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Home Other Building Blocks 145075-81-6
145075-81-6,MFCD07779405
Catalog No.:AA003ALL

145075-81-6 | (3β,16β)-16-[[2-O-Acetyl-3-O-[2-O-(4-methoxybenzoyl)-β-D-xylopyranosyl]-α-L-arabinopyranosyl]oxy]-3,17-dihydroxycholest-5-en-22-one

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Purity
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1mg
≥95%
in stock  
$646.00   $452.00
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5mg
≥95%
in stock  
$1,353.00   $947.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA003ALL
Chemical Name:
(3β,16β)-16-[[2-O-Acetyl-3-O-[2-O-(4-methoxybenzoyl)-β-D-xylopyranosyl]-α-L-arabinopyranosyl]oxy]-3,17-dihydroxycholest-5-en-22-one
CAS Number:
145075-81-6
Molecular Formula:
C47H68O15
Molecular Weight:
873.0338
MDL Number:
MFCD07779405
SMILES:
COc1ccc(cc1)C(=O)O[C@H]1[C@@H](OC[C@H]([C@@H]1O)O)O[C@H]1[C@@H](O)CO[C@H]([C@@H]1OC(=O)C)O[C@H]1C[C@@H]2[C@]([C@@]1(O)[C@@H](C(=O)CCC(C)C)C)(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H](C2)O
Properties
Computed Properties
 
Complexity:
1630  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
17  
Heavy Atom Count:
62  
Hydrogen Bond Acceptor Count:
15  
Hydrogen Bond Donor Count:
5  
Rotatable Bond Count:
15  
XLogP3:
4.3  

Literature

Title: Natural products reveal cancer cell dependence on oxysterol-binding proteins.

Journal: Nature chemical biology 20110807

Title: Synthesis of cholestane saponins as mimics of OSW-1 and their cytotoxic activities.

Journal: Bioorganic & medicinal chemistry letters 20110601

Title: Synthesis and biological activity of 22-deoxo-23-oxa analogues of saponin OSW-1.

Journal: Journal of medicinal chemistry 20110512

Title: Synthesis of biotinylated OSW-1.

Journal: Bioorganic & medicinal chemistry letters 20090901

Title: Analyses of biologically active steroids: antitumor active OSW-1 and cardiotonic marinobufotoxin, by matrix-assisted laser desorption/ionization quadrupole ion trap time-of-flight tandem mass spectrometry.

Journal: Chemical & pharmaceutical bulletin 20090901

Title: A total synthesis of OSW-1.

Journal: The Journal of organic chemistry 20080104

Title: Synthesis of the A,B-ring-truncated OSW saponin analogs and their antitumor activities.

Journal: Bioorganic & medicinal chemistry letters 20071015

Title: Synthesis of OSW saponin analogs with modified sugar residues and their antiproliferative activities.

Journal: Bioorganic & medicinal chemistry letters 20070215

Title: OSW saponins: facile synthesis toward a new type of structures with potent antitumor activities.

Journal: The Journal of organic chemistry 20051209

Title: OSW-1: a natural compound with potent anticancer activity and a novel mechanism of action.

Journal: Journal of the National Cancer Institute 20051207

Title: Apoptosis induced by a new member of saponin family is mediated through caspase-8-dependent cleavage of Bcl-2.

Journal: Molecular pharmacology 20051201

Title: Total synthesis of the anticancer natural product OSW-1.

Journal: Journal of the American Chemical Society 20020612

Title: Synthesis of OSW-1 analogues and a dimer and their antitumor activities.

Journal: Bioorganic & medicinal chemistry letters 20010820

Title: Burgett AW, et al. Natural products reveal cancer cell dependence onoxysterol-binding proteins.Nat Chem Biol. 2011 Aug 7;7(9):639-47.

Title: Zhang Y, et al, Effective cytotoxic activity of OSW-1 on colon cancer by inducing apoptosis in vitro and in vivo.Oncol Rep. 2017 Jun;37(6):3509-3519.

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Tags:145075-81-6 Molecular Formula|145075-81-6 MDL|145075-81-6 SMILES|145075-81-6 (3β,16β)-16-[[2-O-Acetyl-3-O-[2-O-(4-methoxybenzoyl)-β-D-xylopyranosyl]-α-L-arabinopyranosyl]oxy]-3,17-dihydroxycholest-5-en-22-one