Structure Database (LMSD)

Common Name
22-ethyl-1alpha,22-dihydroxy-25,26,27-trinorvitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-22-ethyl-9,10-seco-5,7,10(19)-cholatriene-1,3,22-triol
Synonyms
  • 22-ethyl-1alpha,22-dihydroxy-25,26,27-trinorcholecalciferol
LM ID
LMST03020255
Formula
C26H42O3
Exact Mass
Calculate m/z
402.313395
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)
Induction of monocytic differentiation of HL-60 cells by 1,25-dihydroxyvitamin D analogs.,
J Biol Chem, 1987
Pubmed ID: 3477545

String Representations

InChiKey (Click to copy)
FRMUDWLFLJYYHY-MCXHBHPASA-N
InChi (Click to copy)
InChI=1S/C26H42O3/c1-6-26(29,7-2)18(4)22-12-13-23-19(9-8-14-25(22,23)5)10-11-20-15-21(27)16-24(28)17(20)3/h10-11,18,21-24,27-29H,3,6-9,12-16H2,1-2,4-5H3/b19-10+,20-11-/t18-,21+,22+,23-,24-,25+/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(O)(CC)CC)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0282
PubChem CID
9547436

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 3
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 439.73
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.17
Molar Refractivity 120.96

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Created at
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Updated at
17th Feb 2022