3-[({3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-yl}carbamothioyl)oxy]-4-(trimethylazaniumyl)butanoate

• ChemBase ID: 169070
• Molecular Formular: C28H26N2O8S
• Molecular Mass: 550.57964
• Monoisotopic Mass: 550.1409868
• SMILES: c1(ccc2c(c1)Oc1c(C32c2c(C(=O)O3)cc(cc2)NC(=S)OC(C[N+](C)(C)C)CC(=O)[O-])ccc(c1)O)O
• Canonical SMILES: [O-]C(=O)CC(C[N+](C)(C)C)OC(=S)Nc1ccc2c(c1)C(=O)OC12c2ccc(cc2Oc2c1ccc(c2)O)O
• InChI: InChI=1S/C28H26N2O8S/c1-30(2,3)14-18(13-25(33)34)36-27(39)29-15-4-7-20-19(10-15)26(35)38-28(20)21-8-5-16(31)11-23(21)37-24-12-17(32)6-9-22(24)28/h4-12,18H,13-14H2,1-3H3,(H3-,29,31,32,33,34,39)
• InChIKey: VHQRUEIROGCZGH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[({3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-yl}carbamothioyl)oxy]-4-(trimethylazaniumyl)butanoate
• IUPAC Traditional name: 3-[({3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-yl}carbamothioyl)oxy]-4-(trimethylammonio)butanoate
• Synonyms: 3-Carboxy-2-[[(3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-5-yl)amino]thioxomethoxy]-N,N,N-trimethyl-1-propanaminium Inner Salt; N-(5-Fluoresceinyl)-L-carnitine-O-thiocarbamate

Database IDs

• CAS Number: 1258239-73-4
• PubChem SID: 162263202
• PubChem CID: 71316798

CALCULATED PROPERTIES

• Acid pKa: 3.9013667
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 1.0197386
• LogD (pH = 7.4): 1.0081639
• Log P: 0.25828493
• Molar Refractivity: 170.9216 cm^3
• Polarizability: 56.31069 Å^3
• Polar Surface Area: 137.38 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - F525000

A fluorescent carnitine derivative.