Methyl 4-hydroxy-3-methoxy-cinnamate
Grundinformationen
- CAS
2309-07-1- Standard-SMILES
COC(=O)C=Cc1ccc(O)c(OC)c1- InChIKey
AUJXJFHANFIVKH-UHFFFAOYSA-N- Summenformel
- C11H12O4
- Durchschnittliche Molmasse
- 208,21 g/mol
- Monoisotopische Masse
- 208,07355886
Überblick
methyl (EZ)-ferulate has been reported in Iris milesii, Hibiscus taiwanensis, and other organisms with data available.
Namen und Bezeichner
- Bevorzugter Name
- Methyl 4-hydroxy-3-methoxy-cinnamate
- IUPAC
- methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
- Englischer Name
- Ferulic acid methyl ester
- Summenformel
- C11H12O4
- Molmasse
- 208.21
Namen und Synonyme
methyl 4-hydroxy-3-methoxy-cinnamateRefChem:1089473methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoateSCHEMBL510492orb1303446AUJXJFHANFIVKH-UHFFFAOYSA-Nmethyl 3-methoxy-4-hydroxycinnamates5451METHYL-4-HYDROXY-3-METHOXYCINNAMATEmethyl 3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate4-HYDROXY-3-METHOXYCINNAMIC ACID METHYL ESTERMETHYL FERULATE
Weitere Namen anzeigen
METHYL 4-HYDROXY-3-METHOXYCINNAMATEtrans-methylferulateMethyl 3-(4-hydroxy-3-methoxyphenyl)acrylate2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, methyl ester4-hydroxy-3-methoxycinnamateMaritin Frans-methylferulate4-HYDROXY-3-METHOXYCINNAFerulic acid methyl este
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,8
- Polarare Oberfläche (TPSA)
- 55,8 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 4
- Frei drehbare Bindungen
- 4
- Schwere Atome
- 15
- Formalladung
- 0
- Komplexität
- 237
Physikochemische Eigenschaften
- Schmelzpunkt
- 62 · 62-65°C
- Siedepunkt
- 163 °C · 163 °C(Press: 1 Torr)
- Dichte
- 1.204 · 1.204±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- Acetone (Slightly), Chloroform (Slightly), Ethyl Acetate (Sparingly)
- Aggregatzustand
- Solid
- pka
- 8.88 · 8.88±0.18(Predicted)
- Farbe
- White to Off-White
- Wasserlöslichkeit
- Slightly soluble in water.
- InChI
- InChI=1S/C11H12O4/c1-14-10-7-8(3-5-9(10)12)4-6-11(13)15-2/h3-7,12H,1-2H3
- InChIKey
- AUJXJFHANFIVKH-UHFFFAOYSA-N
- SMILES
- C(OC)(=O)C=CC1=CC=C(O)C(OC)=C1
- LogP
- 2.209 · 2.209 (est)
- CAS Datenbank
- 2309 · 2309-07-1(CAS DataBase Reference)
- NIST chemische Informationen
- 2 · 2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, methyl ester(2309-07-1)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- hs_code
- 2918999090
- RTECS-Nr.
- GD9470000
- risk_code
- 36/37/38
- safety_code
- 26-36/37/39
Chemie und Industrie
Anwendungen
VerwendenFerulic acid is a hydroxycinnamic acid that is abundant in plants and originally derived from giant fennel (F. communis). This naturally-occurring phenolic has antioxidant activities that provide protection against inflammation and cancer. Ferulic acid methyl ester is a lipophilic derivative of ferulic acid, demonstrating increased ability to cross cell membranes. Ferulic acid methyl ester has less antioxidant capacity than ferulic acid in neuronal PC12 cells (IC50 = 74.7 μM for ferulic acid ethyl ester vs. 44.6 μM for ferulic acid, 2,2-diphenyl-1-picrylhydrazyl radical scavenging). Ferulic acid methyl ester, at 10-25 μg/ml, inhibits the release of pro-inflammatory cytokines, blocks the expression of COX-2, and reduces nitric oxide generation from LPS-stimulated macrophages.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Nachgelagerte Produkte
Ergänzende Hinweise
DefinitionChEBI: A cinnamate ester that is the methyl ester of ferulic acid. It has been isolated from Pisonia aculeata.
Zugehörige Reaktionen
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