AntibioticMech

cefpiramide

CHEBI:59213 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A third-generation cephalosporin antibiotic with [(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl and (R)-2-{[(4-hydroxy-6-methylpyridin-3-yl)carbonyl]amino}-2-(4-hydroxyphenyl)acetamido groups at positions 3 and 7, respectively, of the cephem skeleton. It has a broad spectrum of antibacterial activity. — ChEBI

Classification

cephalosporinARO:0000032

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:23066 CHEBI:23066
• CHEBI:33575 CHEBI:33575
• ARO:0000032 ARO:0000032

Chemical structure

Computed structure properties

Molecular formula	C25H24N8O7S2
Charge	0
Average mass	612.65 Da
Monoisotopic mass	612.12094 Da
Source	ChEBI
InChIKey	PWAUCHMQEXVFJR-PMAPCBKXSA-N

SMILES

[H][C@]12SCC(CSc3nnnn3C)=C(C(=O)O)N1C(=O)[C@@]2([H])NC(=O)[C@H](NC(=O)c1cnc(C)cc1O)c1ccc(O)cc1

InChI

InChI=1S/C25H24N8O7S2/c1-11-7-16(35)15(8-26-11)20(36)27-17(12-3-5-14(34)6-4-12)21(37)28-18-22(38)33-19(24(39)40)13(9-41-23(18)33)10-42-25-29-30-31-32(25)2/h3-8,17-18,23,34H,9-10H2,1-2H3,(H,26,35)(H,27,36)(H,28,37)(H,39,40)/t17-,18-,23-/m1/s1

Also called

• cefpiramido (INN)— chebi
• cefpiramidum (INN)— chebi
• (6R,7R)-7-{[(2R)-2-{[(4-hydroxy-6-methylpyridin-3-yl)carbonyl]amino}-2-(4-hydroxyphenyl)acetyl]amino}-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-[(2R)-2-{[(4-hydroxy-6-methylpyridin-3-yl)carbonyl]amino}-2-(4-hydroxyphenyl)acetamido]-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-3,4-didehydrocepham-4-carboxylic acid (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• ARO:3009120
• beilstein:8179314
• cas:70797-11-4
• drugbank:DB00430
• drugcentral:552
• kegg.drug:D03428
• patent:BE833063
• patent:US4156724
• patent:US4160087
• wikipedia.en:Cefpiramide
• chembl:CHEMBL1201204
• pubchem.compound:636405

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:3009120	cefpiramide	antibioticmech:aro-e2916216d5	2026-08-30
CHEBI	CHEBI:59213	cefpiramide	antibioticmech:chebi-2647d196d3	2026-08-30

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.