Structure Database (LMSD)

O H HO OH H HO
Common Name
1alpha-hydroxy-18-(5-hydroxy-5-methyl-2-hexynyloxy)-23,24,25,26,27-pentanorvitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-18-(5-hydroxy-5-methyl-2-hexynyloxy)-23,24-dinor-9,10-seco-5,7,10(19)-cholatriene-1,3-diol
Synonyms
  • 1alpha-hydroxy-18-(5-hydroxy-5-methyl-2-hexynyloxy)-23,24,25,26,27-pentanorcholecalciferol
LM ID
LMST03020593
Formula
C29H44O4
Exact Mass
Calculate m/z
456.32396
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)
VCLPJMLQLXISEJ-LTNBWTJJSA-N
InChi (Click to copy)
InChI=1S/C29H44O4/c1-20(2)25-12-13-26-22(10-11-23-17-24(30)18-27(31)21(23)3)9-8-15-29(25,26)19-33-16-7-6-14-28(4,5)32/h10-11,20,24-27,30-32H,3,8-9,12-19H2,1-2,4-5H3/b22-10+,23-11-/t24-,25-,26+,27+,29+/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@](C(C)C)([H])[C@@]3(COCC#CCC(O)(C)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
VVD0695
PubChem CID
9547688

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 495.14
Topological Polar Surface Area 69.92
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 6.37
Molar Refractivity 135.92

Admin

Created at
-
Updated at
17th Jan 2024