Home Other Building Blocks 10-Deacetylbaccatin iii

10-Deacetylbaccatin iii

CAS No.:
32981-86-5
Catalog Number:
AG003AAQ
Molecular Formula:
C29H36O10
Molecular Weight:
544.5901
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
98%(HPLC)
In Stock USA
United States
$60
- +
25mg
98%(HPLC)
In Stock USA
United States
$85
- +
100mg
98%(HPLC)
In Stock USA
United States
$148
- +
500mg
98%(HPLC)
In Stock USA
United States
$469
- +
Product Description
Catalog Number:
AG003AAQ
Chemical Name:
10-Deacetylbaccatin iii
CAS Number:
32981-86-5
Molecular Formula:
C29H36O10
Molecular Weight:
544.5901
MDL Number:
MFCD09027979
IUPAC Name:
[(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4-acetyloxy-1,9,12,15-tetrahydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
InChI:
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
SMILES:
CC(=O)O[C@@]12CO[C@@H]1C[C@@H]([C@@]1([C@@H]2[C@H](OC(=O)c2ccccc2)[C@]2(O)C[C@H](O)C(=C(C2(C)C)[C@H](C1=O)O)C)C)O
UNII:
4K6EWW2Z45
Properties
Complexity:
1090  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
9  
Defined Bond Stereocenter Count:
0
Exact Mass:
544.231g/mol
Formal Charge:
0
Heavy Atom Count:
39  
Hydrogen Bond Acceptor Count:
10  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
544.597g/mol
Monoisotopic Mass:
544.231g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
160A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.6  
Literature
Title Journal
Isolation and characterization of Stemphylium sedicola SBU-16 as a new endophytic taxol-producing fungus from Taxus baccata grown in Iran. FEMS microbiology letters 20120301
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 of analytical toxicology 20120101
The relationship between TXS, DBAT, BAPT and DBTNBT gene expression and taxane production during the development of Taxus baccata plantlets. Plant science : an international journal of experimental plant biology 20110901
[High performance liquid chromatographic fingerprints method for the analysis of chloroform extracts of Taxus wallichiana]. Se pu = Chinese journal of chromatography 20101101
Enhancement of taxane production in hairy root culture of Taxus x media var. Hicksii. Journal of plant physiology 20091115
Anomalous microbial transformations on the taxane ring of 10-DAB by a strain of the fungus Curvularia lunata: transbenzoylation, transacetylation, and opening of the oxetane ring. Journal of natural products 20091101
Production, purification and characterization of taxol and 10DAB III from a new endophytic fungus Gliocladium sp. isolated from the Indian yew tree, Taxus baccata. Journal of microbiology and biotechnology 20091101
Preparative separation and enrichment of four taxoids from Taxus chinensis needles extracts by macroporous resin column chromatography. Journal of separation science 20090501
Taxol and 10-deacetylbaccatinIII induce distinct changes in the dynamics of caveolae. FEBS letters 20081029
Degradation of paclitaxel and related compounds in aqueous solutions II: Nonepimerization degradation under neutral to basic pH conditions. Journal of pharmaceutical sciences 20080801
Separation of 7-xylosyl-10-deacetyl paclitaxel and 10-deacetylbaccatin III from the remainder extracts free of paclitaxel using macroporous resins. Journal of chromatography. A 20080104
Taxanes from Shells and Leaves of Corylus avellana. Journal of natural products 20080101
Microbial transformation of cephalomannine by Luteibacter sp. Journal of natural products 20071201
In vitro activity of 10-deacetylbaccatin III against Leishmania donovani promastigotes and intracellular amastigotes. Planta medica 20070801
Molecular cloning and heterologous expression of a 10-deacetylbaccatin III-10-O-acetyl transferase cDNA from Taxus x media. Molecular biology reports 20070601
Structure-activity relationships of some taxoids as multidrug resistance modulator. Bioorganic & medicinal chemistry letters 20070215
Expression of an acetyl-CoA synthase and a CoA-transferase in Escherichia coli to produce modified taxanes in vivo. Biotechnology journal 20070201
Enzymatic C-4 deacetylation of 10-deacetylbaccatin III. Biotechnology and applied biochemistry 20060901
Rapid separation of four main taxoids in Taxus species by a combined LLP-SPE-HPLC (PAD) procedure. Journal of separation science 20060601
[The extraction and separation of an active and available component from Taxus mairei]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20060401
Profiling a Taxol pathway 10beta-acetyltransferase: assessment of the specificity and the production of baccatin III by in vivo acetylation in E. coli. Chemistry & biology 20060301
Conversion of taxane glycosides to 10-deacetylbaccatin III. Natural product research 20060201
Taxane production in suspension culture of Taxus x media var. Hicksii carried out in flasks and bioreactor. Biotechnology letters 20050901
Cytotoxic, antiviral (in-vitro and in-vivo), immunomodulatory activity and influence on mitotic divisions of three taxol derivatives: 10-deacetyl-baccatin III, methyl (N-benzoyl-(2'R,3'S)-3'-phenylisoserinate) and N-benzoyl-(2'R,3'S)-3'-phenylisoserine. The Journal of pharmacy and pharmacology 20050601
Three new taxane diterpenoids from Taxus sumatrana. Journal of natural products 20050101
Expression cloned cDNA for 10-deacetylbaccatin III-10-O-acetyltransferase in Escherichia coli: a comparative study of three fusion systems. Protein expression and purification 20040501
Diastereoselective 14beta-hydroxylation of baccatin III derivatives. The Journal of organic chemistry 20031212
Substrate specificity for the hydroxylation of polyoxygenated 4(20),11-taxadienes by Ginkgo cell suspension cultures. Bioorganic chemistry 20030801
13C NMR investigation of solid-state polymorphism in 10-deacetyl baccatin III. Journal of the American Chemical Society 20020904
Regioselective metabolism of taxoids by human CYP3A4 and 2C8: structure-activity relationship. Drug metabolism and disposition: the biological fate of chemicals 20020401
Production of taxoids with biological activity by plants and callus culture from selected Taxus genotypes. Phytochemistry 20020401
Immunoaffinity chromatography for the sample pretreatment of Taxus plant and cell extracts prior to analysis of taxanes by high-performance liquid chromatography. Journal of chromatography. A 20020301
Solid-phase extraction and simplified high-performance liquid chromatographic determination of 10-deacetylbaccatin III and related taxoids in yew species. Journal of pharmaceutical and biomedical analysis 20010801
Properties