Structure Database (LMSD)

Common Name
(22S)-1alpha,22,25-trihydroxy-23,24-tetradehydro-24a,24b-dihomo-20-epivitamin D3
Systematic Name
(5Z,7E)-(1S,3R,20R,22S)-24a,24b-dihomo-9,10-seco-5,7,10(19)-cholestatrien-23-yne-1,3,22,25-tetrol
Synonyms
  • (22S)-1alpha,22,25-trihydroxy-23,24-tetradehydro-24a,24b-dihomo-20-epicholecalciferol
LM ID
LMST03020400
Formula
Exact Mass
Calculate m/z
456.32396
Status
Active

Classification

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Chemistry and Biology of Highly Active 22-Oxy Analogs of 20-Epi Calcitriol with very low Binding Affinity to the Vitaamin D Receptor

String Representations

InChiKey (Click to copy)
ULVPOFJOULFKJV-CPVFFCQCSA-N
InChi (Click to copy)
InChI=1S/C29H44O4/c1-19-22(17-23(30)18-27(19)32)12-11-21-9-8-16-29(5)24(13-14-25(21)29)20(2)26(31)10-6-7-15-28(3,4)33/h11-12,20,23-27,30-33H,1,7-9,13-18H2,2-5H3/b21-11+,22-12-/t20-,23-,24-,25+,26-,27+,29-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@](C)([H])[C@H](O)C#CCCC(O)(C)C)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0484
PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 3
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 495.14
Topological Polar Surface Area 80.92
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 5.82
Molar Refractivity 135.25

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Created at
-
Updated at
14th Apr 2022