Structure Database (LMSD)

Common Name
1beta-hydroxyvitamin D3
Systematic Name
(5Z,7E)-(1R,3R)-9,10-seco-5,7,10(19)-cholestatriene-1,3-diol
Synonyms
  • 1beta-hydroxycholecalciferol
LM ID
LMST03020235
Formula
C27H44O2
Exact Mass
Calculate m/z
400.334131
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)
Conformational equilibria in vitamin D. Synthesis of 1beta-hydroxyvitamin D3.,
J Org Chem, 1977
Pubmed ID: 915580

String Representations

InChiKey (Click to copy)
OFHCOWSQAMBJIW-FLFCXVRSSA-N
InChi (Click to copy)
InChI=1S/C27H44O2/c1-18(2)8-6-9-19(3)24-13-14-25-21(10-7-15-27(24,25)5)11-12-22-16-23(28)17-26(29)20(22)4/h11-12,18-19,23-26,28-29H,4,6-10,13-17H2,1-3,5H3/b21-11+,22-12-/t19-,23-,24-,25+,26-,27-/m1/s1
SMILES (Click to copy)
[C@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([H])([C@@]3(C)CCC\2)[C@]([H])(C)CCCC(C)C)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0262
PubChem CID
5283720

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 448.24
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 7.16
Molar Refractivity 123.60

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Created at
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Updated at
1st Dec 2023