Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2009-02-04 10:38:54 UTC |
---|
Update Date | 2021-09-14 15:44:40 UTC |
---|
HMDB ID | HMDB0011680 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | Inosine 2',3'-cyclic phosphate |
---|
Description | Inosine-2′,3′-cyclic phosphate is a cyclic nucleotide. A cyclic nucleotide is any nucleotide in which the phosphate group is bonded to two of the sugar's hydroxyl groups, forming a cyclical or ring structure. 2',3' cyclic IMP is a substrate for 2',3'-cyclic-nucleotide 3'-phosphodiesterase (EC 3.1.4.37). This enzyme (also called CNP) catalyzes the chemical reaction: nucleoside 2',3'-cyclic phosphate + H2O <-> nucleoside 2'-phosphate. CNP is a myelin-associated enzyme that makes up 4% of total CNS myelin protein, and is thought to undergo significant age-associated changes. The absence of CNP causes axonal swelling and neuronal degeneration. The biological role of cyclic 2',3' monophosphates is not clear, although it is thought to have something to do with neuronal stasis or development. |
---|
Structure | OC[C@H]1O[C@H]([C@@H]2OP(O)(=O)O[C@H]12)N1C=NC2=C1NC=NC2=O InChI=1S/C10H11N4O7P/c15-1-4-6-7(21-22(17,18)20-6)10(19-4)14-3-13-5-8(14)11-2-12-9(5)16/h2-4,6-7,10,15H,1H2,(H,17,18)(H,11,12,16)/t4-,6-,7-,10-/m1/s1 |
---|
Synonyms | Value | Source |
---|
Inosine 2',3'-cyclic phosphoric acid | Generator | 2',3' Cyclic imp | HMDB | Inosine cyclic 2',3'-(hydrogen phosphate) | HMDB | Inosine cyclic 2',3'-monophosphate | HMDB | Inosine cyclic 2,3 monophosphate | HMDB | Inosine cyclic-2',3'-monophosphate | HMDB | 2',3'-Cyclic imp | MeSH, HMDB |
|
---|
Chemical Formula | C10H11N4O7P |
---|
Average Molecular Weight | 330.1907 |
---|
Monoisotopic Molecular Weight | 330.036535238 |
---|
IUPAC Name | 9-[(3aR,4R,6R,6aR)-2-hydroxy-6-(hydroxymethyl)-2-oxo-tetrahydro-2H-2λ⁵-furo[3,4-d][1,3,2]dioxaphosphol-4-yl]-6,9-dihydro-3H-purin-6-one |
---|
Traditional Name | 9-[(3aR,4R,6R,6aR)-2-hydroxy-6-(hydroxymethyl)-2-oxo-tetrahydro-2λ⁵-furo[3,4-d][1,3,2]dioxaphosphol-4-yl]-3H-purin-6-one |
---|
CAS Registry Number | 15569-30-9 |
---|
SMILES | OC[C@H]1O[C@H]([C@@H]2OP(O)(=O)O[C@H]12)N1C=NC2=C1NC=NC2=O |
---|
InChI Identifier | InChI=1S/C10H11N4O7P/c15-1-4-6-7(21-22(17,18)20-6)10(19-4)14-3-13-5-8(14)11-2-12-9(5)16/h2-4,6-7,10,15H,1H2,(H,17,18)(H,11,12,16)/t4-,6-,7-,10-/m1/s1 |
---|
InChI Key | SBJVDTBACUMFFD-KQYNXXCUSA-N |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as 2',3'-cyclic purine nucleotides. These are purine nucleotides in which the oxygen atoms linked to the C2 and C3 carbon atoms of the ribose moiety are both bonded the same phosphorus atom of the phosphate group. |
---|
Kingdom | Organic compounds |
---|
Super Class | Nucleosides, nucleotides, and analogues |
---|
Class | Purine nucleotides |
---|
Sub Class | Cyclic purine nucleotides |
---|
Direct Parent | 2',3'-cyclic purine nucleotides |
---|
Alternative Parents | |
---|
Substituents | - 2',3'-cyclic purine ribonucleotide
- Ribonucleoside 3'-phosphate
- 6-oxopurine
- Hypoxanthine
- Purinone
- Imidazopyrimidine
- Purine
- Pyrimidone
- Monosaccharide
- N-substituted imidazole
- Organic phosphoric acid derivative
- Pyrimidine
- Azole
- 1,3_dioxaphospholane
- Imidazole
- Heteroaromatic compound
- Vinylogous amide
- Tetrahydrofuran
- Oxacycle
- Azacycle
- Organoheterocyclic compound
- Organonitrogen compound
- Hydrocarbon derivative
- Organic oxide
- Alcohol
- Organopnictogen compound
- Organooxygen compound
- Primary alcohol
- Organic nitrogen compound
- Organic oxygen compound
- Aromatic heteropolycyclic compound
|
---|
Molecular Framework | Aromatic heteropolycyclic compounds |
---|
External Descriptors | Not Available |
---|
Ontology |
---|
Physiological effect | Not Available |
---|
Disposition | |
---|
Process | Not Available |
---|
Role | Not Available |
---|
Physical Properties |
---|
State | Solid |
---|
Experimental Molecular Properties | Property | Value | Reference |
---|
Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
|
---|
Experimental Chromatographic Properties | Not Available |
---|
Predicted Molecular Properties | |
---|
Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
---|
Inosine 2',3'-cyclic phosphate,1TMS,isomer #1 | C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12 | 2873.4 | Semi standard non polar | 33892256 | Inosine 2',3'-cyclic phosphate,1TMS,isomer #2 | C[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3[NH]C=NC4=O)[C@@H]2O1 | 2861.6 | Semi standard non polar | 33892256 | Inosine 2',3'-cyclic phosphate,1TMS,isomer #3 | C[Si](C)(C)N1C=NC(=O)C2=C1N([C@@H]1O[C@H](CO)[C@H]3OP(=O)(O)O[C@H]31)C=N2 | 2964.0 | Semi standard non polar | 33892256 | Inosine 2',3'-cyclic phosphate,2TMS,isomer #1 | C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C)O[C@H]12 | 2843.5 | Semi standard non polar | 33892256 | Inosine 2',3'-cyclic phosphate,2TMS,isomer #1 | C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C)O[C@H]12 | 3023.8 | Standard non polar | 33892256 | Inosine 2',3'-cyclic phosphate,2TMS,isomer #1 | C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C)O[C@H]12 | 4029.1 | Standard polar | 33892256 | Inosine 2',3'-cyclic phosphate,2TMS,isomer #2 | C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12 | 2959.5 | Semi standard non polar | 33892256 | Inosine 2',3'-cyclic phosphate,2TMS,isomer #2 | C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12 | 3033.7 | Standard non polar | 33892256 | Inosine 2',3'-cyclic phosphate,2TMS,isomer #2 | C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12 | 4339.2 | Standard polar | 33892256 | Inosine 2',3'-cyclic phosphate,2TMS,isomer #3 | C[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3N([Si](C)(C)C)C=NC4=O)[C@@H]2O1 | 2972.6 | Semi standard non polar | 33892256 | Inosine 2',3'-cyclic phosphate,2TMS,isomer #3 | C[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3N([Si](C)(C)C)C=NC4=O)[C@@H]2O1 | 3050.7 | Standard non polar | 33892256 | Inosine 2',3'-cyclic phosphate,2TMS,isomer #3 | C[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3N([Si](C)(C)C)C=NC4=O)[C@@H]2O1 | 4035.3 | Standard polar | 33892256 | Inosine 2',3'-cyclic phosphate,3TMS,isomer #1 | C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C)O[C@H]12 | 2964.1 | Semi standard non polar | 33892256 | Inosine 2',3'-cyclic phosphate,3TMS,isomer #1 | C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C)O[C@H]12 | 3073.4 | Standard non polar | 33892256 | Inosine 2',3'-cyclic phosphate,3TMS,isomer #1 | C[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C)C=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C)O[C@H]12 | 3773.1 | Standard polar | 33892256 | Inosine 2',3'-cyclic phosphate,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12 | 3063.6 | Semi standard non polar | 33892256 | Inosine 2',3'-cyclic phosphate,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3[NH]C=NC4=O)[C@@H]2O1 | 3078.6 | Semi standard non polar | 33892256 | Inosine 2',3'-cyclic phosphate,1TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)N1C=NC(=O)C2=C1N([C@@H]1O[C@H](CO)[C@H]3OP(=O)(O)O[C@H]31)C=N2 | 3190.2 | Semi standard non polar | 33892256 | Inosine 2',3'-cyclic phosphate,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]12 | 3210.9 | Semi standard non polar | 33892256 | Inosine 2',3'-cyclic phosphate,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]12 | 3412.6 | Standard non polar | 33892256 | Inosine 2',3'-cyclic phosphate,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2[NH]C=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]12 | 4174.7 | Standard polar | 33892256 | Inosine 2',3'-cyclic phosphate,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12 | 3358.4 | Semi standard non polar | 33892256 | Inosine 2',3'-cyclic phosphate,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12 | 3437.3 | Standard non polar | 33892256 | Inosine 2',3'-cyclic phosphate,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C=NC3=O)[C@@H]2OP(=O)(O)O[C@H]12 | 4315.6 | Standard polar | 33892256 | Inosine 2',3'-cyclic phosphate,2TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3N([Si](C)(C)C(C)(C)C)C=NC4=O)[C@@H]2O1 | 3366.3 | Semi standard non polar | 33892256 | Inosine 2',3'-cyclic phosphate,2TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3N([Si](C)(C)C(C)(C)C)C=NC4=O)[C@@H]2O1 | 3426.2 | Standard non polar | 33892256 | Inosine 2',3'-cyclic phosphate,2TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OP1(=O)O[C@@H]2[C@@H](CO)O[C@@H](N3C=NC4=C3N([Si](C)(C)C(C)(C)C)C=NC4=O)[C@@H]2O1 | 4119.5 | Standard polar | 33892256 | Inosine 2',3'-cyclic phosphate,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]12 | 3512.0 | Semi standard non polar | 33892256 | Inosine 2',3'-cyclic phosphate,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]12 | 3597.7 | Standard non polar | 33892256 | Inosine 2',3'-cyclic phosphate,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC[C@H]1O[C@@H](N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C=NC3=O)[C@@H]2OP(=O)(O[Si](C)(C)C(C)(C)C)O[C@H]12 | 3945.3 | Standard polar | 33892256 |
|
---|
| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - Inosine 2',3'-cyclic phosphate GC-MS (Non-derivatized) - 70eV, Positive | splash10-00di-2932000000-458fe2cf018cce0f0996 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Inosine 2',3'-cyclic phosphate GC-MS (1 TMS) - 70eV, Positive | splash10-00di-5973000000-e313786e70931a68f57d | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Inosine 2',3'-cyclic phosphate GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Inosine 2',3'-cyclic phosphate GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Inosine 2',3'-cyclic phosphate 10V, Positive-QTOF | splash10-000i-1904000000-96a65d98a5cef1b1b6d1 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Inosine 2',3'-cyclic phosphate 20V, Positive-QTOF | splash10-000i-0900000000-e9165df1ed565032651d | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Inosine 2',3'-cyclic phosphate 40V, Positive-QTOF | splash10-000i-2900000000-0e4749b1ba78def64d0d | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Inosine 2',3'-cyclic phosphate 10V, Negative-QTOF | splash10-004r-0409000000-140ae7be2ac50fd17709 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Inosine 2',3'-cyclic phosphate 20V, Negative-QTOF | splash10-000i-0900000000-6abb145404ebbca6a0d6 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Inosine 2',3'-cyclic phosphate 40V, Negative-QTOF | splash10-0a4r-3900000000-7a8546fa0e738304520e | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Inosine 2',3'-cyclic phosphate 10V, Negative-QTOF | splash10-004i-0009000000-710a43eafa50ba13de09 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Inosine 2',3'-cyclic phosphate 20V, Negative-QTOF | splash10-004i-0119000000-49f2c2c4d41186473e0e | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Inosine 2',3'-cyclic phosphate 40V, Negative-QTOF | splash10-0a73-3922000000-caac543aece0b61baa92 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Inosine 2',3'-cyclic phosphate 10V, Positive-QTOF | splash10-0019-0907000000-f92a422ed49dd0b4380e | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Inosine 2',3'-cyclic phosphate 20V, Positive-QTOF | splash10-001r-0908000000-b24109b3d03eef565085 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Inosine 2',3'-cyclic phosphate 40V, Positive-QTOF | splash10-000i-1911000000-ba70b9db3eebc1aeddc8 | 2021-09-24 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
---|
Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-25 | Wishart Lab | View Spectrum |
|
---|