Structure Database (LMSD)

Common Name
(22E,24E)-1alpha,26-dihydroxy-22,23,24,25-tetradehydro-27-norvitamin D3
Systematic Name
(5Z,7E,22E,24E)-(1S,3R)-27-nor-9,10-seco-5,7,10(19),22,24-cholestapentaene-1,3,26-triol
Synonyms
  • (22E,24E)-1alpha,26-dihydroxy-22,23,24,25-tetradehydro-27-norcholecalciferol
LM ID
LMST03020034
Formula
C26H38O3
Exact Mass
Calculate m/z
398.282095
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 1a-hydroxylated Vitamin D Analogues with Poly-unsaturated Side Chains,
Vitamin D, 1994

String Representations

InChiKey (Click to copy)
MHARGIPBZQIOAO-JNMOAVOJSA-N
InChi (Click to copy)
InChI=1S/C26H38O3/c1-18(8-5-4-6-15-27)23-12-13-24-20(9-7-14-26(23,24)3)10-11-21-16-22(28)17-25(29)19(21)2/h4-6,8,10-11,18,22-25,27-29H,2,7,9,12-17H2,1,3H3/b6-4+,8-5+,20-10+,21-11-/t18-,22-,23-,24+,25+,26-/m1/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=C/CO)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0036
PubChem CID
9547294

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 3
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 434.45
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 5.73
Molar Refractivity 120.77

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Created at
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Updated at
29th Jan 2024