Home Other Building Blocks (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

(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 No.:
6559-91-7
Catalog Number:
AG0036V5
Molecular Formula:
C21H20O8
Molecular Weight:
400.3787
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1g
98%
In Stock USA
United States
$25
- +
5g
98%
In Stock USA
United States
$75
- +
10g
98%
In Stock USA
United States
$125
- +
25g
98%
In Stock USA
United States
$275
- +
100g
98%
In Stock USA
United States
$875
- +
Product Description
Catalog Number:
AG0036V5
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
IUPAC Name:
(5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
InChI:
InChI=1S/C21H20O8/c1-25-15-3-9(4-16(26-2)20(15)23)17-10-5-13-14(29-8-28-13)6-11(10)19(22)12-7-27-21(24)18(12)17/h3-6,12,17-19,22-23H,7-8H2,1-2H3/t12-,17+,18-,19+/m0/s1
InChI Key:
YVCVYCSAAZQOJI-JHQYFNNDSA-N
SMILES:
COc1cc(cc(c1O)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2[C@@H](c2c1cc1OCOc1c2)O
UNII:
X0S6I23X6L
Properties
Complexity:
614  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Defined Bond Stereocenter Count:
0
Exact Mass:
400.116g/mol
Formal Charge:
0
Heavy Atom Count:
29  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
400.383g/mol
Monoisotopic Mass:
400.116g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
104A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.7  
Literature
Title Journal
Six enzymes from mayapple that complete the biosynthetic pathway to the etoposide aglycone. Science (New York, N.Y.) 20150911
Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine. Bioorganic & medicinal chemistry 20121115
Manipulation of heterogeneity product in 4'-demethylepipodophyllotoxin biotransformation process by using yeast extract as nitrogen source. Applied microbiology and biotechnology 20120101
A novel biotransformation process of 4'-demethylepipodophyllotoxin to 4'-demethylepipodophyllic acid by Bacillus fusiformis CICC 20463, Part II: process optimization. Bioprocess and biosystems engineering 20100201
Synthesis and biological activity of novel shikonin analogues. Bioorganic & medicinal chemistry letters 20090201
Substituents on etoposide that interact with human topoisomerase IIalpha in the binary enzyme-drug complex: contributions to etoposide binding and activity. Biochemistry 20080415
A fragmentation study of two compounds related to 4'-demethylepipodophyllotoxin in negative ion electrospray ionization by MSn ion-trap time-of-flight mass spectrometry. Rapid communications in mass spectrometry : RCM 20080101
Antioxidative and antitumor activity of derivatives of 4-beta-amino-4'-demethylepipodophyllotoxin and their structure-activity relationship. Die Pharmazie 20070601
Synthesis and biological study of a new series of 4'-demethylepipodophyllotoxin derivatives. Journal of medicinal chemistry 20050127
Synthesis and cytotoxic activity of novel derivatives of 4'-demethylepipodophyllotoxin. Bioorganic & medicinal chemistry letters 20041018
Anti-AIDS agents. Part 61: Anti-HIV activity of new podophyllotoxin derivatives. Bioorganic & medicinal chemistry 20040801
Antitumor agents. Part 227: Studies on novel 4'-O-demethyl-epipodophyllotoxins as antitumor agents targeting topoisomerase II. Bioorganic & medicinal chemistry 20040615
Antitumor agents. 213. Modeling of epipodophyllotoxin derivatives using variable selection k nearest neighbor QSAR method. Journal of medicinal chemistry 20020523
Properties