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1173-13-3,MFCD24386484
Catalog No.:AA008YD4

1173-13-3 | (3beta,6Z)-9,10-secocholesta-5(10),6,8-trien-3-ol

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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA008YD4
Chemical Name:
(3beta,6Z)-9,10-secocholesta-5(10),6,8-trien-3-ol
CAS Number:
1173-13-3
Molecular Formula:
C27H44O
Molecular Weight:
384.6377
MDL Number:
MFCD24386484
SMILES:
CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CCC=C2/C=C\C1=C(C)CC[C@@H](C1)O)C)C
Properties
Computed Properties
 
Complexity:
622  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
28  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
7  
XLogP3:
7.7  

Literature

Title: A computational model for previtamin D(3) production in skin.

Journal: Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20120401

Title: The difference between 14-epi-previtamin D3 and 14-epi-19-norprevitamin D3: their synthesis and binding affinity for human VDR.

Journal: Anticancer research 20120101

Title: Development of 14-epi-19-nortachysterol and its unprecedented binding configuration for the human vitamin D receptor.

Journal: Journal of the American Chemical Society 20110511

Title: Synthesis of 2beta-substituted-14-epi-previtamin D3 and testing of its genomic activity.

Journal: The Journal of steroid biochemistry and molecular biology 20100701

Title: Is the action spectrum for the UV-induced production of previtamin D3 in human skin correct?

Journal: Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20100101

Title: Quantifying the vitamin D3 synthesizing potential of UVB lamps at specific distances over time.

Journal: Zoo biology 20100101

Title: Authors' Reply to: Comment on 'In vitro model of vitamin D(3) (cholecalciferol) synthesis by UV radiation: Dose-response relationships' by W.J. Olds, A.R. McKinley, M.R. Moore and M.G. Kimlin, J. Photochem. Photobiol. B: Biol. 93 (2008) 88-93.

Journal: Journal of photochemistry and photobiology. B, Biology 20091202

Title: Synthesis of 2alpha-substituted-14-epi-previtamin D3 and its genomic activity.

Journal: Bioorganic & medicinal chemistry letters 20090915

Title: Action spectrum conversion factors that change erythemally weighted to previtamin D3-weighted UV doses.

Journal: Photochemistry and photobiology 20080101

Title: Direct-dynamics VTST study of the [1,7] hydrogen shift in 7-methylocta-1,3(Z),5(Z)-triene. A model system for the hydrogen transfer reaction in previtamin D3.

Journal: The journal of physical chemistry. A 20070201

Title: Darkness at noon: sunscreens and vitamin D3.

Journal: Photochemistry and photobiology 20070101

Title: [The photobiology of vitamin D--a topic of renewed focus].

Journal: Tidsskrift for den Norske laegeforening : tidsskrift for praktisk medicin, ny raekke 20060406

Title: RCM for the construction of novel steroid-like polycyclic systems. 1. Studies on the synthesis of a PreD3-D3 transition state analogue.

Journal: The Journal of organic chemistry 20051014

Title: Vitamin D.

Journal: American journal of physiology. Renal physiology 20050701

Title: Anti-endothelial properties of 1,25-dihydroxy-3-epi-vitamin D3, a natural metabolite of calcitriol.

Journal: The Journal of steroid biochemistry and molecular biology 20040501

Title: Synthesis of vitamin D in skin after burns.

Journal: Lancet (London, England) 20040124

Title: Previtamin D3 with a trans-fused decalin CD-ring has pronounced genomic activity.

Journal: The Journal of biological chemistry 20030912

Title: Conformer-specific photoconversion of 25-hydroxytachysterol to 25-hydroxyprevitamin D3: role in the production of vitamin Ds.

Journal: Journal of the American Chemical Society 20030312

Title: Toward an analogue of the transition state of preD3-D3 isomerization: stereoselective synthesis of linearly fused 6-8-6 carbocyclic systems.

Journal: Organic letters 20020516

Title: Access to [6.4.0]carbocyclic systems by tandem metathesis of dienynes. A step toward the synthesis of a PreD3-D3 transition state analogue.

Journal: Organic letters 20010517

Title: Photometabolism of 7-dehydrocholesterol to previtamin D3 in skin.

Journal: Biochemical and biophysical research communications 19770509

Title: M F Holick, et al. The Cutaneous Photosynthesis of Previtamin D3: A Unique Photoendocrine System. J Invest Dermatol. 1981 Jul;77(1):51-8.

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Tags:1173-13-3 Molecular Formula|1173-13-3 MDL|1173-13-3 SMILES|1173-13-3 (3beta,6Z)-9,10-secocholesta-5(10),6,8-trien-3-ol