(7R)-7-(5-carboxy-5-oxopentanamido)cephalosporanic acid

CHEBI:15838 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

A cephalosporin having an acetoxy group at the 3-position and a 5-carboxy-5-oxopentanamido group at the 7-position. — 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.

cephalosporin CHEBI:23066

Chemical structure

Computed structure properties
Molecular formula	C16H18N2O9S
Charge	0
Average mass	414.392 Da
Monoisotopic mass	414.0733 Da
Source	ChEBI
InChIKey	UKRMDFPJXIVYCZ-BXUZGUMPSA-N

SMILES

[H][C@]12SCC(COC(C)=O)=C(C(=O)O)N1C(=O)[C@H]2NC(=O)CCCC(=O)C(=O)O

InChI

InChI=1S/C16H18N2O9S/c1-7(19)27-5-8-6-28-14-11(13(22)18(14)12(8)16(25)26)17-10(21)4-2-3-9(20)15(23)24/h11,14H,2-6H2,1H3,(H,17,21)(H,23,24)(H,25,26)/t11-,14-/m1/s1

Also called

(6R,7R)-3-(acetoxymethyl)-7-[(5-carboxy-5-oxopentanoyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (EXACT_SYNONYM)— chebi
(7R)-7-(5-Carboxy-5-oxopentanoyl)aminocephalosporinate (EXACT_SYNONYM)— chebi
(7R)-7-(5-carboxy-5-oxopentanoyl)aminocephalosporinic acid (EXACT_SYNONYM)— chebi
7-(5-Carboxyl-5-oxopentanyl)-aminocephalosporinate (EXACT_SYNONYM)— chebi

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

beilstein:5395497
kegg.compound:C04712

Activity roles

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

antimicrobial agent CHEBI:33281

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:15838`	(7R)-7-(5-carboxy-5-oxopentanamido)cephalosporanic acid	`antibioticmech:chebi-a3e541dad5`	2026-08-30

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

Provenance

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

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