SAICAR

SAICAR

IUPAC name SAICAR
Systematic name 2-[(5-Amino-1-{3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}-1H-imidazol-4-yl)formamido]butanedioic acid
Other names 2-[(5-Amino-1-{3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl}imidazol-4-yl)formamido]butanedioic acid
Identifiers
CAS number	3031-95-6 (2S)-2-formamido, (2R,3R,4S5R)-3,4-dihydroxy-5-oxolan-2-yl^N
PubChem	981, 440498 (2R,3R,4S5R)-3,4-dihydroxy-5-oxolan-2-yl, 160666 (2S)-2-formamido, (2R,3R,4S5R)-3,4-dihydroxy-5-oxolan-2-yl, 6914598 (2S)-2-formamido, (2R,3S,4S5R)-3,4-dihydroxy-5-oxolan-2-yl
ChemSpider	956^N, 389419 (2R,3R,4S5R)-3,4-dihydroxy-5-oxolan-2-yl^Y, 141175 (2S)-2-formamido, (2R,3R,4S5R)-3,4-dihydroxy-5-oxolan-2-yl^Y, 5290480 (2S)-2-formamido, (2R,3S,4S5R)-3,4-dihydroxy-5-oxolan-2-yl^Y
KEGG	C04823^N
MeSH	SAICAR
ChEBI	CHEBI:18319^N
3DMet	B04963
Jmol-3D images	Image 1
SMILES NC1=C(N=CN1C1OC(COP(O)(O)=O)C(O)C1O)C(=O)NC(CC(O)=O)C(O)=O
InChI InChI=1S/C13H19N4O12P/c14-10-7(11(22)16-4(13(23)24)1-6(18)19)15-3-17(10)12-9(21)8(20)5(29-12)2-28-30(25,26)27/h3-5,8-9,12,20-21H,1-2,14H2,(H,16,22)(H,18,19)(H,23,24)(H2,25,26,27)^N Key: NAQGHJTUZRHGAC-UHFFFAOYSA-N^N InChI=1/C13H19N4O12P/c14-10-7(11(22)16-4(13(23)24)1-6(18)19)15-3-17(10)12-9(21)8(20)5(29-12)2-28-30(25,26)27/h3-5,8-9,12,20-21H,1-2,14H2,(H,16,22)(H,18,19)(H,23,24)(H2,25,26,27)/t4-,5+,8+,9+,12+/m0/s1/f/h16,18,23,25-26H Key: NAQGHJTUZRHGAC-ZZZDFHIKBX InChI=1/C13H19N4O12P/c14-10-7(11(22)16-4(13(23)24)1-6(18)19)15-3-17(10)12-9(21)8(20)5(29-12)2-28-30(25,26)27/h3-5,8-9,12,20-21H,1-2,14H2,(H,16,22)(H,18,19)(H,23,24)(H2,25,26,27)/t4-,5+,8+,9+,12+/m0/s1
Properties
Molecular formula	C₁₃H₁₉N₄O₁₂P
Molar mass	454.28 g mol⁻¹
Exact mass	454.073708604 g mol^-1
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

SAICAR is an intermediate in the formation of purines.

Nucleotide metabolic intermediates

Purine metabolism

Anabolism	R5P→IMP: R5P · PRPP · PRA · GAR · FGAR · FGAM · AIR · CAIR · SAICAR · AICAR · FAICAR IMP→AMP: Adenylosuccinate IMP→GMP: Xanthosine monophosphate

Catabolism	Hypoxanthine · Xanthine · Uric acid · 5-Hydroxyisourate

Pyrimidine metabolism

Anabolism	Carbamoyl phosphate · Carbamoyl aspartic acid · 4,5-Dihydroorotic acid · Orotic acid · Orotidine 5'-monophosphate · Uridine monophosphate

Catabolism	uracil: Dihydrouracil · 3-Ureidopropionic acid · β-Alanine thymine: Dihydrothymine · β-Ureidoisobutyric acid · 3-Aminoisobutyric acid

M: MET

mt, k, c/g/r/p/y/i, f/h/s/l/o/e, a/u, n, m

k, cgrp/y/i, f/h/s/l/o/e, au, n, m, epon

m(A16/C10),i(k, c/g/r/p/y/i, f/h/s/o/e, a/u, n, m)

biochemical families: prot · nucl · carb (glpr, alco, glys) · lipd (fata/i, phld, strd, gllp, eico) · amac/i · ncbs/i · ttpy/i