2-{4-[bis(carboxymethyl)amino]-3-(2-{2-[bis(carboxymethyl)amino]-5-methylphenoxy}ethoxy)phenyl}-1H-indole-6-carboxylic acid

• ChemBase ID: 127821
• Molecular Formular: C32H31N3O12
• Molecular Mass: 649.60144
• Monoisotopic Mass: 649.19077345
• SMILES: O=C(O)CN(c1ccc(cc1OCCOc1c(N(CC(=O)O)CC(=O)O)ccc(c2cc3ccc(cc3[nH]2)C(=O)O)c1)C)CC(=O)O
• Canonical SMILES: OC(=O)CN(c1ccc(cc1OCCOc1cc(C)ccc1N(CC(=O)O)CC(=O)O)c1[nH]c2c(c1)ccc(c2)C(=O)O)CC(=O)O
• InChI: InChI=1S/C32H31N3O12/c1-18-2-6-24(34(14-28(36)37)15-29(38)39)26(10-18)46-8-9-47-27-13-20(5-7-25(27)35(16-30(40)41)17-31(42)43)22-11-19-3-4-21(32(44)45)12-23(19)33-22/h2-7,10-13,33H,8-9,14-17H2,1H3,(H,36,37)(H,38,39)(H,40,41)(H,42,43)(H,44,45)
• InChIKey: AMHAQOBUZCQMHN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{4-[bis(carboxymethyl)amino]-3-(2-{2-[bis(carboxymethyl)amino]-5-methylphenoxy}ethoxy)phenyl}-1H-indole-6-carboxylic acid
• IUPAC Traditional name: indo-1
• Synonyms: Indo-1; Indo-1; 2-[4-[Bis(carboxymethyl)amino]-3-[2-[2-[bis(carboxymethyl)amino]-5-methylphenoxy]ethoxy]phenyl]-1H-indole-6-carboxylic Acid Potassium Salt; INDO-1, Pentapotassium Salt

Database IDs

• CAS Number: 96314-96-4; 132319-56-3
• PubChem SID: 162222139
• PubChem CID: 105060
• CHEBI ID: 52084
• Chemspider ID: 94791
• Wikipedia Title: Indo-1

CALCULATED PROPERTIES

• Acid pKa: 3.1654644
• H Acceptors: 14
• H Donor: 6
• LogD (pH = 5.5): -4.5903816
• LogD (pH = 7.4): -12.586389
• Log P: 3.4246378
• Molar Refractivity: 164.6666 cm^3
• Polarizability: 64.367805 Å^3
• Polar Surface Area: 227.23 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Safety Statements: R

DETAILS

Toronto Research Chemicals - I545000

A cell impermeable fluorescent probe for calcium. Has lower affinity than FURA 2 and gives a large shift in fluorescent emission from 482nm to 398nm upon calcium binding.

REFERENCES

• Grynkiewicz, G., et al.: J. Biol. Chem., 260, 3440 (1985)