Structure Database (LMSD)

HO OH O HO H H
Common Name
1alpha-hydroxy-18-[m-(1-hydroxy-1-methylethyl)-benzyloxy]-23,24,25,26,27-pentanorvitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-18-[m-(1-hydroxy-1-methylethyl)-benzyloxy]-23,24-dinor-9,10-seco-5,7,10(19)-cholatriene-1,3-diol
Synonyms
  • 1alpha-hydroxy-18-[m-(1-hydroxy-1-methylethyl)-benzyloxy]-23,24,25,26,27-pentanorcholecalciferol
LM ID
LMST03020589
Formula
C32H46O4
Exact Mass
Calculate m/z
494.33961
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)
DCJPEAWYVMNRFH-MQWPUCTCSA-N
InChi (Click to copy)
InChI=1S/C32H46O4/c1-21(2)28-13-14-29-24(11-12-25-17-27(33)18-30(34)22(25)3)9-7-15-32(28,29)20-36-19-23-8-6-10-26(16-23)31(4,5)35/h6,8,10-12,16,21,27-30,33-35H,3,7,9,13-15,17-20H2,1-2,4-5H3/b24-11+,25-12-/t27-,28-,29+,30+,32+/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(COCC3C=C(C(O)(C)C)C=CC=3)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
VVD0691
PubChem CID
9547684

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 4
Aromatic Rings 1
Rotatable Bonds 7
Van der Waals Molecular Volume 521.14
Topological Polar Surface Area 69.92
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 7.07
Molar Refractivity 146.75

Admin

Created at
-
Updated at
17th Jan 2024