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.
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.
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.