Structure Database (LMSD)

Common Name
(20S)-1alpha,20,25-trihydroxy-26,27-diethylvitamin D3
Systematic Name
(5Z,7E)-(1S,3R,20S)-26,27-diethyl-9,10-seco-5,7,10(19)-cholestatriene-1,3,20,25-tetrol
Synonyms
  • (20S)-1alpha,20,25-trihydroxy-26,27-diethylcholecalciferol
LM ID
LMST03020506
Formula
C31H52O4
Exact Mass
Calculate m/z
488.38656
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)
QSFGCVTYSFFQGG-DXXPWSIZSA-N
InChi (Click to copy)
InChI=1S/C31H52O4/c1-6-15-31(35,16-7-2)19-9-18-30(5,34)28-14-13-26-23(10-8-17-29(26,28)4)11-12-24-20-25(32)21-27(33)22(24)3/h11-12,25-28,32-35H,3,6-10,13-21H2,1-2,4-5H3/b23-11+,24-12-/t25-,26+,27+,28+,29+,30+/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@](O)(C)CCCC(O)(CCC)CCC)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0596
PubChem CID
9547610

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 3
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 535.02
Topological Polar Surface Area 80.92
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 7.53
Molar Refractivity 146.01

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Created at
-
Updated at
31st May 2022