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7-(Hydroxymethyl)-10b-methyl-3b,4,5,6,7,8,9,10,10a,10b,11,12-dodecahydro-5a,8-methanocyclohepta[5,6]naphtho[2,1-b]furan-7-ol

PubChem CID: 2516

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Compound Synonyms Coffeol, 7-(hydroxymethyl)-10b-methyl-3b,4,5,6,7,8,9,10,10a,10b,11,12-dodecahydro-5a,8-methanocyclohepta[5,6]naphtho[2,1-b]furan-7-ol, SCHEMBL19249855, DTXSID30859381, AKOS037514969, NS00018040, 17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadeca-5(9),6-dien-17-ol
Topological Polar Surface Area 53.6
Hydrogen Bond Donor Count 2.0
Inchi Key DNJVYWXIDISQRD-UHFFFAOYSA-N
Rotatable Bond Count 1.0
State Solid
Synonyms Cafesterol, Coffeol
Heavy Atom Count 23.0
Compound Name 7-(Hydroxymethyl)-10b-methyl-3b,4,5,6,7,8,9,10,10a,10b,11,12-dodecahydro-5a,8-methanocyclohepta[5,6]naphtho[2,1-b]furan-7-ol
Kingdom Organic compounds
Description Cafestol is a diterpene molecule and is a constituent of coffee bean oil. It is found in boiled-type coffee beverages. Possesses hypercholesterolaemic activity. Diterpenoid constitsuents of coffee products are associated with cardiotoxic props.
Exact Mass 316.204
Formal Charge 0.0
Monoisotopic Mass 316.204
Isotope Atom Count 0.0
Molecular Complexity 507.0
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 17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadeca-5(9),6-dien-17-ol
Total Atom Stereocenter Count 6.0
Molecular Framework Aromatic heteropolycyclic compounds
Total Bond Stereocenter Count 0.0
Class Naphthofurans
Inchi InChI=1S/C20H28O3/c1-18-7-5-16-14(6-9-23-16)15(18)4-8-19-10-13(2-3-17(18)19)20(22,11-19)12-21/h6,9,13,15,17,21-22H,2-5,7-8,10-12H2,1H3
Smiles CC12CCC3=C(C1CCC45C2CCC(C4)C(C5)(CO)O)C=CO3
Xlogp 3.3
Superclass Organoheterocyclic compounds
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Naphthofurans
Molecular Formula C20H28O3

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