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Details

Stereochemistry ACHIRAL
Molecular Formula C8H8O4
Molecular Weight 168.1467
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HOMOGENTISIC ACID

SMILES

OC(=O)CC1=CC(O)=CC=C1O

InChI

InChIKey=IGMNYECMUMZDDF-UHFFFAOYSA-N
InChI=1S/C8H8O4/c9-6-1-2-7(10)5(3-6)4-8(11)12/h1-3,9-10H,4H2,(H,11,12)

HIDE SMILES / InChI

Molecular Formula C8H8O4
Molecular Weight 168.1467
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Identification and characterization of an Arabidopsis homogentisate phytyltransferase paralog.
2006-05
Ochronotic rheumatism in Algeria: clinical, radiological, biological and molecular studies--a case study of 14 patients in 11 families.
2006-05
Analysis of aromatic catabolic pathways in Pseudomonas putida KT 2440 using a combined proteomic approach: 2-DE/MS and cleavable isotope-coded affinity tag analysis.
2006-02
Arthroscopic treatment of shoulder ochronotic arthropathy: a case report and review of literature.
2006-02
Early detection of alkaptonuria.
2006-01-06
In vivo genetic selection of renal proximal tubules.
2006-01
Catalytic reaction mechanism of homogentisate dioxygenase: a hybrid DFT study.
2005-12-14
Spectroscopic and computational studies of NTBC bound to the non-heme iron enzyme (4-hydroxyphenyl)pyruvate dioxygenase: active site contributions to drug inhibition.
2005-12-09
Ochronotic arthropathy: disappearance of alkaptonuria after liver transplantation for hepatitis B-related cirrhosis.
2005-12
Hip arthroplasty for ochronosis.
2005-11
Alkaptonuria diagnosed by flexible bronchoscopy.
2005-11
Direct chromatographic methods for the rapid determination of homogentisic acid in strawberry tree (Arbutus unedo L.) honey.
2005-10-07
[Endogenous ochronosis: a case description].
2005-10
Radiographic and MRI findings in ochronosis.
2005-10
Metabolic regulation at the tricarboxylic acid and glyoxylate cycles of the lignin-degrading basidiomycete Phanerochaete chrysosporium against exogenous addition of vanillin.
2005-10
Benzene rings.
2005-08-16
A genetically engineered strain of Pseudomonas putida as a useful tool for identifying new therapeutic herbicides.
2005-08-15
Identification of a homogentisate-1,2-dioxygenase gene in the fungus Exophiala lecanii-corni: analysis and implications.
2005-08
Ochronotic arthritis: case reports and review of the literature.
2005-08
[Subarachnoid anesthesia in a patient with alkaptonuric ochronosis].
2005-07-26
A two-component hydroxylase involved in the assimilation of 3-hydroxyphenyl acetate in Pseudomonas putida.
2005-07-15
Characterization of transplastomic tobacco plants with a plastid localized barley 4-hydroxyphenylpyruvate dioxygenase.
2005-07
Determination of peroxidase encapsulated in liposomes using homogentisic acid y-lactone chemiluminescence.
2005-06
Use of nitisinone in patients with alkaptonuria.
2005-06
Accumulation of multiple intermediates in the catalytic cycle of (4-hydroxyphenyl)pyruvate dioxygenase from Streptomyces avermitilis.
2005-05-17
The TyrA family of aromatic-pathway dehydrogenases in phylogenetic context.
2005-05-12
Cutaneous markers in ochronosis.
2005-05
Alkaptonuria and photography: a patient's urine tells the story.
2005-04-12
Steady-state kinetics and inhibition of anaerobically purified human homogentisate 1,2-dioxygenase.
2005-03-01
p-Hydroxyphenylpyruvate dioxygenase inhibitor-resistant plants.
2005-03
Alkaptonuric ochronosis: a case report.
2005-02
4-Hydroxyphenylpyruvate dioxygenase.
2005-01-01
On-line counting of cysteine residues in peptides during electrospray ionization by electrogenerated tags and their application to protein identification.
2005-01
[Important bilateral corneal astigmatism in a case of ocular ochronosis].
2005
Alkaptonuric ochronosis with aortic valve and joint replacements and femoral fracture: a case report and literature review.
2004-11
Minocycline-induced hyperpigmentation masquerading as alkaptonuria in individuals with joint pain.
2004-11
Alkaptonuria and renal failure: a case report.
2004-09-15
Renal proximal tubular cells acquire resistance to cell death stimuli in mice with hereditary tyrosinemia type 1.
2004-09
Enhancement of vitamin E production in sunflower cell cultures.
2004-09
A rational treatment of Mendelian genetics.
2004-08-31
Pigmented conjunctival lesions as initial manifestation of ochronosis.
2004-07
Bilateral achilles tendon ruptures in a patient with ochronosis: a case report.
2004-07
Antiplasmodial agents from the leaves of Glossocalyx brevipes.
2004-05
The crystal structures of Zea mays and Arabidopsis 4-hydroxyphenylpyruvate dioxygenase.
2004-04
Homogentisic acid derivatives from Miliusa balansae.
2004-03
Alkaptonuria, ochronosis, and ochronotic arthropathy.
2004-02
Chronic liver disease in murine hereditary tyrosinemia type 1 induces resistance to cell death.
2004-02
[Perioperative management of a patient with alcaptonuria--a case report].
2004
[Case report of a patient with ochronosis and arthroplasty of the hip and both knees].
2003
Alkaptonuria and renal failure: a case report and review of the literature.
1992-07
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 19:56:39 GMT 2025
Edited
by admin
on Mon Mar 31 19:56:39 GMT 2025
Record UNII
NP8UE6VF08
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
HOMOGENTISIC ACID
MI  
Common Name English
NSC-88940
Preferred Name English
2,5-DIHYDROXYBENZENEACETIC ACID
Systematic Name English
2,5-DIHYDROXYPHENYLACETIC ACID
Systematic Name English
2,5-DIHYDROXY-.ALPHA.-TOLUIC ACID
Systematic Name English
HOMOGENTISIC ACID [MI]
Common Name English
Code System Code Type Description
DRUG BANK
DB08327
Created by admin on Mon Mar 31 19:56:39 GMT 2025 , Edited by admin on Mon Mar 31 19:56:39 GMT 2025
PRIMARY
CAS
451-13-8
Created by admin on Mon Mar 31 19:56:39 GMT 2025 , Edited by admin on Mon Mar 31 19:56:39 GMT 2025
PRIMARY
CHEBI
44747
Created by admin on Mon Mar 31 19:56:39 GMT 2025 , Edited by admin on Mon Mar 31 19:56:39 GMT 2025
PRIMARY
FDA UNII
NP8UE6VF08
Created by admin on Mon Mar 31 19:56:39 GMT 2025 , Edited by admin on Mon Mar 31 19:56:39 GMT 2025
PRIMARY
NSC
88940
Created by admin on Mon Mar 31 19:56:39 GMT 2025 , Edited by admin on Mon Mar 31 19:56:39 GMT 2025
PRIMARY
EPA CompTox
DTXSID1060005
Created by admin on Mon Mar 31 19:56:39 GMT 2025 , Edited by admin on Mon Mar 31 19:56:39 GMT 2025
PRIMARY
MERCK INDEX
m6045
Created by admin on Mon Mar 31 19:56:39 GMT 2025 , Edited by admin on Mon Mar 31 19:56:39 GMT 2025
PRIMARY Merck Index
PUBCHEM
780
Created by admin on Mon Mar 31 19:56:39 GMT 2025 , Edited by admin on Mon Mar 31 19:56:39 GMT 2025
PRIMARY
WIKIPEDIA
HOMOGENTISIC ACID
Created by admin on Mon Mar 31 19:56:39 GMT 2025 , Edited by admin on Mon Mar 31 19:56:39 GMT 2025
PRIMARY
ECHA (EC/EINECS)
207-192-7
Created by admin on Mon Mar 31 19:56:39 GMT 2025 , Edited by admin on Mon Mar 31 19:56:39 GMT 2025
PRIMARY