Structure Database (LMSD)

Common Name
(22S)-1alpha,25-dihydroxy-22-methoxy-26,27-dimethyl-23,24-tetradehydro-20-epivitamin D3
Systematic Name
(5Z,7E)-(1S,3R,20R,22S)-26,27-dimethyl-22-methoxy-9,10-seco-5,7,10(19)-cholestatrien-23-yne-1,3,25-triol
Synonyms
  • (22S)-1alpha,25-dihydroxy-22-methoxy-26,27-dimethyl-23,24-tetradehydro-20-epicholecalciferol
LM ID
LMST03020453
Formula
Exact Mass
Calculate m/z
470.33961
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)
GUSFLJALBCPIGE-ULRJMMBRSA-N
InChi (Click to copy)
InChI=1S/C30H46O4/c1-7-30(33,8-2)17-15-28(34-6)21(4)25-13-14-26-22(10-9-16-29(25,26)5)11-12-23-18-24(31)19-27(32)20(23)3/h11-12,21,24-28,31-33H,3,7-10,13-14,16,18-19H2,1-2,4-6H3/b22-11+,23-12-/t21-,24-,25-,26+,27+,28-,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](OC)C#CC(O)(CC)CC)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0543
PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 512.44
Topological Polar Surface Area 69.92
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 6.48
Molar Refractivity 140.04

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Created at
-
Updated at
14th Apr 2022