Faicar
PubChem CID
166760
Structure
Molecular Formula
Synonyms
- Faicar
- 13018-54-7
- 5-Formamidoimidazole-4-carboxamide ribotide
- phosphoribosyl formamidocarboxamide
- 5-Formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
Molecular Weight
366.22 g/mol
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Dates
- Create:2005-06-24
- Modify:2024-12-28
Description
5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide is a 1-(phosphoribosyl)imidazolecarboxamide. It has a role as an Escherichia coli metabolite and a mouse metabolite. It is a conjugate acid of a 5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide(2-).
Phosphoribosyl formamidocarboxamide is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
FAICAR is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
Chemical Structure Depiction
[(2R,3S,4R,5R)-5-(4-carbamoyl-5-formamidoimidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
Computed by Lexichem TK 2.7.0 (PubChem release 2024.11.20)
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
Computed by InChI 1.07.0 (PubChem release 2024.11.20)
ABCOOORLYAOBOZ-KQYNXXCUSA-N
Computed by InChI 1.07.0 (PubChem release 2024.11.20)
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
Computed by OEChem 2.3.0 (PubChem release 2024.11.20)
C10H15N4O9P
Computed by PubChem 2.2 (PubChem release 2024.11.20)
- 5-formamidoimidazole-4-carboxamide ribotide
- FAICAR
- Faicar
- 13018-54-7
- 5-Formamidoimidazole-4-carboxamide ribotide
- phosphoribosyl formamidocarboxamide
- 5-Formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
- [(2R,3S,4R,5R)-5-(4-carbamoyl-5-formamidoimidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
- 5-Formylamino-4-imidazolecarboxamide ribonucleotide
- KNY2D67FT5
- CHEBI:18381
- 1-(5'-Phosphoribosyl)-5-formamido-4-imidazolecarboxamide
- 5-(Formylamino)-1-(5-O-Phosphono-Beta-D-Ribofuranosyl)-1h-Imidazole-4-Carboxamide
- {[(2R,3S,4R,5R)-5-(4-carbamoyl-5-formamido-1H-imidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
- FAICAR ~85%
- 5'-Phosphoribosyl-5-formamido-4-imidazolecarboxamide
- 5-Formamido-1-(5-phosphoribosyl)imidazole-4-carboxamide
- 1H-Imidazole-4-carboxamide, 5-(formylamino)-1-(5-O-phosphono-beta-D-ribofuranosyl)-
- 5-Phosphoribosyl-5-formamido-4-imid-carboxamide
- 5'-p-Ribosyl-5-formamido-4-imidazole carboxamide
- 5'-phosphoribosyl-5-formamido-4-imidazole carboxamide
- 5-Formylamino-4-imidazolecarboxamide Ribonucleotide; 5-(Formylamino)-1-(5-O-phosphono-ss-D-ribofuranosyl)-1H-imidazole-4-carboxamide; 5-Formamido-1-ss-D-ribofuranosyl-,5'-(dihydrogen phosphate)-imidazole-4-carboxamide
- UNII-KNY2D67FT5
- CHEMBL521310
- SCHEMBL4360247
- BDBM22586
- DTXSID50156384
- DA-63360
- C04734
- 5-Formylamino-4-imidazolecarboxamideribonucleotide
- Q2817110
- 1-(5 -Phosphoribosyl)-5-formamido-4-imidazolecarboxamide
- 5-formamido-1-(5-phosphoribosyl)-imidazole-4-carboxamide
- Imidazole-4-carboxamide, 5-formamido-1-beta-D-ribofuranosyl-, 5'-(dihydrogen phosphate)
- 1-(4-carbamoyl-5-formamido-1H-imidazol-1-yl)-1-deoxy-D-ribofuranose 5-(dihydrogen phosphate)
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
366.22 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
XLogP3-AA
Property Value
-4
Reference
Computed by XLogP3 3.0 (PubChem release 2024.11.20)
Property Name
Hydrogen Bond Donor Count
Property Value
6
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Hydrogen Bond Acceptor Count
Property Value
10
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Rotatable Bond Count
Property Value
6
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Exact Mass
Property Value
366.05766507 Da
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
Monoisotopic Mass
Property Value
366.05766507 Da
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
Topological Polar Surface Area
Property Value
206Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Heavy Atom Count
Property Value
24
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
530
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
4
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)
Solid
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Isotope Count
Same Parent, Connectivity Count
Same Parent, Isotope Count
Same Parent, Exact Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
Protein Structures Count
Cytoplasm
- Adenine phosphoribosyltransferase deficiency (APRT)
- Adenosine Deaminase Deficiency
- Adenylosuccinate Lyase Deficiency
- AICA-Ribosiduria
- Azathioprine Action Pathway
- Gout or Kelley-Seegmiller Syndrome
- Lesch-Nyhan Syndrome (LNS)
- Mercaptopurine Action Pathway
- Mitochondrial DNA depletion syndrome
- Molybdenum Cofactor Deficiency
- Total 17 pathways, visit the HMDB page for details
WormJam Metabolites Local CSV for MetFrag | DOI:10.5281/zenodo.3403364
WormJam: A consensus C. elegans Metabolic Reconstruction and Metabolomics Community and Workshop Series, Worm, 6:2, e1373939, DOI:10.1080/21624054.2017.1373939
Zebrafish Pathway Metabolite MetFrag Local CSV (Beta) | DOI:10.5281/zenodo.3457553
The LOTUS Initiative for Open Natural Products Research: frozen dataset union wikidata (with metadata) | DOI:10.5281/zenodo.5794106
- CAS Common ChemistryLICENSEThe data from CAS Common Chemistry is provided under a CC-BY-NC 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc/4.0/
- ChemIDplus5-Formamidoimidazole-4-carboxamide ribotidehttps://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=0013018547ChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- EPA DSSTox5-Formylamino-4-imidazolecarboxamide ribonucleotidehttps://comptox.epa.gov/dashboard/DTXSID50156384CompTox Chemicals Dashboard Chemical Listshttps://comptox.epa.gov/dashboard/chemical-lists/
- FDA Global Substance Registration System (GSRS)LICENSEUnless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.https://www.fda.gov/about-fda/about-website/website-policies#linking5-Formylamino-4-imidazolecarboxamide ribonucleotidehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/KNY2D67FT5
- Human Metabolome Database (HMDB)LICENSEHMDB is offered to the public as a freely available resource. Use and re-distribution of the data, in whole or in part, for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (HMDB) and the original publication (see the HMDB citing page). We ask that users who download significant portions of the database cite the HMDB paper in any resulting publications.http://www.hmdb.ca/citingPhosphoribosyl formamidocarboxamidehttp://www.hmdb.ca/metabolites/HMDB0001439
- ChEBI5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamidehttps://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:18381
- E. coli Metabolome Database (ECMDB)
- LOTUS - the natural products occurrence databaseLICENSEThe code for LOTUS is released under the GNU General Public License v3.0.https://lotus.nprod.net/LOTUS Treehttps://lotus.naturalproducts.net/
- Yeast Metabolome Database (YMDB)Phosphoribosyl formamidocarboxamidehttps://www.ymdb.ca/compounds/YMDB00281
- ChEMBLLICENSEAccess to the web interface of ChEMBL is made under the EBI's Terms of Use (http://www.ebi.ac.uk/Information/termsofuse.html). The ChEMBL data is made available on a Creative Commons Attribution-Share Alike 3.0 Unported License (http://creativecommons.org/licenses/by-sa/3.0/).http://www.ebi.ac.uk/Information/termsofuse.htmlChEMBL Protein Target Treehttps://www.ebi.ac.uk/chembl/g/#browse/targets
- ECI Group, LCSB, University of Luxembourg5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide
- Natural Product Activity and Species Source (NPASS)
- FooDBLICENSEFooDB is offered to the public as a freely available resource. Use and re-distribution of the data, in whole or in part, for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (FooDB) and the original publication.https://foodb.ca/aboutphosphoribosyl-formamido-carboxamidehttps://foodb.ca/compounds/FDB031113
- Japan Chemical Substance Dictionary (Nikkaji)
- KEGGLICENSEAcademic users may freely use the KEGG website. Non-academic use of KEGG generally requires a commercial licensehttps://www.kegg.jp/kegg/legal.html
- Metabolomics WorkbenchPhosphoribosyl formamidocarboxamidehttps://www.metabolomicsworkbench.org/data/StructureData.php?RegNo=37801
- Protein Data Bank in Europe (PDBe)
- RCSB Protein Data Bank (RCSB PDB)LICENSEData files contained in the PDB archive (ftp://ftp.wwpdb.org) are free of all copyright restrictions and made fully and freely available for both non-commercial and commercial use. Users of the data should attribute the original authors of that structural data.https://www.rcsb.org/pages/policies
- Therapeutic Target Database (TTD)
- Wikidata
- Wikipedia5-Formamidoimidazole-4-carboxamide ribotidehttps://en.wikipedia.org/wiki/5-Formamidoimidazole-4-carboxamide_ribotide
- PubChem
- Medical Subject Headings (MeSH)LICENSEWorks produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.https://www.nlm.nih.gov/copyright.html5-formamidoimidazole-4-carboxamide ribotidehttps://www.ncbi.nlm.nih.gov/mesh/67062030
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
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