Structure Database (LMSD)

Common Name
(6S)-6,19-ethano-25-hydroxy-6,19-dihydrovitamin D3
Systematic Name
(7E)-(3S,6S)-6,19-ethano-9,10-seco-5(10),7-cholestadiene-3,25-diol
Synonyms
  • (6S)-6,19-ethano-25-hydroxy-6,19-dihydrocholecalciferol
LM ID
LMST03020417
Formula
C29H48O2
Exact Mass
Calculate m/z
428.36543
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)
LINJBFBUJRZVBQ-IATIXYRMSA-N
InChi (Click to copy)
InChI=1S/C29H48O2/c1-20(9-7-17-28(2,3)31)25-15-16-26-22(11-8-18-29(25,26)4)19-21-10-5-13-24-23(21)12-6-14-27(24)30/h19-21,25-27,30-31H,5-18H2,1-4H3/b22-19+/t20-,21+,25-,26+,27+,29-/m1/s1
SMILES (Click to copy)
C1CC2[C@]([H])(/C=C3/[C@]4([H])CC[C@@]([C@@](C)([H])CCCC(O)(C)C)([H])[C@@]4(C)CCC/3)CCCC=2[C@@H](O)C1

Other Databases

LIPIDBANK ID
VVD0507
PubChem CID
9547524

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 473.12
Topological Polar Surface Area 40.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 2
logP 7.92
Molar Refractivity 130.82

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Created at
-
Updated at
15th Feb 2022