Structure Database (LMSD)

Common Name
25-dihydroxy-19-nor-3-epivitamin D3
Systematic Name
(7E)-(3R)-19-nor-9,10-seco-5,7-cholestadiene-3,25-diol
Synonyms
  • 25-dihydroxy-19-nor-3-epicholecalciferol
LM ID
LMST03020564
Formula
C26H44O2
Exact Mass
Calculate m/z
388.33413
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)
Singly dehydroxylated A-ring analogues of 19-nor-1alpha,25-dihydroxyvitamin D3 and 19-nor-22-oxa-1alpha,25-dihydroxyvitamin D3: novel vitamin D3 analogues with potent transcriptional activity but extremely low affinity for vitamin D receptor.,
Biol Pharm Bull, 1998
Pubmed ID: 9881643

String Representations

InChiKey (Click to copy)
LJMDYVKRZKWSKK-ICYJSZSXSA-N
InChi (Click to copy)
InChI=1S/C26H44O2/c1-19(8-6-16-25(2,3)28)23-14-15-24-21(10-7-17-26(23,24)4)13-12-20-9-5-11-22(27)18-20/h12-13,19,22-24,27-28H,5-11,14-18H2,1-4H3/b20-12+,21-13+/t19-,22-,23-,24+,26-/m1/s1
SMILES (Click to copy)
C1C/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
VVD0665
PubChem CID
9547659

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 433.58
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 7.14
Molar Refractivity 119.15

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Created at
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Updated at
23rd Jan 2024