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CHEBI:143256 - (+)-dehydrodiconiferyl alcohol

ChEBI IDCHEBI:143256
ChEBI Name(+)-dehydrodiconiferyl alcohol
Stars
DefinitionA dehydrodiconiferyl alcohol that has (2S,3R)-configuration. A natural product isolated from several plant species including Allium sativum and Codonopsis pilosula.
Last Modified18 March 2019
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC20H22O6
Net Charge0
Average Mass358.390
Monoisotopic Mass358.14164
SMILESCOc1cc([C@H]2Oc3c(OC)cc(/C=C/CO)cc3[C@@H]2CO)ccc1O
InChIInChI=1S/C20H22O6/c1-24-17-10-13(5-6-16(17)23)19-15(11-22)14-8-12(4-3-7-21)9-18(25-2)20(14)26-19/h3-6,8-10,15,19,21-23H,7,11H2,1-2H3/b4-3+/t15-,19+/m0/s1
InChIKeyKUSXBOZNRPQEON-LNFBDUAVSA-N
Species of MetaboliteComponentSourceComments
Allium sativum (ncbitaxon:4682) - PubMed (23448127) Identified in aged garlic extract.
Codonopsis pilosula (ncbitaxon:86864) root (BTO:0001188) PubMed (29860746)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
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.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
Application:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
(+)-dehydrodiconiferyl alcohol (CHEBI:143256) has role antioxidant (CHEBI:22586)
(+)-dehydrodiconiferyl alcohol (CHEBI:143256) has role plant metabolite (CHEBI:76924)
(+)-dehydrodiconiferyl alcohol (CHEBI:143256) is a dehydrodiconiferyl alcohol (CHEBI:91184)
(+)-dehydrodiconiferyl alcohol (CHEBI:143256) is enantiomer of (−)-dehydrodiconiferyl alcohol (CHEBI:70467)
Incoming Relation(s)
(−)-dehydrodiconiferyl alcohol (CHEBI:70467) is enantiomer of (+)-dehydrodiconiferyl alcohol (CHEBI:143256)
IUPAC Name 
4-{(2S,3R)-3-(hydroxymethyl)-5-[(1E)-3-hydroxyprop-1-en-1-yl]-7-methoxy-2,3-dihydro-1-benzofuran-2-yl}-2-methoxyphenol
Synonyms  Source
(2S,3R)-glycosmisic alcoholSUBMITTER
(2E)-3-[(2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enolSUBMITTER
(+)-DCAMetaCyc
5-O-methylhierochin DChEBI
(2S,3R)-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-5-[(E)-3-hydroxy-1-propenyl]-3-hydroxymethyl-7-methoxybenzo[b]furanChEBI
(2S)-2α-[4-hydroxy-3-methoxyphenyl]-2,3-dihydro-5-[(E)-3-hydroxy-1-propenyl]-7-methoxybenzofuran-3β-methanolChEBI
UniProt Name  Source
(+)-dehydrodiconiferyl alcoholUniProt
Manual XrefsDatabases
CPD-18961MetaCyc
Registry NumbersSources
CAS:97465-82-2ChEBI
Citations