5-Formamidoimidazole-4-carboxamide ribotide

5-Formamidoimidazole-4-carboxamide ribotide
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
CAS Number	13018-54-7^N
3D model (Jmol)	Interactive image Interactive image
ChEBI	CHEBI:18381^Y
ChEMBL	ChEMBL521310^Y
ChemSpider	145893^Y
MeSH	5-formamidoimidazole-4-carboxamide+ribotide
PubChem	166760
InChI 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^Y Key: ABCOOORLYAOBOZ-KQYNXXCUSA-N^Y 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
SMILES 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
Chemical formula	C₁₀H₁₅N₄O₉P
Molar mass	366.22 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
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.

Anabolism

R5P→IMP:	R5P PRPP PRA GAR FGAR FGAM AIR CAIR SAICAR AICAR FAICAR

IMP→AMP:	Adenylosuccinate

IMP→GMP:	Xanthosine monophosphate

Catabolism

Anabolism

Catabolism

uracil:	Dihydrouracil 3-Ureidopropionic acid β-Alanine

thymine:	Dihydrothymine β-Ureidoisobutyric acid 3-Aminoisobutyric acid

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