Structure Database (LMSD)

Common Name
1alpha-hydroxy-20-oxo-19,22,23,24,25,26,27-heptanorvitamin D3
Systematic Name
(7E)-(1R,3R)-1,3-dihydroxy-19-nor-9,10-seco-5,7-pregnadien-20-one
Synonyms
  • 1alpha-hydroxy-20-oxo-19,22,23,24,25,26,27-heptanorcholecalciferol
LM ID
LMST03020604
Formula
C20H30O3
Exact Mass
Calculate m/z
318.219495
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)
20-Oxopregnacalciferols: Vitamin D compounds that bind the progesterone receptor,
Tetrahedron Letts, 1994

String Representations

InChiKey (Click to copy)
LFQIIUCENFEIBJ-AFYYASCASA-N
InChi (Click to copy)
InChI=1S/C20H30O3/c1-13(21)18-7-8-19-15(4-3-9-20(18,19)2)6-5-14-10-16(22)12-17(23)11-14/h5-6,16-19,22-23H,3-4,7-12H2,1-2H3/b15-6+/t16-,17-,18-,19+,20-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C/C(=C\C=C2\[C@]3([H])CC[C@@](C(C)=O)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0001
PubChem CID
9547697

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 3
Aromatic Rings 0
Rotatable Bonds 2
Van der Waals Molecular Volume 335.93
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 4.12
Molar Refractivity 91.91

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Created at
-
Updated at
31st Mar 2022