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Merck
CN

C9911

(S)-(+)-喜树碱

≥90% (HPLC), powder, DNA topoisomerase I inhibitor

别名:

(S)-4-Ethyl-4-hydroxy-1H-pyrano-[3′,4′:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione

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关于此项目

经验公式(希尔记法):
C20H16N2O4
化学文摘社编号:
分子量:
348.35
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Beilstein/REAXYS Number:
631069
Assay:
≥90% (HPLC)
Form:
powder
Quality level:
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产品名称

(S)-(+)-喜树碱, ≥90% (HPLC), powder

Quality Level

assay

≥90% (HPLC)

form

powder

mp

260 °C (dec.) (lit.)

solubility

chloroform/methanol (4:1): 5 mg/mL

antibiotic activity spectrum

neoplastics

mode of action

DNA synthesis | interferes, enzyme | inhibits

storage temp.

2-8°C

SMILES string

CC[C@@]1(O)C(=O)OCC2=C1C=C3N(Cc4cc5ccccc5nc34)C2=O

InChI

1S/C20H16N2O4/c1-2-20(25)14-8-16-17-12(7-11-5-3-4-6-15(11)21-17)9-22(16)18(23)13(14)10-26-19(20)24/h3-8,25H,2,9-10H2,1H3/t20-/m0/s1

InChI key

VSJKWCGYPAHWDS-FQEVSTJZSA-N

Gene Information

human ... TOP1(7150)
mouse ... Prkca(18750)
rat ... Sstr2(54305)

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Biochem/physiol Actions

(S)-(+)-喜树碱和DNA拓扑异构酶I复合体不可逆地结合,抑制拓扑异构酶I剪切后DNA重组,将酶和DNA以共价键形式锁住。酶复合体被泛素化,被26S蛋白酶破坏,耗尽细胞内拓扑异构酶I。该酶在低剂量下在S期阻碍细胞周期,在大多数正常和肿瘤细胞中通过依赖细胞周期和不依赖细胞周期的过程诱发细胞凋亡。

Features and Benefits

该化合物是细胞凋亡研究的特色产品。点击此处 ,查看更多细胞凋亡精选产品。想要了解有关生物活性小分子在其他研究领域应用的更多信息,请访问 sigma.com/discover-bsm

Other Notes

20S异构体

pictograms

Skull and crossbonesHealth hazard

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral - Muta. 1B

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

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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全球贸易项目编号

货号GTIN
C9911-100MG04061833531389
C9911-1G04061826726495
C9911-250MG04061835512393

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