ethyl caffeate

3,4-dihydroxycinnamic acid ethyl ester

CAS: 102-37-4 C11 H12 O4 MW: 208.21344000

Identification

Nameethyl caffeate
IUPACethyl 3-(3,4-dihydroxyphenyl)prop-2-enoate
CAS Number102-37-4
FDA UNII76GBB1JU5Y
Molecular FormulaC11 H12 O4
Molecular Weight208.21344000
MDL NumberMFCD00045754
XlogP32.60 (est)

Regulatory

Physical Properties

Appearance pale to brown solid (est)
Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 376.00 to 378.00 °C. @ 760.00 mm Hg
Flash Point 299.00 °F. TCC ( 148.33 °C. )
logP (o/w) 2.560
Shelf Life 12.00 month(s) or longer if stored properly.
Storage refrigerate in tightly sealed containers.
Soluble in alcohol
Insoluble in water

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesskin conditioning

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorycosmetic agents
Recommendation for ethyl caffeate usage levels up tonot for fragrance use.
Recommendation for ethyl caffeate flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

eggplant root wine white wine

Synonyms

caffeic acid ethyl ester 3,4- dihydroxycinnamic acid ethyl ester 3-(3,4- dihydroxyphenyl)-2-propenoic acid ethyl ester ethyl 3-(3,4-dihydroxyphenyl)prop-2-enoate ethyl 3,4-dihydroxycinnamate PubMed: Alkyl caffeates improve the antioxidant activity, antitumor property and oxidation stability of edible oil. PubMed: Two new triterpenoids from Gelsemium elegans and Aglaia odorata. PubMed: [Chemical constituents from the aerial part of Echinacea purpurea]. PubMed: Antileishmanial Phenylpropanoids from the Leaves of Hyptis pectinata (L.) Poit. PubMed: [Phenylpropanoids and diphenylethene compounds from roots and rhizomes of Smilax scobinicaulis]. PubMed: (E)-Ethyl 3-(3,4-dihydroxyphenyl)prop-2-enoate: a natural polymorph extracted from Aristotelia chilensis (Maqui). PubMed: Phenolic constituents from the roots of Mikania micrantha and their allelopathic effects. PubMed: A novel chemoenzymatic synthesis of propyl caffeate using lipase-catalyzed transesterification in ionic liquid. PubMed: Detection of a plant enzyme exhibiting chlorogenate-dependant caffeoyltransferase activity in methanolic extracts of arbuscular mycorrhizal tomato roots. PubMed: Sesquiterpene lactones from the leaves of Hedyosmum brasiliense (Chloranthaceae). PubMed: Clerodendranoic acid, a new phenolic acid from Clerodendranthus spicatus. PubMed: Order and disorder: differential structural impacts of myricetin and ethyl caffeate on human amylase, an antidiabetic target. PubMed: A new inositol derivative from Prenanthes macrophylla. PubMed: Anti-inflammatory and free radial scavenging activities of the constituents isolated from Machilus zuihoensis. PubMed: Inhibitory effects of caffeic acid ester analogues on free radicals and human liver microsome CYP1A2 activities. PubMed: [Two new phenolic acids from Drynariae rhizoma]. PubMed: [Flavonoids and phenolic acid derivatives from flos farfarae]. PubMed: Sesquiterpene lactones from Vernonia scorpioides and their in vitro cytotoxicity. PubMed: [Chemical contituents in leaves of Ehretia thyrsiflora]. PubMed: Ethyl caffeate from Verdicchio wine: chromatographic purification and in vivo evaluation of its antifibrotic activity. PubMed: Chemical constituents from the aerial parts of Artemisia minor. PubMed: Two new antioxidant phenylpropanoids from Lindelofia stylosa. PubMed: Three angiotensin-converting enzyme inhibitors from Rabdosia coetsa. PubMed: Dispersion behavior of zirconia nanocrystals and their surface functionalization with vinyl group-containing ligands. PubMed: Drastic effect of several caffeic acid derivatives on the induction of heme oxygenase-1 expression revealed by quantitative real-time RT-PCR. PubMed: [Studies on chemical constituents of Acroptilon repens]. PubMed: [Studies on chemical constituents of Balanophora spicata]. PubMed: A new amide from Thyrocarpus glochidiatus. PubMed: [Studies on phenolic compounds from Polygonum aviculane]. PubMed: Ethyl caffeate suppresses NF-kappaB activation and its downstream inflammatory mediators, iNOS, COX-2, and PGE2 in vitro or in mouse skin. PubMed: Effect of caffeic acid phenethyl ester on proliferation and apoptosis of colorectal cancer cells in vitro. PubMed: [Studies on the constituents from Sambucus chinese]. PubMed: New prenylated isoflavanones and other constituents of Lespedeza bicolor. PubMed: [Studies on the phenylpropanoids from Eucommia ulmoides]. PubMed: Effect of ethyl esterification of phenolic acids on low-density lipoprotein oxidation. PubMed: Inhibitory effects of caffeic acid ethyl ester on H2O2-induced cytotoxicity and DNA single-strand breaks in Chinese hamster V79 cells. PubMed: Greening pigments produced reaction of ethyl caffeate with methylamine.