Structure Database (LMSD)

Common Name
(22S)-22-hydroxy-24,25,26,27-tetranorvitamin D3
Systematic Name
(5Z,7E)-(3S,22S)- 24-nor-9,10-seco-5,7,10(19)-cholatriene-3,22-diol
Synonyms
  • (22S)-22-hydroxy-23,24,25,26,27-pentanorcholecalciferol
LM ID
LMST03020016
Formula
C23H36O2
Exact Mass
Calculate m/z
344.27153
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)
AROCALCIFEROLS: A NEW CLASS OF SIDE-CHAIN ANALOGS OF l,25(OH)2D3,
Vitamin D, 1991

String Representations

InChiKey (Click to copy)
HPIRTWXNAZXKAX-BZVOLASHSA-N
InChi (Click to copy)
InChI=1S/C23H36O2/c1-15-7-10-20(25)14-19(15)9-8-18-6-5-13-23(4)21(11-12-22(18)23)16(2)17(3)24/h8-9,16-17,20-22,24-25H,1,5-7,10-14H2,2-4H3/b18-8+,19-9-/t16-,17+,20+,21-,22+,23-/m1/s1
SMILES (Click to copy)
C1C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])[C@H](C)O)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
173058
LIPIDBANK ID
VVD0017
PubChem CID
9547276

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 3
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 379.04
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 5.75
Molar Refractivity 105.20

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Created at
-
Updated at
30th Mar 2022