32981-86-5,MFCD09027979
Catalog No.:AA003A7Y

32981-86-5 | 10-Deacetylbaccatin iii

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5mg
98%(HPLC)
in stock  
$48.00   $34.00
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25mg
98%(HPLC)
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$78.00   $55.00
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100mg
95%
in stock  
$96.00   $67.00
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200mg
95%
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$170.00   $119.00
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500mg
>98.0%(HPLC)
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  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA003A7Y
Chemical Name:
10-Deacetylbaccatin iii
CAS Number:
32981-86-5
Molecular Formula:
C29H36O10
Molecular Weight:
544.5901
MDL Number:
MFCD09027979
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
Properties
Computed Properties
 
Complexity:
1090  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
9  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
39  
Hydrogen Bond Acceptor Count:
10  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0  
Rotatable Bond Count:
5  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
0.6  

Literature

Title: Isolation and characterization of Stemphylium sedicola SBU-16 as a new endophytic taxol-producing fungus from Taxus baccata grown in Iran.

Journal: FEMS microbiology letters 20120301

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: [High performance liquid chromatographic fingerprints method for the analysis of chloroform extracts of Taxus wallichiana].

Journal: Se pu = Chinese journal of chromatography 20101101

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

Journal: Journal of plant physiology 20091115

Title: 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: Journal of natural products 20091101

Title: 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: Journal of microbiology and biotechnology 20091101

Title: Preparative separation and enrichment of four taxoids from Taxus chinensis needles extracts by macroporous resin column chromatography.

Journal: Journal of separation science 20090501

Title: Taxol and 10-deacetylbaccatinIII induce distinct changes in the dynamics of caveolae.

Journal: FEBS letters 20081029

Title: Degradation of paclitaxel and related compounds in aqueous solutions II: Nonepimerization degradation under neutral to basic pH conditions.

Journal: Journal of pharmaceutical sciences 20080801

Title: Separation of 7-xylosyl-10-deacetyl paclitaxel and 10-deacetylbaccatin III from the remainder extracts free of paclitaxel using macroporous resins.

Journal: Journal of chromatography. A 20080104

Title: Taxanes from Shells and Leaves of Corylus avellana.

Journal: Journal of natural products 20080101

Title: Microbial transformation of cephalomannine by Luteibacter sp.

Journal: Journal of natural products 20071201

Title: In vitro activity of 10-deacetylbaccatin III against Leishmania donovani promastigotes and intracellular amastigotes.

Journal: Planta medica 20070801

Title: Molecular cloning and heterologous expression of a 10-deacetylbaccatin III-10-O-acetyl transferase cDNA from Taxus x media.

Journal: Molecular biology reports 20070601

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

Journal: Bioorganic & medicinal chemistry letters 20070215

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: 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: [The extraction and separation of an active and available component from Taxus mairei].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20060401

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: Conversion of taxane glycosides to 10-deacetylbaccatin III.

Journal: Natural product research 20060201

Title: Taxane production in suspension culture of Taxus x media var. Hicksii carried out in flasks and bioreactor.

Journal: Biotechnology letters 20050901

Title: 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.

Journal: The Journal of pharmacy and pharmacology 20050601

Title: Three new taxane diterpenoids from Taxus sumatrana.

Journal: Journal of natural products 20050101

Title: Expression cloned cDNA for 10-deacetylbaccatin III-10-O-acetyltransferase in Escherichia coli: a comparative study of three fusion systems.

Journal: Protein expression and purification 20040501

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

Journal: The Journal of organic chemistry 20031212

Title: Substrate specificity for the hydroxylation of polyoxygenated 4(20),11-taxadienes by Ginkgo cell suspension cultures.

Journal: Bioorganic chemistry 20030801

Title: 13C NMR investigation of solid-state polymorphism in 10-deacetyl baccatin III.

Journal: Journal of the American Chemical Society 20020904

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: Production of taxoids with biological activity by plants and callus culture from selected Taxus genotypes.

Journal: Phytochemistry 20020401

Title: Immunoaffinity chromatography for the sample pretreatment of Taxus plant and cell extracts prior to analysis of taxanes by high-performance liquid chromatography.

Journal: Journal of chromatography. A 20020301

Title: Solid-phase extraction and simplified high-performance liquid chromatographic determination of 10-deacetylbaccatin III and related taxoids in yew species.

Journal: Journal of pharmaceutical and biomedical analysis 20010801

Title: Li S, Zhang P, Zhang M, Fu C, Yu L. Functional analysis of a WRKY transcription factor involved in transcriptional activation of the DBAT gene in Taxus chinensis. Plant Biol (Stuttg). 2013 Jan;15(1):19-26.

Title: Naill MC, Kolewe ME, Roberts SC. Paclitaxel uptake and transport in Taxus cell suspension cultures. Biochem Eng J. 2012 Apr 15;63:50-56.

Title: Qayum M, Nisar M, Shah MR, et al. Analgesic and antiinflammatory activities of taxoids from Taxus wallichiana Zucc. Phytother Res. 2012 Apr;26(4):552-6.

Title: Kevin Walker and Rodney Croteau. Taxol biosynthesis: Molecular cloning of a benzoyl- CoA:taxane 2α-O-benzoyltransferase cDNA from Taxus and functional expression in Escherichia coli. PNAS, 2000 , 97(25):13591-13596.

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Additional Info:
SDS
Historical Records
Tags:32981-86-5 Molecular Formula|32981-86-5 MDL|32981-86-5 SMILES|32981-86-5 10-Deacetylbaccatin iii
Catalog No.: AA003A7Y
32981-86-5,MFCD09027979
32981-86-5 | 10-Deacetylbaccatin iii
Pack Size: 5mg
Purity: 98%(HPLC)
in stock
$48.00 $34.00
Pack Size: 25mg
Purity: 98%(HPLC)
in stock
$78.00 $55.00
Pack Size: 100mg
Purity: 95%
in stock
$96.00 $67.00
Pack Size: 200mg
Purity: 95%
in stock
$170.00 $119.00
Pack Size: 500mg
Purity: >98.0%(HPLC)
in stock
$403.00 $282.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA003A7Y
Chemical Name: 10-Deacetylbaccatin iii
CAS Number: 32981-86-5
Molecular Formula: C29H36O10
Molecular Weight: 544.5901
MDL Number: MFCD09027979
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
Properties
Complexity: 1090  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 9  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 39  
Hydrogen Bond Acceptor Count: 10  
Hydrogen Bond Donor Count: 4  
Isotope Atom Count: 0  
Rotatable Bond Count: 5  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 0.6  
Literature fold

Title: Isolation and characterization of Stemphylium sedicola SBU-16 as a new endophytic taxol-producing fungus from Taxus baccata grown in Iran.

Journal: FEMS microbiology letters20120301

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 toxicology20120101

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 biology20110901

Title: [High performance liquid chromatographic fingerprints method for the analysis of chloroform extracts of Taxus wallichiana].

Journal: Se pu = Chinese journal of chromatography20101101

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

Journal: Journal of plant physiology20091115

Title: 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: Journal of natural products20091101

Title: 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: Journal of microbiology and biotechnology20091101

Title: Preparative separation and enrichment of four taxoids from Taxus chinensis needles extracts by macroporous resin column chromatography.

Journal: Journal of separation science20090501

Title: Taxol and 10-deacetylbaccatinIII induce distinct changes in the dynamics of caveolae.

Journal: FEBS letters20081029

Title: Degradation of paclitaxel and related compounds in aqueous solutions II: Nonepimerization degradation under neutral to basic pH conditions.

Journal: Journal of pharmaceutical sciences20080801

Title: Separation of 7-xylosyl-10-deacetyl paclitaxel and 10-deacetylbaccatin III from the remainder extracts free of paclitaxel using macroporous resins.

Journal: Journal of chromatography. A20080104

Title: Taxanes from Shells and Leaves of Corylus avellana.

Journal: Journal of natural products20080101

Title: Microbial transformation of cephalomannine by Luteibacter sp.

Journal: Journal of natural products20071201

Title: In vitro activity of 10-deacetylbaccatin III against Leishmania donovani promastigotes and intracellular amastigotes.

Journal: Planta medica20070801

Title: Molecular cloning and heterologous expression of a 10-deacetylbaccatin III-10-O-acetyl transferase cDNA from Taxus x media.

Journal: Molecular biology reports20070601

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

Journal: Bioorganic & medicinal chemistry letters20070215

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

Journal: Biotechnology journal20070201

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

Journal: Biotechnology and applied biochemistry20060901

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

Journal: Journal of separation science20060601

Title: [The extraction and separation of an active and available component from Taxus mairei].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials20060401

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 & biology20060301

Title: Conversion of taxane glycosides to 10-deacetylbaccatin III.

Journal: Natural product research20060201

Title: Taxane production in suspension culture of Taxus x media var. Hicksii carried out in flasks and bioreactor.

Journal: Biotechnology letters20050901

Title: 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.

Journal: The Journal of pharmacy and pharmacology20050601

Title: Three new taxane diterpenoids from Taxus sumatrana.

Journal: Journal of natural products20050101

Title: Expression cloned cDNA for 10-deacetylbaccatin III-10-O-acetyltransferase in Escherichia coli: a comparative study of three fusion systems.

Journal: Protein expression and purification20040501

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

Journal: The Journal of organic chemistry20031212

Title: Substrate specificity for the hydroxylation of polyoxygenated 4(20),11-taxadienes by Ginkgo cell suspension cultures.

Journal: Bioorganic chemistry20030801

Title: 13C NMR investigation of solid-state polymorphism in 10-deacetyl baccatin III.

Journal: Journal of the American Chemical Society20020904

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

Journal: Drug metabolism and disposition: the biological fate of chemicals20020401

Title: Production of taxoids with biological activity by plants and callus culture from selected Taxus genotypes.

Journal: Phytochemistry20020401

Title: Immunoaffinity chromatography for the sample pretreatment of Taxus plant and cell extracts prior to analysis of taxanes by high-performance liquid chromatography.

Journal: Journal of chromatography. A20020301

Title: Solid-phase extraction and simplified high-performance liquid chromatographic determination of 10-deacetylbaccatin III and related taxoids in yew species.

Journal: Journal of pharmaceutical and biomedical analysis20010801

Title: Li S, Zhang P, Zhang M, Fu C, Yu L. Functional analysis of a WRKY transcription factor involved in transcriptional activation of the DBAT gene in Taxus chinensis. Plant Biol (Stuttg). 2013 Jan;15(1):19-26.

Title: Naill MC, Kolewe ME, Roberts SC. Paclitaxel uptake and transport in Taxus cell suspension cultures. Biochem Eng J. 2012 Apr 15;63:50-56.

Title: Qayum M, Nisar M, Shah MR, et al. Analgesic and antiinflammatory activities of taxoids from Taxus wallichiana Zucc. Phytother Res. 2012 Apr;26(4):552-6.

Title: Kevin Walker and Rodney Croteau. Taxol biosynthesis: Molecular cloning of a benzoyl- CoA:taxane 2α-O-benzoyltransferase cDNA from Taxus and functional expression in Escherichia coli. PNAS, 2000 , 97(25):13591-13596.

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