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Homogentisic acid - crystalline, high purity , CAS No.451-13-8

  • crystalline
Item Number
H477453
Grouped product items
SKUSizeAvailabilityPrice Qty
H477453-100mg
100mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$318.90
H477453-500mg
500mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$1,214.90
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Basic Description

SynonymsHomogentisic acid|451-13-8|2,5-Dihydroxyphenylacetic acid|Alcapton|Homogentisate acid|Homogentisinic acid|2-(2,5-dihydroxyphenyl)acetic acid|homogentisate|(2,5-Dihydroxyphenyl)acetic acid|Benzeneacetic acid, 2,5-dihydroxy-|2,5-Dihydroxybenzeneacetic acid|
Specifications & Puritycrystalline
Storage TempStore at 2-8°C
Shipped InWet ice
Product Description

Homogentisic acid (HGA) is an intermediate formed during the catabolism of phenylalanine and tyrosine. Alkaptonuria, a metabolic disorder, is characterized by high levels of HGA in serum and urine due to the deficiency of the enzyme homogentisic acid oxidase, which is involved in the degradation of HGA.

Names and Identifiers

IUPAC Name 2-(2,5-dihydroxyphenyl)acetic acid
INCHI InChI=1S/C8H8O4/c9-6-1-2-7(10)5(3-6)4-8(11)12/h1-3,9-10H,4H2,(H,11,12)
InChi Key IGMNYECMUMZDDF-UHFFFAOYSA-N
Canonical SMILES C1=CC(=C(C=C1O)CC(=O)O)O
Isomeric SMILES C1=CC(=C(C=C1O)CC(=O)O)O
PubChem CID 780
Molecular Weight 168.15
Beilstein 10407
Reaxy-Rn 2692860

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

Melt Point(°C)147 °C

Safety and Hazards(GHS)

Pictogram(s) GHS07
Signal Warning
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

H335:May cause respiratory irritation

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P271:Use only outdoors or in a well-ventilated area.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P403+P233:Store in a well-ventilated place. Keep container tightly closed.

P362+P364:Take off contaminated clothing and wash it before reuse.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P337+P317:If eye irritation persists: Get medical help.

P332+P317:If skin irritation occurs: Get medical help.

P319:Get medical help if you feel unwell.

Reaxy-Rn 2692860
Merck Index 4737

Related Documents

 SDS

 Specification Sheet

References

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15. Shahir S Hamdulay,Judith Finegold,Lucinda Boyer,Monica Khanna,Mo Akmal,Amanda Walker,Anne Kinderlerer.  (2011-09-29)  Clinical images: Magnetic resonance imaging appearance of alkaptonuria..  Arthritis and rheumatism,  64  ((1)): (129-129).  [PMID:21953018]
16. Lia Millucci,Adriano Spreafico,Laura Tinti,Daniela Braconi,Lorenzo Ghezzi,Eugenio Paccagnini,Giulia Bernardini,Loredana Amato,Marcella Laschi,Enrico Selvi,Mauro Galeazzi,Alessandro Mannoni,Maurizio Benucci,Pietro Lupetti,Federico Chellini,Maurizio Orlandini,Annalisa Santucci.  (2012-08-02)  Alkaptonuria is a novel human secondary amyloidogenic disease..  Biochimica et biophysica acta,  1822  ((11)): (1682-1691).  [PMID:22850426]
17. Ya-Jun Guo,Gui-Fang Deng,Xiang-Rong Xu,Shan Wu,Sha Li,En-Qin Xia,Fang Li,Feng Chen,Wen-Hua Ling,Hua-Bin Li.  (2012-08-08)  Antioxidant capacities, phenolic compounds and polysaccharide contents of 49 edible macro-fungi..  Food & function,  3  ((11)): (1195-1205).  [PMID:22868715]
18. Marzieh Eslami,Mansoor Namazian,Hamid R Zare.  (2013-02-07)  Electrooxidation of homogentisic acid in aqueous and mixed solvent solutions: experimental and theoretical studies..  The journal of physical chemistry. B,  117  ((9)): (2757-2763).  [PMID:23384055]
19. Wojciech Ostrowski,Anna Wojakowska,Magdalena Grajzer,Maciej Stobiecki.  (2014-07-27)  Mass spectrometric behavior of phenolic acids standards and their analysis in the plant samples with LC/ESI/MS system..  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences,  967  (21-27).  [PMID:25063924]
20. Irena Brčić Karačonji,Karlo Jurica.  (2017-06-01)  Development and Validation of a GC-MS Method for the Analysis of Homogentisic Acid in Strawberry Tree (.  Journal of AOAC International,  100  ((4)): (889-892).  [PMID:28560954]
21. Xianyu Liang,Fan Liu,Yiqun Wan,Xiaoying Yin,Weiting Liu.  (2018-12-16)  Facile synthesis of molecularly imprinted polymers for selective extraction of tyrosine metabolites in human urine..  Journal of chromatography. A,  1587  (34-41).  [PMID:30551942]
22. Xavier Cetó,Núria Serrano,Miriam Aragó,Alejandro Gámez,Miquel Esteban,José Manuel Díaz-Cruz,Oscar Núñez.  (2018-12-21)  Determination of HPLC-UV Fingerprints of Spanish Paprika (Capsicum annuum L.) for Its Classification by Linear Discriminant Analysis..  Sensors (Basel, Switzerland),  18  ((12)):   [PMID:30567367]
23. H P Vasantha Rupasinghe,Indu Parmar,Sandhya V Neir.  (2019-07-19)  Biotransformation of Cranberry Proanthocyanidins to Probiotic Metabolites by Lactobacillus rhamnosus Enhances Their Anticancer Activity in HepG2 Cells In Vitro..  Oxidative medicine and cellular longevity,  2019  (4750795-4750795).  [PMID:31316718]
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27. E Selvi,E Garcia-Gonzalez,R Maggio,S Lorenzini,A Santucci,M Galeazzi.  (2010-07-28)  False proteinuria in patients with alkaptonuria..  Clinical and experimental rheumatology,  28  ((4)): (591-591).  [PMID:20659416]
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30. Giovanni Concistrè,Brenno Fiorani,Federico Ranocchi,Giovanni Casali,Antonio Loforte,Francesco Musumeci.  (2011-03-19)  Black aorta in a patient with alkaptonuria (ochronosis)..  Journal of cardiovascular medicine (Hagerstown, Md.),  12  ((6)): (444-445).  [PMID:21415764]
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32. Daniela Braconi,Claretta Bianchini,Giulia Bernardini,Marcella Laschi,Lia Millucci,Adriano Spreafico,Annalisa Santucci.  (2011-08-30)  Redox-proteomics of the effects of homogentisic acid in an in vitro human serum model of alkaptonuric ochronosis..  Journal of inherited metabolic disease,  34  ((6)): (1163-1176).  [PMID:21874298]
33. A M Taylor,A Boyde,P J M Wilson,J C Jarvis,J S Davidson,J A Hunt,L R Ranganath,J A Gallagher.  (2011-12-01)  The role of calcified cartilage and subchondral bone in the initiation and progression of ochronotic arthropathy in alkaptonuria..  Arthritis and rheumatism,  63  ((12)): (3887-3896).  [PMID:22127706]
34. Huaixin Zheng,Christa H Chatfield,Mark R Liles,Nicholas P Cianciotto.  (2013-08-28)  Secreted pyomelanin of Legionella pneumophila promotes bacterial iron uptake and growth under iron-limiting conditions..  Infection and immunity,  81  ((11)): (4182-4191).  [PMID:23980114]
35. Muhammad Saqib,Shahid Iqbal,Sumaira Naeem,Asif Mahmood.  (2013-11-06)  DFT for exploring the antioxidant potential of homogentisic and orsellinic acids..  Pakistan journal of pharmaceutical sciences,  26  ((6)): (1209-1214).  [PMID:24191328]
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