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Merck

D3676

Sigma-Aldrich

10-Deacetylbaccatin III from Taxus baccata

≥95% (HPLC)

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About This Item

Empirische Formel (Hill-System):
C29H36O10
CAS-Nummer:
Molekulargewicht:
544.59
MDL-Nummer:
UNSPSC-Code:
51102829
PubChem Substanz-ID:
NACRES:
NA.85

Biologische Quelle

Taxus baccata

Qualitätsniveau

Assay

≥95% (HPLC)

Form

solid

Mol-Gew.

544.59 g/mol

Farbe

white

Löslichkeit

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

Wirkungsspektrum von Antibiotika

neoplastics

Wirkungsweise

DNA synthesis | interferes

Lagertemp.

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

InChIKey

YWLXLRUDGLRYDR-ZHPRIASZSA-N

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Anwendung

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. Wirkung

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

Piktogramme

Health hazardExclamation mark

Signalwort

Danger

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


Analysenzertifikate (COA)

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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
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
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
Denis, J-N., et al.
Journal of the American Chemical Society, 110, 5917-5917 (1988)

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