CHEBI:17202 - IMP

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ChEBI Name IMP
ChEBI ID CHEBI:17202
Definition A purine ribonucleoside 5'-monophosphate having hypoxanthine as the nucleobase.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:43475, CHEBI:43418, CHEBI:43524, CHEBI:43528, CHEBI:43611, CHEBI:43563, CHEBI:47501, CHEBI:5849, CHEBI:12057, CHEBI:13372, CHEBI:14457, CHEBI:12063, CHEBI:13373, CHEBI:19271
Supplier Information ChemicalBook:CB7388480, eMolecules:484930, ZINC000000895042
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Cysteine (; symbol Cys or C) is a semiessential proteinogenic amino acid with the formula HOOC−CH(−NH2)−CH2−SH. The thiol side chain in cysteine enables the formation of disulfide bonds, and often participates in enzymatic reactions as a nucleophile. Cysteine is chiral, but both D and L-cysteine are found in nature. L‑Cysteine is a protein monomer in all biota, and D-cysteine acts as a signaling molecule in mammalian nervous systems. Cysteine is named after its discovery in urine, which comes from the urinary bladder or cyst, from Greek κύστις kýstis, "bladder". The thiol is susceptible to oxidation to give the proteinogenic amino acid derivative formula, which serves an important structural role in many disulfide bondss. In this case, the symbol Cyx is sometimes used. The deprotonated form can generally be described by the symbol Cym as well. When used as a food additive, cysteine has the enzymatic E920. Cysteine is nucleophile by the Greeks UGU and UGC.
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Formula C10H13N4O8P
Net Charge 0
Average Mass 348.20600
Monoisotopic Mass 348.04710
InChI InChI=1S/C10H13N4O8P/c15-6-4(1-21-23(18,19)20)22-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17/h2-4,6-7,10,15-16H,1H2,(H,11,12,17)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1
InChIKey GRSZFWQUAKGDAV-KQYNXXCUSA-N
SMILES O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)n1cnc2c1nc[nH]c2=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Homo sapiens (NCBI:txid9606) See: PubMed
Roles Classification
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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ChEBI Ontology
Outgoing IMP (CHEBI:17202) has role Escherichia coli metabolite (CHEBI:76971)
IMP (CHEBI:17202) has role human metabolite (CHEBI:77746)
IMP (CHEBI:17202) has role mouse metabolite (CHEBI:75771)
IMP (CHEBI:17202) is a inosine phosphate (CHEBI:24843)
IMP (CHEBI:17202) is a purine ribonucleoside 5'-monophosphate (CHEBI:37021)
IMP (CHEBI:17202) is conjugate acid of IMP(2−) (CHEBI:58053)
Incoming 2'-deoxyinosine-5'-diphosphate (CHEBI:28823) has functional parent IMP (CHEBI:17202)
2'-deoxyinosine-5'-monophosphate (CHEBI:28806) has functional parent IMP (CHEBI:17202)
IMP(2−) (CHEBI:58053) is conjugate base of IMP (CHEBI:17202)
IMP residue (CHEBI:76778) is substituent group from IMP (CHEBI:17202)
IUPAC Name
5'-inosinic acid
Synonyms Sources
2'-inosine-5'-monophosphate ChEBI
5'-IMP KEGG COMPOUND
5'-Inosinate KEGG COMPOUND
5'-Inosine monophosphate KEGG COMPOUND
5'-Inosinic acid KEGG COMPOUND
hypoxanthosine 5'-monophosphate ChEBI
IMP KEGG COMPOUND
Inosine 5'-monophosphate KEGG COMPOUND
Inosine 5'-phosphate KEGG COMPOUND
Inosine monophosphate KEGG COMPOUND
Inosinic acid KEGG COMPOUND
inosinic acid PDBeChem
ribosylhypoxanthine monophosphate MetaCyc
Manual Xrefs Databases
C00007224 KNApSAcK
C00130 KEGG COMPOUND
DB04566 DrugBank
HMDB0000175 HMDB
IMP PDBeChem
IMP MetaCyc
Inosinic_acid Wikipedia
View more database links
Registry Numbers Types Sources
131-99-7 CAS Registry Number ChemIDplus
528845 Gmelin Registry Number Gmelin
630517 Reaxys Registry Number Reaxys
Citation Type Source
7877593 PubMed citation Europe PMC
Last Modified
27 January 2016