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Merck
CN

60020

咖啡酸

purum, ≥95.0% (HPLC)

别名:

3,4-二羟基肉桂酸, 3,4-二羟基苯丙烯酸, 3-(3,4-二羟基苯基)-2-丙烯酸

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关于此项目

线性分子式:
(HO)2C6H3CH=CHCO2H
化学文摘社编号:
分子量:
180.16
EC Number:
206-361-2
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
1954563
MDL number:
Assay:
≥95.0% (HPLC)
Form:
powder
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grade

purum

assay

≥95.0% (HPLC)

form

powder

mp

211-213 °C (dec.) (lit.)

SMILES string

OC(=O)\C=C\c1ccc(O)c(O)c1

InChI

1S/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 key

QAIPRVGONGVQAS-DUXPYHPUSA-N

Gene Information

human ... ELA2(1991)
rat ... Alox5(25290)

Biochem/physiol Actions

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。
植物中发现的抗氧化酚类化合物;可抑制白三烯的合成。

Other Notes

可抑制肥大细胞瘤细胞中 5-脂氧合酶的活性


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pictograms

Health hazard

signalword

Warning

hcodes

pcodes

Hazard Classifications

Carc. 2

存储类别

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

法规信息

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分析证书(COA)

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Y Koshihara et al.
Biochimica et biophysica acta, 792(1), 92-97 (1984-01-17)
.eukotrienes are significantly involved in immunoregulation and in a variety of diseases, including asthma, inflammation and various allergic conditions. They are initially biosynthesized by 5-lipoxygenase from arachidonic acid, which can also be metabolized to prostaglandin endoperoxide by cyclooxygenase. The specific
Emmanoel Vilaça Costa et al.
Journal of natural products, 73(6), 1180-1183 (2010-05-19)
Phytochemical investigation of the bark of Guatteria hispida afforded three new alkaloids, 9-methoxy-O-methylmoschatoline (1), 9-methoxyisomoschatoline (2), and isocerasonine (3), along with 10 known alkaloids, 8-oxopseudopalmatine (4), O-methylmoschatoline (5), lysicamine (6), liriodenine (7), 10-methoxyliriodenine (8), nornuciferine (9), anonaine (10), xylopine (11)
Susanne Vogel et al.
Journal of natural products, 71(7), 1237-1241 (2008-07-10)
The minor hop ( Humulus lupulus) chalcones 3'-geranylchalconaringenin (3), 5'-prenylxanthohumol (4), flavokawin (5), xanthohumol H (8), xanthohumol C (9), and 1'',2''-dihydroxanthohumol C (10) were synthesized. The non-natural chalcones 3'-geranyl-6'-O-methylchalconaringenin (2), 3'-methylflavokawin (6), and 2'-O-methyl-3'-prenylchalconaringenin (7) were also synthesized. Cytotoxicity was