6-aminopenicillanic acid
CHEBI:16705
·resolve ·ANTIMICROBIAL_UNSPECIFIED
·EXACT
SEEDED
A penicillanic acid compound having a (6R)-amino substituent. The active nucleus common to all penicillins, it may be substituted at the 6-amino position to form the semisynthetic penicillins, resulting in a variety of antibacterial and pharmacologic characteristics. — 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 | C8H12N2O3S |
|---|
| Charge | 0 |
|---|
| Average mass | 216.262 Da |
|---|
| Monoisotopic mass | 216.05686 Da |
|---|
| Source | ChEBI |
|---|
| InChIKey | NGHVIOIJCVXTGV-ALEPSDHESA-N |
|---|
SMILES
[H][C@]12SC(C)(C)[C@H](C(=O)O)N1C(=O)[C@H]2N
InChI
InChI=1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1
Also called
- 6-amino-2,2-dimethylpenam-3α-carboxylic acid (EXACT_SYNONYM)— chebi
- (+)-6-aminopenicillanic acid (EXACT_SYNONYM)— chebi
- (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (EXACT_SYNONYM)— chebi
- 6-APA (EXACT_SYNONYM)— chebi
- 6-Aminopenicillamine acid (EXACT_SYNONYM)— chebi
- 6-Aminopenicillanate (EXACT_SYNONYM)— chebi
- 6-Aminopenicillanic acid (EXACT_SYNONYM)— chebi
- 6-Apa (EXACT_SYNONYM)— chebi
- 6-Aps (EXACT_SYNONYM)— chebi
- 6β-aminopenicillanic acid (EXACT_SYNONYM)— chebi
- Aminopenicillanic acid (EXACT_SYNONYM)— chebi
- Penicin (EXACT_SYNONYM)— chebi
- Penin (EXACT_SYNONYM)— chebi
- Phenacyl 6-aminopenicillinate (EXACT_SYNONYM)— chebi
Cross-references
Equivalent identifiers for this same structure in other resources.
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:16705 |
6-aminopenicillanic acid |
antibioticmech:chebi-f7d27534f9 |
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.