Structure Database (LMSD)

H H HO OH OH
Common Name
25-hydroxy-1alpha-hydroxymethyl-16,17-didehydrovitamin D3
Systematic Name
(5Z,7E)-(1S,3S)-1-hydroxymethyl-9,10-seco-5,7,10(19),16-cholestatetraene-3,25-diol
Synonyms
  • 25-hydroxy-1alpha-hydroxymethyl-16,17-didehydrocholecalciferol
LM ID
LMST03020578
Formula
C28H44O3
Exact Mass
Calculate m/z
428.329045
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D3 and derivatives [ST0302]

String Representations

InChiKey (Click to copy)
JNBGYZYYEKQSKW-OMCPHXNLSA-N
InChi (Click to copy)
InChI=1S/C28H44O3/c1-19(8-6-14-27(3,4)31)25-12-13-26-21(9-7-15-28(25,26)5)10-11-22-16-24(30)17-23(18-29)20(22)2/h10-12,19,23-24,26,29-31H,2,6-9,13-18H2,1,3-5H3/b21-10+,22-11-/t19-,23-,24-,26+,28-/m1/s1
SMILES (Click to copy)
[C@@H]1(CO)C(=C)/C(=C\C=C2\[C@]3([H])CC=C([C@@](C)([H])CCCC(O)(C)C)[C@@]3(C)CCC\2)/C[C@@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
Imported from LipidBank, likely synthetic

Other Databases

LIPIDBANK ID
VVD0679
PubChem CID
9547673

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 3
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 471.69
Topological Polar Surface Area 60.69
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 3
logP 6.73
Molar Refractivity 130.10

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Created at
-
Updated at
23rd Jan 2024