methyl 2-(6-amino-2,4,5,7-tetrabromo-3-imino-3H-xanthen-9-yl)benzoate hydrobromide

• ChemBase ID: 158621
• Molecular Formular: C21H13Br5N2O3
• Molecular Mass: 740.85952
• Monoisotopic Mass: 735.68430229
• SMILES: COC(=O)c1ccccc1c1c2cc(c(c(c2oc2c(c(=N)c(cc12)Br)Br)Br)N)Br.Br
• Canonical SMILES: COC(=O)c1ccccc1c1c2cc(Br)c(c(c2oc2c1cc(Br)c(=N)c2Br)Br)N.Br
• InChI: InChI=1S/C21H12Br4N2O3.BrH/c1-29-21(28)9-5-3-2-4-8(9)14-10-6-12(22)17(26)15(24)19(10)30-20-11(14)7-13(23)18(27)16(20)25;/h2-7,26H,27H2,1H3;1H
• InChIKey: BGYAEVNNTNEWSJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-(6-amino-2,4,5,7-tetrabromo-3-imino-3H-xanthen-9-yl)benzoate hydrobromide
• IUPAC Traditional name: methyl 2-(3-amino-2,4,5,7-tetrabromo-6-iminoxanthen-9-yl)benzoate hydrobromide
• Synonyms: 2′,4′,5′,7′-Tetrabromorhodamine 123 bromide

Database IDs

• MDL Number: MFCD01114615
• PubChem SID: 162252757
• PubChem CID: 71312665

CALCULATED PROPERTIES

• Acid pKa: 18.112404
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 5.960187
• LogD (pH = 7.4): 6.0336614
• Log P: 6.0346837
• Molar Refractivity: 153.8374 cm^3
• Polarizability: 49.233036 Å^3
• Polar Surface Area: 85.4 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMF: soluble; methanol: soluble

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Shipped in: dry ice
• Mol. Weight: mol wt 740.87
• Empirical Formula (Hill Notation): C21H13Br5N2O3

DETAILS

Sigma Aldrich - T1320

Biochem/physiol Actions
Can be induced to produce singlet oxygen targeted to mitochondria. Singlet oxygen generation quantum yield is reported to be 0.65-0.70.