6β-({5-[(p-aminophenyl)imino]pentylidene}amino)penicillanic acid
CHEBI:73188
·resolve ·ANTIMICROBIAL_UNSPECIFIED
·EXACT
SEEDED
Penicillanic acid carrying a (p-aminophenyl)imino]pentylidene}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 | C19H24N4O3S |
|---|
| Charge | 0 |
|---|
| Average mass | 388.493 Da |
|---|
| Monoisotopic mass | 388.15691 Da |
|---|
| Source | ChEBI |
|---|
| InChIKey | BHEVULAQHTXCQV-HLLBOEOZSA-N |
|---|
SMILES
[H]C(CCCC([H])=N[C@@H]1C(=O)N2[C@@H](C(=O)O)C(C)(C)S[C@]12[H])=Nc1ccc(N)cc1
InChI
InChI=1S/C19H24N4O3S/c1-19(2)15(18(25)26)23-16(24)14(17(23)27-19)22-11-5-3-4-10-21-13-8-6-12(20)7-9-13/h6-11,14-15,17H,3-5,20H2,1-2H3,(H,25,26)/t14-,15+,17-/m1/s1
Also called
- 6β-({5-[(4-aminophenyl)imino]pentylidene}amino)-2,2-dimethylpenam-3α-carboxylic acid (EXACT_SYNONYM)— chebi
- (2S,5R,6R)-6-({5-[(4-aminophenyl)imino]pentylidene}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 1 PAPA (EXACT_SYNONYM)— chebi
- hapten PAPA (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:73188 |
6β-({5-[(p-aminophenyl)imino]pentylidene}amino)penicillanic acid |
antibioticmech:chebi-1e9b4b69bd |
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.