| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 22:44:00 UTC |
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| Update Date | 2020-05-21 15:38:42 UTC |
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| BMDB ID | BMDB0001314 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Cyclic GMP |
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| Description | Cyclic GMP, also known as CGMP or GMP, cyclic, belongs to the class of organic compounds known as 3',5'-cyclic purine nucleotides. These are purine nucleotides in which the oxygen atoms linked to the C3 and C5 carbon atoms of the ribose moiety are both bonded the same phosphorus atom of the phosphate group. Cyclic GMP is possibly soluble (in water) and a moderately basic compound (based on its pKa). Cyclic GMP exists in all living species, ranging from bacteria to humans. In cattle, cyclic GMP is involved in the metabolic pathway called ion channels and their functional role in vascular endothelium pathway. |
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| Structure | |
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| Synonyms | | Value | Source |
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| CGMP | ChEBI | | Guanosine 3',5'-cyclic monophosphate | ChEBI | | Guanosine 3',5'-cyclic phosphate | ChEBI | | Guanosine cyclic monophosphate | ChEBI | | Guanosine 3',5'-cyclic monophosphoric acid | Generator | | Guanosine 3',5'-cyclic phosphoric acid | Generator | | Guanosine cyclic monophosphoric acid | Generator | | 3',5'-Cyclic GMP | HMDB | | 3',5'-Guanosine | HMDB | | 3',5'-Guanosine monophosphate | HMDB | | Cyclic 3',5'-guanosine monophosphate | HMDB | | Cyclic guanosine 3',5'-monophosphate | HMDB | | Cyclic-GMP | HMDB | | Guanosine 3',5'-cyclic-monophosphate | HMDB | | Guanosine 3',5'-monophosphate | HMDB | | Guanosine cyclic-monophosphate | HMDB | | Guanosine-cyclic-phosphoric-acid | HMDB | | Cyclic 3',5'-monophosphate, guanosine | HMDB | | GMP, Cyclic | HMDB | | Guanosine cyclic-3',5'-monophosphate | HMDB | | monoPhosphate, guanosine cyclic | HMDB | | 3',5'-monoPhosphate, guanosine cyclic | HMDB | | Cyclic-3',5'-monophosphate, guanosine | HMDB | | Guanosine cyclic 3',5'-monophosphate | HMDB | | Guanosine cyclic 3,5 monophosphate | HMDB | | Cyclic monophosphate, guanosine | HMDB | | Guanosine cyclic 3',5' monophosphate | HMDB |
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| Chemical Formula | C10H12N5O7P |
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| Average Molecular Weight | 345.2053 |
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| Monoisotopic Molecular Weight | 345.047434275 |
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| IUPAC Name | 9-[(4aR,6R,7R,7aS)-2,7-dihydroxy-2-oxo-hexahydro-2λ⁵-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-2-amino-6,9-dihydro-1H-purin-6-one |
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| Traditional Name | cyclic-GMP |
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| CAS Registry Number | 7665-99-8 |
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| SMILES | NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(O)(=O)O[C@H]3[C@H]2O)C(=O)N1 |
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| InChI Identifier | InChI=1S/C10H12N5O7P/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,16H,1H2,(H,18,19)(H3,11,13,14,17)/t3-,5-,6-,9-/m1/s1 |
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| InChI Key | ZOOGRGPOEVQQDX-UUOKFMHZSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as 3',5'-cyclic purine nucleotides. These are purine nucleotides in which the oxygen atoms linked to the C3 and C5 carbon atoms of the ribose moiety are both bonded the same phosphorus atom of the phosphate group. |
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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 | Cyclic purine nucleotides |
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| Direct Parent | 3',5'-cyclic purine nucleotides |
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| Alternative Parents | |
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| Substituents | - 3',5'-cyclic purine ribonucleotide
- Pentose phosphate
- Glycosyl compound
- N-glycosyl compound
- 6-oxopurine
- Hypoxanthine
- Monosaccharide phosphate
- Purinone
- Imidazopyrimidine
- Purine
- Aminopyrimidine
- Pyrimidone
- Monosaccharide
- N-substituted imidazole
- Organic phosphoric acid derivative
- Pyrimidine
- Vinylogous amide
- Azole
- Tetrahydrofuran
- Heteroaromatic compound
- Imidazole
- Secondary alcohol
- Oxacycle
- Azacycle
- Organoheterocyclic compound
- Hydrocarbon derivative
- Alcohol
- Organic nitrogen compound
- Organopnictogen compound
- Organic oxygen compound
- Organonitrogen compound
- Organooxygen compound
- Organic oxide
- Primary amine
- Amine
- Aromatic heteropolycyclic compound
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| Molecular Framework | Aromatic heteropolycyclic compounds |
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| External Descriptors | |
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| Ontology |
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| Status | Detected but not Quantified |
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| Origin | |
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| Biofunction | Not Available |
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| Application | Not Available |
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| Cellular locations | |
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| Physical Properties |
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| State | Solid |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
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| Predicted Properties | |
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| Spectra |
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| Spectra | | Spectrum Type | Description | Splash Key | |
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| GC-MS | GC-MS Spectrum - GC-MS (4 TMS) | splash10-001i-2972000000-80320c485cef8d6d91ad | View in MoNA |
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| GC-MS | GC-MS Spectrum - GC-MS (Non-derivatized) | splash10-001i-2972000000-80320c485cef8d6d91ad | View in MoNA |
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| Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-0f76-3901000000-c970aad6713a547b2d8f | View in MoNA |
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| Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive | splash10-00di-4590100000-edbc82f84eca5a64f5a5 | View in MoNA |
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| Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | Not Available | View in JSpectraViewer |
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| Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | Not Available | View in JSpectraViewer |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , negative | splash10-0uec-2904000000-85af5865e64af24e7691 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , negative | splash10-0udi-0904000000-e34bb3204af3b18ddf11 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , negative | splash10-0udj-0908000000-35925bce602ee60e24ee | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , negative | splash10-0udj-0904000000-93fabfb961527e02671e | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , negative | splash10-0udj-0907000000-60b56b2fcc437a04a7b8 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , negative | splash10-0udj-0908000000-16c413e42a41fa5e7262 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - , negative | splash10-0udl-3904000000-051a745d5db4f607a935 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , positive | splash10-0udi-0901000000-a2a6721a5a98c3d3e945 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , positive | splash10-0udj-0907000000-ae3d3b4dfb6aefdd34c3 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , positive | splash10-0udj-0904000000-fd635f17953dbbff039b | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , positive | splash10-0udi-0902000000-36d8b1a240f9f6471886 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , positive | splash10-0002-0009000000-4c75be42ba8dbd671bbf | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , positive | splash10-0002-0009000000-06ee1dc93418cde4fe39 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , positive | splash10-0udi-0900000000-db6612a4a4b92db51507 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , positive | splash10-0udi-0900000000-8455683aa1bc0141dd38 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , positive | splash10-0udi-0900000000-196c267f58b468d3a8f5 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , positive | splash10-0002-0009000000-7637808812023bf3fb33 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , positive | splash10-0002-0009000000-34c09019debbbd2ef2a6 | View in MoNA |
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| LC-MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , positive | splash10-0002-0009000000-db049b28da12291887ce | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0udi-0904000000-65ab088e129c01a9b140 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0udi-0900000000-fc45e23a1d622d9a6848 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0udr-0900000000-d7d3bc38b1c32086753e | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0f6x-1709000000-881760c573673e832db8 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0udi-2900000000-f74b8ec55fbea3fdf8cd | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-003u-9600000000-d7f00c8f8cec474c7304 | View in MoNA |
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| 1D NMR | 13C NMR Spectrum (1D, 100 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 200 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 300 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 400 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 500 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 600 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 700 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 800 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 13C NMR Spectrum (1D, 900 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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| 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | Not Available | View in JSpectraViewer |
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