potassium 2-{2-[2-(4-{5-[(2,5-dioxopyrrolidin-1-yl)oxy]-5-oxopentanamido}phenoxy)-3-{2-[1-(hex-5-yn-1-yl)-3,3-dimethyl-5-sulfonato-2,3-dihydro-1H-indol-2-ylidene]ethylidene}cyclohex-1-en-1-yl]ethenyl}-1-(hex-5-yn-1-yl)-3,3-dimethyl-3H-indol-1-ium-5-sulfonate

• ChemBase ID: 154791
• Molecular Formular: C57H61KN4O12S2
• Molecular Mass: 1097.34214
• Monoisotopic Mass: 1096.33644709
• SMILES: CC1(c2cc(ccc2[N+](=C1/C=C/C1=C(/C(=C/C=C/2\C(c3cc(ccc3N2CCCCC#C)S(=O)(=O)[O-])(C)C)/CCC1)Oc1ccc(cc1)NC(=O)CCCC(=O)ON1C(=O)CCC1=O)CCCCC#C)S(=O)(=O)[O-])C.[K+]
• Canonical SMILES: C#CCCCCN1c2ccc(cc2C(/C/1=C\C=C\1/CCCC(=C1Oc1ccc(cc1)NC(=O)CCCC(=O)ON1C(=O)CCC1=O)/C=C/C1=[N+](CCCCC#C)c2c(C1(C)C)cc(cc2)S(=O)(=O)[O-])(C)C)S(=O)(=O)[O-].[K+]
• InChI: InChI=1S/C57H62N4O12S2.K/c1-7-9-11-13-35-59-47-29-27-43(74(66,67)68)37-45(47)56(3,4)49(59)31-21-39-17-15-18-40(22-32-50-57(5,6)46-38-44(75(69,70)71)28-30-48(46)60(50)36-14-12-10-8-2)55(39)72-42-25-23-41(24-26-42)58-51(62)19-16-20-54(65)73-61-52(63)33-34-53(61)64;/h1-2,21-32,37-38H,9-20,33-36H2,3-6H3,(H2-,58,62,66,67,68,69,70,71);/q;+1/p-1
• InChIKey: SWDBNKZTXOZKMG-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium 2-{2-[2-(4-{5-[(2,5-dioxopyrrolidin-1-yl)oxy]-5-oxopentanamido}phenoxy)-3-{2-[1-(hex-5-yn-1-yl)-3,3-dimethyl-5-sulfonato-2,3-dihydro-1H-indol-2-ylidene]ethylidene}cyclohex-1-en-1-yl]ethenyl}-1-(hex-5-yn-1-yl)-3,3-dimethyl-3H-indol-1-ium-5-sulfonate
• IUPAC Traditional name: potassium 2-{2-[2-(4-{5-[(2,5-dioxopyrrolidin-1-yl)oxy]-5-oxopentanamido}phenoxy)-3-{2-[1-(hex-5-yn-1-yl)-3,3-dimethyl-5-sulfonatoindol-2-ylidene]ethylidene}cyclohex-1-en-1-yl]ethenyl}-1-(hex-5-yn-1-yl)-3,3-dimethylindol-1-ium-5-sulfonate
• Synonyms: 2-{2-{2-{4-[4-(2,5-Dioxopyrrolidinyloxycarbonyl)butyrylamino]phenoxy}-3-{2-[1-(hex-5-ynyl)-1,3-dihydro-3,3-dimethyl-5-sulfoindol-2-ylidene]ethylidene}cyclohex-1-enyl}vinyl}-1-(hex-5-ynyl)-3,3-dimethyl-3H-indolium-5-sulfonate monopotassium salt; Iris 7-WS NHS ester

Database IDs

• MDL Number: MFCD18452831
• PubChem SID: 162248929
• PubChem CID: 71311985

CALCULATED PROPERTIES

• Acid pKa: -3.2556577
• H Acceptors: 12
• H Donor: 1
• LogD (pH = 5.5): 5.3830934
• LogD (pH = 7.4): 5.3824615
• Log P: 6.6979413
• Molar Refractivity: 300.3356 cm^3
• Polarizability: 110.303696 Å^3
• Polar Surface Area: 222.66 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Fluorescence: λex 777 nm; λem 796 nm in 0.1 M phosphate pH 7.0

Safety Information

• European Hazard Symbols: Highly toxic (T+); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 21-26/28-36/37/38
• Safety Statements: 26-28-36/37-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H312-H315-H319-H335
• GHS Precautionary statements: P261-P264-P280-P301 + P310-P305 + P351 + P338
• Storage Temperature: -20°C

Product Information

• Empirical Formula (Hill Notation): C57H61KN4O12S2

DETAILS

Sigma Aldrich - 68226

Principle
The NHS group conjugates to amino groups under mild condition and enables convenient labeling of proteins, antibodies, and other amine-containing biomolecules.