methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate

CHEBI:66709 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

A benzoate ester that is methyl benzoate substituted by hydroxy groups at positions 3 and 4 and a prenyl group at position 5. Isolated from Piper glabratum and Piper acutifolium, it exhibits antileishmanial 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:33566 CHEBI:33566
CHEBI:36054 CHEBI:36054

Chemical structure

Computed structure properties
Molecular formula	C13H16O4
Charge	0
Average mass	236.267 Da
Monoisotopic mass	236.10486 Da
Source	ChEBI
InChIKey	ZVMALUVLYJRPEZ-UHFFFAOYSA-N

SMILES

COC(=O)c1cc(O)c(O)c(CC=C(C)C)c1

InChI

InChI=1S/C13H16O4/c1-8(2)4-5-9-6-10(13(16)17-3)7-11(14)12(9)15/h4,6-7,14-15H,5H2,1-3H3

Also called

methyl 3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)benzoate (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

reaxys:19220845

Activity roles

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

CHEBI:70868 CHEBI:70868

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:66709`	methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate	`antibioticmech:chebi-44aa79642b`	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.