CHEBI:132247 - (−)-DCA-CL

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ChEBI Name (−)-DCA-CL
ChEBI ID CHEBI:132247
ChEBI ASCII Name (-)-DCA-CL
Definition A member of the class of 1-benzofurans that is a lignan obtained by cyclodimerisation of ferulic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H18O7
Net Charge 0
Average Mass 370.353
Monoisotopic Mass 370.10525
InChI InChI=1S/C20H18O7/c1-25-16-9-12(4-5-15(16)22)19-14(10-21)13-7-11(3-6-18(23)24)8-17(26-2)20(13)27-19/h3-10,14,19,22H,1-2H3,(H,23,24)/b6-3+/t14-,19+/m1/s1
InChIKey WJCNWNKOLJMKJE-WARYXCEBSA-N
SMILES C1=C(C=C2C(=C1OC)O[C@H]([C@@H]2C=O)C3=CC=C(C(=C3)OC)O)/C=C/C(O)=O
Metabolite of Species Details
Sphingobium sp. (NCBI:txid627192) of strain SYK-6 See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): bacterial xenobiotic metabolite
Any bacterial metabolite produced by metabolism of a xenobiotic compound in bacteria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (−)-DCA-CL (CHEBI:132247) has functional parent ferulic acid (CHEBI:17620)
(−)-DCA-CL (CHEBI:132247) has role bacterial xenobiotic metabolite (CHEBI:76976)
(−)-DCA-CL (CHEBI:132247) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
(−)-DCA-CL (CHEBI:132247) is a 1-benzofurans (CHEBI:38830)
(−)-DCA-CL (CHEBI:132247) is a aldehyde (CHEBI:17478)
(−)-DCA-CL (CHEBI:132247) is a guaiacols (CHEBI:134251)
(−)-DCA-CL (CHEBI:132247) is a lignan (CHEBI:25036)
(−)-DCA-CL (CHEBI:132247) is conjugate acid of (−)-DCA-CL(1−) (CHEBI:131933)
(−)-DCA-CL (CHEBI:132247) is enantiomer of (+)-DCA-CL (CHEBI:132251)
Incoming (−)-DCA-CL(1−) (CHEBI:131933) is conjugate base of (−)-DCA-CL (CHEBI:132247)
(+)-DCA-CL (CHEBI:132251) is enantiomer of (−)-DCA-CL (CHEBI:132247)
IUPAC Name
(2E)-3-[(2R,3R)-3-formyl-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoic acid
Synonym Source
(−)-dehydrodiconiferyl acid aldehyde MetaCyc
Manual Xref Database
CPD-17078 MetaCyc
View more database links
Citation Waiting for Citations Type Source
26362985 PubMed citation Europe PMC
Last Modified
12 April 2017