Structure Database (LMSD)

H HO OH OH O O H H
Common Name
11-(4-acetoxymethylphenyl)-1alpha,25-dihydroxy-9,11-didehydrovitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-11-(4-acetoxymethylphenyl)-9,10-seco-5,7,9(11),10(19)-cholestatetraene-1,3,25-triol
Synonyms
  • 11-(4-acetoxymethylphenyl)-1alpha,25-dihydroxy-9,11-didehydrocholecalciferol
LM ID
LMST03020539
Formula
C36H50O5
Exact Mass
Calculate m/z
562.365825
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)
SNTZJXQDBRAJSJ-QKZVOMOWSA-N
InChi (Click to copy)
InChI=1S/C36H50O5/c1-23(8-7-17-35(4,5)40)32-15-16-33-29(14-13-28-19-31(38)20-34(39)24(28)2)18-30(21-36(32,33)6)27-11-9-26(10-12-27)22-41-25(3)37/h9-14,18,23,31-34,38-40H,2,7-8,15-17,19-22H2,1,3-6H3/b28-13-,29-14+/t23-,31-,32-,33+,34+,36-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCCC(O)(C)C)([H])[C@@]3(C)CC(C3C=CC(COC(=O)C)=CC=3)=C\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
VVD0631
PubChem CID
9547643

Calculated Physicochemical Properties

Heavy Atoms 41
Rings 4
Aromatic Rings 1
Rotatable Bonds 10
Van der Waals Molecular Volume 593.85
Topological Polar Surface Area 86.99
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 7.93
Molar Refractivity 166.23

Admin

Created at
-
Updated at
7th Apr 2022