CHEBI:157682 - vanchrobactin

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ChEBI Name vanchrobactin
ChEBI ID CHEBI:157682
Definition A catechol-type natural product that is composed of 2,3-dihydroxybenzoic acid, D-arginine and L-serine joined in sequence by peptide linkages. It is a siderophore synthesized by the bacterial fish pathogen Vibrio anguillarum.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Martin Larralde
Supplier Information
Download Molfile XML SDF
Formula C16H23N5O7
Net Charge 0
Average Mass 397.388
Monoisotopic Mass 397.15975
InChI InChI=1S/C16H23N5O7/c17-16(18)19-6-2-4-9(14(26)21-10(7-22)15(27)28)20-13(25)8-3-1-5-11(23)12(8)24/h1,3,5,9-10,22-24H,2,4,6-7H2,(H,20,25)(H,21,26)(H,27,28)(H4,17,18,19)/t9-,10+/m1/s1
InChIKey LXNCWECCTQQXPQ-ZJUUUORDSA-N
SMILES NC(=N)NCCC[C@@H](NC(=O)C1=C(O)C(O)=CC=C1)C(=O)N[C@@H](CO)C(O)=O
Metabolite of Species Details
Vibrio campbellii (NCBI:txid1088888) of strain DS40M4 See: PubMed
Vibrio anguillarum (NCBI:txid55601) See: PubMed
Roles Classification
Chemical Role(s): siderophore
Any of low-molecular-mass iron(3)-chelating compounds produced by microorganisms for the purpose of the transport and sequestration of iron.
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): siderophore
Any of low-molecular-mass iron(3)-chelating compounds produced by microorganisms for the purpose of the transport and sequestration of iron.
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing vanchrobactin (CHEBI:157682) has functional parent 2,3-dihydroxybenzoic acid (CHEBI:18026)
vanchrobactin (CHEBI:157682) has functional parent D-arginine (CHEBI:15816)
vanchrobactin (CHEBI:157682) has functional parent L-serine (CHEBI:17115)
vanchrobactin (CHEBI:157682) has role bacterial metabolite (CHEBI:76969)
vanchrobactin (CHEBI:157682) has role marine metabolite (CHEBI:76507)
vanchrobactin (CHEBI:157682) has role siderophore (CHEBI:26672)
vanchrobactin (CHEBI:157682) is a catechols (CHEBI:33566)
vanchrobactin (CHEBI:157682) is a dipeptide (CHEBI:46761)
vanchrobactin (CHEBI:157682) is a guanidines (CHEBI:24436)
vanchrobactin (CHEBI:157682) is a monocarboxylic acid (CHEBI:25384)
vanchrobactin (CHEBI:157682) is a primary alcohol (CHEBI:15734)
vanchrobactin (CHEBI:157682) is a triol (CHEBI:27136)
IUPAC Name
N2-(2,3-dihydroxybenzoyl)-D-arginyl-L-serine
Synonyms Sources
N-[N'-(2,3-dihydroxybenzoyl)-D-arginyl]-L-serine ChEBI
N2-(2,3-dihydroxybenzoyl)-D-Arg-L-Ser ChEBI
Manual Xref Database
CPD-21007 MetaCyc
View more database links
Registry Number Type Source
938160-20-4 CAS Registry Number ChEBI
Citations Waiting for Citations Types Sources
17159203 PubMed citation Europe PMC
18005167 PubMed citation SUBMITTER
18362969 PubMed citation Europe PMC
18451049 PubMed citation SUBMITTER
19270115 PubMed citation SUBMITTER
20521785 PubMed citation SUBMITTER
21494744 PubMed citation Europe PMC
21842211 PubMed citation Europe PMC
23182214 PubMed citation Europe PMC
23765994 PubMed citation SUBMITTER
30116232 PubMed citation Europe PMC
Last Modified
25 January 2021