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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H26N6O4
Molecular Weight 378.4261
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PENTOSIDINE

SMILES

N[C@@H](CCCCN1C=CC=C2N=C(NCCC[C@H](N)C(O)=O)N=C12)C(O)=O

InChI

InChIKey=AYEKKSTZQYEZPU-RYUDHWBXSA-N
InChI=1S/C17H26N6O4/c18-11(15(24)25)5-1-2-9-23-10-4-7-13-14(23)22-17(21-13)20-8-3-6-12(19)16(26)27/h4,7,10-12H,1-3,5-6,8-9,18-19H2,(H,20,21)(H,24,25)(H,26,27)/t11-,12-/m0/s1

HIDE SMILES / InChI

Molecular Formula C17H26N6O4
Molecular Weight 378.4261
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Advanced glycation end product ligands for the receptor for advanced glycation end products: biochemical characterization and formation kinetics.
2004-01-01
High levels of urinary pentosidine, an advanced glycation end product, in children with acute exacerbation of atopic dermatitis: relationship with oxidative stress.
2003-12
Application of monoclonal antibody libraries for the measurement of glycation adducts.
2003-12
Removal of advanced glycation end products in clinical renal failure by peritoneal dialysis and haemodialysis.
2003-12
Methylglyoxal-derived hydroimidazolone advanced glycation end-products of human lens proteins.
2003-12
Glycoxidation and inflammation in chronic haemodialysis patients.
2003-12
Quantitative screening of advanced glycation endproducts in cellular and extracellular proteins by tandem mass spectrometry.
2003-11-01
Paradoxical impact of antioxidants on post-Amadori glycoxidation: Counterintuitive increase in the yields of pentosidine and Nepsilon-carboxymethyllysine using a novel multifunctional pyridoxamine derivative.
2003-10-03
[Age-related post-translational modification of proteins in human tissue and its use determination of age in forensic medicine. Review].
2003-10
The protective effect of aminoguanidine on erectile function in streptozotocin diabetic rats.
2003-10
Effect of the peritoneal dialysis prescription on pentosidine in children.
2003-10
Advanced glycation end-products pentosidine and N epsilon-carboxymethyllysine are elevated in serum of patients with osteoporosis.
2003-10
Glyoxal and methylglyoxal levels in diabetic patients: quantitative determination by a new GC/MS method.
2003-09
The involvement of advanced glycation endproducts (AGEs) in renal injury of diabetic glomerulosclerosis: association with phenotypic change in renal cells and infiltration of immune cells.
2003-09
Association between blood indoxyl sulfate and carbonyl stress marker in hemodialysis patients.
2003-09
Gelatin degradation at elevated temperature.
2003-09
Prevention of retinal capillary basement membrane thickening in diabetic dogs by a non-steroidal anti-inflammatory drug.
2003-09
Formation of advanced glycosylation end products and oxidative stress in young patients with type 1 diabetes.
2003-09
Increased concentration of pentosidine, an advanced glycation end product, and interleukin-6 in the vitreous of patients with proliferative diabetic retinopathy.
2003-08
Modification of elastin by pentosidine is associated with the calcification of aortic media in patients with end-stage renal disease.
2003-08
Effect of smoking on risk factors for cardiovascular disease in patients with diabetes mellitus and renal insufficiency.
2003-07-31
The changes in crosslink contents in tissues after formalin fixation.
2003-07-01
Vascular risk factors and markers of endothelial function as determinants of inflammatory markers in type 1 diabetes: the EURODIAB Prospective Complications Study.
2003-07
The effect of caloric restriction on glycation and glycoxidation in skin collagen of nonhuman primates.
2003-06
Plasma pentosidine is associated with inflammation and malnutrition in end-stage renal disease patients starting on dialysis therapy.
2003-06
The AGE inhibitor pyridoxamine inhibits lipemia and development of renal and vascular disease in Zucker obese rats.
2003-06
Increased levels of advanced glycation end products in human cataractous lenses.
2003-05
Anti-hypertensive agents inhibit in vivo the formation of advanced glycation end products and improve renal damage in a type 2 diabetic nephropathy rat model.
2003-05
A functional variant of the myeloperoxidase gene is associated with cardiovascular disease in end-stage renal disease patients.
2003-05
Improvement in quality of diabetes control and concentrations of AGE-products in patients with type 1 and insulin-treated type 2 diabetes mellitus studied over a period of 10 years (JEVIN).
2003-03-05
Are advanced glycation end products cardiovascular risk factors in patients with CRF?
2003-03
Increased urinary levels of pentosidine, pyrraline and acrolein adduct in type 2 diabetes.
2003-02
Advanced glycation end-products in anterior chamber aqueous of cataractous patients.
2003-02
Serum levels of total homocysteine, homocysteine metabolites and of advanced glycation end-products (AGEs) in patients after renal transplantation.
2003-02
Advanced glycation endproducts and osteoarthritis.
2003-02
Cellular uptake of beta2M and AGE-beta2M in synovial fibroblasts and macrophages.
2003-01
Advanced glycation end-product (AGE)-damaged IgG and IgM autoantibodies to IgG-AGE in patients with early synovitis.
2003
Serum levels of non-carboxymethyllysine advanced glycation endproducts are correlated to severity of microvascular complications in patients with Type 1 diabetes.
2002-12-31
Pentosidine and N(epsilon)-(carboxymethyl)-lysine in Alzheimer's disease and vascular dementia.
2002-12-25
Induction of advanced glycation end products and alterations of the tensile properties of articular cartilage.
2002-12
Levels of mature cross-links and advanced glycation end product cross-links in human vitreous.
2002-11-30
Time-resolved and steady-state fluorescence spectroscopic studies of the human lens with comparison to argpyrimidine, pentosidine and 3-OH-kynurenine.
2002-11
Glycation by ascorbic acid causes loss of activity of ribulose-1,5-bisphosphate carboxylase/oxygenase and its increased susceptibility to proteases.
2002-11
Are advanced glycation end-product-modified proteins of pathogenetic importance in fibromyalgia?
2002-10
Creatine plays a direct role as a protein modifier in the formation of a novel advanced glycation end product.
2002-10
Low parathyroid hormone and pentosidine in hemodialysis patients.
2002-10
Angiotensin II receptor antagonists and angiotensin-converting enzyme inhibitors lower in vitro the formation of advanced glycation end products: biochemical mechanisms.
2002-10
Relationship between glycoxidation and cytokines in the vitreous of eyes with diabetic retinopathy.
2002-09-13
Accumulation of imidazolone, pentosidine and N(epsilon)-(carboxymethyl)lysine in hippocampal CA4 pyramidal neurons of aged human brain.
2002-09
Serum pentosidine as an indicator of Alzheimer's disease.
2002-04
Substance Class Chemical
Created
by admin
on Mon Mar 31 23:30:13 GMT 2025
Edited
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on Mon Mar 31 23:30:13 GMT 2025
Record UNII
BJ4I2X2CQJ
Record Status Validated (UNII)
Record Version
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Name Type Language
PENTOSIDINE
Common Name English
(2S)-2-AMINO-6-(2-(((4S)- 4-AMINO-5-HYDROXY-5-OXOPENTYL))-4-IMIDAZO (4,5-B)PYRIDINYL)HEXANOIC ACID
Preferred Name English
Code System Code Type Description
EPA CompTox
DTXSID60154417
Created by admin on Mon Mar 31 23:30:13 GMT 2025 , Edited by admin on Mon Mar 31 23:30:13 GMT 2025
PRIMARY
PUBCHEM
119593
Created by admin on Mon Mar 31 23:30:13 GMT 2025 , Edited by admin on Mon Mar 31 23:30:13 GMT 2025
PRIMARY
WIKIPEDIA
PENTOSIDINE
Created by admin on Mon Mar 31 23:30:13 GMT 2025 , Edited by admin on Mon Mar 31 23:30:13 GMT 2025
PRIMARY
CAS
124505-87-9
Created by admin on Mon Mar 31 23:30:13 GMT 2025 , Edited by admin on Mon Mar 31 23:30:13 GMT 2025
PRIMARY
FDA UNII
BJ4I2X2CQJ
Created by admin on Mon Mar 31 23:30:13 GMT 2025 , Edited by admin on Mon Mar 31 23:30:13 GMT 2025
PRIMARY