3,4,5,6-tetrahydroxy-9H-xanthen-9-one hydrate

• ChemBase ID: 154885
• Molecular Formular: C13H10O7
• Molecular Mass: 278.2143
• Monoisotopic Mass: 278.04265266
• SMILES: c1cc(c(c2c1c(=O)c1ccc(c(c1o2)O)O)O)O.O
• Canonical SMILES: Oc1ccc2c(c1O)oc1c(c2=O)ccc(c1O)O.O
• InChI: InChI=1S/C13H8O6.H2O/c14-7-3-1-5-9(16)6-2-4-8(15)11(18)13(6)19-12(5)10(7)17;/h1-4,14-15,17-18H;1H2
• InChIKey: ZFTTXYRPFMYDRT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,4,5,6-tetrahydroxy-9H-xanthen-9-one hydrate
• IUPAC Traditional name: 3,4,5,6-tetrahydroxyxanthen-9-one hydrate
• Synonyms: 3,4,5,6-Tetrahydroxy-9H-xanthen-9-one hydrate; MB7; 3,4,5,6-Tetrahydroxyxanthone hydrate

Database IDs

• CAS Number: 99420-08-3(anhydrous)
• MDL Number: MFCD18432705
• PubChem SID: 162249023
• PubChem CID: 71312018

CALCULATED PROPERTIES

• Acid pKa: 7.2662225
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 1.7380295
• LogD (pH = 7.4): 1.30085
• Log P: 1.745379
• Molar Refractivity: 64.7399 cm^3
• Polarizability: 24.499102 Å^3
• Polar Surface Area: 107.22 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL
• Apperance: light brown to brown

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C13H8O6 · xH2O

DETAILS

Sigma Aldrich - T5955

Biochem/physiol Actions
3,4,5,6-Tetrahydroxyxanthone is a Na/K-ATPase inihibitor that inhibits pump function without activating the kinase signaling function. It inhibits Na/K ATPase pump action with an affinity comparable to ouabain, but does not alter Na or ATP affinity, is not blocked by potassium, and it does not activate the Src complex or downstream kinases.