Structure Database (LMSD)

Common Name
1beta,25-dihydroxy-2beta-(3-hydroxypropoxy)vitamin D3
Systematic Name
(5Z,7E)-(1S,2R,3R)-2-(3-hydroxypropoxy)-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 1beta,25-dihydroxy-2beta-(3-hydroxypropoxy)cholecalciferol
LM ID
LMST03020478
Formula
C30H50O5
Exact Mass
Calculate m/z
490.365825
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)
Synthesis and Biological Character of 1b-Hydroxylated Vitamin D3 Analogues,
Bioorg. Med. Chem. Lett., 1994

String Representations

InChiKey (Click to copy)
FZEXGDDBXLBRTD-BVJXYISBSA-N
InChi (Click to copy)
InChI=1S/C30H50O5/c1-20(9-6-15-29(3,4)34)24-13-14-25-22(10-7-16-30(24,25)5)11-12-23-19-26(32)28(27(33)21(23)2)35-18-8-17-31/h11-12,20,24-28,31-34H,2,6-10,13-19H2,1,3-5H3/b22-11+,23-12-/t20-,24-,25+,26-,27+,28-,30-/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)CCC\2)/C[C@@H](O)[C@H]1OCCCO

Other Databases

LIPIDBANK ID
VVD0568
PubChem CID
9547582

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 3
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 526.51
Topological Polar Surface Area 90.15
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 6.80
Molar Refractivity 143.89

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Created at
-
Updated at
17th Feb 2022