Structure Database (LMSD)

Common Name
(6R)-6,19-epidioxy-1alpha,25-dihydroxy-6,19-dihydrovitamin D3
Systematic Name
(7E)-(1S,3R)-6,19-epidioxy-9,10-seco-5(10),7-cholestadiene-1,3,25-triol
Synonyms
  • (6R)-6,19-epidioxy-1alpha,25-dihydroxy-6,19-dihydrocholecalciferol
LM ID
LMST03020302
Formula
C27H44O5
Exact Mass
Calculate m/z
448.318875
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)
JIYDMMUJCNTFKM-SRQHBZITSA-N
InChi (Click to copy)
InChI=1S/C27H44O5/c1-17(7-5-11-26(2,3)30)22-9-10-23-18(8-6-12-27(22,23)4)13-25-20-14-19(28)15-24(29)21(20)16-31-32-25/h13,17,19,22-25,28-30H,5-12,14-16H2,1-4H3/b18-13+/t17-,19-,22-,23+,24+,25?,27-/m1/s1
SMILES (Click to copy)
[C@@H]1(O)CC2C(/C=C3/[C@]4([H])CC[C@@]([C@@](C)([H])CCCC(O)(C)C)([H])[C@@]4(C)CCC/3)OOCC=2[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0329
PubChem CID
9547452

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 464.89
Topological Polar Surface Area 83.29
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 6.28
Molar Refractivity 127.20

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Created at
-
Updated at
31st Mar 2022