Structure Database (LMSD)

Common Name
Toxisterol3 R1
Systematic Name
(7E)-(3S)-9,10-seco-5(10),7-cholestadien-3-ol
Synonyms
  • 6,19-dihydrovitamin D3
  • 6,19-dihydrocholecalciferol
LM ID
LMST03020308
Formula
C27H46O
Exact Mass
Calculate m/z
386.354865
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)
The “overirradiation products” of previtamin D and tachysterol: Toxisterols,
J. R. Neth. Chem. Soc., 1977

String Representations

InChiKey (Click to copy)
FYVXLKBEXSTYTK-HONSXLCOSA-N
InChi (Click to copy)
InChI=1S/C27H46O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h12,19,21,24-26,28H,6-11,13-18H2,1-5H3/b22-12+/t21-,24+,25-,26+,27-/m1/s1
SMILES (Click to copy)
C1C(C)=C(C/C=C2/[C@]3([H])CC[C@@]([H])([C@@]3(C)CCC/2)[C@]([H])(C)CCCC(C)C)C[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0335
PubChem CID
5283764

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 3
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 442.09
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 8.13
Molar Refractivity 121.79

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Created at
-
Updated at
30th Mar 2022