eudistomin C

CHEBI:80955 ·resolve ·ANTIVIRAL ·EXACT SEEDED

An organic heterotetracyclic compound that has formula C14H16BrN3O2S. It is a natural product isolated from the Caribbean tunicate Eudistoma olivaceum and exhibits potent anti-tumor and antiviral activities. — 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:33853 CHEBI:33853
CHEBI:37141 CHEBI:37141
CHEBI:38163 CHEBI:38163
CHEBI:38958 CHEBI:38958
CHEBI:50994 CHEBI:50994

Chemical structure

Computed structure properties
Molecular formula	C14H16BrN3O2S
Charge	0
Average mass	370.272 Da
Monoisotopic mass	369.01466 Da
Source	ChEBI
InChIKey	XHYJPORPMFTSBP-YGRLFVJLSA-N

SMILES

[H][C@]12c3nc4cc(Br)c(O)cc4c3CCN1OCSC[C@H]2N

InChI

InChI=1S/C14H16BrN3O2S/c15-9-4-11-8(3-12(9)19)7-1-2-18-14(13(7)17-11)10(16)5-21-6-20-18/h3-4,10,14,17,19H,1-2,5-6,16H2/t10-,14+/m1/s1

Also called

(1S,13bS)-1-amino-11-bromo-1,2,7,8,13,13b-hexahydro[1,6,2]oxathiazepino[2',3':1,2]pyrido[3,4-b]indol-10-ol (EXACT_SYNONYM)— chebi
(−)-eudistomin C (EXACT_SYNONYM)— chebi
(−)-eudistomine C (EXACT_SYNONYM)— chebi
eudistomine C (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.

CHEBI:22587 CHEBI:22587

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:80955`	eudistomin C	`antibioticmech:chebi-3322b0184b`	2026-08-30

Mechanism summary

Mode of action: PROTEIN_SYNTHESIS_INHIBITION host shared target — Assigned from ChEBI role CHEBI:48001 (protein synthesis inhibitor). ChEBI asserts the role on the compound. The target it names is one the host has too, so the mechanism is true but is not evidence of selectivity — see mode_of_action_target_scope. Not a curator's mechanistic review.

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.