Structure Database (LMSD)

Common Name
(6S)-6,19-epidioxy-6,19-dihydrovitamin D3
Systematic Name
(7E)-(3S,6S)-6,19-epidioxy-9,10-seco-5(10),7-cholestadien-3-ol
Synonyms
  • (6S)-6,19-epidioxy-6,19-dihydrocholecalciferol
LM ID
LMST03020249
Formula
C27H44O3
Exact Mass
Calculate m/z
416.329045
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)
Studies of vitamin D oxidation. 3. Dye-sensitized photooxidation of vitamin D and chemical behavior of vitamin D 6,19-epidioxides,
J Org Chem, 1983

String Representations

InChiKey (Click to copy)
WPWVACZRAWXVOS-QXHKUGGASA-N
InChi (Click to copy)
InChI=1S/C27H44O3/c1-18(2)7-5-8-19(3)24-12-13-25-20(9-6-14-27(24,25)4)15-26-23-16-22(28)11-10-21(23)17-29-30-26/h15,18-19,22,24-26,28H,5-14,16-17H2,1-4H3/b20-15+/t19-,22+,24-,25+,26+,27-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)CC2[C@@H](OOCC=2CC1)/C=C1/[C@]2([H])CC[C@@]([C@@](C)([H])CCCC(C)C)([H])[C@@]2(C)CCC/1

Other Databases

LIPIDBANK ID
VVD0276
PubChem CID
9547431

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 447.31
Topological Polar Surface Area 42.83
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 7.62
Molar Refractivity 123.33

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Created at
-
Updated at
31st Mar 2022