Structure Database (LMSD)

Common Name
(17E)-1alpha,25-dihydroxy-17,20-didehydro-21-norvitamin D3
Systematic Name
(5Z,7E,17E)-(1S,3R)-21-nor-9,10-seco-5,7,10(19),17-cholestatetraene-1,3,25-triol
Synonyms
  • (17E)-1alpha,25-dihydroxy-17,20-didehydro-21-norcholecalciferol
LM ID
LMST03020035
Formula
C26H40O3
Exact Mass
Calculate m/z
400.297745
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D3 and derivatives [ST0302]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Design and synthesis of 1 α,25-dihydroxyvitamin D3 analogues with fixed torsion angle C(16-17-20-22),
Tetrahedron Letts, 1998

String Representations

InChiKey (Click to copy)
WAQLIOVKGGWXKO-BSEONHEZSA-N
InChi (Click to copy)
InChI=1S/C26H40O3/c1-18-20(16-22(27)17-24(18)28)11-10-19-8-7-15-26(4)21(12-13-23(19)26)9-5-6-14-25(2,3)29/h9-11,22-24,27-29H,1,5-8,12-17H2,2-4H3/b19-10+,20-11-,21-9+/t22-,23+,24+,26-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC/C(=C\CCCC(O)(C)C)/[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
184186
LIPIDBANK ID
VVD0037
PubChem CID
9547295

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 3
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 437.09
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.24
Molar Refractivity 121.00

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Created at
-
Updated at
29th Jan 2024