Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-26,27-dinorvitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-26,27-dinor-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-26,27-dinorcholecalciferol
LM ID
LMST03020028
Formula
C25H40O3
Exact Mass
Calculate m/z
388.297745
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)
Induction of monocytic differentiation of HL-60 cells by 1,25-dihydroxyvitamin D analogs.,
J Biol Chem, 1987
Pubmed ID: 3477545

String Representations

InChiKey (Click to copy)
FTJKPFGKYIIGLG-COOBJOAZSA-N
InChi (Click to copy)
InChI=1S/C25H40O3/c1-17(7-4-5-14-26)22-11-12-23-19(8-6-13-25(22,23)3)9-10-20-15-21(27)16-24(28)18(20)2/h9-10,17,21-24,26-28H,2,4-8,11-16H2,1,3H3/b19-9+,20-10-/t17-,21-,22-,23+,24+,25-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCCO)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0029
PubChem CID
9547288

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 422.43
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 5.78
Molar Refractivity 116.34

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Created at
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Updated at
19th Jan 2022