5-O-methyl embelin
CHEBI:65842
·resolve ·ANTIPROTOZOAL
·EXACT
SEEDED
A member of the class of monohydroxy-1,4-benzoquinones that is embelin in which the hydroxy group at position 5 is replaced by a methoxy group. Isolated from Lysimachia punctata and Embelia ribes, it exhibits antileishmanial activity as well as 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.
Chemical structure
Computed structure properties
| Molecular formula | C18H28O4 |
|---|
| Charge | 0 |
|---|
| Average mass | 308.418 Da |
|---|
| Monoisotopic mass | 308.19876 Da |
|---|
| Source | ChEBI |
|---|
| InChIKey | KHBJLRRAMCJZLZ-UHFFFAOYSA-N |
|---|
SMILES
CCCCCCCCCCCC1=C(O)C(=O)C=C(OC)C1=O
InChI
InChI=1S/C18H28O4/c1-3-4-5-6-7-8-9-10-11-12-14-17(20)15(19)13-16(22-2)18(14)21/h13,20H,3-12H2,1-2H3
Also called
- 2-hydroxy-5-methoxy-3-undecylcyclohexa-2,5-diene-1,4-dione (EXACT_SYNONYM)— chebi
- 2-hydroxy-5-methoxy-3-undecyl-1,4-benzoquinone (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.
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:65842 |
5-O-methyl embelin |
antibioticmech:chebi-d4efa0e58a |
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, but this mechanism belongs to an anti-viral activity while the record is filed as ANTIPROTOZOAL. Either the compound has both activities, or the filing is wrong — the priority table has put azole antifungals under ANTIBACTERIAL before now. A curator should decide which. 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.