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Merck
CN

T7402

紫杉醇

From Taxus brevifolia, ≥95% (HPLC), anti-neoplastic , powder

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经验公式（希尔记法）:
C47H51NO14
化学文摘社编号:
33069-62-4
分子量:
853.91
NACRES:
NA.77
PubChem Substance ID:
24277878
UNSPSC Code:
12161501
MDL number:
MFCD00869953
Beilstein/REAXYS Number:
1420457

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产品名称

紫杉醇, from Taxus brevifolia, ≥95% (HPLC), powder

InChI key

RCINICONZNJXQF-MZXODVADSA-N

SMILES string

[H][C@@]12C[C@H](O)[C@@]3(C)C(=O)[C@H](OC(C)=O)C4=C(C)[C@H](C[C@@](O)([C@@H](OC(=O)c5ccccc5)[C@]3([H])[C@@]1(CO2)OC(C)=O)C4(C)C)OC(=O)[C@H](O)[C@@H](NC(=O)c6ccccc6)c7ccccc7

InChI

1S/C47H51NO14/c1-25-31(60-43(56)36(52)35(28-16-10-7-11-17-28)48-41(54)29-18-12-8-13-19-29)23-47(57)40(61-42(55)30-20-14-9-15-21-30)38-45(6,32(51)22-33-46(38,24-58-33)62-27(3)50)39(53)37(59-26(2)49)34(25)44(47,4)5/h7-21,31-33,35-38,40,51-52,57H,22-24H2,1-6H3,(H,48,54)/t31-,32-,33+,35-,36+,37+,38-,40-,45+,46-,47+/m0/s1

biological source

Taxus brevifolia

assay

≥95% (HPLC)

form

powder

color

white

mp

213 °C (dec.) (lit.)

solubility

DMSO: 50 mg/mL (can be stored frozen for several months)
methanol: soluble 50 mg/mL, clear, colorless (undergoes transesterification)
ethanol: soluble

antibiotic activity spectrum

viruses

mode of action

DNA synthesis | interferes

originator

Bristol-Myers Squibb

storage temp.

2-8°C

Quality Level

200

Gene Information

human ... BCL2(596), TUBA1A(7846), TUBA1B(10376), TUBA1C(84790), TUBA3C(7278), TUBA3E(112714), TUBA4A(7277), TUBB(203068), TUBB1(81027), TUBB2A(7280), TUBB2B(347733), TUBB3(10381), TUBB4A(10382), TUBB4B(10383), TUBB6(84617), TUBB8(347688)

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Application

紫杉醇已被用作双斑蟋卵子的去离子缓冲液的成分。紫杉醇也已用于研究其对全反式维甲酸（ATRA）分化的 NB4 细胞运动的影响。

Biochem/physiol Actions

紫杉醇是一种有效的抗肿瘤和抗有丝分裂的紫杉烷类药物，可与 β-微管蛋白的N端结合，并使微管稳定，使细胞周期停滞在G2/M期。
紫杉醇是一种有效的抗肿瘤和抗有丝分裂的紫杉烷类药物，可与 β-微管蛋白的N端结合，并使微管稳定，使细胞周期停滞在G2/M期。微管损伤通过依赖 JNK 的途径诱导细胞凋亡，随后通过不依赖 JNK 的途径诱导细胞凋亡，这可能与蛋白激酶 A（PKA）或 Raf-1 激酶的激活，进而导致 Bcl-2 磷酸化有关。通过 CYP2CB 的主要代谢物是 6α-羟基紫杉醇（6α-OHP）。

Disclaimer

紫杉醇可在甲醇中进行酯交换反应，并在水溶液中发生水解。

Features and Benefits

该化合物是ADME Tox研究推荐产品。点击此处 ，查看更多ADME Tox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。
该化合物由Bristol-Myers Squibb开发。想要浏览其他由制药公司开发的化合物以及已批准药物/候选药物清单， 请单击此处。

General description

化学结构：紫杉醇

Packaging

无底玻璃瓶。内含物装在插入的融合锥内。

Preparation Note

紫杉醇可溶于甲醇，浓度为 50 mg/ml，并产生透明无色溶液。它也可溶于 DMSO（50 mg/ml）和乙醇。

pictograms

Health hazard
GHS08

signalword

Danger

Hazard Classifications

Muta. 2 - Repr. 1B - STOT RE 1 - STOT SE 2

target_organs

Central nervous system,Bone marrow,Cardio-vascular system, Eyes,Central nervous system

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 P3 (EN 143) respirator cartridges

法规信息

监管及禁止进口产品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCZ3552
MKCT8787
MKBZ4464V
MKBT3791V
MKBS7371V

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