6β-[(p-hydroxybenzylidene)amino]penicillanic acid

CHEBI:73187 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

Penicillanic acid carrying a (p-hydroxybenzylidene)amino substituent at the 6β position. It has been used as a hapten in the production of a generic monoclonal antibody for determining penicillin residues in milk. — 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.

penicillin CHEBI:17334

Chemical structure

Computed structure properties
Molecular formula	C15H16N2O4S
Charge	0
Average mass	320.37 Da
Monoisotopic mass	320.08308 Da
Source	ChEBI
InChIKey	MCTUMEOQLDXESY-NTZNESFSSA-N

SMILES

[H]C(=N[C@@H]1C(=O)N2[C@@H](C(=O)O)C(C)(C)S[C@]12[H])c1ccc(O)cc1

InChI

InChI=1S/C15H16N2O4S/c1-15(2)11(14(20)21)17-12(19)10(13(17)22-15)16-7-8-3-5-9(18)6-4-8/h3-7,10-11,13,18H,1-2H3,(H,20,21)/t10-,11+,13-/m1/s1

Also called

6β-[(4-hydroxybenzylidene)amino]-2,2-dimethylpenam-3α-carboxylic acid (EXACT_SYNONYM)— chebi
(2S,5R,6R)-6-[(4-hydroxybenzylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (EXACT_SYNONYM)— chebi
6-[(p-hydroxybenzylidene)amino]penicillanic acid (EXACT_SYNONYM)— chebi
hapten 2 HAPA (EXACT_SYNONYM)— chebi
hapten HAPA (EXACT_SYNONYM)— chebi

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:73187`	6β-[(p-hydroxybenzylidene)amino]penicillanic acid	`antibioticmech:chebi-b1ff16fdb3`	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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