Structure Database (LMSD)

Common Name
(6S)-6,19-epidioxy-25-hydroxy-6,19-dihydrovitamin D3
Systematic Name
(7E)-(3S,6S)-6,19-epidioxy-9,10-seco-5(10),7-cholestadiene-3,25-diol
Synonyms
  • (6S)-6,19-epidioxy-25-hydroxy-6,19-dihydrocholecalciferol
LM ID
LMST03020282
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)
UDKXRKKPBOEFRD-XTDVUYCWSA-N
InChi (Click to copy)
InChI=1S/C27H44O4/c1-18(7-5-13-26(2,3)29)23-11-12-24-19(8-6-14-27(23,24)4)15-25-22-16-21(28)10-9-20(22)17-30-31-25/h15,18,21,23-25,28-29H,5-14,16-17H2,1-4H3/b19-15+/t18-,21+,23-,24+,25+,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(O)(C)C)([H])[C@@]4(C)CCC/3)OOCC=2CC1

Other Databases

LIPIDBANK ID
VVD0309
PubChem CID
9547445

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 7.02
Molar Refractivity 125.30

Admin

Created at
-
Updated at
31st Mar 2022