Home Other Building Blocks (3beta,6E)-9,10-secocholesta-5(10),6,8-trien-3-ol

(3beta,6E)-9,10-secocholesta-5(10),6,8-trien-3-ol

CAS No.:
17592-07-3
Catalog Number:
AG00AE4M
Molecular Formula:
Molecular Weight:
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Product Description
Catalog Number:
AG00AE4M
Chemical Name:
(3beta,6E)-9,10-secocholesta-5(10),6,8-trien-3-ol
CAS Number:
17592-07-3
IUPAC Name:
(1S)-3-[(E)-2-[(1R,3aR,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-1,2,3,3a,6,7-hexahydroinden-4-yl]ethenyl]-4-methylcyclohex-3-en-1-ol
InChI:
InChI=1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h10,12-13,19,21,24-26,28H,6-9,11,14-18H2,1-5H3/b13-12+/t21-,24+,25-,26+,27-/m1/s1
InChI Key:
YUGCAAVRZWBXEQ-FMCTZRJNSA-N
EC Number:
241-561-3
UNII:
6RR0I9PK8W
Properties
Complexity:
622  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
1  
Exact Mass:
384.339g/mol
Formal Charge:
0
Heavy Atom Count:
28  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
384.648g/mol
Monoisotopic Mass:
384.339g/mol
Rotatable Bond Count:
7  
Topological Polar Surface Area:
20.2A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
7.7  
Literature
Title Journal
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Synthesis of 2alpha-substituted-14-epi-previtamin D3 and its genomic activity. Bioorganic & medicinal chemistry letters 20090915
Action spectrum conversion factors that change erythemally weighted to previtamin D3-weighted UV doses. Photochemistry and photobiology 20080101
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RCM for the construction of novel steroid-like polycyclic systems. 1. Studies on the synthesis of a PreD3-D3 transition state analogue. The Journal of organic chemistry 20051014
Anti-endothelial properties of 1,25-dihydroxy-3-epi-vitamin D3, a natural metabolite of calcitriol. The Journal of steroid biochemistry and molecular biology 20040501
Synthesis of vitamin D in skin after burns. Lancet (London, England) 20040124
Previtamin D3 with a trans-fused decalin CD-ring has pronounced genomic activity. The Journal of biological chemistry 20030912
Conformer-specific photoconversion of 25-hydroxytachysterol to 25-hydroxyprevitamin D3: role in the production of vitamin Ds. Journal of the American Chemical Society 20030312
Toward an analogue of the transition state of preD3-D3 isomerization: stereoselective synthesis of linearly fused 6-8-6 carbocyclic systems. Organic letters 20020516
Access to [6.4.0]carbocyclic systems by tandem metathesis of dienynes. A step toward the synthesis of a PreD3-D3 transition state analogue. Organic letters 20010517
Properties