1.0 2010-04-08 22:07:21 UTC 2025-11-18 23:03:00 UTC FDB006905 Oleanolic acid 3-acetate Oleanolic acid 3-acetate, also known as 3-O-acetyloleanolic acid, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Oleanolic acid 3-acetate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Oleanolic acid 3-acetate can be found in black-eyed pea and rosemary, which makes oleanolic acid 3-acetate a potential biomarker for the consumption of these food products. Oleanolic acid 3-acetate Oleanolic acid 3-O-acetate C32H50O4 498.748 498.37091009 (4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid (4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylic acid [H][C@@]1(CC[C@@]2(C)[C@@]([H])(CC[C@]3(C)[C@]2([H])CC=C2[C@]4([H])CC(C)(C)CC[C@@]4(CC[C@@]32C)C(O)=O)C1(C)C)OC(C)=O InChI=1S/C32H50O4/c1-20(33)36-25-12-13-29(6)23(28(25,4)5)11-14-31(8)24(29)10-9-21-22-19-27(2,3)15-17-32(22,26(34)35)18-16-30(21,31)7/h9,22-25H,10-19H2,1-8H3,(H,34,35)/t22-,23-,24+,25-,29-,30+,31+,32-/m0/s1 RIXNFYQZWDGQAE-DFHVBEEKSA-N belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Triterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Triterpenoids Aliphatic homopolycyclic compounds Carbonyl compounds Carboxylic acid esters Carboxylic acids Dicarboxylic acids and derivatives Hydrocarbon derivatives Organic oxides Aliphatic homopolycyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Dicarboxylic acid or derivatives Hydrocarbon derivative Organic oxide Organic oxygen compound Organooxygen compound Triterpenoid logp 7.48 ALOGPS logs -6.47 ALOGPS solubility 1.68e-04 g/l ALOGPS logp 7.04 ChemAxon pka_strongest_acidic 4.74 ChemAxon pka_strongest_basic -7 ChemAxon iupac (4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-(acetyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid ChemAxon average_mass 498.748 ChemAxon mono_mass 498.37091009 ChemAxon smiles [H][C@@]1(CC[C@@]2(C)[C@@]([H])(CC[C@]3(C)[C@]2([H])CC=C2[C@]4([H])CC(C)(C)CC[C@@]4(CC[C@@]32C)C(O)=O)C1(C)C)OC(C)=O ChemAxon formula C32H50O4 ChemAxon inchi InChI=1S/C32H50O4/c1-20(33)36-25-12-13-29(6)23(28(25,4)5)11-14-31(8)24(29)10-9-21-22-19-27(2,3)15-17-32(22,26(34)35)18-16-30(21,31)7/h9,22-25H,10-19H2,1-8H3,(H,34,35)/t22-,23-,24+,25-,29-,30+,31+,32-/m0/s1 ChemAxon inchikey RIXNFYQZWDGQAE-DFHVBEEKSA-N ChemAxon polar_surface_area 63.6 ChemAxon refractivity 142.78 ChemAxon polarizability 59.5 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 76992 Specdb::MsMs 76993 Specdb::MsMs 76994 Specdb::MsMs 136983 Specdb::MsMs 136984 Specdb::MsMs 136985 Specdb::MsMs 3603431 Specdb::MsMs 3603432 Specdb::MsMs 3603433 Specdb::MsMs 3603434 Specdb::MsMs 3603435 Specdb::MsMs 3603436 Black-eyed pea Type 1 specific Vigna unguiculata ssp. unguiculata 3920 Rosemary Type 1 specific Rosmarinus officinalis 39367 1.1 1.1 1.1 mg/100 g Anti-inflammatory 370 A substance that reduces or suppresses inflammation.