pentapotassium 3-{4-[bis(carboxylatomethyl)amino]-3-(2-{2-[bis(carboxylatomethyl)amino]-5-[3-(4-dodecylpiperazin-1-yl)-3-oxopropyl]phenoxy}ethoxy)phenyl}-1H-indole-6-carboxylate

• ChemBase ID: 156027
• Molecular Formular: C50H60K5N5O13
• Molecular Mass: 1134.5286
• Monoisotopic Mass: 1133.23729541
• SMILES: CCCCCCCCCCCCN1CCN(CC1)C(=O)CCc1ccc(c(c1)OCCOc1cc(ccc1N(CC(=O)[O-])CC(=O)[O-])c1c[nH]c2c1ccc(c2)C(=O)[O-])N(CC(=O)[O-])CC(=O)[O-].[K+].[K+].[K+].[K+].[K+]
• Canonical SMILES: CCCCCCCCCCCCN1CCN(CC1)C(=O)CCc1ccc(c(c1)OCCOc1cc(ccc1N(CC(=O)[O-])CC(=O)[O-])c1c[nH]c2c1ccc(c2)C(=O)[O-])N(CC(=O)[O-])CC(=O)[O-].[K+].[K+].[K+].[K+].[K+]
• InChI: InChI=1S/C50H65N5O13.5K/c1-2-3-4-5-6-7-8-9-10-11-20-52-21-23-53(24-22-52)45(56)19-13-35-12-17-41(54(31-46(57)58)32-47(59)60)43(27-35)67-25-26-68-44-29-36(15-18-42(44)55(33-48(61)62)34-49(63)64)39-30-51-40-28-37(50(65)66)14-16-38(39)40;;;;;/h12,14-18,27-30,51H,2-11,13,19-26,31-34H2,1H3,(H,57,58)(H,59,60)(H,61,62)(H,63,64)(H,65,66);;;;;/q;5*+1/p-5
• InChIKey: YBKDJTQLCSMHIH-UHFFFAOYSA-I

NAMES AND DATABASE IDS

Names

• IUPAC name: pentapotassium 3-{4-[bis(carboxylatomethyl)amino]-3-(2-{2-[bis(carboxylatomethyl)amino]-5-[3-(4-dodecylpiperazin-1-yl)-3-oxopropyl]phenoxy}ethoxy)phenyl}-1H-indole-6-carboxylate
• IUPAC Traditional name: pentapotassium 3-{4-[bis(carboxylatomethyl)amino]-3-(2-{2-[bis(carboxylatomethyl)amino]-5-[3-(4-dodecylpiperazin-1-yl)-3-oxopropyl]phenoxy}ethoxy)phenyl}-1H-indole-6-carboxylate
• Synonyms: FIP 18 pentapotassium salt

Database IDs

• MDL Number: MFCD01866399
• PubChem SID: 162250165; 24850331
• PubChem CID: 16211375

CALCULATED PROPERTIES

• Acid pKa: 2.888794
• H Acceptors: 16
• H Donor: 1
• LogD (pH = 5.5): -1.9356827
• LogD (pH = 7.4): -8.456944
• Log P: 4.39215
• Molar Refractivity: 308.1893 cm^3
• Polarizability: 98.99254 Å^3
• Polar Surface Area: 264.93 Å^2
• Rotatable Bonds: 31
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble
• Fluorescence: λex 346 nm; λem 408 nm in 0.1 M Tris pH 8.0

Safety Information

• Storage Temperature: -20°C

Product Information

• Purity: ≥95% (TLC)
• Suitability: suitable for fluorescence
• Empirical Formula (Hill Notation): C50H60K5N5O13

DETAILS

Sigma Aldrich - 17087

Application
Ratiometric dye with similar fluorescence properties than Indo-1; it selectively monitors near membrane calcium and has low calcium affinity