Structure Database (LMSD)

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

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

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

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