Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-26,27-dimethyl-20,21,22,22,23,23-hexadehydrovitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-26,27-dimethyl-9,10-seco-5,7,10(19),20-cholestatetraen-22-yne-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-26,27-dimethyl-20,21,22,22,23,23-hexadehydrocholecalciferol
LM ID
LMST03020392
Formula
C29H42O3
Exact Mass
Calculate m/z
438.313395
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)
Chemistry and Biology of 22,23-yne Analogs of Calcitriol,
Vitamin D, 1994

String Representations

InChiKey (Click to copy)
ZBTUTZDSETXDGA-AWAPJYPXSA-N
InChi (Click to copy)
InChI=1S/C29H42O3/c1-6-29(32,7-2)17-8-10-20(3)25-14-15-26-22(11-9-16-28(25,26)5)12-13-23-18-24(30)19-27(31)21(23)4/h12-13,24-27,30-32H,3-4,6-7,9,11,14-19H2,1-2,5H3/b22-12+,23-13-/t24-,25-,26+,27+,28-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@](C(=C)C#CCC(O)(CC)CC)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
169404
LIPIDBANK ID
VVD0476
PubChem CID
9547501

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 3
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 483.71
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.49
Molar Refractivity 133.33

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Created at
-
Updated at
31st May 2022