Methyl 4-hydroxy-3-methoxy-cinnamate

HCID 16830CAS 2309-07-1

부분 구조 검색 유사 구조 찾기

기본 정보

표준 SMILES: COC(=O)C=Cc1ccc(O)c(OC)c1
InChIKey: AUJXJFHANFIVKH-UHFFFAOYSA-N
분자식: C11H12O4
평균 분자량: 208.21 g/mol
단동위원소 질량: 208.07355886

개요

methyl (EZ)-ferulate has been reported in Iris milesii, Hibiscus taiwanensis, and other organisms with data available.

이름 및 식별자

우선 이름: Methyl 4-hydroxy-3-methoxy-cinnamate
IUPAC: methyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
영어명: Ferulic acid methyl ester
분자식: C11H12O4
분자량: 208.21

이름 및 동의어

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

이름 더 보기

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

데이터베이스 식별자

CAS: 2309-07-1
PubChem CID: 16830
DTXSID: DTXSID801347441

물성

구조 계산 물성

XLogP: 1.8
극성 표면적: 55.8 Å²
수소 결합 공여자 수: 1
수소 결합 수용자 수: 4
회전 가능 결합 수: 4
무거운 원자 수: 15
형식 전하: 0
복잡도: 237

물리화학적 성질

녹는점: 62 · 62-65°C
끓는 점: 163 °C · 163 °C(Press: 1 Torr)
밀도: 1.204 · 1.204±0.06 g/cm3(Predicted)
저장 조건: 2 · 2-8°C
용해도: 아세톤(약간 용해됨), 클로로포름(약간 용해됨), 에틸아세테이트(소량으로 용해)
물리적 상태: 고체
산도 계수 (pKa): 8.88 · 8.88±0.18(Predicted)
색상: 흰색에서 황백색까지
수용성: 물에 약간 용해됩니다.
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)
NIST: 2 · 2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, methyl ester(2309-07-1)

안전 및 규제

안전 데이터

rtecs: GD9470000
HS 번호: 2918999090
risk_code: 36/37/38
safety_code: 26-36/37/39

화학 및 산업

응용 분야 · 1건

용도Ferulic 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.