2-(3,4-dihydroxyphenyl)-2-hydroxyacetic acid

• ChemBase ID: 102412
• Molecular Formular: C8H8O5
• Molecular Mass: 184.14612
• Monoisotopic Mass: 184.03717336
• SMILES: OC(C(=O)O)c1cc(O)c(O)cc1
• Canonical SMILES: OC(=O)C(c1ccc(c(c1)O)O)O
• InChI: 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)
• InChIKey: RGHMISIYKIHAJW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,4-dihydroxyphenyl)-2-hydroxyacetic acid
• IUPAC Traditional name: dihydroxymandelic acid
• Synonyms: α,3,4-Trihydroxybenzeneacetic Acid; (3,4-Dihydroxyphenyl)glycolic Acid; (+/-)-3,4-Dihydroxymandelic Acid; 2-(3,4-Dihydroxyphenyl)-2-hydroxyacetic Acid; rac 3,4-Dihydroxymandelic Acid; 3,4-Dihydroxymandelic acid; DL-3,4-DIHYDROXYMANDELIC ACID; DL-3,4-Dihydroxymandelic acid; DL-3,4-二羟基杏仁酸

Database IDs

• CAS Number: 775-01-9; 14883-87-5
• EC Number: 238-956-8
• MDL Number: MFCD00004231
• PubChem SID: 24849152; 162088693
• PubChem CID: 85782
• CHEBI ID: 27637
• Chemspider ID: 77371
• KEGG ID: C05580
• MeSH Name: 3,4-dihydroxymandelic+acid
• Wikipedia Title: 3,4-Dihydroxymandelic_acid

CALCULATED PROPERTIES

• Acid pKa: 2.9769258
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.1949363
• LogD (pH = 7.4): -3.1950524
• Log P: 0.288705
• Molar Refractivity: 42.6656 cm^3
• Polarizability: 16.494728 Å^3
• Polar Surface Area: 97.99 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Ethyl Acetate; Methanol; Water
• Apperance: Off-White to Pale Brown Solid
• Melting Point: 130-132°C (dec.); 136-137 °C (dec.)(lit.)

Safety Information

• Storage Condition: 0°C; -20°C Freezer, Under Inert Atmosphere
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%
• Linear Formula: (HO)2C6H3CH(OH)CO2H

DETAILS

MP Biomedicals - 02101567

White crystalline material
Norepinephrine metabolite

Sigma Aldrich - 151610

General description
Metabolite of norepinephrine.
Packaging
500 mg in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 151610.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - D453000

A protein kinase C inhibitor.

REFERENCES

• Marki, H.P., et al.: Helv. Chimica Acta, 71, 320 (1988)
• Iwagami, H., et al.: Bull. chem. Soc. Jpn., 63, 3073 (1988)
• Funahashi, T., et al.: J. Bacteriol., 184, 936 (1988)