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CAS: 331-39-5
分子式: C9H8O4
分子量: 180.16
熔点: 194-198℃
中文名称: 
3,4-二羟基苯丙烯酸
3-(3,4-二羟苯基)-2-丙烯酸
β-(3,4-二羟苯基)丙烯酸
3,4-二羟基肉桂酸
咖啡酸
英文名称: 
-(3,4-Dihydroxyphenyl)acrylic acid
3,4-dihydroxy-cinnamic acid
3-(3,4-dihydroxyphenyl)-2-propenoic aci
3,4-dihydroxybenzeneacrylic acid
3,4-dihydroxycinnamic acid
3-(3,4-dihydroxyphenyl)-2-propenoic acid
4-(2'-carboxyvinyl)-1,2-dihydroxybenzene
caffeic acid
3,4-dihydroxycinnamic acid, predominantlytrans isomer
性质描述: 黄色结晶(水)。熔点194-198℃(分解),194℃ 软化,可溶于热水、乙醇,微溶于冷水,遇碱液变橙色,有刺激性,E型熔点223-225℃ (分解)。
用途: 咖啡酸的中间体。用于有机合成。
推荐供应商
货号品牌产品名称规格包装、参考价格
C804977MACKLIN咖啡酸分析对照品88元/20mg;   咨询
储存:室温
状态:白色到浅黄色粉末
C804976MACKLIN咖啡酸99%30元/1g;   79元/5g;   259元/25g;   699元/100g;   咨询
储存:室温
状态:浅黄色到棕色粉末
C804975MACKLIN咖啡酸98%30元/5g;   62元/25g;   190元/100g;   868元/500g;   咨询
储存:室温
状态:亮黄色结晶或粉末
C794117MACKLIN咖啡酸10mM in DMSO185元/1ml;   咨询
储存:-20°C
C0002TCICaffeic Acid>98.0%(T)(HPLC)265元/5G;   850元/25G;   咨询

基本信息

纯度/分析方法>98.0%(T)(HPLC)
分子式/分子量C9H8O4 = 180.16
外观与形状(20℃)固体
相关CAS RN501-16-6
Reaxys-RN1954563
PubChem物质ID87565214
SDBS (AIST Spectral DB)1631
Merck Index (14)1635
MDL编号MFCD00004392

技术规格

AppearanceWhite to Orange to Green powder to crystal
Purity(HPLC)min. 98.0 area%
Purity(Neutralization titration)min. 98.0 %
Solubility in hot Methanolvery faint turbidity

物性(参考值)

水溶性微溶
溶解性(易溶于)
溶解度(极微溶)氯仿

安全信息

图形或危害标志
信号词警告
危险性说明H315 : 造成皮肤刺激。
H319 : 造成严重眼刺激。
H351 : 怀疑致癌。
防范说明P501 : 将内装物/容器送到批准的废物处理厂处理。
P202 : 在阅读并明了所有安全措施前切勿搬动。
P201 : 使用前取得专用说明。
P264 : 作业后彻底清洗皮肤。
P280 : 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。
P302 + P352 : 如皮肤沾染:用水充分清洗。
P308 + P313 : 如接触到或有疑虑:求医/就诊。
P337 + P313 : 如仍觉眼刺激:求医/就诊。
P305 + P351 + P338 : 如进入眼睛:用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出,取出隐形眼镜。继续冲洗。
P362+P364 : 脱掉沾污的衣服,清洗后方可重新使用。
P332 + P313 : 如发生皮肤刺激:求医/就诊。
P405 : 存放处须加锁。

相关法规

RTECS#GD8950000
247526J&KCaffeic Acid99%, 反式为主284元/5g;   1008元/25g;   咨询

基本信息

分子式C9H8O4
分子量180.16
熔点194-198
MDL编码MFCD00004392
Merck14,1635
EINECS 编号206-361-2

安全信息

图形或危害标志
提示语Warning
危险说明H315
H319
H335
H351
防范说明P261
P280
P281
P302+P352
P305+P351+P338
WGK3
RTECSGD8950000
TSCA
941485J&KCaffeicacid91元/20MG;   咨询

基本信息

分子式C9H8O4
分子量180.16
MDL编码MFCD00004392
A15950Alfa Aesar3,4-Dihydroxycinnamic acidpredominantly trans, 98+%1240元/10g;   4731元/50g;   咨询

应用
3,4-Dihydroxycinnamic acid, predominantly trans stimulates prostaglandin synthesis at high doses. It has antioxidant, anti-inflammatory, anti-tumor and immunomodulatory properties.

备注
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Incompatible with strong bases and strong oxidizing agents.

基本信息

MDL
MFCD00004392

EINECS
206-361-2

分子式
C9H8O4

分子量
180.16

熔点
ca 202° dec.

灵敏度
Ambient temperatures.

形态
Powder

溶解性
Soluble in DMSO (40 mg/mol), ethanol (25 mg/mL warm), DMF (~7 mg/mL), PBS, PH 7.2 (~0.65 mg/mol), hot water, ethyl acetate, Chloroform Hexane, and methanol.

Beilstein
2210883

Merck
14,1635

GHS危害和防范说明

GHS符号

Hazard Statements
H315-H319-H351-H335
Causes skin irritation.Causes serious eye irritation.Suspected of causing cancer.May cause respiratory irritation.

Precautionary Statements
P201-P261-P280-P305+P351+P338-P405-P501a
Obtain special instructions before use.Avoid breathing dust/fume/gas/mist/vapours/spray.Wear protective gloves/protective clothing/eye protection/face protection.IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.Store locked up.Dispose of contents/container in accordance with local/regional/national/international regulations.

安全信息

危险类别
36/37/38-40
Irritating to eyes, respiratory system and skin.Limited evidence of a carcinogenic effect.

安全等级
26-36/37-60
In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.Wear suitable protective clothing and gloves.This material and its container must be disposed of as hazardous waste

欧盟危险品标志

RTECS
GD8950000

TSCA

C11493Alfa Aesar3,4-Dihydroxycinnamic acid99+%, predominantly trans isomer1019元/5g;   2229元/25g;   7164元/100g;   咨询

基本信息

Ref#
11493

MDL
4392

分子式
C9 H8 O4

分子量
180.16

形态
Cream/yellow to pale brown powder

60018SupelcoCaffeic Acidmatrix substance for MALDI-MS, ≥99.0% (HPLC)1642.1元/1 G;   咨询

产品说明

一般描述

咖啡酸是一种抗氧化剂,也是葡萄酒中主要的羟基肉桂酸。它含有具有 α,β不饱和羧酸链的邻苯二酚基团,具有保肝作用。

应用

咖啡酸可以用作伏安法测定缓冲水溶液中半胱胺(CA)的电催化介体。

生化/生理作用

在植物中发现的抗氧化天然膳食酚类化合物。抑制在免疫调节、炎症和过敏中涉及到的白三烯的合成。也可抑制 Cu2+ 诱导的 LDL 氧化。

基本信息

线性分子式(HO)2C6H3CH=CHCO2H
分子量180.16
Beilstein1954563
EC 号206-361-2
MDL编号MFCD00004392
PubChem化学物质编号329758737
NACRESNA.21

产品性质

质量水平100
等级matrix substance for MALDI-MS
测定≥99.0% (HPLC)
形式powder
analyte chemical class(es)peptides, proteins
technique(s)MALDI-MS: suitable
颜色slightly beige
mp211-213 ℃ (dec.) (lit.)
痕量阳离子Ba: ≤5 mg/kg
Ca: ≤20 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤20 mg/kg
K: ≤50 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤20 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg
适用性in accordance for UV test
储存温度2-8℃
SMILES stringOC(=O)\C=C\c1ccc(O)c(O)c1
InChI1S/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2+
InChI keyQAIPRVGONGVQAS-DUXPYHPUSA-N

安全信息

象形图GHS08
警示用语:Warning
危险声明H351
预防措施声明P280
危险分类Carc. 2
储存分类代码13 - Non Combustible Solids
WGKWGK 3
闪点(F)Not applicable
闪点(C)Not applicable
个人防护装备Eyeshields, Gloves, type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
C0625Sigma-AldrichCaffeic Acid≥98.0% (HPLC)779.24元/2 G;   1174.16元/5 G;   2178.98元/25 G;   咨询

产品说明

一般描述

咖啡酸以游离态和酯形式存在。它被视作主要的多酚,有助于提高各种水果中的羟基肉桂酸含量。咖啡是咖啡酸的主要来源之一。

应用

咖啡酸已在研究中用作酚酸标准品,已测定蔬菜经碱和酸水解后的总酚酸含量。它还用于通过各种测定方法测定自身抗氧化活性。

包装

2, 5, 25 g in poly bottle

生化/生理作用

咖啡酸和其他多酚通过酶催化的甲基转移、硫酸化和葡萄糖醛酸加成代谢。其可非竞争性地阻断5-脂氧合酶作用。咖啡酸可直接在碱性条件下发生水解。
在植物中发现的抗氧化天然膳食酚类化合物。抑制在免疫调节、炎症和过敏中涉及到的白三烯的合成。也可抑制 Cu2+ 诱导的 LDL 氧化。

特点和优势

该化合物是基因调控研究的推荐产品。点击此处,了解更多精选基因调控产品。了解更多有关用于其他研究领域的生物活性小分子的信息,请访问 sigma.com/discover-bsm。

基本信息

线性分子式(HO)2C6H3CH=CHCO2H
分子量180.16
Beilstein1954563
EC 号206-361-2
MDL编号MFCD00004392
PubChem化学物质编号24278290
NACRESNA.77

产品性质

质量水平200
测定≥98.0% (HPLC)
形式powder
mp211-213 ℃ (dec.) (lit.)
溶解性ethanol: 50 mg/mL
SMILES stringOC(=O)\C=C\c1ccc(O)c(O)c1
InChI1S/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2+
InChI keyQAIPRVGONGVQAS-DUXPYHPUSA-N
Gene Informationhuman ... ELA2(1991)
rat ... Alox5(25290)

安全信息

象形图GHS08
警示用语:Warning
危险声明H351
预防措施声明P201 - P202 - P280 - P308 + P313 - P405 - P501
危险分类Carc. 2
储存分类代码11 - Combustible Solids
WGKWGK 3
闪点(F)Not applicable
闪点(C)Not applicable
个人防护装备Eyeshields, Gloves, type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
8.22029Sigma-Aldrich3,4-Dihydroxycinnamic acidfor synthesis379.63元/10 G;   咨询

产品说明

分析说明

Assay (HPLC, area%): ≥ 98.0 % (a/a)
Identity (IR): passes test

基本信息

线性分子式(OH)2C6H3CHCHCOOH
分子量180.16
MDL编号MFCD00004392
EC索引号206-361-2

产品性质

质量水平200
测定≥98.0% (HPLC)
mp234-237 ℃ (decomposition)
储存温度2-30℃
InChI1S/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2-
InChI keyQAIPRVGONGVQAS-RQOWECAXSA-N

安全信息

象形图GHS08
警示用语:Warning
危险声明H351
预防措施声明P201 - P202 - P280 - P308 + P313 - P405 - P501
危险分类Carc. 2
储存分类代码11 - Combustible Solids
WGKWGK 3
闪点(F)Not applicable
闪点(C)Not applicable
205546Sigma-AldrichCaffeic Acid-CAS 331-39-5-CalbiochemA natural dietary compound reported to have anti-carcinogenic and anti-inflammatory properties.1296.97元/500 MG;   咨询

产品说明

一般描述

A cell-permeable natural dietary compound reported to have anti-carcinogenic and anti-inflammatory properties. A selective, non-competitive inhibitor of 5-lipoxygenase (ID50 = 3.7 µM). Inhibits Cu2+-induced LDL oxidation in the initiation phase but acts as a prooxidant in the propagation phase. An effective irreversible inhibitor of glutathione S-transferases and a non-competitive inhibitor of xanthine oxidase.
A natural dietary compound reported to have anti-carcinogenic and anti-inflammatory properties. A cell-permeable, selective, non-competitive inhibitor of 5-lipoxygenase (ID50 = 3.7 µM). Inhibits Cu2+-induced LDL oxidation in the initiation phase but acts as a prooxidant in the propagation phase. An irreversible inhibitor of glutathione S-transferases and a non-competitive inhibitor of xanthine oxidase.

包装

500 mg in Plastic ampoule
Packaged under inert gas

生化/生理作用

Cell permeable: yes
Primary Target
5-lipoxygenase
Product does not compete with ATP.
Reversible: no
Target IC50: 3.7 µM against 5-lipoxygenase

警告

Toxicity: Carcinogenic / Teratogenic (D)

重悬

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

其他说明

Yamanaka, N., et al. 1997. FEBS Lett.405, 186.
Chan, W.S., et al. 1995. Anticancer Res.15, 703.
Ploemen, J.H., et al. 1993. Food Chem. Toxicol.31, 475.
Koshihara, Y., et al. 1984. Biochim. Biophys. Acta792, 92.

法律信息

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

基本信息

经验(实验)分子式C9H8O4
分子量180.16
MDL编号MFCD00004392

产品性质

质量水平100
测定≥95% (HPLC)
形式crystalline solid
manufacturer/tradenameCalbiochem®
储存条件OK to freeze
颜色 tan
溶解性DMSO: 200 mg/mL
ethanol: 50 mg/mL
运输ambient
储存温度2-8℃
InChI1S/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2-
InChI keyQAIPRVGONGVQAS-RQOWECAXSA-N

安全信息

象形图GHS08
警示用语:Warning
危险声明H351
预防措施声明P201 - P202 - P280 - P308 + P313 - P405 - P501
危险分类Carc. 2
储存分类代码11 - Combustible Solids
WGKWGK 3
闪点(F)Not applicable
闪点(C)Not applicable
334949AmethystCaffeic Acid99%, 试剂级, 反式为主66元/5G;   207元/25G;   676元/100G;   咨询

基本信息

分子式C9H8O4
分子量180.16
熔点194-198
MDL编码MFCD00004392
Merck14,1635
EINECS 编号206-361-2

安全信息

图形或危害标志
提示语Warning
危险说明H315
H319
H335
H351
防范说明P261
P280
P281
P302+P352
P305+P351+P338
WGK3
RTECSGD8950000
TSCA
209825Fluorochem3-(3,4-Dihydroxyphenyl)acrylic acid95%220元/1g;   220元/5g;   396元/10g;   572元/25g;   2024元/100g;   咨询

基本信息

CAS Number331-39-5
MDL NumberMFCD00004392

安全信息

图形或危害标志
危险性说明 H315: Causes skin irritation.
H319: Causes serious eye irritation.
H335: May cause respiratory irritation.
防范说明 P233: Keep container tightly closed.
P260: Do not breathe .
P261: Avoid breathing .
P264: Wash hands thoroughly after handling.
P271: Use only outdoors or in a well-ventilated area.
P280: Wear .
P302 + P352: IF ON SKIN: Wash with plenty of soap and water.
P304: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing..
P304 + P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P312: Call a POISON CENTER or doctor/physician if you feel unwell.
P321: Specific treatment (see relevant procedures. on this label).
P332 + P313: If skin irritation occurs: Get medical advice/ attention.
P337 + P313: If eye irritation persists: Get medical advice/attention.
P340: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P362: Take off contaminated clothing and wash before reuse.
P403: Store in a well-ventilated place.
P403 + P233: Store in a well-ventilated place. Keep container tightly closed.
P405: Store locked up.
P501: Dispose of contents/container to in accordance with local regulation .
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