3,4-Dihydroxymandelic Acid

3,4-Dihydroxymandelic acid is an active metabolite of the endogenous catecholamine (-)-norepinephrine (Cay-16673). It is formed from (-)-norepinephrine via the intermediate norepinephrine aldehyde by aldehyde dehydrogenase. 3,4-Dihydroxymandelic acid scavenges superoxide radicals (IC50 = 130 nM) and reduces lipid peroxidation in cell-free assays. 3,4-Dihydroxymandelic acid is also formed from norepinephrine by gut microbiota, such as E. coli. It is a chemoattractant for enterohemorrhagic E. coli that induces the expression of virulence genes when used at a concentration of 50 µM and increases the attachment of enterohemorrhagic E. coli to HeLa cells in vitro.Formal Name: alpha,3,4-trihydroxy-benzeneacetic acid. CAS Number: 775-01-9. Synonyms: DHMA, DOMA. Molecular Formula: C8H8O5. Formula Weight: 184.1. Purity: >95%. Formulation: (Request formulation change), A solid. Solubility: DMF: 30 mg/ml, DMSO: 10 mg/ml, Ethanol: 30 mg/ml, PBS (pH 7.2): 10 mg/ml. SMILES: O=C(C(C1=CC=C(C(O)=C1)O)O)O. InChi Code: InChI=1S/C8H8O5/c9-5-2-1-4(3-6(5)10)7(11)8(12)13/h1-3,7,9-11H,(H,12,13). InChi Key: RGHMISIYKIHAJW-UHFFFAOYSA-N.