methyl 2-(3,6-diamino-9H-xanthen-9-yl)benzoate

• ChemBase ID: 130819
• Molecular Formular: C21H18N2O3
• Molecular Mass: 346.37922
• Monoisotopic Mass: 346.13174245
• SMILES: COC(=O)c1ccccc1C1c2ccc(cc2Oc2c1ccc(c2)N)N
• Canonical SMILES: COC(=O)c1ccccc1C1c2ccc(cc2Oc2c1ccc(c2)N)N
• InChI: InChI=1S/C21H18N2O3/c1-25-21(24)15-5-3-2-4-14(15)20-16-8-6-12(22)10-18(16)26-19-11-13(23)7-9-17(19)20/h2-11,20H,22-23H2,1H3
• InChIKey: FNEZBBILNYNQGC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-(3,6-diamino-9H-xanthen-9-yl)benzoate
• IUPAC Traditional name: methyl 2-(3,6-diamino-9H-xanthen-9-yl)benzoate
• Synonyms: Dihydrorhodamine 123

Database IDs

• CAS Number: 109244-58-8
• MDL Number: MFCD00285712
• Beilstein Number: 5989965
• PubChem SID: 24863254; 162225097; 24893337
• PubChem CID: 105032

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.349709
• LogD (pH = 7.4): 3.3584175
• Log P: 3.3585293
• Molar Refractivity: 102.0477 cm^3
• Polarizability: 37.97441 Å^3
• Polar Surface Area: 87.57 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Fluorescence: λex 500 nm; λem 525 nm in 0.1 M Tris pH 8.0 (after oxidizing with H2O2, peroxidase)

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

• Purity: ≥95%; ≥95% (HPLC)
• Grade: for fluorescence
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C21H18N2O3

DETAILS

Sigma Aldrich - 37370

Substrates
Peroxidase substrate

Sigma Aldrich - D1054

Substrates
Peroxidase substrate