3,4,5-trihydroxybenzaldehyde

• ChemBase ID: 87281
• Molecular Formular: C7H6O4
• Molecular Mass: 154.12014
• Monoisotopic Mass: 154.02660867
• SMILES: O=Cc1cc(c(c(c1)O)O)O
• Canonical SMILES: O=Cc1cc(O)c(c(c1)O)O
• InChI: InChI=1S/C7H6O4/c8-3-4-1-5(9)7(11)6(10)2-4/h1-3,9-11H
• InChIKey: RGZHEOWNTDJLAQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,4,5-trihydroxybenzaldehyde
• IUPAC Traditional name: 3,4,5-trihydroxybenzaldehyde
• Synonyms: 3,4,5-Trihydroxybenzaldehyde; 3,4,5-Trihydroxybenzaldehyde hydrate; Gallaldehyde; NSC 153692; THBA; 3,4,5-三羟基苯甲醛 水合物

Database IDs

• CAS Number: 13677-79-7; 207742-88-9
• EC Number: 237-168-1
• MDL Number: MFCD00003371
• Beilstein Number: 2091654
• PubChem SID: 162074392
• PubChem CID: 83651

CALCULATED PROPERTIES

• Acid pKa: 6.9628124
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.7604611
• LogD (pH = 7.4): 0.21187137
• Log P: 0.7750522
• Molar Refractivity: 38.5847 cm^3
• Polarizability: 14.128882 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Tan Solid
• Melting Point: 216-219°C; ca 212°C dec.

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere
• Storage Warning: Air Sensitive; Irritant
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 97%

DETAILS

Toronto Research Chemicals - T795015

THBA has dual inhibitory effect on matrix metalloproteinase 9; inhibition of gelatinolytic activity as well as MMP-9 expression in TNF-α induced HASMC.

REFERENCES

• Senior, R., et al.: J. Biol. Chem., 266, 7870 (1991)
• Yoshie, F., et al.: Pharmacol. Res., 43, 481 (1991)
• Suh, S., et al.: Biochem. Pharmacol., 72, 1680 (1991)
• Roderfeld, M., et al.: Biol. Chem., 388, 1227 (1991)
• Turner, N., et al.: J. Mol. Cell Cardio