CHEBI:65738 - (−)-demethoxylpinoresinol

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (−)-demethoxylpinoresinol
ChEBI ID CHEBI:65738
ChEBI ASCII Name (-)-demethoxylpinoresinol
Definition A lignane that is the demethoxy derivative of (−)-pinoresinol. Isolated from Balanophora abbreviata, it exhibits inhibitory activity against nitric oxide synthase.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C19H20O5
Net Charge 0
Average Mass 328.35910
Monoisotopic Mass 328.13107
InChI InChI=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
InChIKey GDSWNXUTRVITEP-LTDCPUDJSA-N
SMILES [H][C@@]12CO[C@@H](c3ccc(O)c(OC)c3)[C@]1([H])CO[C@H]2c1ccc(O)cc1
Metabolite of Species Details
Balanophora abbreviata (IPNI:103224-1) Found in whole plant (BTO:0001461). See: PubMed
Roles Classification
Biological Role(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (−)-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
Citation Waiting for Citations Type Source
15467252 PubMed citation Europe PMC
Last Modified
29 January 2015