5-[2-({3-[(2,5-dioxopyrrolidin-1-yl)oxy]-3-oxopropyl}sulfanyl)acetamido]-2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid

• ChemBase ID: 158615
• Molecular Formular: C29H22N2O10S
• Molecular Mass: 590.55738
• Monoisotopic Mass: 590.09951591
• SMILES: c1cc(c(cc1NC(=O)CSCCC(=O)ON1C(=O)CCC1=O)C(=O)O)c1c2ccc(cc2oc2cc(=O)ccc12)O
• Canonical SMILES: O=C(Nc1ccc(c(c1)C(=O)O)c1c2ccc(=O)cc2oc2c1ccc(c2)O)CSCCC(=O)ON1C(=O)CCC1=O
• InChI: InChI=1S/C29H22N2O10S/c32-16-2-5-19-22(12-16)40-23-13-17(33)3-6-20(23)28(19)18-4-1-15(11-21(18)29(38)39)30-24(34)14-42-10-9-27(37)41-31-25(35)7-8-26(31)36/h1-6,11-13,32H,7-10,14H2,(H,30,34)(H,38,39)
• InChIKey: CBYGNGZRFGVXDG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[2-({3-[(2,5-dioxopyrrolidin-1-yl)oxy]-3-oxopropyl}sulfanyl)acetamido]-2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid
• IUPAC Traditional name: 5-[2-({3-[(2,5-dioxopyrrolidin-1-yl)oxy]-3-oxopropyl}sulfanyl)acetamido]-2-(3-hydroxy-6-oxoxanthen-9-yl)benzoic acid
• Synonyms: Fluorescein 5-carbamoylmethylthiopropanoic acid NHS ester; Fluorescein-5-EX N-hydroxysuccinimide ester

Database IDs

• PubChem SID: 162252751
• PubChem CID: 58108381

CALCULATED PROPERTIES

• Acid pKa: 3.5703301
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): -0.23595443
• LogD (pH = 7.4): -2.519212
• Log P: 1.445232
• Molar Refractivity: 162.1428 cm^3
• Polarizability: 56.69868 Å^3
• Polar Surface Area: 176.61 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO or DMF: soluble

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

• Shipped in: wet ice
• Mol. Weight: mol wt 590.56
• Empirical Formula (Hill Notation): C29H22N2O10S