LIPID MAPS

Structure Database (LMSD)

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Common Name

(22Z)-1alpha,25-dihydroxy-20-epivitamin D2

Systematic Name

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

Synonyms

(22Z)-1alpha,25-dihydroxy-20-epiergocalciferol

LM ID

LMST03010033

Formula

C₂₈H₄₄O₃

Exact Mass

Calculate m/z

428.329045

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

ZGLHBRQAEXKACO-HUMPOYGRSA-N

InChi (Click to copy)

InChI=1S/C28H44O3/c1-18(9-10-19(2)27(4,5)31)24-13-14-25-21(8-7-15-28(24,25)6)11-12-22-16-23(29)17-26(30)20(22)3/h9-12,18-19,23-26,29-31H,3,7-8,13-17H2,1-2,4-6H3/b10-9-,21-11+,22-12-/t18-,19+,23+,24+,25-,26-,28+/m0/s1

SMILES (Click to copy)

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

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

synthetic construct (#32630)

THE 20-EPI MODIFICATION IN THE VITAMIN D SERIES: SELECTIVE ENHANCEMENT OF "NON-CLASSICAL" RECEPTOR-MEDIATED EFFECTS,
Vitamin D, 1991

DOI: 10.1515/9783110850345-047

Other Databases

LIPIDBANK ID

VVD0375

PubChem CID

9547236

Calculated Physicochemical Properties

Heavy Atoms 31

Rings 3

Aromatic Rings 0

Rotatable Bonds 5

Van der Waals Molecular Volume 471.69

Topological Polar Surface Area 60.69

Hydrogen Bond Donors 3

Hydrogen Bond Acceptors 3

logP 6.59

Molar Refractivity 130.03

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Created at

Updated at

28th Apr 2022