10-Deacetylbaccatin-IIIAn intermediate for taxol analog preparations

10-Deacetylbaccatin-III (CAS 32981-86-5)

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Synonym: Baccatin III, 10-Deacetyl-; 10-DB III
Application: An intermediate for taxol analog preparations
CAS Number: 32981-86-5
Molecular Weight: 544.6
Molecular Formula: C29H36O10
* Refer to Certificate of Analysis for lot specific data (including water content).
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10-Deacetylbaccatin-III is an intermediate for taxol analog preparations. Taxols have exhibit antitumor agents. Several of these taxols can be synthesized from 10- Deacetylbaccatin-III.


References

Relationships between the structures of taxol and baccatine III derivatives and their in vitro action on the disassembly of mammalian brain and Physarum amoebal microtubules: H. Lataste, et al.; PNAS 81, 4090 (1984) Chemical Studies of 10-Deacetyl Baccatin III. Hemisynthesis of Taxol Derivatives: F. Gueritte-Voegelein, et al.; THL 42, 4451 (1986) A highly efficient, practical approach to natural taxol: J.-N. Denis, et al.; JACS 110, 5917 (1988) Preclinical evaluation of docetaxel (Taxotere): F. Lavelle, et al.; Semin. Oncol. 22, 3 (1995) Jennewein, S., Croteau, R. Appl. Microbiol. Biotechnol. 57:13 -19 (2001).

Appearance :
Crystalline powder
Physical State :
Solid
Solubility :
Soluble in DMSO (109 mg/ml at 25° C), water (<1 mg/ml at 25° C), ethanol (<1 mg/ml at 25° C), and chloroform.
Storage :
Store at 4° C
Melting Point :
234° C (lit.)
Boiling Point :
716.84° C at 760 mmHg (Predicted)
Density :
1.41 g/cm3 (Predicted)
Refractive Index :
n20D 1.62 (Predicted)
Optical Activity :
α20/D -44.5°, c = 1 in MeOH
IC50 :
NCI-H460: IC50 = 3.1 µM (human)
pK Values :
pKa: 11.5 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
154272
MDL Number :
MFCD00132913
EC Number :
418-680-6
SMILES :
CC(=O)O[C@@]12CO[C@@H]1C[C@H](O)[C@]1(C)[C@@H]2[C@H](OC(=O)C2=CC=CC=C2)[C@]2(O)CC(O)C(C)=C([C@@H](O)C1=O)C2(C)C

Download SDS (MSDS)

Certificate of Analysis

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What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. 10-Deacetylbaccatin-III, sc-204607, is in white crystalline powder form.
Answered by: Chemical Support 4
Date published: 2017-05-23
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