CHEBI:156551 - cacibiocin A

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ChEBI Name cacibiocin A
ChEBI ID CHEBI:156551
Definition An aminocoumarin resulting from the formal condensation of one of the carboxy groups of pyrrole-2,5-dicarboxylic acid with the amino group of 3-amino-4,7-dihydroxycoumarin. It is a natural product isolated from Catenulispora acidiphila that doesn't exhibit an antimicrobial activity contrary to most aminocoumarins.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Martin Larralde
Supplier Information
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Formula C15H10N2O7
Net Charge 0
Average Mass 330.252
Monoisotopic Mass 330.04880
InChI InChI=1S/C15H10N2O7/c18-6-1-2-7-10(5-6)24-15(23)11(12(7)19)17-13(20)8-3-4-9(16-8)14(21)22/h1-5,16,18-19H,(H,17,20)(H,21,22)
InChIKey CQPVSTSBYGSXSS-UHFFFAOYSA-N
SMILES OC(=O)C1=CC=C(N1)C(=O)NC1=C(O)C2=CC=C(O)C=C2OC1=O
Metabolite of Species Details
Catenulispora acidiphila DSM 44928 (NCBI:txid479433) Found in cell suspension culture (BTO:0000221). 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 metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
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ChEBI Ontology
Outgoing cacibiocin A (CHEBI:156551) has functional parent 3-amino-4,7-dihydroxycoumarin (CHEBI:31107)
cacibiocin A (CHEBI:156551) has functional parent pyrrole-2,5-dicarboxylic acid (CHEBI:71161)
cacibiocin A (CHEBI:156551) has role bacterial metabolite (CHEBI:76969)
cacibiocin A (CHEBI:156551) is a aminocoumarin (CHEBI:85128)
cacibiocin A (CHEBI:156551) is a dicarboxylic acid monoamide (CHEBI:35735)
cacibiocin A (CHEBI:156551) is a diol (CHEBI:23824)
cacibiocin A (CHEBI:156551) is a hydroxycoumarin (CHEBI:37912)
cacibiocin A (CHEBI:156551) is a monocarboxylic acid (CHEBI:25384)
cacibiocin A (CHEBI:156551) is a pyrrolecarboxamide (CHEBI:48611)
cacibiocin A (CHEBI:156551) is a pyrrolecarboxylic acid (CHEBI:26454)
Incoming cacibiocin B (CHEBI:156552) has functional parent cacibiocin A (CHEBI:156551)
IUPAC Name
5-[(4,7-dihydroxy-2-oxo-2H-chromen-3-yl)carbamoyl]-1H-pyrrole-2-carboxylic acid
Synonym Source
5-[(4,7-dihydroxy-2-oxo-2H-1-benzopyran-3-yl)carbamoyl]-1H-pyrrole-2-carboxylic acid IUPAC
Manual Xref Database
DE102013021828 Patent
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Citations Waiting for Citations Types Sources
24554531 PubMed citation SUBMITTER
26637421 PubMed citation SUBMITTER
Last Modified
25 January 2021