LIPID MAPS

Structure Database (LMSD)

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Common Name

(22R)-1alpha,22,25-trihydroxy-20-epivitamin D3

Systematic Name

(5Z,7E)-(1S,3R,20R,22R)-9,10-seco-5,7,10(19)-cholestatriene-1,3,22,25-tetrol

Synonyms

(22R)-1alpha,22,25-trihydroxy-20-epicholecalciferol

LM ID

LMST03020291

Formula

C₂₇H₄₄O₄

Exact Mass

Calculate m/z

432.32396

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

MIKXPDZBDRLVDI-WREGPAIFSA-N

InChi (Click to copy)

InChI=1S/C27H44O4/c1-17-20(15-21(28)16-25(17)30)9-8-19-7-6-13-27(5)22(10-11-23(19)27)18(2)24(29)12-14-26(3,4)31/h8-9,18,21-25,28-31H,1,6-7,10-16H2,2-5H3/b19-8+,20-9-/t18-,21-,22-,23+,24-,25+,27-/m1/s1

SMILES (Click to copy)

[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([H])([C@@]3(C)CCC\2)[C@@]([H])(C)[C@H](O)CCC(O)(C)C)/C[C@@H](O)C1

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

Other Databases

LIPIDBANK ID

VVD0318

PubChem CID

5283755

Calculated Physicochemical Properties

Heavy Atoms 31

Rings 3

Aromatic Rings 0

Rotatable Bonds 6

Van der Waals Molecular Volume 465.82

Topological Polar Surface Area 80.92

Hydrogen Bond Donors 4

Hydrogen Bond Acceptors 4

logP 5.82

Molar Refractivity 127.48

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Created at

Updated at

14th Apr 2022