Phenylethyl 3-methylcaffeate

HCID 5284444

Substructure search Find similar structures

Basic information

CAS: 132335-98-9
Standard SMILES: COc1cc(/C=C/C(=O)OCCc2ccccc2)ccc1O
InChIKey: CZQNYPBIOHVQQN-CSKARUKUSA-N
Molecular formula: C18H18O4
Average molar mass: 298.3 g/mol
Monoisotopic mass: 298.12050905

Overview

Phenylethyl 3-methylcaffeate has been reported in Pteronia paniculata, Hansenia forbesii, and other organisms with data available.

Names & identifiers

Preferred name: Phenylethyl 3-methylcaffeate
IUPAC: 2-phenylethyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
English name: Ferulic acid phenethyl ester
Molecular formula: C18H18O4
Molecular weight: 298.33

Names & synonyms

71835-85-3Phenylethyl 3-methylcaffeatephenylethyl ferulate2-Phenylethyl 3-(4-hydroxy-3-methoxyphenyl)-2-propenoate2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, 2-phenylethyl ester3-methylcaffeic acid phenylethyl esterRefChem:929066Phenethyl FerulateCaffeic Acid 3-Methyl Phenethyl EsterPhenyethyl 3-methylcaffeatePhenylethyl-3-methylcaffeateCAFFEIC ACID, 3-METHYL PHENETHYL ESTER

Show more names

NSC 671193NSC 666255β-Phenethyl ferulate2-Phenylethyl FerulatePHENETHYL 3-METHYLCAFFEATEPhenethyl ferulate, 10 mM in DMSOmethyl (2E)-3-(3,4-dihydroxyphenyl)acrylatemethyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

Ferulic Acid Phenethyl Ester2-phenylethyl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoatebeta-Phenethyl ferulateCHEMBL4420222-phenylethyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoateMFCD18385026NSC666255B49B43355J

Database identifiers

CAS: 132335-98-9、71835-85-3
PubChem CID: 5284444
DTXSID: DTXSID8021143
ChEMBL: CHEMBL442022
UNII: B49B43355J
Nikkaji: J549.663B、J655.985I

Properties

Computed structural properties

XLogP: 3.8
Topological polar surface area: 55.8 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 7
Heavy atoms: 22
Formal charge: 0
Complexity: 360

Physicochemical properties

Melting point: 80 · 80-81℃
Boiling point: 474.7 · 474.7±40.0 °C(Predicted)
Density: 1.193 · 1.193±0.06 g/cm3(Predicted)
solubility: DMSO, Ethanol, Ethyl Acetate
form: Solid
pka: 8.63 · 8.63±0.20(Predicted)
color: White to off-white
InChI: InChI=1S/C18H18O4/c1-21-17-13-15(7-9-16(17)19)8-10-18(20)22-12-11-14-5-3-2-4-6-14/h2-10,13,19H,11-12H2,1H3
InChIKey: CZQNYPBIOHVQQN-UHFFFAOYSA-N
SMILES: C(OCCC1=CC=CC=C1)(=O)C=CC1=CC=C(O)C(OC)=C1
FDA UNII: 49 B43355J · B49B43355J

Chemistry & industry

Applications

UsesIt has chemopreventive properties against chemically induced colon carcinogenesis. It enhances apoptosis in azoxymethane induced colon tumors.

Suppliers68 total

南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]

成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]

成都乐美天医药科技有限公司17308096051 17308096051 · [email protected]

上海纯优生物科技有限公司18302135232 18302135232 · [email protected]

江苏永健医药科技有限公司17701422015

Related reactions

0 records

New reaction record

No reaction records under the current filter.

Compound notes

Loading…