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Olean-12-en-28-oic acid, 2alpha,3alpha-dihydroxy-

PubChem CID: 179482

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Compound Synonyms 2alpha,3alpha-Dihydroxyolean-12-en-28-oic acid, 26563-68-8, Olean-12-en-28-oic acid, 2alpha,3alpha-dihydroxy-, (4aS,6aR,6aS,6bR,10S,11R,12aR,14bR)-10,11-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid, SCHEMBL5797458, AKOS032948643, (4aS,6aS,6bR,10S,11R,12aR,12bR,14bR)-10,11-dihydroxy-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
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 77.8
Hydrogen Bond Donor Count 3.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCC2C(C1)CCC1C2CCC2C3CCCCC3CCC21
Np Classifier Class Oleanane triterpenoids
Deep Smiles O[C@@H]C[C@@]C)CC[C@@H]6O))C)C))CC[C@@][C@@H]6CC=C[C@@]6C)CC[C@@][C@@H]6CCC)C)CC6)))))C=O)O))))))))))C
Heavy Atom Count 34.0
Classyfire Class Prenol lipids
Description 2alpha,3alpha-dihydroxyolean-12-en-28-oic acid, also known as 2α,3α-dihydroxyolean-12-en-28-oate, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. 2alpha,3alpha-dihydroxyolean-12-en-28-oic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 2alpha,3alpha-dihydroxyolean-12-en-28-oic acid can be found in common sage, which makes 2alpha,3alpha-dihydroxyolean-12-en-28-oic acid a potential biomarker for the consumption of this food product.
Scaffold Graph Node Level C1CCC2C(C1)CCC1C2CCC2C3CCCCC3CCC21
Classyfire Subclass Triterpenoids
Isotope Atom Count 0.0
Molecular Complexity 919.0
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 8.0
Iupac Name (4aS,6aR,6aS,6bR,10S,11R,12aR,14bR)-10,11-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Class Prenol lipids
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 6.5
Superclass Lipids and lipid-like molecules
Subclass Triterpenoids
Gsk 4 400 Rule False
Molecular Formula C30H48O4
Scaffold Graph Node Bond Level C1=C2C3CCCCC3CCC2C2CCC3CCCCC3C2C1
Inchi Key MDZKJHQSJHYOHJ-LJJNEPIXSA-N
Silicos It Class Moderately soluble
Rotatable Bond Count 1.0
Synonyms (4AS,6as,6BR,10S,11R,12ar,12BR,14BR)-10,11-dihydroxy-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-carboxylate, 2a,3a-Dihydroxyolean-12-en-28-Oate, 2a,3a-Dihydroxyolean-12-en-28-Oic acid, 2alpha,3alpha-Dihydroxyolean-12-en-28-Oate, 2Α,3α-dihydroxyolean-12-en-28-Oate, 2Α,3α-dihydroxyolean-12-en-28-Oic acid, 2-alpha,3-alpha-dihydroxy-olean-12-en-28-oic-acid, 2alpha,3alpha-dihydroxyolean-12-en-28-oic acid, 2alpha,3alpha-dihydroxyolean-l2-en-28-oic acid
Esol Class Poorly soluble
Functional Groups CC(=O)O, CC=C(C)C, CO
Compound Name Olean-12-en-28-oic acid, 2alpha,3alpha-dihydroxy-
Kingdom Organic compounds
Exact Mass 472.355
Formal Charge 0.0
Monoisotopic Mass 472.355
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 472.7
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic homopolycyclic compounds
Lipinski Rule Of 5 True
Inchi InChI=1S/C30H48O4/c1-25(2)12-14-30(24(33)34)15-13-28(6)18(19(30)16-25)8-9-22-27(5)17-20(31)23(32)26(3,4)21(27)10-11-29(22,28)7/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)/t19-,20-,21?,22-,23-,27+,28-,29-,30+/m1/s1
Smiles C[C@@]12CCC3[C@@]([C@H]1CC=C4[C@]2(CC[C@@]5([C@@H]4CC(CC5)(C)C)C(=O)O)C)(C[C@H]([C@H](C3(C)C)O)O)C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Taxonomy Direct Parent Triterpenoids
Np Classifier Superclass Triterpenoids