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Merck
CN

M1390

Sigma-Aldrich

3,3′- 亚甲基-双(4-羟基香豆素)

别名:

双羟香豆素

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About This Item

经验公式(希尔记法):
C19H12O6
CAS号:
分子量:
336.29
EC 号:
MDL编号:
UNSPSC代码:
12352103
PubChem化学物质编号:
NACRES:
NA.47

生物来源

synthetic (organic)

质量水平

方案

≥98% (TLC)

表单

powder

mp

290-292 °C (lit.)

溶解性

pyridine: 50 mg/mL, clear, faintly yellow to brownish-yellow

SMILES字符串

OC1=C(CC2=C(O)c3ccccc3OC2=O)C(=O)Oc4ccccc14

InChI

1S/C19H12O6/c20-16-10-5-1-3-7-14(10)24-18(22)12(16)9-13-17(21)11-6-2-4-8-15(11)25-19(13)23/h1-8,20-21H,9H2

InChI key

DOBMPNYZJYQDGZ-UHFFFAOYSA-N

基因信息

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生化/生理作用

4-羟基香豆素类抗凝血剂的原型,它是维生素K拮抗剂,可防止凝血酶原形成。有许多报道称,双香豆素还能够抑制NADPH:醌氧化还原酶(NQO(1))。在一项研究中,它抑制胰腺癌细胞系中的NQO(1),导致超氧化物形成增加并抑制细胞生长。

警示用语:

Danger

危险声明

危险分类

Acute Tox. 3 Oral - Aquatic Chronic 2 - STOT RE 1 Oral

储存分类代码

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

法规信息

农药列管产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Karen Ann Nolan et al.
Biochemical pharmacology, 80(7), 977-981 (2010-07-06)
NAD(P)H quinone oxidoreductase (NQO1) has multiple functions in the cell including an ability to act as a detoxifying enzyme and as a protein chaperone. The latter property is particularly important in oncology as one of the client proteins of NQO1
Alexandra Reichstein et al.
Journal of medicinal chemistry, 55(16), 7273-7284 (2012-08-01)
A series of linearly anellated lapacho quinone analogues substituted at the 2-position of the tricyclic naphtho[2,3-b]furan-4,9-dione system were synthesized and evaluated for their ability to suppress keratinocyte hyperproliferation using HaCaT cells as the primary test system. While very good in
Katherine Ann Scott et al.
Biochemical pharmacology, 81(3), 355-363 (2010-10-26)
The enzyme NAD(P)H quinone oxidoreductase (NQO1) can function both as a detoxifying enzyme as well as chaperone protein. The latter property has been extensively characterized by the use of dicoumarol which inhibits the chaperone properties of NQO1 in cells. However
C O Lemley et al.
Journal of dairy science, 93(10), 4613-4624 (2010-09-22)
Progesterone is required for maintenance of pregnancy, and peripheral concentrations of progesterone are affected by both production and inactivation. Hepatic cytochrome P450 (EC 1.14.14.1) and aldo-keto reductase (EC 1.1.1.145-151) enzymes play a pivotal role in the first step of steroid
An S Tan et al.
Free radical biology & medicine, 48(3), 421-429 (2009-11-26)
2,3-Dimethoxy 1,4-naphthoquinone (DMNQ), which redox cycles via two-electron reduction, mediates reduction of the cell-impermeative tetrazolium dye WST-1 in kidney epithelial cells (MDCK), which express high levels of NQO1, but not in HL60 or CHO cells, which are NQO1 deficient. DMNQ-dependent

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