CHEBI:70467 - (−)-dehydrodiconiferyl alcohol

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ChEBI Name (−)-dehydrodiconiferyl alcohol
ChEBI ID CHEBI:70467
ChEBI ASCII Name (-)-dehydrodiconiferyl alcohol
Definition A dehydrodiconiferyl alcohol that has (2R,3S)-configuration. It is a natural product isolated from several plant species including Aglaia foveolata, Viburnum erosum and Rosa multiflora.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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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+/m1/s1
InChIKey KUSXBOZNRPQEON-GWKPYITFSA-N
SMILES C1=C(C=C2C(=C1OC)O[C@H]([C@@H]2CO)C3=CC=C(C(=C3)OC)O)/C=C/CO
Metabolite of Species Details
Aglaia foveolata (NCBI:txid1475093 ) Found in bark (BTO:0001301). Isolated from stem bark. See: PubMed
Viburnum erosum (NCBI:txid237937) Found in stem (BTO:0001300). See: PubMed
Rosa multiflora (NCBI:txid74647) Found in root (BTO:0001188). See: PubMed
Roles Classification
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:70467) has role plant metabolite (CHEBI:76924)
(−)-dehydrodiconiferyl alcohol (CHEBI:70467) is a dehydrodiconiferyl alcohol (CHEBI:91184)
(−)-dehydrodiconiferyl alcohol (CHEBI:70467) is enantiomer of (+)-dehydrodiconiferyl alcohol (CHEBI:143256)
Incoming (+)-dehydrodiconiferyl alcohol (CHEBI:143256) is enantiomer of (−)-dehydrodiconiferyl alcohol (CHEBI:70467)
IUPAC Name
4-{(2R,3S)-3-(hydroxymethyl)-5-[(1E)-3-hydroxyprop-1-en-1-yl]-7-methoxy-2,3-dihydro-1-benzofuran-2-yl}-2-methoxyphenol
Synonyms Sources
(−)-(2R,3S)-dehydrodiconiferyl alcohol ChEBI
(−)-DCA MetaCyc
(−)-dehydrodiconiferyl alcohol UniProt
(2R)-5-[(E)-3-Hydroxy-1-propenyl]-2,3-dihydro-2β-(4-hydroxy-3-methoxyphenyl)-7-methoxybenzofuran-3α-methanol ChEBI
(2R,3S)-dehydrodiconiferyl alcohol ChEBI
(7R,8S)-dehydrodiconiferyl alcohol ChEBI
7-Methoxy-5-[(E)-3-hydroxy-1-propenyl]-2β-(3-methoxy-4-hydroxyphenyl)-2,3-dihydrobenzofuran-3α-methanol ChEBI
Manual Xref Database
CPD-17075 MetaCyc
View more database links
Registry Number Type Source
155836-29-6 CAS Registry Number ChEBI
Citations Waiting for Citations Types Sources
10066819 PubMed citation Europe PMC
15089032 PubMed citation Europe PMC
16668635 PubMed citation Europe PMC
20939540 PubMed citation Europe PMC
26961887 PubMed citation Europe PMC
Last Modified
18 March 2019
General Comment
2019-03-18 Relevant Articles: Hirai, N., Okamoto, M., Udagawa, H., Amamuro, M., Kato, M and Koshimizu, K. (1994) Absolute Configuration of Dehydrodiconiferyl Alcohol. Biosci. Biotech. Biochem., 58(9), 1679-1684.