Structure Database (LMSD)

Common Name
(20S)-1alpha,25-dihydroxy-20-methoxy-26,27-diethylvitamin D3
Systematic Name
(5Z,7E)-(1S,3R,20S)-20-methoxy-26,27-diethyl-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • (20S)-1alpha,25-dihydroxy-20-methoxy-26,27-diethylcholecalciferol
LM ID
LMST03020524
Formula
C32H54O4
Exact Mass
Calculate m/z
502.40221
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)
Synthesis and Biological Activity of 20-Hydroxylated Vitamin D Analogues,
Vitamin D, 1994

String Representations

InChiKey (Click to copy)
OFKPBOFYILCBHU-SYQZQBOXSA-N
InChi (Click to copy)
InChI=1S/C32H54O4/c1-7-16-32(35,17-8-2)20-10-19-31(5,36-6)29-15-14-27-24(11-9-18-30(27,29)4)12-13-25-21-26(33)22-28(34)23(25)3/h12-13,26-29,33-35H,3,7-11,14-22H2,1-2,4-6H3/b24-12+,25-13-/t26-,27+,28+,29+,30+,31+/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@](OC)(C)CCCC(O)(CCC)CCC)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0614
PubChem CID
9547628

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 3
Aromatic Rings 0
Rotatable Bonds 11
Van der Waals Molecular Volume 552.32
Topological Polar Surface Area 69.92
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 8.18
Molar Refractivity 150.80

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Created at
-
Updated at
31st May 2022