Structure Database (LMSD)

Common Name
(6S)-6-methylvitamin D3 6,19-sulfur dioxide adduct
Systematic Name
(7E)-(3S,6S)-6-methyl-6,19-epithio-9,10-seco-5(10),7-cholestadien-3-ol S,S-dioxide
Synonyms
  • (6S)-6-methylcholecalciferol 6,19-sulfur dioxide adduct
LM ID
LMST03020338
Formula
C28H46O3S
Exact Mass
Calculate m/z
462.316767
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)
Novel regioselective C-6 and C-19 alkylation of vitamin D3 via its sulfur-dioxide adducts,
Tetrahedron Letts, 1981

String Representations

InChiKey (Click to copy)
PMGXETVANDYARO-VNYUAZOLSA-N
InChi (Click to copy)
InChI=1S/C28H46O3S/c1-19(2)8-6-9-20(3)24-13-14-25-21(10-7-15-27(24,25)4)17-28(5)26-16-23(29)12-11-22(26)18-32(28,30)31/h17,19-20,23-25,29H,6-16,18H2,1-5H3/b21-17+/t20-,23+,24-,25+,27-,28+/m1/s1
SMILES (Click to copy)
[C@@H]1(O)CC2[C@@](C)(S(=O)(=O)CC=2CC1)/C=C1/[C@]2([H])CC[C@@]([C@@](C)([H])CCCC(C)C)([H])[C@@]2(C)CCC/1

Other Databases

LIPIDBANK ID
VVD0422
PubChem CID
9547473

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 4
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 483.12
Topological Polar Surface Area 54.37
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 8.56
Molar Refractivity 134.74

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Created at
-
Updated at
17th Feb 2022