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6559-91-7,MFCD00189421
Catalog No.:AA0036SD

6559-91-7 | (10R,11R,15R,16S)-16-hydroxy-10-(4-hydroxy-3,5-dimethoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.0^{3,7}.0^{11,15}]hexadeca-1,3(7),8-trien-12-one

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50mg
98%
in stock  
$6.00   $4.00
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1g
95%
in stock  
$32.00   $23.00
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5g
95%
in stock  
$96.00   $67.00
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10g
95%
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$159.00   $112.00
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25g
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$350.00   $245.00
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100g
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$1,092.00   $764.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0036SD
Chemical Name:
(10R,11R,15R,16S)-16-hydroxy-10-(4-hydroxy-3,5-dimethoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.0^{3,7}.0^{11,15}]hexadeca-1,3(7),8-trien-12-one
CAS Number:
6559-91-7
Molecular Formula:
C21H20O8
Molecular Weight:
400.3787
MDL Number:
MFCD00189421
SMILES:
COc1cc(cc(c1O)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2[C@@H](c2c1cc1OCOc1c2)O
Properties
Properties
 
BP:
590.9°C at 760 mmHg  
Form:
Solid  
MP:
246-248°C  
Storage:
Inert atmosphere;-20 ℃;  

Computed Properties
 
Complexity:
614  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Heavy Atom Count:
29  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
3  
XLogP3:
1.7  

Literature

Title: Six enzymes from mayapple that complete the biosynthetic pathway to the etoposide aglycone.

Journal: Science (New York, N.Y.) 20150911

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: Manipulation of heterogeneity product in 4'-demethylepipodophyllotoxin biotransformation process by using yeast extract as nitrogen source.

Journal: Applied microbiology and biotechnology 20120101

Title: A novel biotransformation process of 4'-demethylepipodophyllotoxin to 4'-demethylepipodophyllic acid by Bacillus fusiformis CICC 20463, Part II: process optimization.

Journal: Bioprocess and biosystems engineering 20100201

Title: Synthesis and biological activity of novel shikonin analogues.

Journal: Bioorganic & medicinal chemistry letters 20090201

Title: Substituents on etoposide that interact with human topoisomerase IIalpha in the binary enzyme-drug complex: contributions to etoposide binding and activity.

Journal: Biochemistry 20080415

Title: A fragmentation study of two compounds related to 4'-demethylepipodophyllotoxin in negative ion electrospray ionization by MSn ion-trap time-of-flight mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20080101

Title: Antioxidative and antitumor activity of derivatives of 4-beta-amino-4'-demethylepipodophyllotoxin and their structure-activity relationship.

Journal: Die Pharmazie 20070601

Title: Synthesis and biological study of a new series of 4'-demethylepipodophyllotoxin derivatives.

Journal: Journal of medicinal chemistry 20050127

Title: Synthesis and cytotoxic activity of novel derivatives of 4'-demethylepipodophyllotoxin.

Journal: Bioorganic & medicinal chemistry letters 20041018

Title: Anti-AIDS agents. Part 61: Anti-HIV activity of new podophyllotoxin derivatives.

Journal: Bioorganic & medicinal chemistry 20040801

Title: Antitumor agents. Part 227: Studies on novel 4'-O-demethyl-epipodophyllotoxins as antitumor agents targeting topoisomerase II.

Journal: Bioorganic & medicinal chemistry 20040615

Title: Antitumor agents. 213. Modeling of epipodophyllotoxin derivatives using variable selection k nearest neighbor QSAR method.

Journal: Journal of medicinal chemistry 20020523

Title: Tang YJ, Zhao W, Li HM. Novel tandem biotransformation process for the biosynthesis of a novel compound, 4-(2,3,5,6-tetramethylpyrazine-1)-4'-demethylepipodophyllotoxin. Appl Environ Microbiol. 2011 May;77(9):3023-34.

Title: Dhawan D, Balasubramanian S, Amonkar AJ, Chemopreventive effect of 4'-demethyl epipodophyllotoxin on DMBA/TPA-induced mouse skin carcinogenesis. Carcinogenesis. 1999 Jun;20(6):997-1003.

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SDS
Tags:6559-91-7 Molecular Formula|6559-91-7 MDL|6559-91-7 SMILES|6559-91-7 (10R,11R,15R,16S)-16-hydroxy-10-(4-hydroxy-3,5-dimethoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.0^{3,7}.0^{11,15}]hexadeca-1,3(7),8-trien-12-one