Structure Database (LMSD)

Common Name
1alpha-hydroxy-20-oxo-22,23,24,25,26,27-hexanorvitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-1,3-dihydroxy-9,10-seco-5,7,10(19)-pregnatrien-20-one
Synonyms
  • 1alpha-hydroxy-20-oxo-22,23,24,25,26,27-hexanorcholecalciferol
LM ID
LMST03020003
Formula
C21H30O3
Exact Mass
Calculate m/z
330.219495
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)
FHZGCRJITJMPKK-KDXKAPNISA-N
InChi (Click to copy)
InChI=1S/C21H30O3/c1-13-16(11-17(23)12-20(13)24)7-6-15-5-4-10-21(3)18(14(2)22)8-9-19(15)21/h6-7,17-20,23-24H,1,4-5,8-12H2,2-3H3/b15-6+,16-7-/t17-,18-,19+,20+,21-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=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
VVD0003
PubChem CID
9547263

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 3
Aromatic Rings 0
Rotatable Bonds 2
Van der Waals Molecular Volume 350.59
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 4.29
Molar Refractivity 96.43

Admin

Created at
-
Updated at
31st Mar 2022