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(+)-Hardwickiic Acid

PubChem CID: 15559627

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Compound Synonyms Hardwickiic acid, (+)-Hardwickiic Acid, 1782-65-6, (4aR)-5beta-[2-(3-Furyl)ethyl]-3,4,4abeta,5,6,7,8,8a-octahydro-5,6alpha,8aalpha-trimethyl-1-naphthalenecarboxylic acid, 5-[2-(furan-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid, Hardwickiic acid, (+)-, SCHEMBL21914915, HHWOKJDCJVESIF-UHFFFAOYSA-N, 1-Naphthalenecarboxylic acid, 5-[2-(3-furanyl)ethyl]-3,4,4a,5,6,7,8,8a-octahydro-5,6,8a-trimethyl-, [4aS-(4a.alpha.,5.alpha.,6.beta.,8a.beta.)]-, BAA78265, NS00067871, (4aS,5R,6S,8aS)-5-(2-(Furan-3-yl)ethyl)-5,6,8a-trimethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxylic acid, 1-Naphthalenecarboxylic acid, 5-[2-(3-furanyl)ethyl]-3,4,4a,5,6,7,8,8a-octahydro-5,6,8a-trimethyl-, (4aS,5R,6S,8aS)-, 17,19-Dinor-5.beta.,8.beta.H,9.beta.H,10.alpha.-labda-3,13(16),14-trien-18-oic acid, 15,16-epoxy-5,9-dimethyl-, (+)-
Topological Polar Surface Area 50.4
Hydrogen Bond Donor Count 1.0
Inchi Key HHWOKJDCJVESIF-UHFFFAOYSA-N
Rotatable Bond Count 4.0
Synonyms 5-[2-(Furan-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxylate, (+)-Hardwickiate, Hardwickic acid, (-)-isomer, Hardwickic acid
Heavy Atom Count 23.0
Compound Name (+)-Hardwickiic Acid
Kingdom Organic compounds
Description (+)-hardwickiic acid is a member of the class of compounds known as colensane and clerodane diterpenoids. Colensane and clerodane diterpenoids are diterpenoids with a structure based on the clerodane or the colensane skeleton. Clerodanes arise from labdanes by two methyl migrations (+)-hardwickiic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). (+)-hardwickiic acid can be found in blackcurrant, which makes (+)-hardwickiic acid a potential biomarker for the consumption of this food product.
Exact Mass 316.204
Formal Charge 0.0
Monoisotopic Mass 316.204
Isotope Atom Count 0.0
Molecular Complexity 497.0
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 316.4
Database Name fooddb_chem_all;hmdb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 0.0
Iupac Name 5-[2-(furan-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid
Total Atom Stereocenter Count 4.0
Molecular Framework Aromatic heteropolycyclic compounds
Total Bond Stereocenter Count 0.0
Class Prenol lipids
Inchi InChI=1S/C20H28O3/c1-14-7-10-20(3)16(18(21)22)5-4-6-17(20)19(14,2)11-8-15-9-12-23-13-15/h5,9,12-14,17H,4,6-8,10-11H2,1-3H3,(H,21,22)
Smiles CC1CCC2(C(C1(C)CCC3=COC=C3)CCC=C2C(=O)O)C
Xlogp 5.6
Superclass Lipids and lipid-like molecules
Defined Bond Stereocenter Count 0.0
Subclass Diterpenoids
Taxonomy Direct Parent Colensane and clerodane diterpenoids
Molecular Formula C20H28O3

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