6-{3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-ylformamido}hexanoic acid; 6-{3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-ylformamido}hexanoic acid

• ChemBase ID: 155855
• Molecular Formular: C54H46N2O16
• Molecular Mass: 978.94684
• Monoisotopic Mass: 978.2847334
• SMILES: c1cc2c(cc1C(=O)NCCCCCC(=O)O)C1(c3ccc(cc3Oc3c1ccc(c3)O)O)OC2=O.c1cc2c(cc1C(=O)NCCCCCC(=O)O)C(=O)OC12c2ccc(cc2Oc2c1ccc(c2)O)O
• Canonical SMILES: OC(=O)CCCCCNC(=O)c1ccc2c(c1)C1(OC2=O)c2ccc(cc2Oc2c1ccc(c2)O)O.OC(=O)CCCCCNC(=O)c1ccc2c(c1)C(=O)OC12c2ccc(cc2Oc2c1ccc(c2)O)O
• InChI: InChI=1S/2C27H23NO8/c29-16-6-9-20-22(13-16)35-23-14-17(30)7-10-21(23)27(20)19-8-5-15(12-18(19)26(34)36-27)25(33)28-11-3-1-2-4-24(31)32;29-16-6-9-19-22(13-16)35-23-14-17(30)7-10-20(23)27(19)21-12-15(5-8-18(21)26(34)36-27)25(33)28-11-3-1-2-4-24(31)32/h2*5-10,12-14,29-30H,1-4,11H2,(H,28,33)(H,31,32)
• InChIKey: WEJBWDKWIFHWDE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-{3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-ylformamido}hexanoic acid; 6-{3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-ylformamido}hexanoic acid
• IUPAC Traditional name: 6-{3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-ylformamido}hexanoic acid; 6-{3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-6-ylformamido}hexanoic acid
• Synonyms: Fluorescein-5(6)-carboxamidocaproic acid; 6-[Fluorescein-5(6)-carboxamido]hexanoic acid; U - Isobutyric acid; 2-甲基丙酸; 异丁酸

Database IDs

• CAS Number: 79-31-2; 265981-56-4
• PubChem SID: 162249993
• PubChem CID: 71312231

CALCULATED PROPERTIES

• Acid pKa: 3.9934871
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 2.3314502
• LogD (pH = 7.4): 0.6641988
• Log P: 3.8474538
• Molar Refractivity: 129.9362 cm^3
• Polarizability: 48.865536 Å^3
• Polar Surface Area: 142.39 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMF: soluble; DMSO: soluble
• Fluorescence: λex 491 nm; λem 515 nm in 0.1 M Tris pH 9.0

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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: 2-8°C

Product Information

• Purity: ≥90% (HPCE)
• Suitability: suitable for fluorescence
• Empirical Formula (Hill Notation): C27H23NO8