2-(3,6-dihydroxy-9H-xanthen-9-yl)benzoic acid

• ChemBase ID: 5400
• Molecular Formular: C20H14O5
• Molecular Mass: 334.32216
• Monoisotopic Mass: 334.08412355
• SMILES: c1(O)cc2Oc3cc(O)ccc3C(c2cc1)c1ccccc1C(=O)O
• Canonical SMILES: Oc1ccc2c(c1)Oc1c(C2c2ccccc2C(=O)O)ccc(c1)O
• InChI: InChI=1S/C20H14O5/c21-11-5-7-15-17(9-11)25-18-10-12(22)6-8-16(18)19(15)13-3-1-2-4-14(13)20(23)24/h1-10,19,21-22H,(H,23,24)
• InChIKey: MURGITYSBWUQTI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,6-dihydroxy-9H-xanthen-9-yl)benzoic acid
• IUPAC Traditional name: fluorescin
• Synonyms: FLUORESCIN

Database IDs

• PubChem SID: 160968829; 99444235
• PubChem CID: 68205

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.8873262
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.4452531
• LogD (pH = 7.4): 0.82793295
• Log P: 4.0633564
• Molar Refractivity: 91.8396 cm^3
• Polarizability: 34.813774 Å^3
• Polar Surface Area: 86.99 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.99
• LOG S: -4.32
• Solubility (Water): 1.59e-02 g/l

DETAILS

DrugBank - DB07764

Drug information: experimental