Structure Database (LMSD)
Common Name
1alpha,25-dihydroxy-9,11-didehydro-3-deoxyvitamin D3 /
Systematic Name
(5Z,7E)-(1S)-9,10-seco-5,7,10(19),9(11)-cholestatetraene-1,25-diol
Synonyms
- 1alpha,25-dihydroxy-9,11-didehydro-3-deoxycholecalciferol
3D model of 1alpha,25-dihydroxy-9,11-didehydro-3-deoxyvitamin D3 /
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
ZECPSDRMBPGOTD-FBXCIANDSA-N
InChi (Click to copy)
InChI=1S/C27H42O2/c1-19(9-7-17-26(3,4)29)23-15-16-24-22(11-8-18-27(23,24)5)14-13-21-10-6-12-25(28)20(21)2/h8,11,13-14,19,23-25,28-29H,2,6-7,9-10,12,15-18H2,1,3-5H3/b21-13-,22-14+/t19-,23-,24+,25+,27-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([H])([C@@]3(C)CC=C\2)[C@]([H])(C)CCCC(O)(C)C)/CCC1
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
synthetic construct
(#32630)
Synthesis and Biological Activity of 9,11-Dehydrovitamin D3 Analogues : Stereoselective Preparation of 6b-Vitamin D Vinylallenes and a Concise Studies of vitamin D (calciferol) and its analogs. 35. Synthesis and biological activity of 9,11-dehydrovitamin D3 analogs: stereoselective preparation of 6.beta.-vitamin D vinylallenes and a concise enynol synthesis for preparing the A-ringSynthesis for Preparing the A-Ring,
J Org Chem, 1989
J Org Chem, 1989
DOI:
10.1021/jo00278a018
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
29
Rings
3
Aromatic Rings
0
Rotatable Bonds
6
Van der Waals Molecular Volume
445.60
Topological Polar Surface Area
40.46
Hydrogen Bond Donors
2
Hydrogen Bond Acceptors
2
logP
7.08
Molar Refractivity
123.58
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Created at
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Updated at
31st Jan 2024