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M1390

3,3′- 亚甲基-双(4-羟基香豆素)

Name: 3,3′- 亚甲基-双(4-羟基香豆素)
Brand: SIGMA

别名:

双羟香豆素

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关于此项目

经验公式（希尔记法）:

C₁₉H₁₂O₆

化学文摘社编号:

66-76-2

分子量:

336.29

NACRES:

NA.47

PubChem Substance ID:

24896643

UNSPSC Code:

12352103

EC Number:

200-632-9

MDL number:

MFCD00006857

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属性

biological source

synthetic (organic)

Quality Level

100

assay

≥98% (TLC)

form

powder

mp

290-292 °C (lit.)

solubility

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

SMILES string

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

Gene Information

human ... CYP2C9(1559), VKORC1(79001)

说明

Biochem/physiol Actions

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。

pictograms

GHS06,GHS08,GHS09

signalword

Danger

hcodes

H301,H372,H411

pcodes

P260 - P264 - P273 - P301 + P310 - P314 - P391

Hazard Classifications

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

存储类别

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

法规信息

农药列管产品

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历史批次信息供参考:

分析证书(COA)

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Pharmacological inhibitors of NAD(P)H quinone oxidoreductase, NQO1: structure/activity relationships and functional activity in tumour cells.

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

Effect of cytochrome P450 and aldo-keto reductase inhibitors on progesterone inactivation in primary bovine hepatic cell cultures.

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

Synthesis and structure-activity relationships of lapacho analogues. 1. Suppression of human keratinocyte hyperproliferation by 2-substituted naphtho[2,3-b]furan-4,9-diones, activation by enzymatic one- and two-electron reduction, and intracellular generation of superoxide.

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

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