azaserine

CHEBI:74846 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A carboxylic ester resulting from the formal condensation of the carboxy group of diazoacetic acid with the alcoholic hydroxy group of L-serine. An antibiotic produced by a Streptomyces species. — 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:33308 CHEBI:33308
CHEBI:39444 CHEBI:39444
CHEBI:83822 CHEBI:83822
CHEBI:84135 CHEBI:84135

Chemical structure

Computed structure properties
Molecular formula	C5H7N3O4
Charge	0
Average mass	173.128 Da
Monoisotopic mass	173.04366 Da
Source	ChEBI
InChIKey	MZZGOOYMKKIOOX-VKHMYHEASA-N

SMILES

[N-]=[N+]=CC(=O)OC[C@H](N)C(=O)O

InChI

InChI=1S/C5H7N3O4/c6-3(5(10)11)2-12-4(9)1-8-7/h1,3H,2,6H2,(H,10,11)/t3-/m0/s1

Also called

azaserina (INN)— chebi
azaserinum (INN)— chebi
azasérine (INN)— chebi
O-(diazoacetyl)-L-serine (EXACT_SYNONYM)— chebi
L-azaserine (EXACT_SYNONYM)— chebi
L-serine diazoacetate (EXACT_SYNONYM)— chebi
L-serine diazoacetate ester (EXACT_SYNONYM)— chebi
L-β-(diazoacetoxy)alanin (EXACT_SYNONYM)— chebi
L-β-(diazoacetoxy)alanine (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:115-02-6
kegg.compound:C19194
kegg.drug:D03032
metacyc.compound:L-AZASERINE
patent:US2996435
patent:US3030388
pdb-ccd:AZS
wikipedia.en:Azaserine

Activity roles

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

CHEBI:33281 CHEBI:33281
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:74846`	azaserine	`antibioticmech:chebi-e4227ed326`	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.