Structure Database (LMSD)

H H HO OH OH
Common Name
(20S)-20-butyl-1alpha,25-dihydroxy-16,17-didehydro-21-norvitamin D3
Systematic Name
(5Z,7E,)-(1S,3R,20S)-20-butyl-21-nor-9,10-seco-5,7,10(19),16-cholestatetraene-1,3,25-triol
Synonyms
  • (20S)-20-butyl-1alpha,25-dihydroxy-16,17-didehydro-21-norcholecalciferol
LM ID
LMST03020584
Formula
C30H48O3
Exact Mass
Calculate m/z
456.360345
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D3 and derivatives [ST0302]

String Representations

InChiKey (Click to copy)
GAIZWYMJJFMVOE-AGOBEQGJSA-N
InChi (Click to copy)
InChI=1S/C30H48O3/c1-6-7-10-22(11-8-17-29(3,4)33)26-15-16-27-23(12-9-18-30(26,27)5)13-14-24-19-25(31)20-28(32)21(24)2/h13-15,22,25,27-28,31-33H,2,6-12,16-20H2,1,3-5H3/b23-13+,24-14-/t22-,25+,27-,28-,30+/m0/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC=C([C@](CCCC)([H])CCCC(O)(C)C)[C@@]3(C)CCC\2)/C[C@@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Imported from LipidBank, likely synthetic

Other Databases

LIPIDBANK ID
VVD0685
PubChem CID
9547679

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 3
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 506.29
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 7.65
Molar Refractivity 139.40

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Created at
-
Updated at
18th Jan 2024