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5,10-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

PubChem CID: 3939968

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Compound Synonyms Echinocystic acid, 5,10-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, (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bR)-5,10-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, 3,16-dihydroxyolean-12-en-28-oic acid, BCP29916, LS-15297, DB-051885
Topological Polar Surface Area 77.8
Hydrogen Bond Donor Count 3.0
Inchi Key YKOPWPOFWMYZJZ-UHFFFAOYSA-N
Rotatable Bond Count 1.0
Synonyms (3beta,16alpha)-3,16-Dihydroxyolean-12-en-28-oic acid, 3beta, 16alpha-dihydroxy-oleanane-12:13-ene-28-oic acid, Albizziagenin, Cochalic acid, Echinocystic acid, Echinocystate
Heavy Atom Count 34.0
Compound Name 5,10-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
Kingdom Organic compounds
Description Echinocystic acid, also known as echinocystate, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Echinocystic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Echinocystic acid can be found in sunflower, which makes echinocystic acid a potential biomarker for the consumption of this food product.
Exact Mass 472.355
Formal Charge 0.0
Monoisotopic Mass 472.355
Isotope Atom Count 0.0
Molecular Complexity 919.0
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 472.7
Database Name fooddb_chem_all;hmdb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 0.0
Iupac Name 5,10-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
Total Atom Stereocenter Count 9.0
Molecular Framework Aliphatic homopolycyclic compounds
Total Bond Stereocenter Count 0.0
Class Prenol lipids
Inchi InChI=1S/C30H48O4/c1-25(2)14-15-30(24(33)34)19(16-25)18-8-9-21-27(5)12-11-22(31)26(3,4)20(27)10-13-28(21,6)29(18,7)17-23(30)32/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)
Smiles CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)O)C)C(=O)O)C
Xlogp 6.9
Superclass Lipids and lipid-like molecules
Defined Bond Stereocenter Count 0.0
Subclass Triterpenoids
Taxonomy Direct Parent Triterpenoids
Molecular Formula C30H48O4

  • 1. Outgoing r'ship FOUND_IN to/from Helianthus Annuus (Plant) Rel Props:Source_db:fooddb_chem_all