Structure Database (LMSD)

Common Name
11alpha-ethyl-1alpha,25-dihydroxyvitamin D3
Systematic Name
(5Z,7E)-(1S,3R,11S)-11-ethyl-9,10-seco-5,7,10(19)-cholestatriene-1,3,25-triol
Synonyms
  • 11alpha-ethyl-1alpha,25-dihydroxycholecalciferol
LM ID
LMST03020419
Formula
C29H48O3
Exact Mass
Calculate m/z
444.360345
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)
Structure function analysis of vitamin D analogs with C-ring modifications.,
J Biol Chem, 1992
Pubmed ID: 1310680

String Representations

InChiKey (Click to copy)
BNJQRWCYMKFGNS-AOFGDPGASA-N
InChi (Click to copy)
InChI=1S/C29H48O3/c1-7-21-15-23(11-10-22-16-24(30)17-27(31)20(22)3)26-13-12-25(29(26,6)18-21)19(2)9-8-14-28(4,5)32/h10-11,19,21,24-27,30-32H,3,7-9,12-18H2,1-2,4-6H3/b22-10-,23-11+/t19-,21+,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])CCCC(O)(C)C)([H])[C@@]3(C)C[C@@H](CC)C\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
191269
LIPIDBANK ID
VVD0509
PubChem CID
9547526

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 3
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 491.63
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 7.20
Molar Refractivity 134.74

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Created at
-
Updated at
14th Apr 2022