Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C8H8O3 |
| Molecular Weight | 152.1473 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O[C@H](C(O)=O)C1=CC=CC=C1
InChI
InChIKey=IWYDHOAUDWTVEP-ZETCQYMHSA-N
InChI=1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)/t7-/m0/s1
DescriptionCurator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/23608509 | https://www.ncbi.nlm.nih.gov/pubmed/11459664 | http://eci2012.net/wp-content/uploads/2015/03/Mandelamine-PM-En-100446.02-11Mar2015.pdf
Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/23608509 | https://www.ncbi.nlm.nih.gov/pubmed/11459664 | http://eci2012.net/wp-content/uploads/2015/03/Mandelamine-PM-En-100446.02-11Mar2015.pdf
(S)-Mandelic acid (L-Mandelic acid) is an enantiomer of the aromatic alpha hydroxy acid that is used in the production of pharmaceuticals for its antibacterial activity and administered as an oral antibiotic or a treatment for urinary tract infections. Well-known ester drugs, such as cyclandelate and homatropine, are derived from L-mandelic acid. Because of its antibacterial properties, L-mandelic acid is an alternative to α-hydroxy acids in skin care products. Among the most popular ingredients in both skin care and anti-aging products, L-mandelic acid now represents a multi-billion dollar industry.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL335 |
4900.0 µM [IC50] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Curative | Mandelamine Approved UseFor the suppression or elimination of bacteriuria associated with pyelonephritis, cystitis and other urinary tract infections. |
Sample Use Guides
500 mg (R/S-Mandelic acid) - 2 tablets 4 times a day (in the form of (Methenamine Mandelate Tablets U.S.P.).
Route of Administration:
Oral
Antimicrobal activity of mandelic acid was determined by disc diffusion method. S. aureus type strains (ATCC 700698 and ATCC 25923) and 19 isolates were incubated with 10 ul of 160, 80, 40, 30, 20 and 10 mg/ml of the acid. Concentrations required to inhibit 50 and 90% of the clinical isolates (MIC50 and MIC90) were 20 and 40 (mg/ml) respectively and those required to kill 50 and 90% of the strains (MBC50 and MBC90) were 20 and 80 (mg/ml) respectively.
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SUBSTANCE RECORD
