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Merck
모든 사진(4)

문서

T7402

Sigma-Aldrich

Paclitaxel

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

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About This Item

실험식(Hill 표기법):
C47H51NO14
CAS Number:
Molecular Weight:
853.91
Beilstein:
1420457
MDL number:
UNSPSC 코드:
12161501
PubChem Substance ID:
NACRES:
NA.77

생물학적 소스

Taxus brevifolia

분석

≥95% (HPLC)

형태

powder

색상

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

항생제 활성 스펙트럼

viruses

동작 모드

DNA synthesis | interferes

주관자

Bristol-Myers Squibb

저장 온도

2-8°C

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

InChI key

RCINICONZNJXQF-MZXODVADSA-N

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일반 설명

Chemical structure: taxoide

애플리케이션

Paclitaxel has been used as a component of the dechorionation buffer for Gryllus bimaculatus eggs. Paclitaxel has also been used for studying its effect on the movement of all-trans retinoic acid (ATRA) differentiated NB4 cells.

생화학적/생리학적 작용

Paclitaxel is a potent anti-neoplastic and anti-mitotic taxane drug, which binds to the N-terminus of β-tubulin and and stabilizes microtubules arresting the cell cycle at the G2/M phase. The microtubule damage induces apoptosis through a JNK-dependent pathway followed by a JNK-independent pathway, perhaps related to the activation of protein kinase A (PKA) or of Raf-1 kinase, resulting in phosphorylation of Bcl-2. A major metabolite via CYP2CB is 6α-hydroxypaclitaxel (6α-OHP).

특징 및 장점

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by Bristol-Myers Squibb. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

포장

Bottomless glass bottle. Contents are inside inserted fused cone.

주의사항

Paclitaxel undergoes transesterification in methanol and hydrolyzes in aqueous solutions.

제조 메모

Paclitaxel is soluble in methanol at 50 mg/ml and yields a clear, colorless solution. It is also soluble in DMSO (50 mg/ml) and ethanol.

픽토그램

Health hazard

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

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

표적 기관

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

Storage Class Code

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

개인 보호 장비

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


시험 성적서(COA)

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문서 라이브러리 방문

Isao Sarashina et al.
Development, growth & differentiation, 47(2), 99-108 (2005-03-18)
Early embryogenesis of the two-spotted cricket Gryllus bimaculatus was examined by scanning electron microscopy and several fluorescence staining methods, with special reference to these four issues: (i) the location of micropyles; (ii) the transfer of the female pronucleus following meiosis;
Barbara T McGrogan et al.
Biochimica et biophysica acta, 1785(2), 96-132 (2007-12-11)
The taxanes, paclitaxel and docetaxel are microtubule-stabilizing agents that function primarily by interfering with spindle microtubule dynamics causing cell cycle arrest and apoptosis. However, the mechanisms underlying their action have yet to be fully elucidated. These agents have become widely
Karl-Heinz Altmann et al.
Natural product reports, 24(2), 327-357 (2007-03-29)
This review article provides an overview on the current state of research in the area of microtubule-stabilizing agents from natural sources, with a primary focus on the biochemistry, biology, and pharmacology associated with these compounds. A variety of natural products
Joakim da Silva et al.
Biomaterials, 31(8), 2201-2208 (2009-12-18)
Whilst rigid, planar surfaces are often used to study cell migration, a physiological scenario requires three-dimensional (3D) scaffolds with tissue-like stiffness. This paper presents a method for fabricating periodic hydrogel scaffolds with a 3D honeycomb-like structure from colloidal crystal templates.
Jie Liu et al.
The Journal of biological chemistry, 285(27), 20904-20914 (2010-05-05)
The human mixed lineage leukemia-5 (MLL5) gene is frequently deleted in myeloid malignancies. Emerging evidence suggests that MLL5 has important functions in adult hematopoiesis and the chromatin regulatory network, and it participates in regulating the cell cycle machinery. Here, we

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High titer lentiviral particles including beta-actin, alpha-tubulin and vimentin used for live cell analysis of cytoskeleton structure proteins.

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