151610
DL-3,4-Dihydroxymandelic acid
95%
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About This Item
Linear Formula:
(HO)2C6H3CH(OH)CO2H
CAS Number:
Molecular Weight:
184.15
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
238-956-8
MDL number:
Assay:
95%
InChI key
RGHMISIYKIHAJW-UHFFFAOYSA-N
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)
SMILES string
OC(C(O)=O)c1ccc(O)c(O)c1
assay
95%
mp
136-137 °C (dec.) (lit.)
functional group
carboxylic acid, hydroxyl
Quality Level
Related Categories
General description
Metabolite of norepinephrine.
Application
DL-3,4-Dihydroxymandelic acid was used in the simultaneous analysis of 4-hydroxy-3-methoxymandelic acid and 4-hydroxy- 3-methoxyphenylacetic acid in urine. It was also used to study the changes in body temperature.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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K E O'Connor et al.
Journal of bacteriology, 183(3), 928-933 (2001-02-24)
Pseudomonas putida F6 was found to metabolize p-hydroxyphenylacetic acid through 3,4-dihydroxyphenylacetic acid, 3,4-dihydroxymandelic acid, and 3,4-dihydroxybenzaldehyde. Cell extracts of P. putida F6 catalyze the NAD(P)H-independent hydroxylation of p-hydroxyphenylacetic acid to 3,4-dihydroxyphenylacetic acid which is further oxidized to 3,4-dihydroxymandelic acid. Oxidation
W X Dong et al.
Journal of the autonomic nervous system, 44(2-3), 109-117 (1993-08-01)
Pre-synaptic endings of the sympathetic nervous fibers control the metabolism of catecholamines, particularly inactivating norepinephrine after its neuronal recapture. The present study was carried out to investigate this segment of the metabolism of catecholamines through measurements of DHPG, DOMA and
S J Ley et al.
Research in veterinary science, 61(2), 172-173 (1996-09-01)
The threshold response to a mechanical nociceptive stimulus was significantly lower on the lame hind limb of lame cows than on the same limb of sound cows. There were no significant differences between the concentrations of cortisol, noradrenaline, adrenaline or
Andrea E Schwaninger et al.
Toxicology letters, 202(2), 120-128 (2011-02-08)
3,4-Methylenedioxymethamphetamine (MDMA, Ecstasy) is excreted in human urine mainly as conjugates of its metabolites 3,4-dihydroxymethamphetamine (DHMA) and 4-hydroxy-3-methoxymethamphetamine (HMMA). The glucuronidation kinetics of HMMA showed high capacities, but also high K(m) values, unlikely to be reached after recreational user's doses.
W I Cranston et al.
The Journal of physiology, 223(1), 59-67 (1972-05-01)
1. The imino-dibenzyl drugs, imipramine and desipramine, which inhibit the uptake by neurones of noradrenaline, were injected into the lateral cerebral ventricles of cats and rabbits: changes in body temperature resulted which were different for the two species, but nevertheless
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