embelin

CHEBI:4778 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

A member of the class of dihydroxy-1,4-benzoquinones that is 2,5-dihydroxy-1,4-benzoquinone which is substituted by an undecyl group at position 3. Isolated from Lysimachia punctata and Embelia ribes, it exhibits antimicrobial, antineoplastic and inhibitory activity towards hepatitis C protease. — 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:132126 CHEBI:132126

Chemical structure

Computed structure properties
Molecular formula	C17H26O4
Charge	0
Average mass	294.391 Da
Monoisotopic mass	294.18311 Da
Source	ChEBI
InChIKey	IRSFLDGTOHBADP-UHFFFAOYSA-N

SMILES

CCCCCCCCCCCC1=C(O)C(=O)C=C(O)C1=O

InChI

InChI=1S/C17H26O4/c1-2-3-4-5-6-7-8-9-10-11-13-16(20)14(18)12-15(19)17(13)21/h12,18,21H,2-11H2,1H3

Also called

2,5-dihydroxy-3-undecylcyclohexa-2,5-diene-1,4-dione (EXACT_SYNONYM)— chebi
2,5-dihydroxy-3-undecyl-1,4-benzoquinone (EXACT_SYNONYM)— chebi
Embelin (EXACT_SYNONYM)— chebi
embelic acid (EXACT_SYNONYM)— chebi
emberine (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:550-24-3
kegg.compound:C10342
knapsack:C00002822
lincs.smallmolecule:LSM-6311
reaxys:1885786

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:4778`	embelin	`antibioticmech:chebi-55080d715a`	2026-08-30

Mechanism summary

Mode of action: VIRAL_PROTEASE_INHIBITION microbial target — Assigned from ChEBI role CHEBI:64924 (hepatitis C protease inhibitor). ChEBI asserts the role on the compound, and the mechanism implies an anti-viral target while the record has no target group stated at all — evidence a curator can use to file it, not a second activity. The role names a target specific to the microbe or virus — 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.