Structure Database (LMSD)

Common Name
25-hydroxy-26,27-dimethylvitamin D3
Systematic Name
(5Z,7E)-(3S)-26,27-dimethyl-9,10-seco-5,7,10(19)-cholestatriene-3,25-diol
Synonyms
  • 25-hydroxy-26,27-dimethylcholecalciferol
LM ID
LMST03020416
Formula
C29H48O2
Exact Mass
Calculate m/z
428.365431
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 26,27-dialkyl analogues of 1 alpha,25-dihydroxyvitamin D3.,
Chem Pharm Bull (Tokyo), 1988
Pubmed ID: 3240463

String Representations

InChiKey (Click to copy)
BEYPISLTPLVAJI-YELRADRNSA-N
InChi (Click to copy)
InChI=1S/C29H48O2/c1-6-29(31,7-2)19-8-10-22(4)26-16-17-27-23(11-9-18-28(26,27)5)13-14-24-20-25(30)15-12-21(24)3/h13-14,22,25-27,30-31H,3,6-12,15-20H2,1-2,4-5H3/b23-13+,24-14-/t22-,25+,26-,27+,28-/m1/s1
SMILES (Click to copy)
C1C(=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

CHEBI ID
166751
LIPIDBANK ID
VVD0506
PubChem CID
9547523

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 482.84
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 8.09
Molar Refractivity 132.91

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Created at
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Updated at
26th Mar 2024