cefamandole nafate

CHEBI:3481 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A cephalosporin prodrug having (R)-O-formylmandelamido and N-methylthiotetrazole side-groups. — 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:38700 CHEBI:38700

Chemical structure

Computed structure properties
Molecular formula	C19H17N6O6S2.Na
Charge	0
Average mass	512.505 Da
Monoisotopic mass	512.05487 Da
Source	ChEBI
InChIKey	ICZOIXFFVKYXOM-YCLOEFEOSA-M

SMILES

[H]C(=O)O[C@@H](C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(CSc3nnnn3C)CS[C@]12[H])c1ccccc1.[Na+]

InChI

InChI=1S/C19H18N6O6S2.Na/c1-24-19(21-22-23-24)33-8-11-7-32-17-12(16(28)25(17)13(11)18(29)30)20-15(27)14(31-9-26)10-5-3-2-4-6-10;/h2-6,9,12,14,17H,7-8H2,1H3,(H,20,27)(H,29,30);/q;+1/p-1/t12-,14-,17-;/m1./s1

Also called

sodium 7β-[(2R)-2-(formyloxy)-2-phenylacetamido]-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}ceph-3-em-4-carboxylate (EXACT_SYNONYM)— chebi
Cefamandol nafato (EXACT_SYNONYM)— chebi
Cephamandole nafate (EXACT_SYNONYM)— chebi
O-Formylcefamandole sodium (EXACT_SYNONYM)— chebi
Sodium O-formylcefamandole (EXACT_SYNONYM)— chebi
sodium (6R,7R)-7-{[(2R)-2-(formyloxy)-2-phenylacetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

beilstein:5403938
cas:42540-40-9
drugbank:DB01326
kegg.compound:C08102
kegg.drug:D00909
patent:CN101822678
patent:CN101829118
patent:CN101836960

Activity roles

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

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
CHEBI	`CHEBI:3481`	cefamandole nafate	`antibioticmech:chebi-3ca9877b86`	2026-08-30

Mechanism summary

Clinical status: APPROVED

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 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-31 · 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.