AntibioticMech

althiomycin

CHEBI:157683 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A peptide antibiotic isolated from soil and enteric bacteria. It is a protein synthesis inhibitor which exhibits antibacterial activity against both Gram-positive and Gram-negative bacteria. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:140325 CHEBI:140325
• CHEBI:140326 CHEBI:140326
• CHEBI:15734 CHEBI:15734
• CHEBI:22307 CHEBI:22307
• CHEBI:23763 CHEBI:23763
• CHEBI:25698 CHEBI:25698
• CHEBI:25903 CHEBI:25903
• CHEBI:38418 CHEBI:38418
• CHEBI:74222 CHEBI:74222

Chemical structure

Computed structure properties

Molecular formula	C16H17N5O6S2
Charge	0
Average mass	439.475 Da
Monoisotopic mass	439.06203 Da
Source	ChEBI
InChIKey	VQQNQKXWJMRPHT-GMLCBOFYSA-N

SMILES

COC1=CC(=O)N(C(=O)[C@H]2CSC(C(CO)NC(=O)c3csc(/C=N/O)n3)=N2)C1

InChI

InChI=1S/C16H17N5O6S2/c1-27-8-2-13(23)21(4-8)16(25)11-7-29-15(20-11)9(5-22)19-14(24)10-6-28-12(18-10)3-17-26/h2-3,6,9,11,22,26H,4-5,7H2,1H3,(H,19,24)/b17-3+/t9?,11-/m1/s1

Also called

• 2-[(E)-(hydroxyimino)methyl]-N-(2-hydroxy-1-{(4S)-4-[(4-methoxy-2-oxo-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]-4,5-dihydro-1,3-thiazol-2-yl}ethyl)-1,3-thiazole-4-carboxamide (EXACT_SYNONYM)— chebi
• 116-A (EXACT_SYNONYM)— chebi
• N-{2-hydroxy-1-[(4S)-4-(4-methoxy-2-oxo-2,5-dihydro-1H-pyrrole-1-carbonyl)-4,5-dihydro-1,3-thiazol-2-yl]ethyl}-2-[(E)-(hydroxyimino)methyl]-1,3-thiazole-4-carboxamide (EXACT_SYNONYM)— chebi
• altiomycin (EXACT_SYNONYM)— chebi
• matamycin (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• cas:12656-40-5
• chemspider:4576669
• knapsack:C00018669
• wikipedia.en:Althiomycin

Activity roles

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

• CHEBI:33281 CHEBI:33281
• CHEBI:33282 CHEBI:33282

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:157683	althiomycin	antibioticmech:chebi-8564797afb	2026-08-30

Mechanism summary

Mode of action

PROTEIN_SYNTHESIS_INHIBITION host shared target — Assigned from ChEBI role CHEBI:48001 (protein 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

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. 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.