Structure Database (LMSD)

Common Name
1alpha-hydroxy-22-[3-(1-hydroxy-1-methylethyl)phenyl]-23,24,25,26,27-pentanorvitamin D3
Systematic Name
(5Z,7E)-(1S,3R)-22-[3-(1-hydroxy-1-methylethyl)phenyl]-23,24-dinor-9,10-seco-5,7,10(19)-cholatriene-1,3-diol
Synonyms
  • 1alpha-hydroxy-22-[3-(1-hydroxy-1-methylethyl)phenyl]-23,24,25,26,27-pentanorcholecalciferol
LM ID
LMST03020479
Formula
C31H44O3
Exact Mass
Calculate m/z
464.329045
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)
AROCALCIFEROLS: A NEW CLASS OF SIDE-CHAIN ANALOGS OF l,25(OH)2D3,
Vitamin D, 1991

String Representations

InChiKey (Click to copy)
PGFVHPGYHAXPEU-UJBFZSSVSA-N
InChi (Click to copy)
InChI=1S/C31H44O3/c1-20(16-22-8-6-10-25(17-22)30(3,4)34)27-13-14-28-23(9-7-15-31(27,28)5)11-12-24-18-26(32)19-29(33)21(24)2/h6,8,10-12,17,20,26-29,32-34H,2,7,9,13-16,18-19H2,1,3-5H3/b23-11+,24-12-/t20-,26-,27-,28+,29+,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])CC4C=C(C(O)(C)C)C=CC=4)([H])[C@@]3(C)CCC\2)/C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0569
PubChem CID
9547583

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 4
Aromatic Rings 1
Rotatable Bonds 5
Van der Waals Molecular Volume 495.05
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.81
Molar Refractivity 140.30

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Created at
-
Updated at
30th Mar 2022