Structure Database (LMSD)

Common Name
(22E,24E)-1alpha,25-dihydroxy-26,27-diethyl-22,23,24,24a-tetradehydro-24a-homovitamin D3
Systematic Name
(5Z,7E,22E,24E)-(1S,3R)-26,27-diethyl-24a-homo-9,10-seco-5,7,10(19),22,24-cholestapentaene-1,3,25-triol
Synonyms
  • (22E,24E)-1alpha,25-dihydroxy-26,27-diethyl-22,23,24,24a-tetradehydro-24a-homocholecalciferol
LM ID
LMST03020513
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)
Synthesis and Biological Activity of 1a-Hydroxylated Vitamin D3 Analogues with Hydroxylated Side Chains, Multi-Homologated in The 24- or 24,26,27-Positions,
Vitamin D, 1991

String Representations

InChiKey (Click to copy)
SIRRNXQFRZYJRQ-ZYFLEQGCSA-N
InChi (Click to copy)
InChI=1S/C32H50O3/c1-6-17-32(35,18-7-2)20-9-8-11-23(3)28-15-16-29-25(12-10-19-31(28,29)5)13-14-26-21-27(33)22-30(34)24(26)4/h8-9,11,13-14,20,23,27-30,33-35H,4,6-7,10,12,15-19,21-22H2,1-3,5H3/b11-8+,20-9+,25-13+,26-14-/t23-,27-,28-,29+,30+,31-/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/C(O)(CCC)CCC)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

CHEBI ID
168312
LIPIDBANK ID
VVD0603
PubChem CID
9547617

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 3
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 538.25
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 8.07
Molar Refractivity 148.47

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Created at
-
Updated at
31st May 2022