(acetyloxy)methyl 2-({2-[(acetyloxy)methoxy]-2-oxoethyl}[2-(2-{2-[bis({2-[(acetyloxy)methoxy]-2-oxoethyl})amino]-5-methylphenoxy}ethoxy)-4-methylphenyl]amino)acetate

• ChemBase ID: 155980
• Molecular Formular: C36H44N2O18
• Molecular Mass: 792.73716
• Monoisotopic Mass: 792.25891258
• SMILES: Cc1ccc(c(c1)OCCOc1cc(ccc1N(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C)C)N(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C
• Canonical SMILES: O=C(CN(c1ccc(cc1OCCOc1cc(C)ccc1N(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C)C)CC(=O)OCOC(=O)C)OCOC(=O)C
• InChI: InChI=1S/C36H44N2O18/c1-23-7-9-29(37(15-33(43)53-19-49-25(3)39)16-34(44)54-20-50-26(4)40)31(13-23)47-11-12-48-32-14-24(2)8-10-30(32)38(17-35(45)55-21-51-27(5)41)18-36(46)56-22-52-28(6)42/h7-10,13-14H,11-12,15-22H2,1-6H3
• InChIKey: HEOJVQZWOLQUDR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (acetyloxy)methyl 2-({2-[(acetyloxy)methoxy]-2-oxoethyl}[2-(2-{2-[bis({2-[(acetyloxy)methoxy]-2-oxoethyl})amino]-5-methylphenoxy}ethoxy)-4-methylphenyl]amino)acetate
• IUPAC Traditional name: (acetyloxy)methyl 2-({2-[(acetyloxy)methoxy]-2-oxoethyl}[2-(2-{2-[bis({2-[(acetyloxy)methoxy]-2-oxoethyl})amino]-5-methylphenoxy}ethoxy)-4-methylphenyl]amino)acetate
• Synonyms: 5,5′-Dimethyl-BAPTA-AM; BAPTA-AM; MAPTAM; 1,2-Bis(2-amino-5-methylphenoxy)ethane-N,N,N′,N′-tetraacetic acid tetrakis(acetoxymethyl) ester

Database IDs

• CAS Number: 147504-94-7
• MDL Number: MFCD00036856
• Beilstein Number: 8181451
• PubChem SID: 24850154; 162250118
• PubChem CID: 3536452

CALCULATED PROPERTIES

• H Acceptors: 12
• H Donor: 0
• LogD (pH = 5.5): 2.6425614
• LogD (pH = 7.4): 2.6425614
• Log P: 2.6425614
• Molar Refractivity: 186.441 cm^3
• Polarizability: 74.183655 Å^3
• Polar Surface Area: 235.34 Å^2
• Rotatable Bonds: 31
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• 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: -20°C

Product Information

• Purity: ≥95% (HPLC)
• Empirical Formula (Hill Notation): C36H44N2O18

DETAILS

Sigma Aldrich - 16609

Other Notes
Membrane-permeable improved derivative of BAPTA; chelators for intracellular calcium incorporated non-disruptively into cells1,2