AntibioticMech

cathestatin B

CHEBI:65600 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

A carboxamide obtained by the formal condensation of the carboxylic group of oxirane-2,3-dicarboxylic acid with the amino group of N-(4-aminobutyl)-L-tyrosinamide (the 2S,3S stereoisomer). An antibiotic isolated from the fermentation broth of Penicillium citrinum, it acts as a potent inhibitor of cysteine protease. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:25384 CHEBI:25384
• CHEBI:32955 CHEBI:32955
• CHEBI:33853 CHEBI:33853
• CHEBI:35735 CHEBI:35735
• CHEBI:50994 CHEBI:50994

Chemical structure

Computed structure properties

Molecular formula	C17H23N3O6
Charge	0
Average mass	365.386 Da
Monoisotopic mass	365.15869 Da
Source	ChEBI
InChIKey	JAJMETBQBCMJSZ-IHRRRGAJSA-N

SMILES

NCCCCNC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H]1O[C@@H]1C(=O)O

InChI

InChI=1S/C17H23N3O6/c18-7-1-2-8-19-15(22)12(9-10-3-5-11(21)6-4-10)20-16(23)13-14(26-13)17(24)25/h3-6,12-14,21H,1-2,7-9,18H2,(H,19,22)(H,20,23)(H,24,25)/t12-,13-,14-/m0/s1

Also called

• (2S,3S)-3-{[(2S)-1-[(4-aminobutyl)amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]carbamoyl}oxirane-2-carboxylic acid (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• reaxys:7231119

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:65600	cathestatin B	antibioticmech:chebi-52d70f9d85	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.