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> Main
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.
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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 (Br
o
nsted 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
(2
R
,3
R
)-
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
Type
Source
26362985
PubMed citation
Europe PMC
Last Modified
12 April 2017