cystothiazole A

CHEBI:65716 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

An organonitrogen heterocyclic antibiotic that is 2,4'-bi-1,3-thiazole substituted by an isopropyl group at position 2' and a 3,5,7-trimethoxy-4-methyl-7-oxohepta-1,5-dien-1-yl group at position 4 (the 2E,4R,5S,6E stereoisomer). It is isolated from the culture broth of myxobacterium, Cystobacter fuscus, and exhibits antifungal and cytotoxic activity. — 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:25248 CHEBI:25248
CHEBI:25558 CHEBI:25558
CHEBI:38418 CHEBI:38418
CHEBI:47985 CHEBI:47985
CHEBI:51702 CHEBI:51702
CHEBI:64459 CHEBI:64459

Chemical structure

Computed structure properties
Molecular formula	C20H26N2O4S2
Charge	0
Average mass	422.572 Da
Monoisotopic mass	422.1334 Da
Source	ChEBI
InChIKey	LRTJMINIVSPVMX-ZVJWTWILSA-N

SMILES

COC(=O)/C=C(/OC)[C@H](C)[C@H](/C=C/c1csc(-c2csc(C(C)C)n2)n1)OC

InChI

InChI=1S/C20H26N2O4S2/c1-12(2)19-22-15(11-28-19)20-21-14(10-27-20)7-8-16(24-4)13(3)17(25-5)9-18(23)26-6/h7-13,16H,1-6H3/b8-7+,17-9+/t13-,16+/m1/s1

Also called

methyl (2E,4R,5S,6E)-3,5-dimethoxy-4-methyl-7-[2'-(propan-2-yl)-2,4'-bi-1,3-thiazol-4-yl]hepta-2,6-dienoate (EXACT_SYNONYM)— chebi
(+)-cystothiazole A (EXACT_SYNONYM)— chebi
Cystothiazole A (EXACT_SYNONYM)— chebi
melithiazole E (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

kegg.compound:C15712
knapsack:C00016023
reaxys:8161374

Activity roles

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

CHEBI:33281 CHEBI:33281
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:65716`	cystothiazole A	`antibioticmech:chebi-5c48b085f9`	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.