Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:10:08 UTC |
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Update date | 2019-11-26 03:06:40 UTC |
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Primary ID | FDB012390 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | 5'-Guanylic acid |
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Description | 5'-Guanylic acid, also known as 5'-guanylate, 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. 5'-Guanylic acid is an odorless tasting compound. 5'-Guanylic acid is found, on average, in the highest concentration within milk (cow). This could make 5'-guanylic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 5'-Guanylic acid. |
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CAS Number | 85-32-5 |
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Structure | |
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Synonyms | Synonym | Source |
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5'-Guanylate | Generator | 1sgx | biospider | 2fxv | biospider | 5'-GMP | biospider | 5'-Guanylic acid (8CI,9CI) | biospider | 5'-Guanylic acid, homopolymer | biospider | CPG | biospider | e 626 | HMDB | E626 | db_source | GMP | db_source | GNP | biospider | Guanidine monoate | HMDB | Guanidine monophosphate | biospider | Guanine polynucleotides | biospider | guanine riboside-5-phosphoric acid | biospider | Guanosine 5'-(dihydrogen phosphate) | db_source | Guanosine 5'-ate | ChEBI | Guanosine 5'-ic acid | Generator | Guanosine 5'-monoate | ChEBI | Guanosine 5'-monoic acid | Generator | Guanosine 5'-monophosphate | biospider | Guanosine 5'-monophosphoric acid | biospider | Guanosine 5'-orate | HMDB | Guanosine 5'-oric acid | HMDB | Guanosine 5'-phosphate | biospider | Guanosine 5'-phosphorate | biospider | Guanosine 5'-phosphoric acid | db_source | Guanosine monoate | ChEBI | Guanosine monoic acid | Generator | Guanosine monophosphate | db_source | Guanosine-5'-ate | HMDB | Guanosine-5'-monoate | ChEBI | Guanosine-5'-monoic acid | Generator | guanosine-5'-monophosphate | biospider | guanosine-5'-phosphate | biospider | Guanosine-ate | HMDB | Guanosine-monophosphate | biospider | Guanosine-phosphate | biospider | Guanylate | biospider | Guanylic acid | biospider | Poly g | biospider | Polyguanylic acids | biospider | Xylo-GMP | biospider |
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Predicted Properties | |
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Chemical Formula | C10H14N5O8P |
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IUPAC name | {[3,4-dihydroxy-5-(6-hydroxy-2-imino-3,9-dihydro-2H-purin-9-yl)oxolan-2-yl]methoxy}phosphonic acid |
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InChI Identifier | InChI=1S/C10H14N5O8P/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(23-9)1-22-24(19,20)21/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18) |
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InChI Key | RQFCJASXJCIDSX-UHFFFAOYSA-N |
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Isomeric SMILES | OC1C(COP(O)(O)=O)OC(C1O)N1C=NC2=C1NC(=N)N=C2O |
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Average Molecular Weight | 363.2206 |
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Monoisotopic Molecular Weight | 363.057998961 |
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Classification |
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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. |
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Kingdom | Organic compounds |
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Super Class | Nucleosides, nucleotides, and analogues |
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Class | Purine nucleotides |
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Sub Class | Purine ribonucleotides |
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Direct Parent | Purine ribonucleoside monophosphates |
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Alternative Parents | |
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Substituents | - Purine ribonucleoside monophosphate
- Pentose phosphate
- Pentose-5-phosphate
- Glycosyl compound
- N-glycosyl compound
- 6-oxopurine
- Hypoxanthine
- Monosaccharide phosphate
- Pentose monosaccharide
- Imidazopyrimidine
- Purine
- Aminopyrimidine
- Monoalkyl phosphate
- Pyrimidone
- Alkyl phosphate
- Pyrimidine
- Monosaccharide
- N-substituted imidazole
- Organic phosphoric acid derivative
- Phosphoric acid ester
- Tetrahydrofuran
- Azole
- Imidazole
- Heteroaromatic compound
- Vinylogous amide
- 1,2-diol
- Secondary alcohol
- Oxacycle
- Azacycle
- Organoheterocyclic compound
- Primary amine
- Organic nitrogen compound
- Amine
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Alcohol
- Organonitrogen compound
- Organooxygen compound
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Ontology | No ontology term |
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Physico-Chemical Properties |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Solid | |
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Physical Description | Not Available | |
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Mass Composition | C 33.07%; H 3.88%; N 19.28%; O 35.24%; P 8.53% | DFC |
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Melting Point | Mp 190-200° dec. | DFC |
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Boiling Point | Not Available | |
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Experimental Water Solubility | Not Available | |
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Experimental logP | Not Available | |
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Experimental pKa | pKa3 6.66 (25°) | DFC |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | [base] lmax 260 (e 12100) (aq. buffer) (pH 12) | DFC |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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Predicted GC-MS | 5'-Guanylic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0002-9613000000-25af1e68cd06f009e02f | Spectrum | Predicted GC-MS | 5'-Guanylic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 5'-Guanylic acid, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 5'-Guanylic acid, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 5'-Guanylic acid, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 5'-Guanylic acid, TMS_1_4, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 5'-Guanylic acid, TMS_1_5, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 5'-Guanylic acid, TMS_1_6, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 5'-Guanylic acid, TMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 5'-Guanylic acid, TMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 5'-Guanylic acid, TMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 5'-Guanylic acid, TMS_2_4, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 5'-Guanylic acid, TMS_2_5, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 5'-Guanylic acid, TMS_2_6, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 5'-Guanylic acid, TMS_2_7, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 5'-Guanylic acid, TMS_2_8, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 5'-Guanylic acid, TMS_2_9, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 5'-Guanylic acid, TMS_2_10, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 5'-Guanylic acid, TMS_2_11, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 5'-Guanylic acid, TMS_2_12, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 5'-Guanylic acid, TMS_2_13, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 5'-Guanylic acid, TMS_2_14, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 5'-Guanylic acid, TMS_2_15, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 5'-Guanylic acid, TMS_2_16, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | 5'-Guanylic acid, TMS_3_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0udi-0913000000-001b1f57c165727e68e8 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0udi-0900000000-3608dda512a53dd81925 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0udi-1900000000-3ba27baa7aebb3284a40 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0imi-7709000000-b26de7b66118aa84258c | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0fb9-9800000000-0ceb7a9ad670c9ebca71 | 2015-09-15 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9200000000-a1c937f9b36b1be1da4c | 2015-09-15 | View Spectrum |
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NMR | Not Available |
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External Links |
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ChemSpider ID | 6545 |
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ChEMBL ID | CHEMBL283807 |
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KEGG Compound ID | C00144 |
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Pubchem Compound ID | 6804 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 17345 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | DB01972 |
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HMDB ID | HMDB01397 |
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CRC / DFC (Dictionary of Food Compounds) ID | HGS45-P:HGS45-P |
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EAFUS ID | Not Available |
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Dr. Duke ID | GUANOSINE-5'-MONOPHOSPHATE |
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BIGG ID | 34024 |
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KNApSAcK ID | C00019635 |
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HET ID | 5GP |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | rw1584031 |
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SuperScent ID | Not Available |
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Wikipedia ID | GMP |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Not Available |
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Enzymes | Name | Gene Name | UniProt ID |
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Retinal cone rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit gamma | PDE6H | Q13956 | Calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1B | PDE1B | Q01064 | cGMP-inhibited 3',5'-cyclic phosphodiesterase B | PDE3B | Q13370 | Retinal rod rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit gamma | PDE6G | P18545 | Retinal rod rhodopsin-sensitive cGMP 3',5'-cyclic phosphodiesterase subunit delta | PDE6D | O43924 | Cytosolic 5'-nucleotidase 3 | NT5C3 | Q9H0P0 | Rho-related GTP-binding protein RhoU | RHOU | Q7L0Q8 | GMP reductase 2 | GMPR2 | Q9P2T1 | GMP reductase 1 | GMPR | P36959 | Adenine phosphoribosyltransferase | APRT | P07741 | Guanine nucleotide-binding protein G(s) subunit alpha isoforms short | GNAS | P63092 | Guanine nucleotide-binding protein G(q) subunit alpha | GNAQ | P50148 | Disks large homolog 4 | DLG4 | P78352 | ENTPD4 protein | ENTPD4 | Q8NE73 | Cone cGMP-specific 3',5'-cyclic phosphodiesterase subunit alpha' | PDE6C | P51160 | Rod cGMP-specific 3',5'-cyclic phosphodiesterase subunit alpha | PDE6A | P16499 | Rod cGMP-specific 3',5'-cyclic phosphodiesterase subunit beta | PDE6B | P35913 | Bifunctional purine biosynthesis protein PURH | ATIC | P31939 | Guanylate kinase | GUK1 | Q16774 | Rho guanine nucleotide exchange factor 1 | ARHGEF1 | Q92888 | Vinexin | SORBS3 | O60504 | Guanine nucleotide-binding protein subunit alpha-11 | GNA11 | P29992 | Guanine nucleotide-binding protein G(t) subunit alpha-1 | GNAT1 | P11488 | Lysophosphatidic acid receptor 2 | LPAR2 | Q9HBW0 | Protein RCC2 | RCC2 | Q9P258 | Protein very KIND | KNDC1 | Q76NI1 |
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Pathways | |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Flavor | Citations |
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odorless |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
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Files |
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MSDS | show |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | |
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