EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:67390 - pterolinus H

Default Structure
ChEBI IDCHEBI:67390
ChEBI Namepterolinus H
Stars
DefinitionA cyclic ketone that is cyclohexa-2,5-dien-1-one substituted by a methoxy group at position 5, a 2-oxopropyl group at position 4, a hydroxy group at position 4 and a prop-2-en-1-yl group at position 2 which in turn is substituted by s a 3-hydroxy-4-methoxyphenyl group at position 1 . It has been isolated from Pterocarpus santalinus.
Last Modified5 November 2013
DownloadsMolfile
FormulaC20H22O6
Net Charge0
Average Mass358.390
Monoisotopic Mass358.14164
SMILESC=C[C@H](C1=CC(O)(CC(C)=O)C(OC)=CC1=O)c1ccc(OC)c(O)c1
InChIInChI=1S/C20H22O6/c1-5-14(13-6-7-18(25-3)17(23)8-13)15-11-20(24,10-12(2)21)19(26-4)9-16(15)22/h5-9,11,14,23-24H,1,10H2,2-4H3/t14-,20?/m0/s1
InChIKeyYIMDSLZENLJYDM-PVCZSOGJSA-N
Species of MetaboliteComponentSourceComments
Pterocarpus santalinus (ncbitaxon:1071199) heartwood (PO:0004512) PubMed (21488654) CH2Cl2 soluble portion of MeOH extract of powdered heartwood,both epimers(C-5R & 5S)isolated
Roles Classification
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
pterolinus H (CHEBI:67390) has role metabolite (CHEBI:25212)
pterolinus H (CHEBI:67390) has role plant metabolite (CHEBI:76924)
pterolinus H (CHEBI:67390) is a aromatic ether (CHEBI:35618)
pterolinus H (CHEBI:67390) is a cyclic ketone (CHEBI:3992)
pterolinus H (CHEBI:67390) is a phenols (CHEBI:33853)
IUPAC Name 
4-hydroxy-2-[(1S)-1-(3-hydroxy-4-methoxyphenyl)prop-2-en-1-yl]-5-methoxy-4-(2-oxopropyl)cyclohexa-2,5-dien-1-one
Registry NumbersSources
Reaxys:21548614Reaxys
Citations