Structure Database (LMSD)

OH HO OH H H H
Common Name
1alpha,25-dihydroxyvitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxycholecalciferol
  • calcitriol
LM ID
LMST03020258
Formula
C27H44O3
Exact Mass
Calculate m/z
416.329045
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

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

String Representations

InChiKey (Click to copy)
GMRQFYUYWCNGIN-NKMMMXOESA-N
InChi (Click to copy)
InChI=1S/C27H44O3/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/h10-11,18,22-25,28-30H,2,6-9,12-17H2,1,3-5H3/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)CCC\2)[C@]([H])(C)CCCC(O)(C)C)/C[C@@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Gallus gallus (#9031)
Aves (#8782)
The synthesis of 1α,25-dihydroxycholecalciferol -- A metabolically active form of vitamin D3,
Tetrahedron Letts, 1972

Other Databases

Wikipedia
Calcitriol
KEGG ID
C01673
HMDB ID
HMDB0001903
CHEBI ID
17823
LIPIDBANK ID
VVD0285
PubChem CID
5280453
SwissLipids ID
SLM:000000475
Cayman ID
71820
PDB ID
VDX
GuidePharm ID
2779

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 457.03
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.56
Molar Refractivity 125.57

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Created at
-
Updated at
29th Jan 2024