4-methyl-2-oxo-2H-chromen-7-yl 4-carbamimidamidobenzoate hydrochloride

• ChemBase ID: 102924
• Molecular Formular: C18H16ClN3O4
• Molecular Mass: 373.79034
• Monoisotopic Mass: 373.08293369
• SMILES: Cl.Cc1cc(=O)oc2c1ccc(OC(=O)c1ccc(NC(=N)N)cc1)c2
• Canonical SMILES: NC(=N)Nc1ccc(cc1)C(=O)Oc1ccc2c(c1)oc(=O)cc2C.Cl
• InChI: InChI=1S/C18H15N3O4.ClH/c1-10-8-16(22)25-15-9-13(6-7-14(10)15)24-17(23)11-2-4-12(5-3-11)21-18(19)20;/h2-9H,1H3,(H4,19,20,21);1H
• InChIKey: DAFWZROYEOVJAL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methyl-2-oxo-2H-chromen-7-yl 4-carbamimidamidobenzoate hydrochloride
• IUPAC Traditional name: 4-methyl-2-oxochromen-7-yl 4-carbamimidamidobenzoate hydrochloride
• Synonyms: 4-Methylumbelliferyl 4-guanidinobenzoate hydrochloride hydrate; MUGB; 4-Guanidinobenzoic acid 4-methylumbelliferyl ester hydrochloride; 4-METHYLUMBELLIFERYL-p-GUANIDINOBENZOATE HYDROCHLORIDE

Database IDs

• CAS Number: 34197-46-1
• EC Number: 251-871-0
• MDL Number: MFCD00043263
• PubChem SID: 24873476; 162089285
• PubChem CID: 147561

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.64461505
• LogD (pH = 7.4): 2.1528738
• Log P: 2.7181826
• Molar Refractivity: 103.7673 cm^3
• Polarizability: 34.548283 Å^3
• Polar Surface Area: 114.5 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Fluorescence: λex 323 nm; λem 464 nm (solvent pH 6.0 ); λex 360 nm; λem 449 nm (Reaction Product)

Safety Information

• Storage Condition: 0°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥85% (HPLC)
• Salt Data: HCl
• Empirical Formula (Hill Notation): C18H15N3O4 · HCl · xH2O
• Classification: Rare Derivatives of Natural Compounds

DETAILS

MP Biomedicals - 02105571

Hydrochloride
Light yellow crystals
Fluorogenic titrant for trypsin and related enzymes.

Sigma Aldrich - 51010

Other Notes
Fluorimetric titrant for α- and β-trypsin, thrombin and Factor Xa1,2

REFERENCES

• Chase, T.J., and Shaw, E., Biochem. Biophys. Res. Commun. , 29 : 508 (1967).