol is an intermediate in the biosynthesis of steroids (KEGG ID C15782). It is the 4th to last step in the synthesis of Stigmasterol and is converted from 24-Ethylidenelophenol. It is then converted to 5-dehydroavenasterol via the enzyme lathosterol oxidase [EC:1.14.21.6]. delta7-Avenasterol is found in many foods, some of which are robusta coffee, sunflower, oat, and common walnut. (24Z)-24-Ethyl-5alpha-cholesta-7,24(28)-dien-3beta-ol (24Z)-5alpha-Stigmasta-7,24(28)-dien-3beta-ol (Z)-5alpha-Stigmasta-7,24(28)-dien-3beta-ol 24Z-Ethylidenelathosterol 3beta-Hydroxy-5alpha-stigmasta-7,24(28)Z-diene 5alpha-Stigmasta-7,24(28)-dien-3-ol 5alpha-Stigmasta-7,24(28)-dien-3beta-ol 5alpha-Stigmasta-7,Z-24(28)-diene-3.beta-ol 7-Dehydroavenasterol Avenasterol D7-Avenasterol delta7-Avenasterol Z-24-Ethylidene-5alpha-cholest-7-en-3beta-ol C29H48O 412.6908 412.370516158 (2S,5S,15R)-2,15-dimethyl-14-[(2R,5Z)-5-(propan-2-yl)hept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-ol (2S,5S,15R)-14-[(2R,5Z)-5-isopropylhept-5-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-ol 23290-26-8 C\C=C(/C(C)C)CC[C@@H](C)C1CCC2C3=CCC4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,11,19-20,22-23,25-27,30H,8-10,12-18H2,1-6H3/b21-7-/t20-,22?,23+,25?,26?,27?,28+,29-/m1/s1 MCWVPSBQQXUCTB-RFOHPFAESA-N belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. Stigmastanes and derivatives Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Stigmastanes and derivatives Aliphatic homopolycyclic compounds 3-beta-hydroxysteroids 3-hydroxy delta-7-steroids Cyclic alcohols and derivatives Delta-7-steroids Hydrocarbon derivatives Secondary alcohols Triterpenoids 3-beta-hydroxysteroid 3-hydroxy-delta-7-steroid 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Cyclic alcohol Delta-7-steroid Hydrocarbon derivative Hydroxysteroid Organic oxygen compound Organooxygen compound Secondary alcohol Stigmastane-skeleton Triterpenoid Stigmasterols and C24-ethyl derivatives steroid Solid logp 7.62 ALOGPS logs -6.65 ALOGPS solubility 9.25e-05 g/l ALOGPS melting_point Mp 148-151° logp 7.44 ChemAxon pka_strongest_acidic 18.36 ChemAxon pka_strongest_basic -1.3 ChemAxon iupac (2S,5S,15R)-2,15-dimethyl-14-[(2R,5Z)-5-(propan-2-yl)hept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-ol ChemAxon average_mass 412.6908 ChemAxon mono_mass 412.370516158 ChemAxon smiles C\C=C(/C(C)C)CC[C@@H](C)C1CCC2C3=CCC4C[C@@H](O)CC[C@]4(C)C3CC[C@]12C ChemAxon formula C29H48O ChemAxon inchi InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,11,19-20,22-23,25-27,30H,8-10,12-18H2,1-6H3/b21-7-/t20-,22?,23+,25?,26?,27?,28+,29-/m1/s1 ChemAxon inchikey MCWVPSBQQXUCTB-RFOHPFAESA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 130.62 ChemAxon polarizability 52.62 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 52068 Specdb::MsMs 52069 Specdb::MsMs 52070 Specdb::MsMs 152271 Specdb::MsMs 152272 Specdb::MsMs 152273 HMDB06851 Breakfast cereal Type 2 specific Cereals and cereal products Unknown generic Common walnut Type 1 specific Juglans regia 51240 0.1 0.1 0.1 mg/100 g Horseradish tree Type 1 specific Moringa oleifera 3735 Lettuce Type 1 specific Lactuca sativa 4236 Oat Type 1 specific Avena sativa 4498 Robusta coffee Type 1 specific Coffea canephora 49390 Sunflower Type 1 specific Helianthus annuus 4232 Anti-oxidant 502 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324.