streptozocin

CHEBI:9288 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

An N-nitrosourea that is an antibiotic produced by Streptomyces achromogenes. It is used as an antineoplastic agent and to induce diabetes in experimental animals. — 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.

Label unavailable CHEBI:21638
Label unavailable CHEBI:76551

Chemical structure

Computed structure properties
Molecular formula	C8H15N3O7
Charge	0
Average mass	265.222 Da
Monoisotopic mass	265.091 Da
Source	ChEBI
InChIKey	ZSJLQEPLLKMAKR-GKHCUFPYSA-N

SMILES

CN(N=O)C(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O

InChI

InChI=1S/C8H15N3O7/c1-11(10-17)8(16)9-4-6(14)5(13)3(2-12)18-7(4)15/h3-7,12-15H,2H2,1H3,(H,9,16)/t3-,4-,5-,6-,7+/m1/s1

Also called

estreptozocina (INN)— chebi
streptozocine (INN)— chebi
streptozocinum (INN)— chebi
2-deoxy-2-{[methyl(nitroso)carbamoyl]amino}-α-D-glucopyranose (EXACT_SYNONYM)— chebi
2-Deoxy-2-(((methylnitrosoamino)carbonyl)amino)-D-glucopyranose (EXACT_SYNONYM)— chebi
2-Deoxy-2-(3-methyl-3-nitrosoureido)-D-glucopyranose (EXACT_SYNONYM)— chebi
N-D-Glucosyl-(2)-N'-nitrosomethylharnstoff (EXACT_SYNONYM)— chebi
N-D-Glucosyl-(2)-N'-nitrosomethylurea (EXACT_SYNONYM)— chebi
Streptozocinium (EXACT_SYNONYM)— chebi
Streptozotocin (EXACT_SYNONYM)— chebi
Zanosar (EXACT_SYNONYM)— chebi

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

Drug registries

Identifiers that name a drug rather than a structure. One of these can cover a parent compound, its salts and its stereoisomers, which this corpus keeps as separate records, so it is not an equivalence of structure.

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

Activity roles

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

antimicrobial agent CHEBI:33281

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:9288`	streptozocin	`antibioticmech:chebi-ce1ef0d07f`	2026-08-30

Mechanism summary

Mode of action: NUCLEIC_ACID_SYNTHESIS_INHIBITION host shared target — Assigned from ChEBI role CHEBI:59517 (DNA synthesis inhibitor). ChEBI asserts the role on the compound. The target it names is one the host has too, so the mechanism is true but is not evidence of selectivity — see mode_of_action_target_scope. Not a curator's mechanistic review.

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
RESEEDED_FROM_SOURCES 2026-09-10 · 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 (YAML).

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