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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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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

Inhibitors of NQO1: identification of compounds more potent than dicoumarol without associated off-target effects.

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

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

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全球贸易项目编号

货号	GTIN
M1390-25G	04061834038276
M1390-5G	04061834038290