CHEBI:132249 - (−)-DCA-CC

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ChEBI Name (−)-DCA-CC
ChEBI ID CHEBI:132249
ChEBI ASCII Name (-)-DCA-CC
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
Download Molfile XML SDF
Formula C20H18O8
Net Charge 0
Average Mass 386.353
Monoisotopic Mass 386.10017
InChI InChI=1S/C20H18O8/c1-26-14-9-11(4-5-13(14)21)18-17(20(24)25)12-7-10(3-6-16(22)23)8-15(27-2)19(12)28-18/h3-9,17-18,21H,1-2H3,(H,22,23)(H,24,25)/b6-3+/t17-,18+/m1/s1
InChIKey JTHPLBUVRLOJBB-VCPQXCNPSA-N
SMILES C1=C(C=C2C(=C1OC)O[C@H]([C@@H]2C(=O)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-CC (CHEBI:132249) has functional parent ferulic acid (CHEBI:17620)
(−)-DCA-CC (CHEBI:132249) has role bacterial xenobiotic metabolite (CHEBI:76976)
(−)-DCA-CC (CHEBI:132249) is a 1-benzofurans (CHEBI:38830)
(−)-DCA-CC (CHEBI:132249) is a dicarboxylic acid (CHEBI:35692)
(−)-DCA-CC (CHEBI:132249) is a guaiacols (CHEBI:134251)
(−)-DCA-CC (CHEBI:132249) is a lignan (CHEBI:25036)
(−)-DCA-CC (CHEBI:132249) is a olefinic compound (CHEBI:78840)
(−)-DCA-CC (CHEBI:132249) is conjugate acid of (−)-DCA-CC(2−) (CHEBI:131934)
(−)-DCA-CC (CHEBI:132249) is enantiomer of (+)-DCA-CC (CHEBI:132250)
Incoming (−)-DCA-CC(2−) (CHEBI:131934) is conjugate base of (−)-DCA-CC (CHEBI:132249)
(+)-DCA-CC (CHEBI:132250) is enantiomer of (−)-DCA-CC (CHEBI:132249)
IUPAC Name
(2R,3R)-5-[(E)-2-carboxyethenyl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxylic acid
Synonym Source
(−)-dehydrodiconiferyl acid carboxylate MetaCyc
Manual Xref Database
CPD-17079 MetaCyc
View more database links
Citation Waiting for Citations Type Source
26362985 PubMed citation Europe PMC
Last Modified
12 April 2017