(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-methylphenoxy)oxane-2-carboxylic acid

• ChemBase ID: 153147
• Molecular Formular: C13H16O7
• Molecular Mass: 284.26194
• Monoisotopic Mass: 284.08960285
• SMILES: Cc1ccc(cc1)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)C(=O)O)O)O)O
• Canonical SMILES: OC(=O)[C@H]1O[C@@H](Oc2ccc(cc2)C)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C13H16O7/c1-6-2-4-7(5-3-6)19-13-10(16)8(14)9(15)11(20-13)12(17)18/h2-5,8-11,13-16H,1H3,(H,17,18)/t8-,9-,10+,11-,13+/m0/s1
• InChIKey: JPAUCQAJHLSMQW-XPORZQOISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-methylphenoxy)oxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-methylphenoxy)oxane-2-carboxylic acid
• Synonyms: p-Tolyl-β-D-glucuronic acid; p-Tolyl-β-D-glucuronide

Database IDs

• CAS Number: 17680-99-8
• MDL Number: MFCD08277028
• PubChem SID: 162247287
• PubChem CID: 154035

CALCULATED PROPERTIES

• Acid pKa: 3.2973006
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -1.9501083
• LogD (pH = 7.4): -3.1913693
• Log P: 0.23530833
• Molar Refractivity: 65.0919 cm^3
• Polarizability: 26.337141 Å^3
• Polar Surface Area: 116.45 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL
• Apperance: white powder

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: ≥97% (TLC)
• Empirical Formula (Hill Notation): C13H16O7

DETAILS

Sigma Aldrich - T1073

Substrates
Chromogenic substrate for β-glucuronidase (GUS) gene detection.