AntibioticMech

cefotetan

CHEBI:3499 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A semi-synthetic second-generation cephamycin antibiotic with [(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl, methoxy and {[4-(2-amino-1-carboxy-2-oxoethylidene)-1,3-dithietan-2-yl]carbonyl}amino groups at the 3, 7α, and 7β positions, respectively, of the cephem skeleton. It is resistant to a wide range of β-lactamases and is active against a broad spectrum of aerobic and anaerobic Gram-positive and Gram-negative microorganisms. — ChEBI

Classification

cephalosporinARO:0000032

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:55429 CHEBI:55429
• ARO:0000032 ARO:0000032

Chemical structure

Computed structure properties

Molecular formula	C17H17N7O8S4
Charge	0
Average mass	575.632 Da
Monoisotopic mass	575.00214 Da
Source	ChEBI
InChIKey	SRZNHPXWXCNNDU-IXOPCIAXSA-N

SMILES

[H][C@]12SCC(CSc3nnnn3C)=C(C(=O)O)N1C(=O)[C@]2(NC(=O)C1SC(=C(C(N)=O)C(=O)O)S1)OC

InChI

InChI=1S/C17H17N7O8S4/c1-23-16(20-21-22-23)34-4-5-3-33-15-17(32-2,14(31)24(15)7(5)11(29)30)19-9(26)13-35-12(36-13)6(8(18)25)10(27)28/h13,15H,3-4H2,1-2H3,(H2,18,25)(H,19,26)(H,27,28)(H,29,30)/b12-6-/t13?,15-,17+/m1/s1

Also called

• cefotetanum (INN)— chebi
• (6R,7S)-7-({[4-(2-amino-1-carboxy-2-oxoethylidene)-1,3-dithietan-2-yl]carbonyl}amino)-7-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (EXACT_SYNONYM)— chebi
• 7β-({[4-(2-amino-1-carboxy-2-oxoethylidene)-1,3-dithietan-2-yl]carbonyl}amino)-7α-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-3,4-didehydrocepham-4-carboxylic acid (EXACT_SYNONYM)— chebi
• (6R,7S)-7-(4-(carbamoylcarboxymethylene)-1,3-dithiethane-2-carboxamido)-7-methoxy-3-(((1-methyl-1H-tetrazol-5- yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2- carboxylic acid (EXACT_SYNONYM)— chebi
• Cefotetan (EXACT_SYNONYM)— chebi
• CTT (EXACT_SYNONYM)— aro
• Cefotetanum (EXACT_SYNONYM)— aro

Cross-references

Equivalent identifiers for this same structure in other resources.

• ARO:3004004
• cas:69712-56-7
• drugbank:DB01330
• drugcentral:547
• kegg.compound:C06886
• kegg.drug:D00260
• lincs.smallmolecule:LSM-5961
• patent:DE2824559
• patent:US4263432
• reaxys:5697364
• wikipedia.en:Cefotetan
• chembl:CHEMBL474579
• pubchem.compound:53025

Activity roles

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

• CHEBI:33281 CHEBI:33281
• CHEBI:36047 CHEBI:36047

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
ARO	ARO:3004004	cefotetan	antibioticmech:aro-8e6b0b1979	2026-08-30
CHEBI	CHEBI:3499	cefotetan	antibioticmech:chebi-ba05607c60	2026-08-30

Resistance mechanisms

2 known routes by which microbes resist this compound, grounded in ARO where CARD models them. Grouped by mechanism type — expand a group to see its determinants.

ANTIBIOTIC_INACTIVATION 2

ANTIBIOTIC_INACTIVATION

Determinant	ARO ID	Organism	Gene families	Evidence
ACC-1	ARO:3001815	not organism-specific	—	ARO:3001815 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004004 (cefotetan); database assertion, not a primary citation.)
CfxA	ARO:3003001	not organism-specific	—	ARO:3003001 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004004 (cefotetan); database assertion, not a primary citation.)

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (ARO, 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.