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Jacarandic acid

PubChem CID: 13653335

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Compound Synonyms 2-Epitormentic acid, Jacarandic acid, 119725-19-8, SCHEMBL13629631, UEA72519, LS-15298
Topological Polar Surface Area 98.0
Hydrogen Bond Donor Count 4.0
Heavy Atom Count 35.0
Description Tormentic acid, also known as tormentate, is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Tormentic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Tormentic acid can be found in loquat and olive, which makes tormentic acid a potential biomarker for the consumption of these food products. Tormentic acid is a bio-active isolate of Luehea divaricata and Agrimonia eupatoria. Tormentic acid derivatives have been synthesized and researched .
Isotope Atom Count 0.0
Molecular Complexity 956.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 1,10,11-trihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Prediction Hob 1.0
Class Prenol lipids
Xlogp 5.0
Superclass Lipids and lipid-like molecules
Subclass Triterpenoids
Molecular Formula C30H48O5
Prediction Swissadme 1.0
Inchi Key OXVUXGFZHDKYLS-UHFFFAOYSA-N
Fcsp3 0.9
Logs -3.74
Rotatable Bond Count 1.0
State Solid
Logd 4.405
Synonyms 2,3,19-Trihydroxyurs-12-en-28-oic acid (2alpha,3beta)-, Tomentic acid, Tormentic acid, Urs-12-en-28-oic acid, 2,3,19-trihydroxy-, (2alpha,3beta)-, Jacarandic acid, Jacarandate, Tormentate, Euscaphate, (2alpha,3beta)-Isomer OF euscaphic acid, 2alpha-Acetyl tormentic acid, Acuminatic acid, Euscaphic acid, 1,10,11-Trihydroxy-1,2,6a,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
Compound Name Jacarandic acid
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 488.35
Formal Charge 0.0
Monoisotopic Mass 488.35
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 488.7
Covalent Unit Count 1.0
Total Atom Stereocenter Count 11.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic homopolycyclic compounds
Esol -5.928795800000002
Inchi InChI=1S/C30H48O5/c1-17-10-13-30(24(33)34)15-14-27(5)18(22(30)29(17,7)35)8-9-21-26(4)16-19(31)23(32)25(2,3)20(26)11-12-28(21,27)6/h8,17,19-23,31-32,35H,9-16H2,1-7H3,(H,33,34)
Smiles CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C)O)O)C)C)C2C1(C)O)C)C(=O)O
Nring 5.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Triterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Eriobotrya Japonica (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Olea Europaea (Plant) Rel Props:Source_db:fooddb_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Prunella Vulgaris (Plant) Rel Props:Source_db:cmaup_ingredients