Record Information |
---|
Version | 1.0 |
---|
Creation date | 2011-09-21 00:04:52 UTC |
---|
Update date | 2020-09-17 15:38:24 UTC |
---|
Primary ID | FDB021901 |
---|
Secondary Accession Numbers | |
---|
Chemical Information |
---|
FooDB Name | Inosinic acid |
---|
Description | Inosinic acid, also known as 5'-inosinate or 5'-IMP, belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. Inosinic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). Inosinic acid exists in all living species, ranging from bacteria to humans. Within humans, inosinic acid participates in a number of enzymatic reactions. In particular, inosinic acid can be converted into phosphoribosyl formamidocarboxamide through the action of the enzyme bifunctional purine biosynthesis protein purh. In addition, inosinic acid can be converted into xanthylic acid through its interaction with the enzyme inosine-5'-monophosphate dehydrogenase 1. In humans, inosinic acid is involved in the metabolic disorder called the gout or kelley-seegmiller syndrome pathway. Inosinic acid is an odorless tasting compound. Outside of the human body, Inosinic acid has been detected, but not quantified in, several different foods, such as hickory nuts, turnips, pepper (spice), mountain yams, and muskmelons. This could make inosinic acid a potential biomarker for the consumption of these foods. A purine ribonucleoside 5'-monophosphate having hypoxanthine as the nucleobase. |
---|
CAS Number | 131-99-7 |
---|
Structure | |
---|
Synonyms | Synonym | Source |
---|
2'-Inosine-5'-monophosphate | ChEBI | 5'-IMP | ChEBI | 5'-Inosinate | ChEBI | 5'-Inosine monophosphate | ChEBI | 5'-Inosinic acid | ChEBI | Hypoxanthosine 5'-monophosphate | ChEBI | Inosine 5'-monophosphate | ChEBI | Inosine 5'-phosphate | ChEBI | Inosine monophosphate | ChEBI | Ribosylhypoxanthine monophosphate | ChEBI | 2'-Inosine-5'-monophosphoric acid | Generator | 5'-Inosine monophosphoric acid | Generator | Hypoxanthosine 5'-monophosphoric acid | Generator | Inosine 5'-monophosphoric acid | Generator | Inosine 5'-phosphoric acid | Generator | Inosine monophosphoric acid | Generator | Ribosylhypoxanthine monophosphoric acid | Generator | Inosinate | Generator | IMP | HMDB | Inosine-5'-monophosphate | HMDB | Inosinic acids | HMDB | Inosinate, sodium | HMDB | monoPhosphate, inosine | HMDB | monoPhosphate, ribosylhypoxanthine | HMDB | Sodium inosinate | HMDB | Acid, inosinic | HMDB | Acids, inosinic | HMDB | 2'-Inosine-5'-monoate | ChEBI | 2'-Inosine-5'-monoic acid | Generator | 5'-Inosine monoate | ChEBI | 5'-Inosine monoic acid | Generator | Hypoxanthosine 5'-monoate | ChEBI | Hypoxanthosine 5'-monoic acid | Generator | Inosine 5'-ate | ChEBI | Inosine 5'-ic acid | Generator | Inosine 5'-monoate | ChEBI | Inosine 5'-monoic acid | Generator | Inosine monoate | ChEBI | Inosine monoic acid | Generator | Inosine Monophosphate | hmdb | Inosine-5'-monoate | HMDB | Ribosylhypoxanthine monoate | ChEBI | Ribosylhypoxanthine monoic acid | Generator |
|
---|
Predicted Properties | |
---|
Chemical Formula | C10H13N4O8P |
---|
IUPAC name | {[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-6,9-dihydro-1H-purin-9-yl)oxolan-2-yl]methoxy}phosphonic acid |
---|
InChI Identifier | 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 |
---|
InChI Key | GRSZFWQUAKGDAV-KQYNXXCUSA-N |
---|
Isomeric SMILES | O[C@@H]1[C@@H](COP(O)(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=CNC2=O |
---|
Average Molecular Weight | 348.206 |
---|
Monoisotopic Molecular Weight | 348.047099924 |
---|
Classification |
---|
Description | Belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. |
---|
Kingdom | Organic compounds |
---|
Super Class | Nucleosides, nucleotides, and analogues |
---|
Class | Purine nucleotides |
---|
Sub Class | Purine ribonucleotides |
---|
Direct Parent | Purine ribonucleoside monophosphates |
---|
Alternative Parents | |
---|
Substituents | - Purine ribonucleoside monophosphate
- Pentose phosphate
- Pentose-5-phosphate
- Glycosyl compound
- N-glycosyl compound
- 6-oxopurine
- Hypoxanthine
- Monosaccharide phosphate
- Pentose monosaccharide
- Imidazopyrimidine
- Purine
- Pyrimidone
- Monoalkyl phosphate
- Alkyl phosphate
- Pyrimidine
- Phosphoric acid ester
- Organic phosphoric acid derivative
- N-substituted imidazole
- Monosaccharide
- Tetrahydrofuran
- Vinylogous amide
- Azole
- Imidazole
- Heteroaromatic compound
- Secondary alcohol
- 1,2-diol
- Lactam
- Organoheterocyclic compound
- Azacycle
- Oxacycle
- Alcohol
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Organic nitrogen compound
- Organooxygen compound
- Organonitrogen compound
- Hydrocarbon derivative
- Aromatic heteropolycyclic compound
|
---|
Molecular Framework | Aromatic heteropolycyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
|
Physiological effect | Health effect: |
---|
Disposition | Route of exposure: Source: Biological location: |
---|
Role | Industrial application: |
---|
Physico-Chemical Properties - Experimental |
---|
Physico-Chemical Properties - Experimental | Property | Value | Reference |
---|
Physical state | Solid | |
---|
Physical Description | Not Available | |
---|
Mass Composition | Not Available | |
---|
Melting Point | Not Available | |
---|
Boiling Point | Not Available | |
---|
Experimental Water Solubility | Not Available | |
---|
Experimental logP | Not Available | |
---|
Experimental pKa | Not Available | |
---|
Isoelectric point | Not Available | |
---|
Charge | Not Available | |
---|
Optical Rotation | Not Available | |
---|
Spectroscopic UV Data | Not Available | |
---|
Density | Not Available | |
---|
Refractive Index | Not Available | |
---|
|
---|
Spectra |
---|
Spectra | |
---|
EI-MS/GC-MS | Type | Description | Splash Key | View |
---|
GC-MS | Inosinic acid, 5 TMS, GC-MS Spectrum | splash10-014i-1952000000-fd534f438bc14efb9a2c | Spectrum | GC-MS | Inosinic acid, non-derivatized, GC-MS Spectrum | splash10-014i-1952000000-fd534f438bc14efb9a2c | Spectrum | GC-MS | Inosinic acid, non-derivatized, GC-MS Spectrum | splash10-014i-0952000000-240bf898db7f932db317 | Spectrum | Predicted GC-MS | Inosinic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0002-9703000000-f104482957f10e79ed31 | Spectrum | Predicted GC-MS | Inosinic acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-01ot-9412200000-ce06d9df7a1b1e9f6bf7 | Spectrum | Predicted GC-MS | Inosinic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Inosinic acid, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Inosinic acid, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Inosinic acid, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Inosinic acid, TMS_1_4, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Inosinic acid, TMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Inosinic acid, TMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Inosinic acid, TMS_2_4, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Inosinic acid, TMS_2_5, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Inosinic acid, TMS_2_6, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Inosinic acid, TMS_2_7, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Inosinic acid, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Inosinic acid, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Inosinic acid, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Inosinic acid, TBDMS_1_4, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Inosinic acid, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Inosinic acid, TBDMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Inosinic acid, TBDMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Inosinic acid, TBDMS_2_4, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Inosinic acid, TBDMS_2_5, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
|
---|
MS/MS | Type | Description | Splash Key | View |
---|
MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated) | splash10-000i-0900000000-a46a4af4f25c710c773b | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-000i-1900000000-e3960644419fb73668b1 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-0fb9-2983200000-58dfb3434545241ee7b6 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive | splash10-000i-1900000000-d9a723b143b346290896 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative | splash10-002b-9203000000-e2ceede282569ac77de5 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , negative | splash10-002b-9203000000-e2ceede282569ac77de5 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , positive | splash10-000i-1900000000-d9a723b143b346290896 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Negative | splash10-0002-2009000000-fd4ac18ae0dd374e6ff5 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Negative | splash10-004j-9201000000-349e076b55d7b34813f1 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-000i-0900000000-7d260970c5fd63733d68 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Positive | splash10-000i-1900000000-29a9853c167178a536ca | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9200000000-d15c645092c15796fecf | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 35V, Positive | splash10-000i-1920000000-cce3d9b2f5486a013f43 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Positive | splash10-000i-1900000000-123dc62f6eec7f2a443a | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-000i-1900000000-74854877c4d899dd1cbf | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 35V, Positive | splash10-000i-1910000000-92a97d045ff5a88d7fef | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-000i-0900000000-780ab0f4378101c42e44 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-000i-2900000000-ccbd03a9087207ab2a25 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-000i-1900000000-69d1aff415931bcc4325 | 2021-09-20 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-000i-0914000000-12233517e0b50e335442 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-000i-0900000000-001099c1a6404d88af4b | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-01p9-1900000000-3434d7718750395042e3 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-002k-6709000000-382b74c195ae8ed61127 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-002r-8900000000-b96f15a308f90974b444 | 2016-09-12 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9200000000-15137ad005d3cad1a603 | 2016-09-12 | View Spectrum |
|
---|
NMR | Type | Description | | View |
---|
1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, D2O, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, D2O, experimental) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | | Spectrum | 2D NMR | [1H, 1H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental) | | Spectrum | 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental) | | Spectrum |
|
---|
External Links |
---|
ChemSpider ID | 8264 |
---|
ChEMBL ID | CHEMBL1207374 |
---|
KEGG Compound ID | C00130 |
---|
Pubchem Compound ID | 8582 |
---|
Pubchem Substance ID | Not Available |
---|
ChEBI ID | 17202 |
---|
Phenol-Explorer ID | Not Available |
---|
DrugBank ID | Not Available |
---|
HMDB ID | HMDB00175 |
---|
CRC / DFC (Dictionary of Food Compounds) ID | Not Available |
---|
EAFUS ID | Not Available |
---|
Dr. Duke ID | Not Available |
---|
BIGG ID | 33960 |
---|
KNApSAcK ID | Not Available |
---|
HET ID | IMP |
---|
Food Biomarker Ontology | Not Available |
---|
VMH ID | Not Available |
---|
Flavornet ID | Not Available |
---|
GoodScent ID | rw1608901 |
---|
SuperScent ID | Not Available |
---|
Wikipedia ID | Inosinic acid |
---|
Phenol-Explorer Metabolite ID | Not Available |
---|
Duplicate IDS | Not Available |
---|
Old DFC IDS | Not Available |
---|
Associated Foods |
---|
Food | Content Range | Average | Reference |
---|
Food | | | Reference |
---|
|
Biological Effects and Interactions |
---|
Health Effects / Bioactivities | Not Available |
---|
Enzymes | Name | Gene Name | UniProt ID |
---|
Glycogen phosphorylase, liver form | PYGL | P06737 | Glycogen phosphorylase, muscle form | PYGM | P11217 | Glycogen phosphorylase, brain form | PYGB | P11216 | Cytosolic 5'-nucleotidase 3 | NT5C3 | Q9H0P0 | AMP deaminase 3 | AMPD3 | Q01432 | AMP deaminase 2 | AMPD2 | Q01433 | AMP deaminase 1 | AMPD1 | P23109 | GMP reductase 2 | GMPR2 | Q9P2T1 | GMP reductase 1 | GMPR | P36959 | ENTPD4 protein | ENTPD4 | Q8NE73 | Bifunctional purine biosynthesis protein PURH | ATIC | P31939 | Inosine-5'-monophosphate dehydrogenase | IMPDH1 | A4D0Z6 |
|
---|
Pathways | |
---|
Metabolism | Not Available |
---|
Biosynthesis | Not Available |
---|
Organoleptic Properties |
---|
Flavours | Flavor | Citations |
---|
odorless |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
|
|
---|
Files |
---|
MSDS | show |
---|
References |
---|
Synthesis Reference | Not Available |
---|
General Reference | Not Available |
---|
Content Reference | |
---|