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Merck
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重要文件

M1390

Sigma-Aldrich

3,3′- 亚甲基-双(4-羟基香豆素)

同義詞:

双羟香豆素

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About This Item

經驗公式(希爾表示法):
C19H12O6
CAS號碼:
分子量::
336.29
EC號碼:
MDL號碼:
分類程式碼代碼:
12352103
PubChem物質ID:
NACRES:
NA.47

生物源

synthetic (organic)

品質等級

化驗

≥98% (TLC)

形狀

powder

mp

290-292 °C (lit.)

溶解度

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

SMILES 字串

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 密鑰

DOBMPNYZJYQDGZ-UHFFFAOYSA-N

基因資訊

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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。

訊號詞

Danger

危險聲明

危險分類

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

儲存類別代碼

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

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

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


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分析證明 (COA)

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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
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
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
Yi-Ting Wu et al.
Journal of biomedical science, 18, 70-70 (2011-09-23)
β-Lapachone has antitumor and wound healing-promoting activities. To address the potential influences of various chemicals on heart development of zebrafish embryos, we previously treated zebrafish embryos with chemicals from a Sigma LOPAC1280™ library and found several chemicals including β-lapachone that

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