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Merck

T7402

Paclitaxel

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

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1 MG

231,00 zł

5 MG

1430,00 zł

25 MG

2710,00 zł

231,00 zł

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Informacje o tej pozycji

Wzór empiryczny (zapis Hilla):
C47H51NO14
Numer CAS:
33069-62-4
Masa cząsteczkowa:
853.91
NACRES:
NA.77
PubChem Substance ID:
24277878
UNSPSC Code:
12161501
MDL number:
MFCD00869953
Beilstein/REAXYS Number:
1420457
Assay:
≥95% (HPLC)
Form:
powder
Quality level:
200

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Nazwa produktu

Paclitaxel, 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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Pokaż różnice

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Ta pozycja
T1912T7191Y0000698
Paclitaxel from Taxus brevifolia, ≥95% (HPLC), powder

Sigma-Aldrich

T7402

Paclitaxel

Paclitaxel from Taxus yannanensis, powder

Sigma-Aldrich

T1912

Paclitaxel

Paclitaxel from semisynthetic, ≥98%

Sigma-Aldrich

T7191

Paclitaxel

Paclitaxel European Pharmacopoeia (EP) Reference Standard

Y0000698

Paclitaxel

assay

≥95% (HPLC)

assay

-

assay

≥98%

assay

-

form

powder

form

powder

form

-

form

-

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

solubility

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

solubility

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

solubility

DMSO: soluble 50 mg/mL, methanol: soluble 50 mg/mL, clear, colorless, H2O: soluble (hydrolyzes)

solubility

-

originator

Bristol-Myers Squibb

originator

Bristol-Myers Squibb

originator

Bristol-Myers Squibb

originator

-

General description

Chemical structure: taxoide

Application

Paclitaxel has been used as a component of the dechorionation buffer for Gryllus bimaculatus eggs[1]. Paclitaxel has also been used for studying its effect on the movement of all-trans retinoic acid (ATRA) differentiated NB4 cells[2].

Biochem/physiol Actions

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.
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).

Features and Benefits

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Preparation Note

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.

Disclaimer

Paclitaxel undergoes transesterification in methanol and hydrolyzes in aqueous solutions.
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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

Klasa składowania

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

Wykazy regulacyjne

Wykazy regulacyjne dotyczą głównie produktów chemicznych. Można w nich podawać ograniczoną liczbę informacji na temat produktów niechemicznych. Brak wpisu oznacza, że żaden ze składników nie znajduje się w wykazie. Użytkownik odpowiada za zagwarantowanie bezpiecznego i zgodnego z prawem stosowania produktu.

67-56-1

CAS No.

Wybierz jedną z najnowszych wersji:

Certyfikaty analizy (CoA)

Lot/Batch Number
MKCZ3552
MKCT8787
MKBZ4464V
MKBT3791V
MKBS7371V

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Masz już ten produkt?

Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

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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