Biotin sulfoxide

Biotin sulfoxide is the substance that is formed when biotin is exposed to certain oxidants,[1] including ultraviolet light in the presence of oxygen.

Biotin sulfoxide
Stereo, skeletal formula of biotin sulfoxide
Names
Preferred IUPAC name
5-[(3aS,4S,6aR)-2,5-Dioxooctahydro-5λ4-thieno[3,4-d]imidazol-4-yl]pentanoic acid
Other names
D-Biotin-d-sulfoxide
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
MeSH D-Biotin-d-sulfoxide
UNII
  • InChI=1S/C10H16N2O4S/c13-8(14)4-2-1-3-7-9-6(5-17(7)16)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)/t6-,7-,9-,17?/m0/s1 ☒N
    Key: KCSKCIQYNAOBNQ-YBSFLMRUSA-N ☒N
  • C1[C@H]2[C@@H]([C@@H](S1=O)CCCCC(=O)O)NC(=O)N2
Properties
C10H16N2O4S
Molar mass 260.31 g·mol−1
log P -2.026
Acidity (pKa) 4.724
Basicity (pKb) 9.273
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

References

  1. Melville, Donald B. (1954). "Biotin Sulfoxide". Journal of Biological Chemistry. 208 (2): 495–501. doi:10.1016/S0021-9258(18)65575-9. PMID 13174559.


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