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CHEBI:65738 - (−)-demethoxylpinoresinol

ChEBI IDCHEBI:65738
ChEBI Name(−)-demethoxylpinoresinol
Stars
ASCII Name(-)-demethoxylpinoresinol
DefinitionA lignane that is the demethoxy derivative of (−)-pinoresinol. Isolated from Balanophora abbreviata, it exhibits inhibitory activity against nitric oxide synthase.
Last Modified29 January 2015
DownloadsMolfile
FormulaC19H20O5
Net Charge0
Average Mass328.364
Monoisotopic Mass328.13107
SMILES[H][C@@]12CO[C@@H](c3ccc(O)c(OC)c3)[C@]1([H])CO[C@H]2c1ccc(O)cc1
InChIInChI=1S/C19H20O5/c1-22-17-8-12(4-7-16(17)21)19-15-10-23-18(14(15)9-24-19)11-2-5-13(20)6-3-11/h2-8,14-15,18-21H,9-10H2,1H3/t14-,15-,18+,19+/m1/s1
InChIKeyGDSWNXUTRVITEP-LTDCPUDJSA-N
Species of MetaboliteComponentSourceComments
Balanophora abbreviata (IPNI:103224-1) whole plant (BTO:0001461) PubMed (15467252)
Roles Classification
Biological Roles:
EC 1.14.13.39 (nitric oxide synthase) inhibitor  An EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor that interferes with the action of nitric oxide synthase (EC 1.14.13.39).
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
(−)-demethoxylpinoresinol (CHEBI:65738) has functional parent (−)-pinoresinol (CHEBI:67245)
(−)-demethoxylpinoresinol (CHEBI:65738) has role EC 1.14.13.39 (nitric oxide synthase) inhibitor (CHEBI:61908)
(−)-demethoxylpinoresinol (CHEBI:65738) has role plant metabolite (CHEBI:76924)
(−)-demethoxylpinoresinol (CHEBI:65738) is a aromatic ether (CHEBI:35618)
(−)-demethoxylpinoresinol (CHEBI:65738) is a furofuran (CHEBI:47790)
(−)-demethoxylpinoresinol (CHEBI:65738) is a lignan (CHEBI:25036)
(−)-demethoxylpinoresinol (CHEBI:65738) is a polyphenol (CHEBI:26195)
IUPAC Name 
4-[(1R,3aS,4R,6aS)-4-(4-hydroxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenol
Citations