Structure Database (LMSD)

Common Name
(6S)-6,19-epidioxy-1alpha-hydroxy-6,19-dihydrovitamin D3
Systematic Name
(7E)-(1S,3R,6S)-6,19-epidioxy-9,10-seco-5(10),7-cholestadiene-1,3-diol
Synonyms
  • (6S)-6,19-epidioxy-1alpha-hydroxy-6,19-dihydrocholecalciferol
LM ID
LMST03020278
Formula
C27H44O4
Exact Mass
Calculate m/z
432.32396
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)
Syntheses and differentiating action of vitamin D endoperoxides. Singlet oxygen adducts of vitamin D derivatives in human myeloid leukemia cells (HL-60),
J Med Chem, 1985
Pubmed ID: 2993611

String Representations

InChiKey (Click to copy)
JHRNDQFGELFISF-OXOMXKFUSA-N
InChi (Click to copy)
InChI=1S/C27H44O4/c1-17(2)7-5-8-18(3)23-10-11-24-19(9-6-12-27(23,24)4)13-26-21-14-20(28)15-25(29)22(21)16-30-31-26/h13,17-18,20,23-26,28-29H,5-12,14-16H2,1-4H3/b19-13+/t18-,20-,23-,24+,25+,26+,27-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)CC2[C@]([H])(/C=C3/[C@]4([H])CC[C@@]([C@@](C)([H])CCCC(C)C)([H])[C@@]4(C)CCC/3)OOCC=2[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0305
PubChem CID
9547441

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 456.10
Topological Polar Surface Area 63.06
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 6.88
Molar Refractivity 125.23

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Created at
-
Updated at
30th Mar 2022