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CHEBI:61346 - achromobactin

ChEBI IDCHEBI:61346
ChEBI Nameachromobactin
Stars
DefinitionA citrate siderophore possessing four carboxylate groups suitable for iron coordination.
Last Modified27 July 2012
SubmitterT. Berardini
DownloadsMolfile
FormulaC22H25N3O16
Net Charge-4
Average Mass587.447
Monoisotopic Mass587.12568
SMILESO=C(C[C@@](O)(CC(=O)OCCN1C(=O)CCC1(O)C(=O)[O-])C(=O)[O-])NCCC(C(=O)[O-])N1C(=O)CCC1(O)C(=O)[O-]
InChIInChI=1S/C22H29N3O16/c26-12(23-6-3-11(16(30)31)25-14(28)2-5-22(25,40)19(36)37)9-20(38,17(32)33)10-15(29)41-8-7-24-13(27)1-4-21(24,39)18(34)35/h11,38-40H,1-10H2,(H,23,26)(H,30,31)(H,32,33)(H,34,35)(H,36,37)/p-4/t11?,20-,21?,22?/m1/s1
InChIKeyJIVPNYWQBCSFIL-MAVSXWESSA-J
Roles Classification
Chemical Role:
siderophore  Any of low-molecular-mass iron(III)-chelating compounds produced by microorganisms for the purpose of the transport and sequestration of iron.
Biological Role:
siderophore  Any of low-molecular-mass iron(III)-chelating compounds produced by microorganisms for the purpose of the transport and sequestration of iron.
ChEBI Ontology
Outgoing Relation(s)
achromobactin (CHEBI:61346) has role siderophore (CHEBI:26672)
achromobactin (CHEBI:61346) is a tetracarboxylic acid anion (CHEBI:35754)
achromobactin (CHEBI:61346) is conjugate base of achromobactin free acid (CHEBI:65352)
Incoming Relation(s)
achromobactin free acid (CHEBI:65352) is conjugate acid of achromobactin (CHEBI:61346)
IUPAC Name 
1-[1-carboxylato-3-({(3R)-3-carboxylato-5-[2-(2-carboxylato-2-hydroxy-5-oxopyrrolidin-1-yl)ethoxy]-3-hydroxy-5-oxopentanoyl}amino)propyl]-2-hydroxy-5-oxopyrrolidine-2-carboxylate
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CPD-9986MetaCyc
Citations