Home Other Building Blocks 27548-93-2
27548-93-2,MFCD00153921
Catalog No.:AA002TYK

27548-93-2 | Baccatin iii

Pack Size
Purity
Availability
Price(USD)
Quantity
  
25mg
95%
in stock  
$80.00   $56.00
- +
100mg
95%
in stock  
$239.00   $167.00
- +
1g
95%
in stock  
$786.00   $550.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA002TYK
Chemical Name:
Baccatin iii
CAS Number:
27548-93-2
Molecular Formula:
C31H38O11
Molecular Weight:
586.6268
MDL Number:
MFCD00153921
SMILES:
CC(=O)O[C@H]1C(=O)[C@]2(C)[C@@H](O)C[C@@H]3[C@]([C@H]2[C@@H]([C@]2(C(C1=C(C)[C@@H](O)C2)(C)C)O)OC(=O)c1ccccc1)(CO3)OC(=O)C
Properties
Properties
 
BP:
713.613°C at 760 mmHg  
Form:
Solid  
MP:
229-234 °C  
Refractive Index:
1.5455-1.5475  
Storage:
Keep in dry area;-20 ℃;  

Computed Properties
 
Complexity:
1200  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
9  
Heavy Atom Count:
42  
Hydrogen Bond Acceptor Count:
11  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
7  
XLogP3:
1.2  

Literature

Title: Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.

Journal: Bioorganic & medicinal chemistry 20121115

Title: Fatal poisoning with Taxus baccata: quantification of paclitaxel (taxol A), 10-deacetyltaxol, baccatin III, 10-deacetylbaccatin III, cephalomannine (taxol B), and 3,5-dimethoxyphenol in body fluids by liquid chromatography-tandem mass spectrometry.

Journal: Journal of analytical toxicology 20120101

Title: The relationship between TXS, DBAT, BAPT and DBTNBT gene expression and taxane production during the development of Taxus baccata plantlets.

Journal: Plant science : an international journal of experimental plant biology 20110901

Title: Baccatin III, a synthetic precursor of taxol, enhances MHC-restricted antigen presentation in dendritic cells.

Journal: International immunopharmacology 20110801

Title: Taxus globosa S. cell lines: initiation, selection and characterization in terms of growth, and of baccatin III and paclitaxel production.

Journal: Biocell : official journal of the Sociedades Latinoamericanas de Microscopia Electronica ... et. al 20100401

Title: Enhancement of taxane production in hairy root culture of Taxus x media var. Hicksii.

Journal: Journal of plant physiology 20091115

Title: Synthesis of 4-deacetyl-1-dimethylsilyl-7-triethylsilylbaccatin III.

Journal: The Journal of organic chemistry 20090306

Title: Inhibitors of tubulin polymerization: synthesis and biological evaluation of hybrids of vindoline, anhydrovinblastine and vinorelbine with thiocolchicine, podophyllotoxin and baccatin III.

Journal: Bioorganic & medicinal chemistry 20080601

Title: [Quantitative changes of anti-cancer active components in Taxus chinensis var. mairei branches and leaves].

Journal: Ying yong sheng tai xue bao = The journal of applied ecology 20080401

Title: Vibrational circular dichroism analysis reveals a conformational change of the baccatin III ring of paclitaxel: visualization of conformations using a new code for structure-activity relationships.

Journal: The Journal of organic chemistry 20080321

Title: Structural characterization of an anhydrous polymorph of paclitaxel by solid-state NMR.

Journal: Physical chemistry chemical physics : PCCP 20071214

Title: Microbial transformation of cephalomannine by Luteibacter sp.

Journal: Journal of natural products 20071201

Title: Structure-activity relationships of some taxoids as multidrug resistance modulator.

Journal: Bioorganic & medicinal chemistry letters 20070215

Title: Synthesis of docetaxel and butitaxel analogues through kinetic resolution of racemic beta-lactams with 7-O-triethylsilylbaccatin III.

Journal: The Journal of organic chemistry 20070202

Title: Expression of an acetyl-CoA synthase and a CoA-transferase in Escherichia coli to produce modified taxanes in vivo.

Journal: Biotechnology journal 20070201

Title: A formal total synthesis of taxol aided by an automated synthesizer.

Journal: Chemistry, an Asian journal 20060918

Title: Enzymatic C-4 deacetylation of 10-deacetylbaccatin III.

Journal: Biotechnology and applied biochemistry 20060901

Title: Rapid separation of four main taxoids in Taxus species by a combined LLP-SPE-HPLC (PAD) procedure.

Journal: Journal of separation science 20060601

Title: Profiling a Taxol pathway 10beta-acetyltransferase: assessment of the specificity and the production of baccatin III by in vivo acetylation in E. coli.

Journal: Chemistry & biology 20060301

Title: Genetic engineering of taxol biosynthetic genes in Saccharomyces cerevisiae.

Journal: Biotechnology and bioengineering 20060205

Title: Single-site chemical modification at C10 of the baccatin III core of paclitaxel and Taxol C reduces P-glycoprotein interactions in bovine brain microvessel endothelial cells.

Journal: Bioorganic & medicinal chemistry letters 20060201

Title: The dynamic variation of several important taxane content in post-harvest Taxus chinensis clippings.

Journal: Journal of Asian natural products research 20060101

Title: [LC-ESI-MS metabolic profiling analysis of taxanes from the extracts of Taxus chinensis cell cultures].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20050801

Title: Effects of immobilization by entrapment in alginate and scale-up on paclitaxel and baccatin III production in cell suspension cultures of Taxus baccata.

Journal: Biotechnology and bioengineering 20050320

Title: Matrix-assisted laser desorption/ionization mass spectrometry of taxanes.

Journal: Rapid communications in mass spectrometry : RCM 20050101

Title: Spirobicyclo[2.2.2]octane derivatives: mimetics of baccatin III and paclitaxel (Taxol).

Journal: Organic & biomolecular chemistry 20041107

Title: [Studies on constituents from Taxus mairei Bark].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20040801

Title: Diastereoselective 14beta-hydroxylation of baccatin III derivatives.

Journal: The Journal of organic chemistry 20031212

Title: Dependence of selectivity on eluent composition and temperature in the HPLC separation of taxanes using fluorinated and hydrocarbon phases.

Journal: Analytical chemistry 20030315

Title: Inhibition of paclitaxel and baccatin III accumulation by mevinolin and fosmidomycin in suspension cultures of Taxus baccata.

Journal: Journal of biotechnology 20030306

Title: Analysis of pharmaceutically relevant taxoids in wild yew trees from Sardinia.

Journal: Fitoterapia 20030201

Title: Synthetic studies with 13-deoxybaccatin III.

Journal: The Journal of organic chemistry 20021004

Title: A semiempirical study on the electronic structure of 10-deacetylbaccatin-III.

Journal: Journal of molecular graphics & modelling 20020801

Title: Regioselective metabolism of taxoids by human CYP3A4 and 2C8: structure-activity relationship.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20020401

Title: Improved paclitaxel and baccatin III production in suspension cultures of Taxus media.

Journal: Biotechnology progress 20020101

Title: The interaction of baccatin III with the taxol binding site of microtubules determined by a homogeneous assay with fluorescent taxoid.

Journal: Biochemistry 20011009

Title: Baccatin III induces assembly of purified tubulin into long microtubules.

Journal: Biochemistry 20010612

Title: Semipreparative capillary electrochromatography.

Journal: Analytical chemistry 20010501

Title: Synthesis of biologically active taxol analogues with modified phenylisoserine side chains.

Journal: Journal of medicinal chemistry 19921030

Title: Lee YH, et al. Baccatin III, a precursor for the semisynthesis of paclitaxel, inhibits the accumulation and suppressive activity of myeloid-derived suppressor cells in tumor-bearing mice. Int Immunopharmacol. 2014 Aug;21(2):487-93.

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Tags:27548-93-2 Molecular Formula|27548-93-2 MDL|27548-93-2 SMILES|27548-93-2 Baccatin iii