AntibioticMech

cephradine

CHEBI:3547 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A first-generation cephalosporin antibiotic with a methyl substituent at position 3, and a (2R)-2-amino-2-cyclohexa-1,4-dien-1-ylacetamido substituent at position 7, of the cephem skeleton. — ChEBI

Classification

cephalosporinARO:0000032

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:23066 CHEBI:23066
• CHEBI:88225 CHEBI:88225
• ARO:0000032 ARO:0000032

Chemical structure

Computed structure properties

Molecular formula	C16H19N3O4S
Charge	0
Average mass	349.412 Da
Monoisotopic mass	349.10963 Da
Source	ChEBI
InChIKey	RDLPVSKMFDYCOR-UEKVPHQBSA-N

SMILES

[H][C@]12SCC(C)=C(C(=O)O)N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CCC=CC1

InChI

InChI=1S/C16H19N3O4S/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9/h2-3,6,10-11,15H,4-5,7,17H2,1H3,(H,18,20)(H,22,23)/t10-,11-,15-/m1/s1

Also called

• Velosef (BRAND_NAME)— chebi
• cefradina (INN)— chebi
• cefradine (INN)— chebi
• cefradinum (INN)— chebi
• 7β-[(2R)-2-(cyclohexa-1,4-dienyl)-2-phenylacetamido]-3-methyl-3,4-didehydrocepham-4-carboxylic acid (EXACT_SYNONYM)— chebi
• (6R,7R)-7-((R)-2-Amino-2-(1,4-cyclohexadien-1-yl)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid (EXACT_SYNONYM)— chebi
• (6R,7R)-7-{[(2R)-2-amino-2-cyclohexa-1,4-dien-1-ylacetyl]amino}-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (EXACT_SYNONYM)— chebi
• 7-(D-2-Amino-2-(1,4-cyclohexadienyl)acetamide)desacetoxycephalosporanicacid (EXACT_SYNONYM)— chebi
• Anspor (EXACT_SYNONYM)— chebi
• CED (EXACT_SYNONYM)— chebi
• Cefradine (EXACT_SYNONYM)— chebi
• Cephradin (EXACT_SYNONYM)— chebi
• Cephradine (EXACT_SYNONYM)— chebi
• Eskacef (EXACT_SYNONYM)— chebi
• Sefril (EXACT_SYNONYM)— chebi
• RAD (EXACT_SYNONYM)— aro

Cross-references

Equivalent identifiers for this same structure in other resources.

• ARO:3004009
• cas:38821-53-3
• drugbank:DB01333
• drugcentral:576
• hmdb:HMDB0015428
• kegg.drug:D00264
• reaxys:4211105
• wikipedia.en:Cephradine
• chembl:CHEMBL1604
• pubchem.compound:38103

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:3004009	cefradine	antibioticmech:aro-449a44ca67	2026-08-30
CHEBI	CHEBI:3547	cephradine	antibioticmech:chebi-0dbc4d8643	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:3004009 (cefradine); 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

4. 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.