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H0131

Sigma-Aldrich

DL-4-Hydroxy-3-methoxymandelic acid

≥98% (HPLC), 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
Beilstein:
2213227
EC Number:
200-224-0
MDL number:
MFCD00004235
UNSPSC Code:
12352106
PubChem Substance ID:
24277743
NACRES:
NA.77

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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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 Code

11 - Combustible Solids

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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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
Yaodong Zhou et al.
Journal of cancer research and clinical oncology, 140(1), 83-87 (2013-11-06)
The purpose of the study is to review the clinical features, treatments, and outcomes of neonatal neuroblastoma (NB). A retrospective analysis was performed on 42 patients with NB between January 1994 and December 2011. MYCN amplification was detected in nine
A K Pani et al.
Neurochemistry international, 25(5), 465-474 (1994-11-01)
The biosynthesis of catecholamines and indoleamines was investigated in the sea pansy Renilla koellikeri by radiochemical screening of tissue samples exposed in vivo to labelled amino acid precursors and analysed by high-performance liquid chromatography coupled with electrochemical detection. Incubation of
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
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
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