cefadroxil

CHEBI:3479 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A cephalosporin bearing methyl and (2R)-2-amino-2-(4-hydroxyphenyl)acetamido groups at positions 3 and 7, respectively, of the cephem skeleton. — 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

cephalosporinARO:0000032

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:23066 CHEBI:23066
ARO:0000032 ARO:0000032

Chemical structure

Computed structure properties
Molecular formula	C16H17N3O5S
Charge	0
Average mass	363.395 Da
Monoisotopic mass	363.08889 Da
Source	ChEBI
InChIKey	BOEGTKLJZSQCCD-UEKVPHQBSA-N

SMILES

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

InChI

InChI=1S/C16H17N3O5S/c1-7-6-25-15-11(14(22)19(15)12(7)16(23)24)18-13(21)10(17)8-2-4-9(20)5-3-8/h2-5,10-11,15,20H,6,17H2,1H3,(H,18,21)(H,23,24)/t10-,11-,15-/m1/s1

Also called

cefadroxilo (INN)— chebi
cefadroxilum (INN)— chebi
7β-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3-methyl-3,4-didehydrocepham-4-carboxylic acid (EXACT_SYNONYM)— chebi
(6R,7R)-7-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (EXACT_SYNONYM)— chebi
CDX (EXACT_SYNONYM)— chebi
Cefadroxil (EXACT_SYNONYM)— chebi
Cefadroxil anhydrous (EXACT_SYNONYM)— chebi
Cephadroxil (EXACT_SYNONYM)— chebi
D-Cefadroxil (EXACT_SYNONYM)— chebi
CFR (EXACT_SYNONYM)— aro
p-hydroxycephalexin (EXACT_SYNONYM)— aro

Cross-references

Equivalent identifiers for this same structure in other resources.

ARO:3000642
beilstein:5933893
cas:50370-12-2
drugbank:DB01140
drugcentral:526
kegg.compound:C06878
kegg.drug:D00257
lincs.smallmolecule:LSM-5722
patent:DE2216113
patent:NL6812382
patent:US3489752
patent:US3816253
reaxys:5393893
wikipedia.en:Cefadroxil
chembl:CHEMBL1644
pubchem.compound:47965

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:3000642`	cefadroxil	`antibioticmech:aro-959f860c89`	2026-08-30
CHEBI	`CHEBI:3479`	cefadroxil	`antibioticmech:chebi-1d58913c2c`	2026-08-30

Molecular targets

The molecular entity or process this compound acts on. Each target carries evidence — this is a mechanistic claim, not a classification.

beta-lactam sensitive penicillin-binding protein PROTEIN DIRECT_BINDING_TARGET

ARO:3000749

CARD/ARO database assertion; target organism, strain, and assay are not specified. Penicillin-binding proteins are asserted as inhibited transpeptidases. Evidence status: PRIMARY_EVIDENCE_NEEDED. Source: CARD_ARO 2026-08-30 (retrieved 2026-08-30).

ARO:3000749 (CARD/ARO asserts targeted_by_antibiotic ARO:3000642 (cefadroxil); database assertion, not a primary citation.)

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO, 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

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.