Skip to Content
Merck
All Photos(1)

Key Documents

D3676

Sigma-Aldrich

10-Deacetylbaccatin III from Taxus baccata

≥95% (HPLC)

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C29H36O10
CAS Number:
Molecular Weight:
544.59
MDL number:
UNSPSC Code:
51102829
PubChem Substance ID:
NACRES:
NA.85

biological source

Taxus baccata

Assay

≥95% (HPLC)

form

solid

mol wt

544.59 g/mol

color

white

solubility

methanol: soluble, clear, colorless (5 mg + 0.1 mL MeOH)

antibiotic activity spectrum

neoplastics

Mode of action

DNA synthesis | interferes

storage temp.

2-8°C

SMILES string

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

InChI

1S/C29H36O10/c1-14-17(31)12-29(36)24(38-25(35)16-9-7-6-8-10-16)22-27(5,23(34)21(33)20(14)26(29,3)4)18(32)11-19-28(22,13-37-19)39-15(2)30/h6-10,17-19,21-22,24,31-33,36H,11-13H2,1-5H3/t17-,18-,19+,21+,22-,24-,27+,28-,29+/m0/s1

InChI key

YWLXLRUDGLRYDR-ZHPRIASZSA-N

Looking for similar products? Visit Product Comparison Guide

Application

10-Deacetylbaccatin III is used as a chemical intermediate in the preparation of the anti-cancer drug paclitaxel (Taxol). It is used to study the taxol biosynthetic pathway.

Biochem/physiol Actions

10-Deacetylbaccine III is the fifth intermediate of paclitaxel biosynthesis. The biosynthetic pathway consists of approximately 20 enzymatic steps but is not fully elucidated.

Pictograms

Health hazardExclamation mark

Signal Word

Danger

Hazard Classifications

Carc. 1B - Eye Irrit. 2 - Muta. 1B - Skin Irrit. 2 - STOT RE 2 - STOT SE 3

Target Organs

Respiratory 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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

H Gelderblom et al.
Drug metabolism and disposition: the biological fate of chemicals, 27(11), 1300-1305 (1999-10-26)
In the present work, we studied the pharmacokinetics and metabolic disposition of [G-(3)H]paclitaxel in a female patient with recurrent ovarian cancer and severe renal impairment (creatinine clearance: approximately 20 ml/min) due to chronic hypertension and prior cisplatin treatment. During six
Ning Zhang et al.
Journal of proteome research, 17(7), 2256-2281 (2018-05-16)
Crops are often subjected to a combination of stresses in the field. To date, studies on the physiological and molecular responses of common wheat to a combination of osmotic and cold stresses, however, remain unknown. In this study, wheat seedlings
Simona Mozzetti et al.
Cancer research, 68(24), 10197-10204 (2008-12-17)
Patupilone is an epothilone in advanced clinical development that has shown promising efficacy in heavily pretreated patients. This study aimed at characterizing the mechanisms of patupilone activity in resistant patients. To this end, we generated patupilone-resistant cells using two cellular
Denis, J-N., et al.
Journal of the American Chemical Society, 110, 5917-5917 (1988)
Gorawit Yusakul et al.
Journal of biotechnology, 288, 41-47 (2018-11-06)
Formation of disulfide bonds between heavy and light chains is challenge for production of recombinant immunoglobulin G (IgG) and fragment antigen-binding (Fab). Insufficient formation of the bond influences productive yield and quality of recombinant IgG and Fab. To investigate how

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service