5′-Phosphoribosyl-4-carboxy-5-aminoimidazole

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5′-Phosphoribosyl-4-carboxy-5-aminoimidazole
Names
IUPAC name
5-Amino-1-(5-O-phosphono-β-D-ribofuranosyl)-1H-imidazole-4-carboxylic acid
Systematic IUPAC name
5-Amino-1-{(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}-1H-imidazole-4-carboxylic acid
Other names
Carboxyaminoimidazole ribotide,
Carboxyaminoimidazole ribonucleotide,
CAIR,
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • InChI=1S/C9H14N3O9P/c10-7-4(9(15)16)11-2-12(7)8-6(14)5(13)3(21-8)1-20-22(17,18)19/h2-3,5-6,8,13-14H,1,10H2,(H,15,16)(H2,17,18,19)/t3-,5-,6-,8-/m1/s1 checkY
    Key: XFVULMDJZXYMSG-ZIYNGMLESA-N checkY
  • InChI=1/C9H14N3O9P/c10-7-4(9(15)16)11-2-12(7)8-6(14)5(13)3(21-8)1-20-22(17,18)19/h2-3,5-6,8,13-14H,1,10H2,(H,15,16)(H2,17,18,19)/t3-,5-,6-,8-/m1/s1
    Key: XFVULMDJZXYMSG-ZIYNGMLEBD
  • C1=NC(=C(N1[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O)N)C(=O)O
  • O=P(O)(O)OC[C@H]2O[C@@H](n1cnc(C(=O)O)c1N)[C@H](O)[C@@H]2O
Properties
C9H14N3O9P
Molar mass 339.196 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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5′-Phosphoribosyl-4-carboxy-5-aminoimidazole (or CAIR) is an intermediate in the formation of purines.

It is formed by phosphoribosylaminoimidazole carboxylase.


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