5-Formamidoimidazole-4-carboxamide ribotide

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5-Formamidoimidazole-4-carboxamide ribotide
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Names
IUPAC name
[(2R,3S,4R,5R)-5-(4-Carbamoyl-5-formamidoimidazol-1-yl)- 3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
Other names
5-Formamidoimidazole-4-carboxamide ribonucleotide,
FAICAR
Identifiers
13018-54-7 N
ChEBI CHEBI:18381 YesY
ChEMBL ChEMBL521310 YesY
ChemSpider 145893 YesY
Jmol 3D model Interactive image
Interactive image
MeSH 5-formamidoimidazole-4-carboxamide+ribotide
PubChem 166760
  • InChI=1S/C10H15N4O9P/c11-8(18)5-9(13-3-15)14(2-12-5)10-7(17)6(16)4(23-10)1-22-24(19,20)21/h2-4,6-7,10,16-17H,1H2,(H2,11,18)(H,13,15)(H2,19,20,21)/t4-,6-,7-,10-/m1/s1 YesY
    Key: ABCOOORLYAOBOZ-KQYNXXCUSA-N YesY
  • InChI=1/C10H15N4O9P/c11-8(18)5-9(13-3-15)14(2-12-5)10-7(17)6(16)4(23-10)1-22-24(19,20)21/h2-4,6-7,10,16-17H,1H2,(H2,11,18)(H,13,15)(H2,19,20,21)/t4-,6-,7-,10-/m1/s1
    Key: ABCOOORLYAOBOZ-KQYNXXCUBS
  • C1=NC(=C(N1[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O)NC=O)C(=O)N
  • O=P(O)(O)OC[C@H]2O[C@@H](n1cnc(C(=O)N)c1NC=O)[C@H](O)[C@@H]2O
Properties
C10H15N4O9P
Molar mass 366.22 g/mol
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

5-Formamidoimidazole-4-carboxamide ribotide (or FAICAR) is an intermediate in the formation of purines. It is formed by the enzyme AICAR transformylase from AICAR and 10-formyltetrahydrofolate.


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