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06704

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3-(3-Hydroxyphenyl)-3-hydroxypropionic acid

analytical standard

Synonym(s):

HPHPA, 3-(3-Hydroxyphenyl)-3-hydroxypropanoic acid, 3-(3-Hydroxyphenyl)hydracrylic acid

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About This Item

Empirical Formula (Hill Notation):
C9H10O4
CAS Number:
3247-75-4
Molecular Weight:
182.17
MDL number:
MFCD16749143
UNSPSC Code:
41116107
NACRES:
NA.24

grade

analytical standard

Quality Level

100

Assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

application(s)

clinical testing

format

neat

storage temp.

2-8°C

SMILES string

OC1=CC=CC(C(O)CC(O)=O)=C1

InChI

1S/C9H10O4/c10-7-3-1-2-6(4-7)8(11)5-9(12)13/h1-4,8,10-11H,5H2,(H,12,13)

InChI key

KHTAGVZHYUZYMF-UHFFFAOYSA-N

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General description

3-(3-Hydroxyphenyl)-3-hydroxypropionic acid is an organic acid and a probable metabolite of m-tyrosine (3-hydroxyphenylalanine). It is reported as an excretion product of the anaerobic bacteria of Clostridium genus. It is also reported to be found in higher concentrations in the urine of patients with autism spectrum disorders (ASDs) and schizophrenia. It can be used as a diagnostic biomarker for several neurological conditions such as ASDs.

Application

3-(3-Hydroxyphenyl)-3-hydroxypropionic acid may be used as an analytical reference standard for the quantification of the analyte in urine samples using chromatography based techniques.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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A critical evaluation of the use of gas chromatography-and high performance liquid chromatography-mass spectrometry techniques for the analysis of microbial metabolites in human urine after consumption of orange juice
Ordonez LJ, et al.
Journal of Chromatography A, 1575, 100-112 (2018)
The urinary metabolomics profile of an Italian autistic children population and their unaffected siblings
Noto A, et al.
The Journal of Maternal-Fetal & Neonatal Medicine : The Official Journal of the European Association of Perinatal Medicine, the Federation of Asia and Oceania Perinatal Societies, the International Society of Perinatal Obstetricians, 27, 46-52 (2014)
A Simple and Convenient Synthesis of Unlabeled and 13C-Labeled 3-(3-Hydroxyphenyl)-3-Hydroxypropionic Acid and Its Quantification in Human Urine Samples
Khaniani Y, et al.
Metabolites, 8(4), 80-80 (2018)
Urinary 3-(3-hydroxyphenyl)-3-hydroxypropionic acid, 3-hydroxyphenylacetic acid, and 3-hydroxyhippuric acid are elevated in children with autism spectrum disorders
Xiong X, et al.
BioMed Research International, 2016 (2016)
Gema Pereira-Caro et al.
Free radical biology & medicine, 160, 784-795 (2020-09-15)
The health benefits of orange juice (OJ) consumption are attributed in part to the circulating flavanone phase II metabolites and their microbial-derived ring fission phenolic catabolites. The present study investigated these compounds in the bloodstream after acute intake of 500 mL
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