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Merck

D3676

Sigma-Aldrich

10-Deacetylbaccatin III from Taxus baccata

≥95% (HPLC)

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About This Item

Fórmula empírica (notación de Hill):
C29H36O10
Número de CAS:
Peso molecular:
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

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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

signalword

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

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
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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)
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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

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