Structure Database (LMSD)

H H HO OH OH
Common Name
25-hydroxy-1beta-hydroxymethyl-26,27-dimethyl-16,17-didehydro-3-epivitamin D3
Systematic Name
(5Z,7E)-(1R,3R)-1-hydroxymethyl-26,27-dimethyl-9,10-seco-5,7,10(19),16-cholestatetraene-3,25-diol
Synonyms
  • 25-hydroxy-1beta-hydroxymethyl-26,27-dimethyl-16,17-didehydro-3-epicholecalciferol
LM ID
LMST03020581
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)
SJYYYLWRBNUXAW-PWXWANPYSA-N
InChi (Click to copy)
InChI=1S/C30H48O3/c1-6-30(33,7-2)17-8-10-21(3)27-14-15-28-23(11-9-16-29(27,28)5)12-13-24-18-26(32)19-25(20-31)22(24)4/h12-14,21,25-26,28,31-33H,4,6-11,15-20H2,1-3,5H3/b23-12+,24-13-/t21-,25+,26+,28+,29-/m1/s1
SMILES (Click to copy)
[C@H]1(CO)C(=C)/C(=C\C=C2\[C@]3([H])CC=C([C@@](C)([H])CCCC(O)(CC)CC)[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
VVD0682
PubChem CID
9547676

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 7.51
Molar Refractivity 139.33

Admin

Created at
-
Updated at
22nd Jan 2024