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CHEBI:70686 - (−)-(3S)-1,7-bis(4-hydroxyphenyl)-(6E)-6-hepten-3-ol

ChEBI IDCHEBI:70686
ChEBI Name(−)-(3S)-1,7-bis(4-hydroxyphenyl)-(6E)-6-hepten-3-ol
Stars
ASCII Name(-)-(3S)-1,7-bis(4-hydroxyphenyl)-(6E)-6-hepten-3-ol
DefinitionA diarylheptanoid that is hept-6-en-3-ol substituted by two 4-hydroxyphenyl groups at the terminal carbon atoms respectively (the S-stereoisomer). It has been isolated from the rhizomes of Curcuma kwangsiensis and has been shown to inhibit NO production.
Last Modified25 March 2015
DownloadsMolfile
FormulaC19H22O3
Net Charge0
Average Mass298.382
Monoisotopic Mass298.15689
SMILESOc1ccc(/C=C/CC[C@H](O)CCc2ccc(O)cc2)cc1
InChIInChI=1S/C19H22O3/c20-17(10-7-16-8-13-19(22)14-9-16)4-2-1-3-15-5-11-18(21)12-6-15/h1,3,5-6,8-9,11-14,17,20-22H,2,4,7,10H2/b3-1+/t17-/m0/s1
InChIKeyHLWUXTFOZZSNLD-DUXHTMCSSA-N
Species of MetaboliteComponentSourceComments
Curcuma kwangsiensis (ncbitaxon:136216) rhizome (BTO:0001181) DOI (10.1021/np100392m) 70% ethanolic extract of rhizomes
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.
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)
(−)-(3S)-1,7-bis(4-hydroxyphenyl)-(6E)-6-hepten-3-ol (CHEBI:70686) has role plant metabolite (CHEBI:76924)
(−)-(3S)-1,7-bis(4-hydroxyphenyl)-(6E)-6-hepten-3-ol (CHEBI:70686) is a diarylheptanoid (CHEBI:78802)
(−)-(3S)-1,7-bis(4-hydroxyphenyl)-(6E)-6-hepten-3-ol (CHEBI:70686) is a phenols (CHEBI:33853)
(−)-(3S)-1,7-bis(4-hydroxyphenyl)-(6E)-6-hepten-3-ol (CHEBI:70686) is a secondary alcohol (CHEBI:35681)
IUPAC Name 
4,4'-[(1E,5S)-5-hydroxyhept-1-ene-1,7-diyl]diphenol
Registry NumbersSources
Reaxys:21038413Reaxys