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H0131

Sigma-Aldrich

DL-4-Hydroxy-3-methoxymandelic acid

≥98% (HPLC), powder

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Synonym(s):
α,4-Dihydroxy-3-methoxybenzeneacetic acid, VMA, Vanillomandelic acid, Vanillylmandelic acid, Vanilmandelic acid
Linear Formula:
HOC6H3(OCH3)CH(OH)CO2H
CAS Number:
Molecular Weight:
198.17
Beilstein:
2213227
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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

SMILES string

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

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)

InChI key

CGQCWMIAEPEHNQ-UHFFFAOYSA-N

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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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Wayne L Furman et al.
Investigational new drugs, 30(4), 1660-1670 (2011-07-29)
Gefitinib potently inhibits neuroblastoma proliferation in vitro, and the gefitinib/irinotecan combination shows greater than additive activity against neuroblastoma xenografts. This Phase II pilot study estimated the rate of response to two courses of intravenous irinotecan plus oral gefitinib in children
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
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

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