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CHEBI:70467 - (−)-dehydrodiconiferyl alcohol

ChEBI IDCHEBI:70467
ChEBI Name(−)-dehydrodiconiferyl alcohol
Stars
ASCII Name(-)-dehydrodiconiferyl alcohol
DefinitionA 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.
Last Modified18 March 2019
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+/m1/s1
InChIKeyKUSXBOZNRPQEON-GWKPYITFSA-N
Species of MetaboliteComponentSourceComments
Aglaia foveolata (ncbitaxon:1475093) bark (BTO:0001301) PubMed (20939540) Isolated from stem bark.
Viburnum erosum (ncbitaxon:237937) stem (BTO:0001300) PubMed (24676553)
Rosa multiflora (ncbitaxon:74647) root (BTO:0001188) PubMed (15089032)
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.
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: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 Relation(s)
(+)-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  Source
(−)-DCAMetaCyc
7-Methoxy-5-[(E)-3-hydroxy-1-propenyl]-2β-(3-methoxy-4-hydroxyphenyl)-2,3-dihydrobenzofuran-3α-methanolChEBI
(2R)-5-[(E)-3-Hydroxy-1-propenyl]-2,3-dihydro-2β-(4-hydroxy-3-methoxyphenyl)-7-methoxybenzofuran-3α-methanolChEBI
(2R,3S)-dehydrodiconiferyl alcoholChEBI
(7R,8S)-dehydrodiconiferyl alcoholChEBI
(−)-(2R,3S)-dehydrodiconiferyl alcoholChEBI
UniProt Name  Source
(−)-dehydrodiconiferyl alcoholUniProt
Manual XrefsDatabases
CPD-17075MetaCyc
Registry NumbersSources
CAS:155836-29-6ChEBI
Citations