fusarithioamide A

CHEBI:141359 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A member of the class of benzamides that is 2-aminobenzoic acid in which the hydrogen atom of the carboxy group has been substituted by a [(1S)-1-hydroxy-3-mercaptopropyl]nitrilo group and in which one of the the hydrogens of the amino group has been substituted by a (2R)-2-aminopropanoyl group. It is a metabolite isolated from the endophytic fungus, Fusarium chlamydosporium. — 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.

CHEBI:140325 CHEBI:140325
CHEBI:22702 CHEBI:22702
CHEBI:29256 CHEBI:29256
CHEBI:33822 CHEBI:33822
CHEBI:50994 CHEBI:50994

Chemical structure

Computed structure properties
Molecular formula	C13H19N3O3S
Charge	0
Average mass	297.38 Da
Monoisotopic mass	297.11471 Da
Source	ChEBI
InChIKey	DQGIXJCPVVNGMY-KCJUWKMLSA-N

SMILES

C[C@@H](N)C(=O)Nc1ccccc1C(=O)N[C@@H](O)CCS

InChI

InChI=1S/C13H19N3O3S/c1-8(14)12(18)15-10-5-3-2-4-9(10)13(19)16-11(17)6-7-20/h2-5,8,11,17,20H,6-7,14H2,1H3,(H,15,18)(H,16,19)/t8-,11+/m1/s1

Also called

2-(D-alanylamino)-N-[(1S)-1-hydroxy-3-mercaptopropyl]benzamide (EXACT_SYNONYM)— chebi
2-(D-alanylamino)-N-[(1S)-1-hydroxy-3-sulfanylpropyl]benzamide (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

reaxys:30208318

Activity roles

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

CHEBI:35718 CHEBI:35718

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:141359`	fusarithioamide A	`antibioticmech:chebi-638c38172b`	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.