CHEBI:132251 - (+)-DCA-CL

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (+)-DCA-CL
ChEBI ID CHEBI:132251
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 ChemicalBook:CB22657057, ChemicalBook:CB12566507, eMolecules:26937692, ZINC000013514412
Download Molfile XML SDF
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+/m0/s1
InChIKey WJCNWNKOLJMKJE-ZMOFONSMSA-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:132251) has functional parent trans-ferulic acid (CHEBI:17620)
(+)-DCA-CL (CHEBI:132251) has role bacterial xenobiotic metabolite (CHEBI:76976)
(+)-DCA-CL (CHEBI:132251) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
(+)-DCA-CL (CHEBI:132251) is a 1-benzofurans (CHEBI:38830)
(+)-DCA-CL (CHEBI:132251) is a aldehyde (CHEBI:17478)
(+)-DCA-CL (CHEBI:132251) is a guaiacols (CHEBI:134251)
(+)-DCA-CL (CHEBI:132251) is a lignan (CHEBI:25036)
(+)-DCA-CL (CHEBI:132251) is conjugate acid of (+)-DCA-CL(1−) (CHEBI:131936)
(+)-DCA-CL (CHEBI:132251) is enantiomer of (−)-DCA-CL (CHEBI:132247)
Incoming (+)-DCA-CL(1−) (CHEBI:131936) is conjugate base of (+)-DCA-CL (CHEBI:132251)
(−)-DCA-CL (CHEBI:132247) is enantiomer of (+)-DCA-CL (CHEBI:132251)
IUPAC Name
(2E)-3-[(2S,3S)-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 ChEBI
Manual Xref Database
CPD-18964 MetaCyc
View more database links
Citation Type Source
26362985 PubMed citation Europe PMC
Last Modified
12 April 2017