Biotin sulfoxide
Basic information
- CAS
10406-89-0- Standard SMILES
O=C(O)CCCC[C@H]1[C@H]2NC(=O)N[C@H]2CS1=O- InChIKey
KCSKCIQYNAOBNQ-YBSFLMRUSA-N- Molecular formula
- C10H16N2O4S
- Average molar mass
- 260.31 g/mol
- Monoisotopic mass
- 260.08307817
Overview
Biotin sulfoxide is a sulfoxide that is the S-oxide of biotin. It has a role as a metabolite. It is a sulfoxide and a member of biotins. It is a conjugate acid of a biotinate sulfoxide(1-).
Names & identifiers
- Preferred name
- Biotin sulfoxide
- IUPAC
- 5-[(3aS,4S,6aR)-2,5-dioxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoic acid
- English name
- D-biotin-d-sulfoxide
- Molecular formula
- C10H16N2O4S
- Molecular weight
- 260.31
Names & synonyms
biotin sulfoxide3376-83-810406-89-0(-)-Biotin sulfoxideBiotin L-sulfoxideD-Biotin-d-sulfoxidebiotin S-oxideBiotin, L-S-oxideBiotin L-sulfoxide [MI]Biotin sulfoxide, (-)-UNII-HGG20TDA94UNII-71ET0LK93W
Show more names
Biotin (S)-SulfoxideBetaxolol Impurity 13(+)-Biotin (+)-SulfoxideBiotin Sulfoxide S-IsomerBiotin Impurity 1((+)-Biotin (+)-Sulfoxide)1H-Thieno(3,4-D)imidazole-4-pentanoic acid, hexahydro-2-oxo-, 5-oxide, (3as,4S,5S,6ar)-1H-Thieno(3,4-D)imidazole-4-pentanoic acid, hexahydro-2-oxo-, 5-oxide, (3as-(3aalpha,4beta,5alpha,6aalpha))-
Biotin, 5-oxide, (-)-5-[(3aS,4S,6aR)-2,5-dioxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoic acidCHEBI:621931H-Thieno(3,4-d)imidazole-4-pentanoic acid, hexahydro-2-oxo-, 5-oxide, (3aS,4S,5R,6aR)-5-((3aS,4S,6aR)-5-oxido-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid5-[(3aS,4S,6aR)-5-oxido-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoic acid5-((3aS,4S,6aR)-5-oxido-2-oxohexahydro-1H-thieno(3,4-d)imidazol-4-yl)pentanoic acid5-((3aS,4S,5R,6aR)-2,5-dioxo-1,3,3a,4,6,6a-hexahydrothieno(3,4-d)imidazol-4-yl)pentanoic acid
Properties
Computed structural properties
- XLogP
- -1.3
- Topological polar surface area
- 115 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 5
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 360
Physicochemical properties
- Melting point
- 183 °C · >183°C (dec.)
- Boiling point
- 697 · 697.0±48.0 °C(Predicted)
- Density
- 1.47 · 1.47±0.1 g/cm3(Predicted)
- storage temp.
- Hygroscopic, Refrigerator, under inert atmosphere
- solubility
- Acetonitrile (Slightly), Aqueous Base (Slightly), DMSO (Slightly), Water (Slightly)
- form
- Solid
- pka
- 4.72 · 4.72±0.10(Predicted)
- color
- White to Off-White
- Stability
- Hygroscopic
- FDA UNII
- 71 ET0LK93W · 71ET0LK93W
Chemistry & industry
Applications
Uses(-)-Biotin Sulfoxide, is a metabolite of Biotin (B389040), which is a growth factor present in minute amounts in every living cell, and plays an indispensable role in numerous naturally occurring carboxylation reactions.
Additional notes
DefinitionChEBI: A sulfoxide that is the S-oxide of biotin.
Related reactions
1 records
Compound notes
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