Structure Database (LMSD)

Common Name
(6S)-vitamin D2 6,19-sulfur dioxide adduct
Systematic Name
(7E)-(3S,6S)-6,19-epithio-9,10-seco-5(10),7,22-ergostatrien-3-ol S,S-dioxide
Synonyms
  • (6S)-ergocalciferol 6,19-sulfur dioxide adduct
LM ID
LMST03010035
Formula
C28H44O3S
Exact Mass
Calculate m/z
460.301117
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D2 and derivatives [ST0301]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
synthetic construct (#32630)
STUDIES ON THE ADDUCTS OF SULFUR DIOXIDE WITH VITAMIN D,
Chem Letts, 1979

String Representations

InChiKey (Click to copy)
LYTLCKCMCADGOA-SFMWDCSLSA-N
InChi (Click to copy)
InChI=1S/C28H44O3S/c1-18(2)19(3)8-9-20(4)25-12-13-26-21(7-6-14-28(25,26)5)15-27-24-16-23(29)11-10-22(24)17-32(27,30)31/h8-9,15,18-20,23,25-27,29H,6-7,10-14,16-17H2,1-5H3/b9-8+,21-15+/t19-,20+,23-,25+,26-,27-,28+/m0/s1
SMILES (Click to copy)
[C@@H]1(O)CC2[C@@]([H])(S(=O)(=O)CC=2CC1)/C=C1/[C@]2([H])CC[C@@]([C@@](C)([H])/C=C/[C@H](C)C(C)C)([H])[C@@]2(C)CCC/1

Other Databases

LIPIDBANK ID
VVD0377
PubChem CID
9547238

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 480.48
Topological Polar Surface Area 54.37
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 8.19
Molar Refractivity 134.58

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Created at
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Updated at
8th Mar 2022