Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-26,27-dimethylvitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-26,27-dimethyl-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-26,27-dimethylcholecalciferol
LM ID
LMST03020420
Formula
C29H48O3
Exact Mass
Calculate m/z
444.360346
Status
Curated
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)
Synthesis of 1 alpha,25-dihydroxy-26,27-dimethylvitamin D3, a highly active analogue of 1 alpha,25-dihydroxyvitamin D3.,
Chem Pharm Bull (Tokyo), 1985
Pubmed ID: 3839441

String Representations

InChiKey (Click to copy)
SVILWCIGEZESEP-KBNXZVMKSA-N
InChi (Click to copy)
InChI=1S/C29H48O3/c1-6-29(32,7-2)17-8-10-20(3)25-14-15-26-22(11-9-16-28(25,26)5)12-13-23-18-24(30)19-27(31)21(23)4/h12-13,20,24-27,30-32H,4,6-11,14-19H2,1-3,5H3/b22-12+,23-13-/t20-,24-,25-,26+,27+,28-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCC(O)(CC)CC)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0510
PubChem CID
9547527

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 3
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 491.63
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 7.34
Molar Refractivity 134.81

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Created at
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Updated at
26th Mar 2024