Structure Database (LMSD)

Common Name
(1S)-25-hydroxy-1-(hydroxymethyl)vitamin D3
Systematic Name
(5Z,7E)-(1S,3S)-1-(hydroxymethyl)-9,10-seco-5,7,10(19)-cholestatriene-3,25-diol
Synonyms
  • (1S)-25-hydroxy-1-(hydroxymethyl)cholecalciferol
LM ID
LMST03020341
Formula
C28H46O3
Exact Mass
Calculate m/z
430.344696
Status
Curated
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)
New vitamin D3 derivatives with unexpected antiproliferative activity: 1-(hydroxymethyl)-25-hydroxyvitamin D3 homologs.,
J Med Chem, 1992
Pubmed ID: 1324319

String Representations

InChiKey (Click to copy)
PHNIFGLIGXOIQV-PNPXQVCKSA-N
InChi (Click to copy)
InChI=1S/C28H46O3/c1-19(8-6-14-27(3,4)31)25-12-13-26-21(9-7-15-28(25,26)5)10-11-22-16-24(30)17-23(18-29)20(22)2/h10-11,19,23-26,29-31H,2,6-9,12-18H2,1,3-5H3/b21-10+,22-11-/t19-,23-,24-,25-,26+,28-/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)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0425
PubChem CID
6438752

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 474.33
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.81
Molar Refractivity 130.12

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Created at
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Updated at
19th Jan 2024