CAS 14883-87-5|CAS 775-01-9|2-(3,4-dihydroxyphenyl)-2-hydroxyacetic acid|dihydroxymandelic acid|DL-3,4-DIHYDROXYMANDELIC ACID|3,4-Dihydroxymandelic acid|DL-3,4-Dihydroxymandelic acid|DL-3,4-二羟基杏...

General Information

Structure

Molecular Formula

C₈H₈O₅

Molecular Mass

184.14612

Exact Mass

184.03717336

Charge

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

Canonic Smiles

OC(=O)C(c1ccc(c(c1)O)O)O

Isomeric Smiles

OC(C(=O)O)c1cc(O)c(O)cc1

Calculated Properties

JChem

LogD (pH = 7.4)

-3.20

LogD (pH = 5.5)

-2.19

Log P

0.29

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

2.98

Polar Surface Area

97.99

Polarizability

16.52

Molar Refractivity

42.67

LOG S

-0.43

Data Source

Names and Identifiers

IUPAC name

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

IUPAC Traditional name

dihydroxymandelic acid

Synonyms

DL-3,4-DIHYDROXYMANDELIC ACID3,4-Dihydroxymandelic acidDL-3,4-Dihydroxymandelic acidDL-3,4-二羟基杏仁酸(3,4-Dihydroxyphenyl)glycolic Acid(+/-)-3,4-Dihydroxymandelic Acidrac 3,4-Dihydroxymandelic Acid2-(3,4-Dihydroxyphenyl)-2-hydroxyacetic Acidα,3,4-Trihydroxybenzeneacetic Acid3,4-Dihydroxymandelic acid(3,4-dihydroxyphenyl)(hydroxy)acetic acid3,4-dihydroxymandelic acid3,4-Dihydroxyphenylglycolic acid3,4-DihydroxymandelateDihydroxymandelic acidDOMA

Names and Identifiers

Registration numbers

CAS Number

14883-87-5775-01-9

EC Number

238-956-8

Chemspider ID

77371

Wikipedia Title

3,4-Dihydroxymandelic_acid

KEGG ID

C05580

CHEBI ID

27637

Registration numbers

Properties

Product Information

Certificate of Analysis

Download link

Linear Formula

(HO)2C6H3CH(OH)CO2H

Purity

98%

Properties

Related Proteins

Molecular Spectra

No Data Available

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Molecule Details

MP Biomedicals

02101567

White crystalline material
Norepinephrine metabolite

Wikipedia

3,4-Dihydroxymandelic_acid

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.

TRC

D453000

A protein kinase C inhibitor.

ChEBI

CHEBI:27637

A catechol that is the 3,4-dihydroxy derivative of mandelic acid; a metabolite of L-dopa.

Molecule Details

References

PubChem Literature

From Data Sources

• Funahashi, T., et al.: J. Bacteriol., 184, 936 (1988)

• Marki, H.P., et al.: Helv. Chimica Acta, 71, 320 (1988)