toyocamycin

CHEBI:134606 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

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N-glycosylpyrrolopyrimidine that is tubercidin in which the hydrogen at position 5 of the pyrrolopyrimidine moiety has been replaced by a cyano group.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

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:18254 CHEBI:18254
CHEBI:18379 CHEBI:18379
CHEBI:48036 CHEBI:48036
CHEBI:86478 CHEBI:86478

Chemical structure

Computed structure properties
Molecular formula	C12H13N5O4
Charge	0
Average mass	291.267 Da
Monoisotopic mass	291.09675 Da
Source	ChEBI
InChIKey	XOKJUSAYZUAMGJ-WOUKDFQISA-N

SMILES

N#Cc1cn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c2ncnc(N)c12

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

Also called

4-amino-7-β-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile (EXACT_SYNONYM)— chebi
4-amino-5-cyano-7-(D-ribofuranosyl)-7H-pyrrolo(2,3-d)pyrimidine (EXACT_SYNONYM)— chebi
7-deaza-7-cyanoadenosine (EXACT_SYNONYM)— chebi
A-399-Y4 (EXACT_SYNONYM)— chebi
Ahygroscopin-B (EXACT_SYNONYM)— chebi
Antibiotic 1037 (EXACT_SYNONYM)— chebi
Antibiotic A-399-Y4 (EXACT_SYNONYM)— chebi
Antibiotic E212 (EXACT_SYNONYM)— chebi
E-212 (EXACT_SYNONYM)— chebi
Siromycin (EXACT_SYNONYM)— chebi
Uramycin B (EXACT_SYNONYM)— chebi
Vengicide (EXACT_SYNONYM)— chebi
cyanotubericidin (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:606-58-6
reaxys:48454

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:35718 CHEBI:35718

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:134606`	toyocamycin	`antibioticmech:chebi-92dfd4b4e6`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.