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Details

Stereochemistry ABSOLUTE
Molecular Formula C13H19N4O12P
Molecular Weight 454.2833
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SAICAR

SMILES

NC1=C(N=CN1[C@@H]2O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]2O)C(=O)N[C@@H](CC(O)=O)C(O)=O

InChI

InChIKey=NAQGHJTUZRHGAC-ZZZDFHIKSA-N
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)/t4-,5+,8+,9+,12+/m0/s1

HIDE SMILES / InChI

Molecular Formula C13H19N4O12P
Molecular Weight 454.2833
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Purines, pyrimidines, and imidazoles. Part 50. Inhibition of adenylosuccinate AMP-lyase No. 4.3.2.2. by derivatives of N-(5-amino-1-beta-D-ribofuranosylimidazole-4-carbonyl)-L-aspartic acid 5'-phosphate (SAICAR) and virazole 5'-phosphate.
1979
Detection of 5'-phosphoribosyl-4-(N-succinylcarboxamide)-5-aminoimidazole in urine by use of the Bratton-Marshall reaction: identification of patients deficient in adenylosuccinate lyase activity.
1986 Jul
1H-NMR spectroscopy of body fluids: inborn errors of purine and pyrimidine metabolism.
1999 Apr
Screening for adenylosuccinate lyase deficiency: clinical, biochemical and molecular findings in four patients.
2002 Aug
Adenylosuccinate lyase deficiency--first British case.
2004 Oct
Preparation of 5-amino-4-imidazole-N-succinocarboxamide ribotide, 5-amino-4-imidazole-N-succinocarboxamide riboside and succinyladenosine, compounds usable in diagnosis and research of adenylosuccinate lyase deficiency.
2005
Adenylosuccinate lyase deficiency: the first identified polish patient.
2007 Oct
Oligodendroglia from ADSL-deficient patient produce SAICAribotide and SAMP.
2010 Oct-Nov
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:59:12 UTC 2023
Edited
by admin
on Sat Dec 16 08:59:12 UTC 2023
Record UNII
K1PVR64RIF
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SAICAR
MI  
Common Name English
L-ASPARTIC ACID, N-((5-AMINO-1-(5-O-PHOSPHONO-.BETA.-D-RIBOFURANOSYL)-1H-IMIDAZOL-4-YL)CARBONYL)-
Systematic Name English
SUCCINO-AICAR
Common Name English
SAICAR [MI]
Common Name English
Code System Code Type Description
PUBCHEM
160666
Created by admin on Sat Dec 16 08:59:12 UTC 2023 , Edited by admin on Sat Dec 16 08:59:12 UTC 2023
PRIMARY
EPA CompTox
DTXSID90184404
Created by admin on Sat Dec 16 08:59:12 UTC 2023 , Edited by admin on Sat Dec 16 08:59:12 UTC 2023
PRIMARY
CHEBI
18319
Created by admin on Sat Dec 16 08:59:12 UTC 2023 , Edited by admin on Sat Dec 16 08:59:12 UTC 2023
PRIMARY
MERCK INDEX
m9724
Created by admin on Sat Dec 16 08:59:12 UTC 2023 , Edited by admin on Sat Dec 16 08:59:12 UTC 2023
PRIMARY Merck Index
FDA UNII
K1PVR64RIF
Created by admin on Sat Dec 16 08:59:12 UTC 2023 , Edited by admin on Sat Dec 16 08:59:12 UTC 2023
PRIMARY
WIKIPEDIA
SAICAR
Created by admin on Sat Dec 16 08:59:12 UTC 2023 , Edited by admin on Sat Dec 16 08:59:12 UTC 2023
PRIMARY
CAS
3031-95-6
Created by admin on Sat Dec 16 08:59:12 UTC 2023 , Edited by admin on Sat Dec 16 08:59:12 UTC 2023
PRIMARY
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