2',7'-bis(3-carboxypropyl)-3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid; 2',7'-bis(3-carboxypropyl)-3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carboxylic acid

• ChemBase ID: 155921
• Molecular Formular: C58H48O22
• Molecular Mass: 1096.98852
• Monoisotopic Mass: 1096.26372318
• SMILES: c1cc2c(cc1C(=O)O)C1(c3cc(c(cc3Oc3c1cc(c(c3)O)CCCC(=O)O)O)CCCC(=O)O)OC2=O.c1cc2c(cc1C(=O)O)C(=O)OC12c2cc(c(cc2Oc2c1cc(c(c2)O)CCCC(=O)O)O)CCCC(=O)O
• Canonical SMILES: OC(=O)CCCc1cc2c(cc1O)Oc1c(C32OC(=O)c2c3cc(cc2)C(=O)O)cc(c(c1)O)CCCC(=O)O.OC(=O)CCCc1cc2c(cc1O)Oc1c(C32OC(=O)c2c3ccc(c2)C(=O)O)cc(c(c1)O)CCCC(=O)O
• InChI: InChI=1S/2C29H24O11/c30-21-12-23-19(10-14(21)3-1-5-25(32)33)29(18-8-7-16(27(36)37)9-17(18)28(38)40-29)20-11-15(4-2-6-26(34)35)22(31)13-24(20)39-23;30-21-12-23-19(9-14(21)3-1-5-25(32)33)29(18-11-16(27(36)37)7-8-17(18)28(38)40-29)20-10-15(4-2-6-26(34)35)22(31)13-24(20)39-23/h2*7-13,30-31H,1-6H2,(H,32,33)(H,34,35)(H,36,37)
• InChIKey: YKFRFHRHRHPYNI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2',7'-bis(3-carboxypropyl)-3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid; 2',7'-bis(3-carboxypropyl)-3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carboxylic acid
• IUPAC Traditional name: 2',7'-bis(3-carboxypropyl)-3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid; 2',7'-bis(3-carboxypropyl)-3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-6-carboxylic acid
• Synonyms: BCPCF; 2′,7′-Bis(3-carboxypropyl)-5(6)-carboxyfluorescein

Database IDs

• CAS Number: 202872-98-8
• PubChem SID: 162250059
• PubChem CID: 71312236

CALCULATED PROPERTIES

• Acid pKa: 2.813269
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -1.9063718
• LogD (pH = 7.4): -5.689566
• Log P: 4.5916967
• Molar Refractivity: 139.4955 cm^3
• Polarizability: 52.65268 Å^3
• Polar Surface Area: 187.89 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble (pH ≥ 6)
• Fluorescence: λex 480 nm; λem 527 nm in 0.1 M Tris pH 9.0

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (HPCE)
• Suitability: suitable for fluorescence
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C29H24O11

DETAILS

Sigma Aldrich - 17283

Other Notes
Improved analogue of the fluoresent indicator for cytoplamsic pH BCECF1