4-(2,6,7-trihydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid

• ChemBase ID: 153128
• Molecular Formular: C20H12O7
• Molecular Mass: 364.30508
• Monoisotopic Mass: 364.05830272
• SMILES: c1cc(ccc1c1c2cc(c(cc2oc2cc(=O)c(cc12)O)O)O)C(=O)O
• Canonical SMILES: OC(=O)c1ccc(cc1)c1c2cc(O)c(=O)cc2oc2c1cc(O)c(c2)O
• InChI: InChI=1S/C20H12O7/c21-13-5-11-17(7-15(13)23)27-18-8-16(24)14(22)6-12(18)19(11)9-1-3-10(4-2-9)20(25)26/h1-8,21-23H,(H,25,26)
• InChIKey: FUHHRYSTEFPENO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2,6,7-trihydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid
• IUPAC Traditional name: 4-(2,3,7-trihydroxy-6-oxoxanthen-9-yl)benzoic acid
• Synonyms: 4-(2,6,7-Trihydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid; 9-(4-Carboxyphenyl)-2,6,7-trihydroxy-3H-xanthen-3-one; p-(Carboxyphenyl)fluorone; PCPF; 9-(4-Carboxyphenyl)-3-fluoron

Database IDs

• CAS Number: 219305-27-8
• MDL Number: MFCD06798204
• PubChem SID: 24886483; 162247268
• PubChem CID: 14833312

CALCULATED PROPERTIES

• Acid pKa: 4.027914
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 0.936124
• LogD (pH = 7.4): -1.5849353
• Log P: 2.358135
• Molar Refractivity: 107.3609 cm^3
• Polarizability: 35.657803 Å^3
• Polar Surface Area: 124.29 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Fluorescence: λex 465 nm; λem 539 nm in DMSO

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥95.0% (HPLC)
• Suitability: suitable for fluorescence
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C20H12O7

DETAILS

Sigma Aldrich - 74450

Other Notes
Reagent for the spectrophotometric determination of ascorbic acid