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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Andrea E Schwaninger et al.
Drug metabolism and disposition: the biological fate of chemicals, 39(11), 1998-2002 (2011-07-29)
Different pharmacokinetic properties are known for the two enantiomers of the entactogen 3,4-methylendioxy-methamphetamine (MDMA), most likely due to enantioselective metabolism. The aim of the present work was 1) the investigation of the main sulfotransferases (SULT) isoenzymes involved in the sulfation
T R Kingsley et al.
Journal of gerontology, 46(4), B135-B141 (1991-07-01)
Adrenal catecholamines (CA) were measured in 6-, 18-, and 30-mo Lobund-Wistar rats (LWR) maintained under germ-free or conventional conditions and fed either ad libitum or a restricted (70% of adult ad libitum) diet. Levels of dopamine (DA), norepinephrine (NE), epinephrine
T H Czapla et al.
Biochimica et biophysica acta, 1077(3), 400-406 (1991-04-29)
Cyclic voltammetric and chronoamperometric data are consistent with a process in which 3,4-dihydroxymandelic acid (DOMA) is oxidized initially in a two-electron step to its corresponding o-benzoquinone. This species is unstable and undergoes the rate-determining loss of CO2 (k = 1.6
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
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