(S)-1'-methylbutyl caffeate

CHEBI:70482 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

An alkyl caffeate ester obtained by the formal condensation of trans-caffeic acid with 2-pentanol. Isolated from the leaves of Piper sanguineispicum, it has been shown to exhibit 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:65331 CHEBI:65331

Chemical structure

Computed structure properties
Molecular formula	C14H18O4
Charge	0
Average mass	250.294 Da
Monoisotopic mass	250.12051 Da
Source	ChEBI
InChIKey	AGXDVPULWUXVDT-PCGIRMHASA-N

SMILES

CCC[C@H](C)OC(=O)/C=C/c1ccc(O)c(O)c1

InChI

InChI=1S/C14H18O4/c1-3-4-10(2)18-14(17)8-6-11-5-7-12(15)13(16)9-11/h5-10,15-16H,3-4H2,1-2H3/b8-6+/t10-/m0/s1

Also called

(2S)-pentan-2-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

reaxys:21092025

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:70482`	(S)-1'-methylbutyl caffeate	`antibioticmech:chebi-52bdfe56a8`	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.