AntibioticMech

penicillanic acid

CHEBI:37806 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

A penam that consists of 3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane bearing a carboxy group at position 2 and having (2S,5R)-configuration. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:25865 CHEBI:25865

Chemical structure

Computed structure properties

Molecular formula	C8H11NO3S
Charge	0
Average mass	201.247 Da
Monoisotopic mass	201.04596 Da
Source	ChEBI
InChIKey	RBKMMJSQKNKNEV-RITPCOANSA-N

SMILES

[H][C@@]12CC(=O)N1[C@@H](C(=O)O)C(C)(C)S2

InChI

InChI=1S/C8H11NO3S/c1-8(2)6(7(11)12)9-4(10)3-5(9)13-8/h5-6H,3H2,1-2H3,(H,11,12)/t5-,6+/m1/s1

Also called

• 2,2-dimethylpenam-3α-carboxylic acid (EXACT_SYNONYM)— chebi
• (2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• cas:87-53-6
• reaxys:4677775

Activity roles

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

• CHEBI:33281 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:37806	penicillanic acid	antibioticmech:chebi-ae9bd6f3ca	2026-08-30

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. 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.