Structure Database (LMSD)

Common Name
1alpha,25-dihydroxy-26,27-dimethyl-22,22,23,23-tetradehydro-24a,24b,24c-trihomo-20-epivitamin D3
Systematic Name
(5Z,7E)-(1S,3R,20R)-26,27-dimethyl-24a,24b,24c-trihomo-9,10-seco-5,7,10(19)-cholestatrien-22-yne-1,3,25-triol
Synonyms
  • 1alpha,25-dihydroxy-26,27-dimethyl-22,22,23,23-tetradehydro-24a,24b,24c-trihomo-20-epicholecalciferol
LM ID
LMST03020514
Formula
C32H50O3
Exact Mass
Calculate m/z
482.375995
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)
LZGFBUOYACLMKX-HTPMONNOSA-N
InChi (Click to copy)
InChI=1S/C32H50O3/c1-6-32(35,7-2)20-11-9-8-10-13-23(3)28-17-18-29-25(14-12-19-31(28,29)5)15-16-26-21-27(33)22-30(34)24(26)4/h15-16,23,27-30,33-35H,4,6-9,11-12,14,17-22H2,1-3,5H3/b25-15+,26-16-/t23-,27+,28+,29-,30-,31+/m0/s1
SMILES (Click to copy)
[C@@H]1(O)C(=C)/C(=C\C=C2\[C@]3([H])CC[C@@]([C@@]([H])(C)C#CCCCCC(O)(CC)CC)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0604
PubChem CID
9547618

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 3
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 538.25
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 7.74
Molar Refractivity 147.20

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Created at
-
Updated at
31st May 2022