toyocamycin (CHEBI:134606)

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ChEBI Name	toyocamycin

ChEBI ID	CHEBI:134606

Definition	An N-glycosylpyrrolopyrimidine that is tubercidin in which the hydrogen at position 5 of the pyrrolopyrimidine moiety has been replaced by a cyano group.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C12H13N5O4

Net Charge

Average Mass

291.263

Monoisotopic Mass

291.09675

InChI

InChI=1S/C12H13N5O4/c13-1-5-2-17(11-7(5)10(14)15-4-16-11)12-9(20)8(19)6(3-18)21-12/h2,4,6,8-9,12,18-20H,3H2,(H2,14,15,16)/t6-,8-,9-,12-/m1/s1

InChIKey

XOKJUSAYZUAMGJ-WOUKDFQISA-N

SMILES

N1=CN=C2C(=C1N)C(=CN2[C@H]3[C@H](O)[C@H](O)[C@H](O3)CO)C#N

Metabolite of Species	Details
Streptomyces diastatochromogenes (NCBI:txid1628)	See: PubMed

Roles Classification
Biological Role(s):	antimetabolite A substance which is structurally similar to a metabolite but which competes with it or replaces it, and so prevents or reduces its normal utilization. bacterial metabolite Any prokaryotic metabolite produced during a metabolic reaction in bacteria. apoptosis inducer Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms. antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. (via antibiotic antifungal agent )

Application(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	toyocamycin (CHEBI:134606) has role antimetabolite (CHEBI:35221) toyocamycin (CHEBI:134606) has role antineoplastic agent (CHEBI:35610) toyocamycin (CHEBI:134606) has role apoptosis inducer (CHEBI:68495) toyocamycin (CHEBI:134606) has role bacterial metabolite (CHEBI:76969) toyocamycin (CHEBI:134606) is a N-glycosylpyrrolopyrimidine (CHEBI:48036) toyocamycin (CHEBI:134606) is a antibiotic antifungal agent (CHEBI:86478) toyocamycin (CHEBI:134606) is a nitrile (CHEBI:18379) toyocamycin (CHEBI:134606) is a ribonucleoside (CHEBI:18254)

IUPAC Name

4-amino-7-β-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

Synonyms	Sources
4-amino-5-cyano-7-(D-ribofuranosyl)-7H-pyrrolo(2,3-d)pyrimidine	ChemIDplus
7-deaza-7-cyanoadenosine	ChemIDplus
A-399-Y4	ChemIDplus
Ahygroscopin-B	ChemIDplus
Antibiotic 1037	ChemIDplus
Antibiotic A-399-Y4	ChemIDplus
Antibiotic E212	ChemIDplus
cyanotubericidin	ChemIDplus
E-212	ChemIDplus
Siromycin	ChemIDplus
Uramycin B	ChemIDplus
Vengicide	ChemIDplus

Last Modified

17 February 2017