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1491332

USP

Paclitaxel

United States Pharmacopeia (USP) Reference Standard

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About This Item

Empirical Formula (Hill Notation):
C47H51NO14
CAS Number:
33069-62-4
Molecular Weight:
853.91
Beilstein:
1420457
MDL number:
MFCD00869953
UNSPSC Code:
41116107
PubChem Substance ID:
329750652
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

paclitaxel

manufacturer/tradename

USP

mp

213 °C (dec.) (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

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

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)

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Paclitaxel USP reference standard meant for use in specified quality tests and assays. Also used to prepare standard and system suitability solutions for the assay and impurity analysis using the liquid chromatography method coupled to a UV detector according to the given below monographs of United States Pharmacopeia (USP):

  • Paclitaxel Injection
  • Paclitaxel

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. 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).

Caution

Paclitaxel undergoes transesterification in methanol and hydrolyzes in aqueous solutions.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

Sales restrictions may apply.

related product

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Paclitaxel, European Pharmacopoeia (EP) Reference Standard

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Paclitaxel semi-synthetic for peak identification, European Pharmacopoeia (EP) Reference Standard

Y0000739

Paclitaxel semi-synthetic for system suitability, European Pharmacopoeia (EP) Reference Standard

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Paclitaxel impurity C, European Pharmacopoeia (EP) Reference Standard

Y0000700

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1491354

Paclitaxel Related Compound B, United States Pharmacopeia (USP) Reference Standard

1491343

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1491365

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N-Cinnamoyl-N-debenzoylpaclitaxel, certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

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N-Debenzoyl-N-(phenylacetyl)paclitaxel, certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

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10-O-Deacetylpaclitaxel, reference material

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PHR9146

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PHR9149

7-epi-Paclitaxel, certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

PHR9150

Paclitaxel impurity K, certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

PHR2111

Paclitaxel Related Compound A, Pharmaceutical Secondary Standard; Certified Reference Material

PHR3007

10-desacetyl-baccatin III, pharmaceutical secondary standard, certified reference material

PHR3261

Xanthanoic Acid, pharmaceutical secondary standard, certified reference material

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H341,H360FD,H372

Hazard Classifications

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

Target Organs

Central nervous system,Bone marrow,Cardio-vascular system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

监管及禁止进口产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Paclitaxel
United States Pharmacopeia and National Formulary
United States Pharmacopeia, 47(6) , 3367- 3367 (2022)
Paclitaxel Injection
United States Pharmacopeia and National Formulary
United States Pharmacopeia, 46(6) (2021)

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