iturin A (CHEBI:31737)

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CHEBI:31737 - iturin A

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ChEBI ID	CHEBI:31737
ChEBI Name	iturin A
Stars
Definition	A homodetic cyclic peptide consisting of seven α-amino acids with sequence L-Asn-D-Tyr-D-Asn-L-Gln-L-Pro-D-Asn-L-Ser and one β-amino acid with a variable alkyl side chain (C₁₄-C₁₇). It is a potent antifungal agent produced by Bacillus sp.
Last Modified	7 August 2024
Downloads	Molfile

Formula	C37H51N12O14R
Net Charge	0
Average Mass (excl. R groups)	887.874
Monoisotopic Mass (excl. R groups)	887.36477
SMILES	*C1CC(=O)N[C@@H](CC(N)=O)C(=O)N[C@H](Cc2ccc(O)cc2)C(=O)N[C@H](CC(N)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)N2CCC[C@@]2([H])C(=O)N[C@H](CC(N)=O)C(=O)N[C@@H](CO)C(=O)N1

Species of Metabolite	Component	Source	Comments
Bacillus amyloliquefaciens (ncbitaxon:1390)
	-	PubMed (38535181)	Strain: 8473
	-	PubMed (35612705)	Strain: HM618
Bacillus velezensis (ncbitaxon:492670)	-	PubMed (36515292)
Bacillus subtilis (ncbitaxon:1423)	-	PubMed (33970365)

Roles Classification

Chemical Roles:	surfactant A substance which lowers the surface tension of the medium in which it is dissolved, and/or the interfacial tension with other phases, and, accordingly, is positively adsorbed at the liquid/vapour and/or at other interfaces. Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid). Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:	antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. antimicrobial agent A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application:	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology

Outgoing Relation(s)
	iturin A (CHEBI:31737) has role antifungal agent (CHEBI:35718)
	iturin A (CHEBI:31737) has role antineoplastic agent (CHEBI:35610)
	iturin A (CHEBI:31737) has role surfactant (CHEBI:35195)
	iturin A (CHEBI:31737) is a homodetic cyclic peptide (CHEBI:24613)
	iturin A (CHEBI:31737) is a lipopeptide antibiotic (CHEBI:25061)

Synonym	Source
iturine A	ChEBI

Manual Xrefs	Databases
C12266	KEGG COMPOUND

Registry Numbers	Sources
CAS:52229-90-0	KEGG COMPOUND

Citations