Compound: Kahweol
SMILES: o1c2c([C@@H]3[C@@]([C@H]4[C@@]5(C[C@](O)(CO)[C@@H](C5)CC4)CC3)(C)C=C2)cc1
InChIKey: JEKMKNDURXDJAD-HWUKTEKMSA-N
Synonyms: Kahweol, 6894-43-5, CCRIS 1521, KX95B6688Y, CHEBI:138308, (1S,4S,12S,13R,16R,17R)-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadeca-5(9),6,10-trien-17-ol, 5a,8-Methano-5aH-cyclohepta(5,6)naphtho(2,1-b)furan-7-methanol, 3b,4,5,6,7,8,9,10,10a,10b-decahydro-7-hydroxy-10b-methyl-, (3bS,5aS,7R,8R,10aR,10bS)-, 5a,8-Methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7-methanol, 3b,4,5,6,7,8,9,10,10a,10b-decahydro-7-hydroxy-10b-methyl-, (3bS,5aS,7R,8R,10aR,10bS)-, (1S,4S,12S,13R,16R,17R)-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo(14.2.1.01,13.04,12.05,9)nonadeca-5(9),6,10-trien-17-ol, RefChem:924056, 17-(hydroxymethyl)-12-methyl-8-oxapentacyclo(14.2.1.0^(1,13).0^(4,12).0^(5,9))nonadeca-5(9),6,10-trien-17-ol, (3bS,5aS,7R,8R,10aR,10bS)-7-(hydroxymethyl)-10b-methyl-3b,4,5,6,7,8,9,10,10a,10b-decahydro-5a,8-methanocyclohepta[5,6]naphtho[2,1-b]furan-7-ol, 5a,8-Methano-5aH-cyclohepta(5,6)naphtho(2,1-b)furan-7-methanol, 3b,4,5,6,7,8,9,10,10a,10b-decahydro-7-hydroxy-10b-methyl-, (3bS-(3balpha,5abeta,7beta,8beta,10aalpha,10bbeta))-, DTXSID50988667, 5a,8-Methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7-methanol, 3b,4,5,6,7,8,9,10,10a,10b-decahydro-7-hydroxy-10b-methyl-, [3bS-(3balpha,5abeta,7beta,8beta,10aalpha,10bbeta)]-, Kahweol (Standard), SCHEMBL237066, UNII-KX95B6688Y, CCRIS-1521, orb1297313, orb3140184, CHEMBL1494598, HY-N6258R, GAA89443, HY-N6258, AKOS040760499, EBC-615487, NCGC00163593-01, CS-0032794, F82191, SR-05000002309, Q1721243, SR-05000002309-2, (1S,4S,12S,13R,16R,17R)-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.0(1,13).0(4,12).0(5,9)]nonadeca-5(9),6,10-trien-17-ol, (1S,4S,12S,13R,16R,17R)-17-(hydroxymethyl)-12-methyl-8-oxapentacyclo[14.2.1.0^{1,13}.0^{4,12}.0^{5,9}]nonadeca-5(9),6,10-trien-17-ol, (3bS,5aS,7R,8R,10aR,10bS)-3b,4,5,6,7,8,9,10,10a,10b-Decahydro-7-hydroxy-10b-methyl-5a,8-methano-5aH-cyclohepta[5,6]naphtho[2,1-b]furan-7-methanol, 7-(Hydroxymethyl)-10b-methyl-3b,4,5,6,7,8,9,10,10a,10b-decahydro-5a,8-methanocyclohepta[5,6]naphtho[2,1-b]furan-7-ol
Theoretical properties:
molecular_formula: C20H26O3
molecular_weight: 314.4 g/mol
exact_mass: 314.18819469 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 1
heavy_atom_count: 23
topological_polar_surface_area: 53.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Kahweol is a diterpenoid with formula C20H26O3, isolated from the beans of Coffea arabica. It exhibits antioxidant, anti-inflammatory, anti-angiogenesis and anti-proliferative properties. It has a role as an antioxidant, an antineoplastic agent, an angiogenesis inhibitor, an anti-inflammatory agent, an apoptosis inducer and a plant metabolite. It is a primary alcohol, a diterpenoid, a member of furans, a tertiary alcohol and an organic heteropentacyclic compound.
chebi: A diterpenoid with formula C<small><sub>20</sub></small>H<small><sub>26</sub></small>O<small><sub>3</sub></small>, isolated from the beans of <em>Coffea arabica</em>. It exhibits antioxidant, anti-inflammatory, anti-angiogenesis and anti-proliferative properties.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Kahweol is a diterpenoid molecule found in the beans of Coffea arabica and is structurally related to cafestol. It was named after the Arabic قهوة qahwa meaning "coffee".
Kahweol belongs to a group of organic compounds known as naphthofurans, containing both naphthalene and furan moieties. It is a colourless crystal at room temperature that oxidises readily and yellows within hours.