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Merck
CN

H0131

DL-4-Hydroxy-3-methoxymandelic acid

≥98% (HPLC), Epinephrine metabolite, powder

Synonym(s):

α,4-Dihydroxy-3-methoxybenzeneacetic acid, VMA, Vanillomandelic acid, Vanillylmandelic acid, Vanilmandelic acid

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About This Item

Linear Formula:
HOC6H3(OCH3)CH(OH)CO2H
CAS Number:
55-10-7
Molecular Weight:
198.17
NACRES:
NA.77
PubChem Substance ID:
24277743
UNSPSC Code:
12352106
EC Number:
200-224-0
MDL number:
MFCD00004235
Beilstein/REAXYS Number:
2213227

Key Documents

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Product Name

DL-4-Hydroxy-3-methoxymandelic acid, ≥98% (HPLC), powder

InChI key

CGQCWMIAEPEHNQ-UHFFFAOYSA-N

InChI

1S/C9H10O5/c1-14-7-4-5(2-3-6(7)10)8(11)9(12)13/h2-4,8,10-11H,1H3,(H,12,13)

SMILES string

OC1=C(OC)C=C(C(O)C(O)=O)C=C1

assay

≥98% (HPLC)

form

powder

color

white to off-white

mp

132-134 °C (dec.) (lit.)

solubility

H2O: ~50 mg/mL

storage temp.

2-8°C

Quality Level

200

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Related Categories

Biochem/physiol Actions

Epinephrine and norepineprine metabolite.

Features and Benefits

This compound is featured on the Dopamine and Norepinephrine Metabolism page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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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Certificates of Analysis (COA)

Lot/Batch Number
0000512160
0000512160
0000512158
0000512156
0000512156

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Xiaoquan Lu et al.
The Analyst, 137(6), 1416-1420 (2012-02-01)
Electrochemiluminescence (ECL) of Ru(bpy)(3)(2+) using metabolites of catecholamines: homovanillic acid (HVA) and vanillylmandelic acid (VMA) as co-reactants were investigated in aqueous solution for the first time. When HVA and VMA were co-existent in the buffer solution containing Ru(bpy)(3)(2+), ECL peaks
D Fraser Davidson et al.
Annals of clinical biochemistry, 48(Pt 4), 358-366 (2011-06-15)
Neuroblastoma is the most common extracranial solid tumour in childhood (8% of all childhood cancers), the most frequently diagnosed in infancy, and has one of the highest death rates, while chromaffin tumours rarely present in childhood. Both tumour types produce
Sarah Garnier et al.
Journal of pediatric surgery, 47(8), e21-e23 (2012-08-21)
Mesoblastic nephroma is by far the most frequent intrarenal fetal tumor. To the best of our knowledge, we report the first case of a newborn with an intrarenal neuroblastoma that was discovered prenatally. An intrarenal echogenic and homogenous mass was
Prabal Deb et al.
Endocrine pathology, 23(3), 187-190 (2012-05-01)
Adrenal haemangioblastoma presenting clinically as pheochromocytoma is a rare manifestation of extraneural haemangioblastoma. We present an unusual case of von Hippel-Lindau (VHL) disease that had adrenal and cerebellar haemangioblastoma with multiple renal cysts, and a review of the literature. Unlike
R Krishnappa et al.
Indian journal of cancer, 49(1), 188-193 (2012-07-31)
To review the clinical experience on pheochromocytoma in Indian subset of patients. Ten patients diagnosed with pheochromocytoma between 2001 and 2010 at our institute were retrospectively studied for clinical, laboratory, radiological and surgical data. A total of 10 patients (5
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