1.0 2010-04-08 22:06:08 UTC 2025-11-18 22:55:32 UTC FDB004212 delta-5-Avenasterol Delta-5-avenasterol belongs to stigmastanes and derivatives class of compounds. Those 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. Delta-5-avenasterol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Delta-5-avenasterol can be found in a number of food items such as horseradish tree, lettuce, common walnut, and carob, which makes delta-5-avenasterol a potential biomarker for the consumption of these food products. C29H48O 412.6908 412.370516158 (2R,5S,15R)-2,15-dimethyl-14-[(2R,5Z)-5-(propan-2-yl)hept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol (2R,5S,15R)-14-[(2R,5Z)-5-isopropylhept-5-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-ol C\C=C(/C(C)C)CC[C@@H](C)C1CCC2C3CC=C4C[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/h7,10,19-20,23-27,30H,8-9,11-18H2,1-6H3/b21-7-/t20-,23+,24?,25?,26?,27?,28+,29-/m1/s1 OSELKOCHBMDKEJ-APCSMPPYSA-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-hydroxy delta-5-steroids 3-beta-hydroxysteroids C24-propyl sterols and derivatives Cyclic alcohols and derivatives Delta-5-steroids Hydrocarbon derivatives Secondary alcohols Triterpenoids 3-beta-hydroxy-delta-5-steroid 3-beta-hydroxysteroid 3-hydroxy-delta-5-steroid 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound C24-propyl-sterol-skeleton Cyclic alcohol Delta-5-steroid Hydrocarbon derivative Hydroxysteroid Organic oxygen compound Organooxygen compound Secondary alcohol Stigmastane-skeleton Triterpenoid logp 7.60 ALOGPS logs -6.74 ALOGPS solubility 7.48e-05 g/l ALOGPS logp 7.44 ChemAxon pka_strongest_acidic 18.2 ChemAxon pka_strongest_basic -1.4 ChemAxon iupac (2R,5S,15R)-2,15-dimethyl-14-[(2R,5Z)-5-(propan-2-yl)hept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-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)C1CCC2C3CC=C4C[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/h7,10,19-20,23-27,30H,8-9,11-18H2,1-6H3/b21-7-/t20-,23+,24?,25?,26?,27?,28+,29-/m1/s1 ChemAxon inchikey OSELKOCHBMDKEJ-APCSMPPYSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 130.62 ChemAxon polarizability 53.35 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 61665 Specdb::MsMs 61666 Specdb::MsMs 61667 Specdb::MsMs 118239 Specdb::MsMs 118240 Specdb::MsMs 118241 Specdb::MsMs 3600146 Specdb::MsMs 3600147 Specdb::MsMs 3600148 Specdb::MsMs 3600149 Specdb::MsMs 3600150 Specdb::MsMs 3600151 Almond Type 1 specific Prunus dulcis 3755 Apricot Type 1 specific Prunus armeniaca 36596 Brazil nut Type 1 specific Bertholletia excelsa 3645 Canola Type 2 specific 138011 4.3 4.3 4.3 mg/100 g Canola oil Type 2 4.3 4.3 4.3 mg/100 g Carob Type 1 specific Ceratonia siliqua 20340 Cashew nut Type 1 specific Anacardium occidentale 171929 Chocolate Type 2 specific Coconut Type 1 specific Cocos nucifera 13894 Common hazelnut Type 1 specific Corylus avellana 13451 Common walnut Type 1 specific Juglans regia 51240 6.25 6.25 6.25 mg/100 g Common wheat Type 1 specific Triticum aestivum 4565 Corn oil Type 2 5.8 5.8 5.8 mg/100 g Flaxseed Type 1 specific Linum usitatissimum 4006 Horseradish tree Type 1 specific Moringa oleifera 3735 Lettuce Type 1 specific Lactuca sativa 4236 Macadamia nut Type 1 specific Macadamia 4329 Oat Type 1 specific Avena sativa 4498 Olive oil Type 2 9.75 9.75 9.75 mg/100 g Peanut Type 1 specific Arachis hypogaea 3818 Pecan nut Type 1 specific Carya illinoinensis 32201 Pine nut Type 1 specific Pinus 3337 Pistachio Type 1 specific Pistacia vera 55513 Poppy Type 1 specific Papaver 3468 Roselle Type 1 specific Hibiscus sabdariffa 183260 Sesame Type 1 specific Sesamum orientale 4182 Sunflower Type 1 specific Helianthus annuus 4232 White mustard Type 1 specific Sinapis alba 3728 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.