기본 정보
- 표준 SMILES
O=C(O)/C=C/c1ccc(O)cc1- InChIKey
NGSWKAQJJWESNS-ZZXKWVIFSA-N- 분자식
- C9H8O3
- 평균 분자량
- 164.16 g/mol
- 단동위원소 질량
- 164.04734412
개요
4-coumaric acid is a coumaric acid in which the hydroxy substituent is located at C-4 of the phenyl ring. It has a role as a plant metabolite. It is a conjugate acid of a 4-coumarate.
이름 및 식별자
- 우선 이름
- P-Coumaric Acid
- IUPAC
- (E)-3-(4-hydroxyphenyl)prop-2-enoic acid
- 현지명
- p-코우마릭 산
- 영어명
- p-Coumaric acid
- 분자식
- C9H8O3
- 분자량
- 164.16
이름 및 동의어
p-coumaric acidtrans-p-Coumaric acidHydroxycinnamic acidPara-Coumaric acidNaringeninic acid(E)-p-Coumaric acidtrans-4-coumaric acidtrans-p-Hydroxycinnamic acidtrans-p-Coumarinic acid4'-hydroxycinnamic acid(E)-p-Hydroxycinnamic acid2-propenoic acid, 3-(4-hydroxyphenyl)-, (2E)-
이름 더 보기
4-하이드록시신남산p-코우마릭산(E)-3-(4-hydroxyphenyl)acrylic acidp-CouMaricTRANS-4-HYDROXYCINNAMIC ACIDP-CUMARIC ACID(e)-p-coumaricacid
p-Hydroxyphenylacrylic acidCinnamic acid, p-hydroxy-3-(4-Hydroxyphenyl)-2-propenoic acid(E)-3-(4-Hydroxyphenyl)-2-propenoic acidbeta-(4-Hydroxyphenyl)acrylic acidCinnamic acid, p-hydroxy-, (E)-(2E)-3-(4-hydroxyphenyl)acrylic acidIBS9D1EU3J
데이터베이스 식별자
- CAS
501-98-4、7400-08-0- PubChem CID
- 637542
- DTXSID
DTXSID30901076- ChEMBL
CHEMBL66879- ChEBI
CHEBI:36090- UNII
- IBS9D1EU3J
- EC Number
- 231-000-0、610-511-6
- Nikkaji
- J6.196D、J8.929J
물성
구조 계산 물성
- XLogP
- 1.5
- 극성 표면적
- 57.5 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 3
- 회전 가능 결합 수
- 2
- 무거운 원자 수
- 12
- 형식 전하
- 0
- 복잡도
- 178
실험 및 물리화학적 성질
DrugsPharmaceuticals -> Listed in ZINC15
Cosmetics
Skin conditioning
Personal care product
SpringerMaterials PropertiesChemical diffusion
LogP1.79
Melting Point211.5 °C
Physical DescriptionSolid
Collision Cross Section
127 Ų [M+H-H2O]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
131.1 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
131.3 Ų [M-H]-
물리화학적 성질
- 녹는점
- 214 °C · 214 °C (dec.)(lit.)
- 끓는 점
- 231.61 °C · 231.61°C (rough estimate)
- 밀도
- 1.1403 · 1.1403 (rough estimate)
- 굴절률
- 1.45 · 1.4500 (estimate)
- 저장 조건
- Keep in dark place,Sealed in dry,Room Temperature
- 용해도
- 50 mg/mL · 에탄올: 용해성50mg/mL
- 물리적 상태
- 가루
- 산도 계수 (pKa)
- 4.65 · 4.65±0.10(Predicted)
- 색상
- 황백색에서 베이지색 또는 녹색을 띤다.
- 냄새
- 100 · 100.00?%. 발사믹
- 수용성
- 녹는
- Merck
- 14 · 14,2560
- BRN
- 2207383 · 2207383
- Henry's Law Constant
- 7.2 · 7.2×105 mol/(m3Pa) at 25℃, Abraham and Jr. (2019)
- 안정성
- 감광성
- 주요 응용
- 음식 및 음료
- InChI
- 1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12)/b6-3+
- InChIKey
- NGSWKAQJJWESNS-ZZXKWVIFSA-N
- SMILES
- OC(=O)\C=C\c1ccc(O)cc1
- LogP
- 1.46 · 1.460
- NIST
- p-Hydroxycinnamic acid(501-98-4)
- EPA
- 2 · 2-Propenoic acid, 3-(4-hydroxyphenyl)-, (2E)- (501-98-4)
화학적 성질
Off-white to beige or greenish powder. Soluble in alcohol, ether and hot water, slightly soluble in benzene, insoluble in petroleum ether.
안전 및 규제
GHS 분류
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 75 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
H301+H311 (63.6%): Toxic if swallowed or in contact with skin [Danger Acute toxicity, oral; acute toxicity, dermal]
유해성 정보
Regulatory Information
Status: Active Update: 28-08-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/26756
4-Hydroxycinnamic acid, trans: Does not have an individual approval but may be used under an appropriate group standard
4-Hydroxycinnamic acid: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and Categories
Acute Tox. 3 (68.2%)
Skin Irrit. 2 (100%)
안전 데이터
- wgk
- 2
- rtecs
- GD9095000
- HS 번호
- 29163990
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26-36-37/39
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
MeSH Pharmacological Classification
Substances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection.
Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues.
Chemical substances or agents with contraceptive activity in males. Use for male contraceptive agents in general or for which there is no specific heading.
Substances that eliminate free radicals. Among other effects, they protect PANCREATIC ISLETS against damage by CYTOKINES and prevent myocardial and pulmonary REPERFUSION INJURY.
Tissue LocationsFibroblasts
Cellular LocationsCytoplasm
용도 및 제조
Use ClassificationCosmetics -> Skin conditioning
General Manufacturing Information2-Propenoic acid, 3-(4-hydroxyphenyl)-: ACTIVE
제조 방법
Synthesis of p-Coumaric acid: take o-acetylsalicyloyl chloride as raw material, in the presence of magnesium chloride, react with diethyl malonate in acetonitrile solvent, then add triethylamine, and react at 0°C for 1 h to obtain ( 2-acetoxybenzoyl) diethyl malonate product, then heated to 50°C in potassium hydroxide/methanol solution, reacted for 3h, and cyclized to obtain p-Coumaric acid.
상·하류 제품 정보
상류 원료
공급사50 곳
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추가 설명
정의ChEBI: p-coumaric acid is the trans-isomer of 4-coumaric acid. 4-coumaric acid is a coumaric acid in which the hydroxy substituent is located at C-4 of the phenyl ring. It has a role as a plant metabolite. It is a conjugate acid of a 4-coumarate.
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