Structure Database (LMSD)

Common Name
1alpha,23-dihydroxy-24,25,26,27-tetranorvitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-24-nor-9,10-seco-5,7,10(19)-cholatriene-1,3,23-triol
Synonyms
  • 1alpha,23-dihydroxy-24,25,26,27-tetranorcholecalciferol
LM ID
LMST03020020
Formula
C23H36O3
Exact Mass
Calculate m/z
360.266445
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)
QKSLGXKBRJBRQD-NKLFQLIUSA-N
InChi (Click to copy)
InChI=1S/C23H36O3/c1-15(10-12-24)20-8-9-21-17(5-4-11-23(20,21)3)6-7-18-13-19(25)14-22(26)16(18)2/h6-7,15,19-22,24-26H,2,4-5,8-14H2,1,3H3/b17-6+,18-7-/t15-,19-,20-,21+,22+,23-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@](C)([H])CCO)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
47818
LIPIDBANK ID
VVD0021
PubChem CID
9547280
SwissLipids ID
SLM:000000480

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 3
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 387.83
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 5.00
Molar Refractivity 107.11

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Created at
-
Updated at
21st Nov 2023