(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.

Label unavailable 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

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

reaxys:21092025

Activity roles

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

antileishmanial agent 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 (YAML).

Explore across X-Mech: MediaIngredientMech ((S)-1'-methylbutyl caffeate) · CultureMech · NaturalProductMech · PathwayMech · TraitMech