Structure Database (LMSD)

Common Name
2alpha-methyl-3-epi-20-epi-1beta,25-dihydroxyvitamin D3
Systematic Name
(5Z,7E)-(1R,2S,3S,20S)-2-methyl-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 2alpha-methyl-3-epi-20-epi-1beta,25-dihydroxycholecalciferol
LM ID
LMST03020361
Formula
C28H46O3
Exact Mass
Calculate m/z
430.344695
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)
Synthesis and biological activity of 2-methyl-20-epi analogues of 1 alpha,25-dihydroxyvitamin D3.,
Bioorg Med Chem Lett, 1998
Pubmed ID: 9873502

String Representations

InChiKey (Click to copy)
PSWKLSOBPNHZSY-FNBZWMOKSA-N
InChi (Click to copy)
InChI=1S/C28H46O3/c1-18(9-7-15-27(4,5)31)23-13-14-24-21(10-8-16-28(23,24)6)11-12-22-17-25(29)20(3)26(30)19(22)2/h11-12,18,20,23-26,29-31H,2,7-10,13-17H2,1,3-6H3/b21-11+,22-12-/t18-,20-,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@@]([H])([C@@]3(C)CCC\2)[C@@]([H])(C)CCCC(O)(C)C)/C[C@H](O)[C@@H]1C

Other Databases

LIPIDBANK ID
VVD0445
PubChem CID
5283789

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 474.33
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.81
Molar Refractivity 130.12

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Created at
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Updated at
18th Jan 2024