Structure Database (LMSD)

Common Name
1alpha,2alpha,25-trihydroxy-19-norvitamin D3
Systematic Name
(7E)-(1R,2S,3R)-19-nor-9,10-seco-5,7-cholestadiene-1,2,3,25-tetrol
Synonyms
  • 1alpha,2alpha,25-trihydroxy-19-norcholecalciferolcholecalciferol
LM ID
LMST03020547
Formula
C26H44O4
Exact Mass
Calculate m/z
420.32396
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 activity of 2-hydroxy and 2-alkoxy analogs of 1 alpha,25-dihydroxy-19-norvitamin D3.,
J Med Chem, 1994
Pubmed ID: 7966133

String Representations

InChiKey (Click to copy)
CAGYDFRJDSWOLS-YUAOTPKASA-N
InChi (Click to copy)
InChI=1S/C26H44O4/c1-17(7-5-13-25(2,3)30)20-11-12-21-19(8-6-14-26(20,21)4)10-9-18-15-22(27)24(29)23(28)16-18/h9-10,17,20-24,27-30H,5-8,11-16H2,1-4H3/b18-9-,19-10+/t17-,20-,21+,22-,23-,24+,26-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)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]1O

Other Databases

LIPIDBANK ID
VVD0648
PubChem CID
9547650

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 451.16
Topological Polar Surface Area 80.92
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 5.65
Molar Refractivity 122.95

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Created at
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Updated at
23rd Jan 2024