Structure Database (LMSD)

Common Name
1alpha-hydroxy-21-nor-20-oxavitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-21-nor-20-oxa-9,10-seco-5,7,10(19)-cholestatriene-1,3-diol
Synonyms
  • 1alpha-hydroxy-21-nor-20-oxacholecalciferol
LM ID
LMST03020026
Formula
C25H40O3
Exact Mass
Calculate m/z
388.297745
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)
Synthetic studies of vitamin D analogues. X. Synthesis and biological activities of 1 alpha,25-dihydroxy-21-norvitamin D3.,
Chem Pharm Bull (Tokyo), 1992
Pubmed ID: 1319286

String Representations

InChiKey (Click to copy)
QWGDZWGWMIPRQO-CFNSAOOPSA-N
InChi (Click to copy)
InChI=1S/C25H40O3/c1-17(2)7-6-14-28-24-12-11-22-19(8-5-13-25(22,24)4)9-10-20-15-21(26)16-23(27)18(20)3/h9-10,17,21-24,26-27H,3,5-8,11-16H2,1-2,4H3/b19-9+,20-10-/t21-,22+,23+,24+,25+/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@](OCCCC(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
178015
LIPIDBANK ID
VVD0027
PubChem CID
9547286

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 422.43
Topological Polar Surface Area 49.69
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.48
Molar Refractivity 117.07

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Created at
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Updated at
23rd Jan 2024