Structure Database (LMSD)
Common Name
1alpha,25-dihydroxy-9,11-didehydrovitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-9,10-seco-5,7,9(11),10(19)-cholestatetraene-1,3,25-triol
Synonyms
- 1alpha,25-dihydroxy-9,11-didehydrocholecalciferol
3D model of 1alpha,25-dihydroxy-9,11-didehydrovitamin D3
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
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
String Representations
InChiKey (Click to copy)
JGAZABUQVPTSTD-NKMMMXOESA-N
InChi (Click to copy)
InChI=1S/C27H42O3/c1-18(8-6-14-26(3,4)30)23-12-13-24-20(9-7-15-27(23,24)5)10-11-21-16-22(28)17-25(29)19(21)2/h7,9-11,18,22-25,28-30H,2,6,8,12-17H2,1,3-5H3/b20-10+,21-11-/t18-,22-,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)/C[C@@H](O)C1
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
30
Rings
3
Aromatic Rings
0
Rotatable Bonds
6
Van der Waals Molecular Volume
454.39
Topological Polar Surface Area
60.69
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
3
logP
6.34
Molar Refractivity
125.48
Admin
Created at
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Updated at
30th Jan 2024