Structure Database (LMSD)

Common Name
(17E)-1alpha,25-dihydroxy-26,27-dimethyl-17,20,22,22,23,23-hexadehydro-24a-homovitamin D3
Systematic Name
(5Z,7E,17E)-(1S,3R)-26,27-dimethyl-24a-homo-9,10-seco-5,7,10(19),17(20)-cholestatetraen-22-yne-1,3,25-triol
Synonyms
  • (17E)-1alpha,25-dihydroxy-26,27-dimethyl-17,20,22,22,23,23-hexadehydro-24a-homocholecalciferol
LM ID
LMST03020444
Formula
C30H44O3
Exact Mass
Calculate m/z
452.329045
Status
Curated
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)
Chemistry and Biology of 22,23-yne Analogs of Calcitriol,
Vitamin D, 1994

String Representations

InChiKey (Click to copy)
LDBKLYNYGNTNPR-DDIJZKIRSA-N
InChi (Click to copy)
InChI=1S/C30H44O3/c1-6-30(33,7-2)18-9-8-11-21(3)26-15-16-27-23(12-10-17-29(26,27)5)13-14-24-19-25(31)20-28(32)22(24)4/h13-14,25,27-28,31-33H,4,6-7,9-10,12,15-20H2,1-3,5H3/b23-13+,24-14-,26-21+/t25-,27+,28+,29-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC/C(=C(/C)\C#CCCC(O)(CC)CC)/[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0534
PubChem CID
9547550

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 3
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 501.01
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 7.02
Molar Refractivity 138.01

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Created at
-
Updated at
30th May 2022