2,5-dioxopyrrolidin-1-yl 6-{3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-ylformamido}hexanoate 2,5-dioxopyrrolidin-1-yl 6-{3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-ylformamido}hexanoate

• ChemBase ID: 130784
• Molecular Formular: C62H52N4O20
• Molecular Mass: 1173.09108
• Monoisotopic Mass: 1172.31749008
• SMILES: c1cc2c(cc1C(=O)NCCCCCC(=O)ON1C(=O)CCC1=O)C1(c3ccc(cc3Oc3c1ccc(c3)O)O)OC2=O.c1cc2c(cc1C(=O)NCCCCCC(=O)ON1C(=O)CCC1=O)C(=O)OC12c2ccc(cc2Oc2c1ccc(c2)O)O
• Canonical SMILES: O=C(ON1C(=O)CCC1=O)CCCCCNC(=O)c1ccc2c(c1)C1(OC2=O)c2ccc(cc2Oc2c1ccc(c2)O)O.O=C(ON1C(=O)CCC1=O)CCCCCNC(=O)c1ccc2c(c1)C(=O)OC12c2ccc(cc2Oc2c1ccc(c2)O)O
• InChI: InChI=1S/2C31H26N2O10/c34-18-6-9-22-24(15-18)41-25-16-19(35)7-10-23(25)31(22)21-8-5-17(14-20(21)30(40)42-31)29(39)32-13-3-1-2-4-28(38)43-33-26(36)11-12-27(33)37;34-18-6-9-21-24(15-18)41-25-16-19(35)7-10-22(25)31(21)23-14-17(5-8-20(23)30(40)42-31)29(39)32-13-3-1-2-4-28(38)43-33-26(36)11-12-27(33)37/h2*5-10,14-16,34-35H,1-4,11-13H2,(H,32,39)
• InChIKey: WAGYELYAQOYZFU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 6-{3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-ylformamido}hexanoate 2,5-dioxopyrrolidin-1-yl 6-{3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-ylformamido}hexanoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 6-{3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-ylformamido}hexanoate 2,5-dioxopyrrolidin-1-yl 6-{3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-6-ylformamido}hexanoate
• Synonyms: Fluorescein-5(6)-carboxamidocaproic acid N-succinimidyl ester; 6-[Fluorescein-5(6)-carboxamido]hexanoic acid N-hydroxysuccinimide ester; U - D-Malic acid; (R)-(+)-2-羟基琥珀酸; D-(+)-苹果酸; D-羟基丁二酸; D-苹果酸

Database IDs

• CAS Number: 114616-31-8; 636-61-3
• MDL Number: MFCD00467542
• PubChem SID: 162225062
• PubChem CID: 71308336

CALCULATED PROPERTIES

• Acid pKa: 8.71901
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 3.216778
• LogD (pH = 7.4): 3.1965818
• Log P: 3.217039
• Molar Refractivity: 150.49 cm^3
• Polarizability: 57.115776 Å^3
• Polar Surface Area: 168.77 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMF: soluble; methanol: soluble
• Fluorescence: λex 490 nm; λem 514 nm (pH 8.2); λex 491 nm; λem 515 nm in 0.1 M Tris pH 9.0

Safety Information

• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• German water hazard class: 2; 3
• Risk Statements: 36/37/38; 40
• Safety Statements: 26-36; 36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥75% (HPLC)
• Suitability: suitable for fluorescence
• Empirical Formula (Hill Notation): C31H26N2O10

DETAILS

Sigma Aldrich - 46940

Application
Reagent for introducing the fluorescein label; the spacer renders the reactive group more accessible to nucleophiles on biopolymers

Sigma Aldrich - F1756

Application
Reagent for introducing the fluorescein label; the spacer renders the reactive group more accessible to nucleophiles on biopolymers

Sigma Aldrich - 46940

Application
Reagent for introducing the fluorescein label; the spacer renders the reactive group more accessible to nucleophiles on biopolymers