CHEBI:143256 - (+)-dehydrodiconiferyl alcohol

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ChEBI Name (+)-dehydrodiconiferyl alcohol
ChEBI ID CHEBI:143256
Definition A dehydrodiconiferyl alcohol that has (2S,3R)-configuration. A natural product isolated from several plant species including Allium sativum and Codonopsis pilosula.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
Download Molfile XML SDF
Formula C20H22O6
Net Charge 0
Average Mass 358.390
Monoisotopic Mass 358.14164
InChI InChI=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
InChIKey KUSXBOZNRPQEON-LNFBDUAVSA-N
SMILES C=12O[C@@H]([C@H](C1C=C(C=C2OC)/C=C/CO)CO)C3=CC(=C(C=C3)O)OC
Metabolite of Species Details
Allium sativum (NCBI:txid4682) Identified in aged garlic extract. See: PubMed
Codonopsis pilosula (NCBI:txid86864) Found in root (BTO:0001188). See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
(via dehydrodiconiferyl alcohol )
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via guaiacyl lignin )
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
(via dehydrodiconiferyl alcohol )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (+)-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 (−)-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 Sources
(+)-(2S,3R)-dehydrodiconiferyl alcohol ChEBI
(+)-DCA MetaCyc
(+)-dehydrodiconiferyl alcohol UniProt
(2E)-3-[(2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enol SUBMITTER
(2S)-2α-[4-hydroxy-3-methoxyphenyl]-2,3-dihydro-5-[(E)-3-hydroxy-1-propenyl]-7-methoxybenzofuran-3β-methanol ChEBI
(2S,3R)-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-5-[(E)-3-hydroxy-1-propenyl]-3-hydroxymethyl-7-methoxybenzo[b]furan ChEBI
(2S,3R)-2-(3-methoxy-4-hydroxyphenyl)-5-[(1E)-3-hydroxy-1-propenyl]-7-methoxy-2,3-dihydrobenzofuran-3-methanol ChEBI
(2S,3R)-dehydrodiconiferyl alcohol ChEBI
(2S,3R)-glycosmisic alcohol SUBMITTER
(7S,8R)-dehydrodiconiferyl alcohol ChEBI
5-O-methylhierochin D ChEBI
Manual Xref Database
CPD-18961 MetaCyc
View more database links
Registry Number Type Source
97465-82-2 CAS Registry Number ChEBI
Citations Waiting for Citations Types Sources
10066819 PubMed citation SUBMITTER
18068371 PubMed citation Europe PMC
23448127 PubMed citation Europe PMC
26271597 PubMed citation Europe PMC
26362985 PubMed citation Europe PMC
29860746 PubMed citation Europe PMC
IND606116754 Agricola citation Europe PMC
Last Modified
18 March 2019