{[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}phosphonic acid

• ChemBase ID: 133217
• Molecular Formular: C6H13O8P
• Molecular Mass: 244.136381
• Monoisotopic Mass: 244.03480401
• SMILES: C[C@H]1[C@H]([C@H]([C@@H]([C@H](O1)OP(=O)(O)O)O)O)O
• Canonical SMILES: O[C@@H]1[C@H](O[C@H]([C@H]([C@H]1O)O)C)OP(=O)(O)O
• InChI: InChI=1S/C6H13O8P/c1-2-3(7)4(8)5(9)6(13-2)14-15(10,11)12/h2-9H,1H3,(H2,10,11,12)/t2-,3+,4+,5-,6+/m0/s1
• InChIKey: PTVXQARCLQPGIR-SXUWKVJYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}phosphonic acid
• IUPAC Traditional name: fucose 1-phosphate
• Synonyms: 6-Deoxy-β-L-galactose 1-phosphate; β-L-Fucose 1-phosphate bis(cyclohexylammonium) salt

Database IDs

• PubChem SID: 162227494
• PubChem CID: 65369

CALCULATED PROPERTIES

• Acid pKa: 1.155714
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -4.4564795
• LogD (pH = 7.4): -5.567194
• Log P: -2.0091953
• Molar Refractivity: 45.2526 cm^3
• Polarizability: 19.052965 Å^3
• Polar Surface Area: 136.68 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98%

DETAILS

Sigma Aldrich - F1395

Application
β-L-Fucose 1-phosphate is both a product and substrate used to identify, differentiate and characterize GTP fucose pyrophosphorylase(s) (Fucose-1-phosphate guanylyltransferases).
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. F1395.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.