2-[(5'-{[bis(carboxymethyl)amino]methyl}-3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-4'-ylmethyl)(carboxymethyl)amino]acetic acid

• ChemBase ID: 158595
• Molecular Formular: C30H26N2O13
• Molecular Mass: 622.53304
• Monoisotopic Mass: 622.1434889
• SMILES: c1ccc2c(c1)C(=O)OC12c2ccc(c(c2Oc2c1ccc(c2CN(CC(=O)O)CC(=O)O)O)CN(CC(=O)O)CC(=O)O)O
• Canonical SMILES: OC(=O)CN(Cc1c(O)ccc2c1Oc1c(CN(CC(=O)O)CC(=O)O)c(O)ccc1C12OC(=O)c2c1cccc2)CC(=O)O
• InChI: InChI=1S/C30H26N2O13/c33-21-7-5-19-27(16(21)9-31(11-23(35)36)12-24(37)38)44-28-17(10-32(13-25(39)40)14-26(41)42)22(34)8-6-20(28)30(19)18-4-2-1-3-15(18)29(43)45-30/h1-8,33-34H,9-14H2,(H,35,36)(H,37,38)(H,39,40)(H,41,42)
• InChIKey: KPUIOAAOQUWUNH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(5'-{[bis(carboxymethyl)amino]methyl}-3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-4'-ylmethyl)(carboxymethyl)amino]acetic acid
• IUPAC Traditional name: [(5'-{[bis(carboxymethyl)amino]methyl}-3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-4'-ylmethyl)(carboxymethyl)amino]acetic acid
• Synonyms: Calcein; DCAF; Fluorescein-4′,5′-bis(methyliminodiacetic acid); 4′,5′-Bis[N,N-bis(carboxymethyl)aminomethyl]fluorescein

Database IDs

• CAS Number: 207124-64-9
• PubChem SID: 162252731
• PubChem CID: 4322176

CALCULATED PROPERTIES

• Acid pKa: 1.4515165
• H Acceptors: 13
• H Donor: 6
• LogD (pH = 5.5): -9.4571085
• LogD (pH = 7.4): -11.887629
• Log P: -3.948731
• Molar Refractivity: 152.6439 cm^3
• Polarizability: 58.20467 Å^3
• Polar Surface Area: 231.67 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Absorption Wavelength: λmax 442 nm

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37/39
• 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

Product Information

• Compostion: Dye content, 75%
• Empirical Formula (Hill Notation): C30H26N2O13