2-({1-[bis(carboxymethyl)amino]-3-(4-isothiocyanatophenyl)propan-2-yl}(carboxymethyl)amino)acetic acid

• ChemBase ID: 155965
• Molecular Formular: C18H21N3O8S
• Molecular Mass: 439.43964
• Monoisotopic Mass: 439.10493565
• SMILES: c1cc(ccc1CC(CN(CC(=O)O)CC(=O)O)N(CC(=O)O)CC(=O)O)N=C=S
• Canonical SMILES: S=C=Nc1ccc(cc1)CC(N(CC(=O)O)CC(=O)O)CN(CC(=O)O)CC(=O)O
• InChI: InChI=1S/C18H21N3O8S/c22-15(23)7-20(8-16(24)25)6-14(21(9-17(26)27)10-18(28)29)5-12-1-3-13(4-2-12)19-11-30/h1-4,14H,5-10H2,(H,22,23)(H,24,25)(H,26,27)(H,28,29)
• InChIKey: VHMWJVAFPCGUTJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({1-[bis(carboxymethyl)amino]-3-(4-isothiocyanatophenyl)propan-2-yl}(carboxymethyl)amino)acetic acid
• IUPAC Traditional name: ({1-[bis(carboxymethyl)amino]-3-(4-isothiocyanatophenyl)propan-2-yl}(carboxymethyl)amino)acetic acid
• Synonyms: Isothiocyanatobenzyl-EDTA; 1-(4-Isothiocyanatobenzyl)ethylenediamine-N,N,N′,N′-tetraacetic acid

Database IDs

• CAS Number: 105394-74-9
• MDL Number: MFCD00236411
• Beilstein Number: 8363400
• PubChem SID: 162250103; 24881746
• PubChem CID: 5159032

CALCULATED PROPERTIES

• Acid pKa: 1.7978961
• H Acceptors: 11
• H Donor: 4
• LogD (pH = 5.5): -7.4644294
• LogD (pH = 7.4): -11.607845
• Log P: -2.3067327
• Molar Refractivity: 108.4463 cm^3
• Polarizability: 41.50105 Å^3
• Polar Surface Area: 168.04 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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: ~90% (HPLC)
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C18H21N3O8S

DETAILS

Sigma Aldrich - 59815

Other Notes
Amine-reactive probe, useful for antibody chelate labeling1