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Pentosidine

CAT: 0931-T35890-03Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0931-T35890-03Size:10 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
124505-87-9
Target
Others
Related Pathways
Others
Bioactivity
Advanced glycation end products (AGEs) are compounds formed by non-enzymatic chemical reactions following the bonding of sugars to proteins or lipids during diabetes, uremia, aging, rheumatic arthritis, and other conditions. A receptor for the AGEs (RAGE) binds certain members of this class to initiate cell signaling.[1][2] Pentosidine is a well-characterized natural AGE that is often used as a biomarker for the production of all AGEs. While pentosidine can be measured in urine, the majority of this AGE is catabolized before excretion.[3]
Smiles
N[C@@H](CCCCn1cccc2nc(NCCC[C@H](N)C(O)=O)nc12)C(O)=O
Molecular Formula
C17H26N6O4
Molecular Weight
378.433
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Pentosidine

Pentosidine is an imidazopyridine having norleucine and ornithine residues attached via their side-chains at the 4- and 2-positions respectively. It has a role as a cross-linking reagent and a biomarker. It is an imidazopyridine and a non-proteinogenic L-alpha-amino acid.

CAS Number124505-87-9
PubChem CID119593
IUPAC Name(2S)-2-amino-6-[2-[[(4S)-4-amino-4-carboxybutyl]amino]imidazo[4,5-b]pyridin-4-yl]hexanoic acid
Molecular FormulaC17H26N6O4
Molecular Weight378.4
XLogP-4.7
Topological Polar Surface Area169
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count9
Rotatable Bond Count12
Heavy Atom Count27
Formal Charge0
Complexity494
SMILES
C1=CN(C2=NC(=NC2=C1)NCCC[C@@H](C(=O)O)N)CCCC[C@@H](C(=O)O)N
InChI
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
InChIKey
AYEKKSTZQYEZPU-RYUDHWBXSA-N
Chemical Structure
2D Structure
2D structure of Pentosidine
CAS: 124505-87-9
CID: 119593
Formula: C17H26N6O4
MW: 378.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight378.4
XLogP3-4.7
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count9
Rotatable Bond Count12
Exact Mass378.20155333
Monoisotopic Mass378.20155333
Topological Polar Surface Area169 Ų
Heavy Atom Count27
Formal Charge0
Complexity494
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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HY-113033APentosidine (TFA)
900156BAPentosidine-BSA
abx490065-01Pentosidine CLIA Kit
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