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01885

Docetaxel

purum, ≥97.0% (HPLC)

Synonym(e):

Docetaxel anhydrous

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5 mg
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Über diesen Artikel

Empirische Formel (Hill-System):
C43H53NO14
CAS-Nummer:
114977-28-5
Molekulargewicht:
807.88
NACRES:
NA.25
PubChem Substance ID:
329747367
UNSPSC Code:
51101929
MDL number:
MFCD00800737

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Unterstützung erhalten

grade

purum

Quality Segment

200

assay

≥97.0% (HPLC)

form

powder or crystals

impurities

~6% water

mp

186-192 °C (dec.)

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

SMILES string

[H][C@@]12C[C@H](O)[C@@]3(C)C(=O)[C@H](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)OC(C)(C)C)c6ccccc6

InChI

1S/C43H53NO14/c1-22-26(55-37(51)32(48)30(24-15-11-9-12-16-24)44-38(52)58-39(3,4)5)20-43(53)35(56-36(50)25-17-13-10-14-18-25)33-41(8,34(49)31(47)29(22)40(43,6)7)27(46)19-28-42(33,21-54-28)57-23(2)45/h9-18,26-28,30-33,35,46-48,53H,19-21H2,1-8H3,(H,44,52)/t26-,27-,28+,30-,31+,32+,33-,35-,41+,42-,43+/m0/s1

InChI key

ZDZOTLJHXYCWBA-VCVYQWHSSA-N

Gene Information

human ... 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)

General description

Docetaxel is a cytotoxic, semisynthetic, second-generation taxane derived from the needles of the European yew tree [1], with a baccatin ring [2], and is an anthracycline antibiotic.[3] It is related to paclitaxel but structurally it differs from paclitaxel on the 3′ position of the side chain and 10′ position of the baccatin ring.[2]

Application

Docetaxel has been used:
  • to test its effect on lysosomal autophagic flux in gastric cancer cells[4]
  • in combination with stearidonic acid (SDA) to increase its efficacy and enhancing cell death in human prostate cancer cells[3]
  • as a microtubule-stabilizing agent in prostate and cervical cancer cells[5]
  • in combination with a γ-secretase inhibitor (GSI) in prostate cancer stem-like cells (PCSCs) to test its effect on the notch signaling pathway[6]

Biochem/physiol Actions

Docetaxel ist ein mit Paclitaxel verwandter anti-Krebs Wirkstoff und gehört zur Familie der Taxane. Es bindet und stabilisiert die β−Tubulin Untereinheit der Mikortubuli und verhindert dadurch die Depolymerisierung der mitotischen Spindel; daduch blockiert es den Zellzuklus und führt im Weiteren zur Apoptose.
Docetaxel (DOC) is an anti-microtubule agent [1], a standard anti-cancer drug used in first-line chemotherapy treatment in many types of cancer including prostate and breast cancer.[4] It elicits a stronger effect of inhibiting angiogenesis in both in vitro and in vivo by acting on vascular endothelial growth factor (VEGF) associated with tumor cells.[1] Being involved in many key cellular processes such as cell cycle, angiogenesis, and gene expression; docetaxel interacts with many signaling pathways, such as the epidermal growth factor receptor (EGFR) pathway, Ras pathway, etc.[1]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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Dieser Artikel
Y0001466PHR18831224551
Docetaxel purum, ≥97.0% (HPLC)

Sigma-Aldrich

01885

Docetaxel

Wasserfreies Docetaxel European Pharmacopoeia (EP) Reference Standard

Y0001466

Wasserfreies Docetaxel

Docetaxel Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1883

Docetaxel

USP

USP

1224551

Docetaxel

form

powder or crystals

form

-

form

-

form

-

assay

≥97.0% (HPLC)

assay

-

assay

-

assay

-

Quality Level

200

Quality Level

-

Quality Level

300

Quality Level

-

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

pharmaceutical (small molecule)

application(s)

pharmaceutical

application(s)

pharmaceutical (small molecule)

impurities

~6% water

impurities

-

impurities

-

impurities

-

grade

purum

grade

-

grade

-

grade

-

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Lact. - Muta. 2 - Repr. 1B - Skin Irrit. 2 - STOT RE 1

Lagerklasse

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, Gloves, type N95 (US)

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Analysenzertifikate (COA)

Lot/Batch Number

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Questions

1–4 of 4 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  3. Is docetaxel, product code 01885, suitable for injection into the mouse model?

    1 answer

    1. This product is intended for research use only. It is not suitable for human or veterinary use. The material has not been tested for in vivo use. The end user would need to determine suitability. Solutions intended for use in animal models would require sterile filtration prior to administration.

      Helpful?

  4. Is Docetaxel, Product O1885, suitable for drug use?

    1 answer

    1. No, this product is for Research use only.

      Helpful?

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