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Pentosidine

CAT: 0013-GTR19191771-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19191771-02Size:5 mg
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Description
Advanced glycation end products (AGEs), such as pentosidine, form via non-enzymatic reactions and are implicated in diabetes and aging. Their signaling through RAGE makes them valuable research targets for studying disease mechanisms in both in vitro and in vivo models.
CAS Number
124505-87-9
Smiles
N[C@@H] (CCCCn1cccc2nc (NCCC[C@H] (N) C (O) =O) nc12) C (O) =O
Molecular Formula
C17H26N6O4
Molecular Weight
378.433
Storage Conditions
-20°C
Notes
For research use only.

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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