Record Information |
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Version | 5.0 |
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Status | Detected but not Quantified |
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Creation Date | 2021-09-11 11:38:25 UTC |
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Update Date | 2021-09-26 23:06:23 UTC |
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HMDB ID | HMDB0253271 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | Hydroxyhomo Sildenafil |
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Description | 5-(2-ethoxy-5-{[4-(2-hydroxyethyl)piperazin-1-yl]sulfonyl}phenyl)-1-methyl-3-propyl-1H,6H,7H-pyrazolo[4,3-d]pyrimidin-7-one belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring. 5-(2-ethoxy-5-{[4-(2-hydroxyethyl)piperazin-1-yl]sulfonyl}phenyl)-1-methyl-3-propyl-1H,6H,7H-pyrazolo[4,3-d]pyrimidin-7-one is a very strong basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Hydroxyhomo sildenafil is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Hydroxyhomo Sildenafil is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources. |
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Structure | CCCC1=NN(C)C2=C1N=C(NC2=O)C1=C(OCC)C=CC(=C1)S(=O)(=O)N1CCN(CCO)CC1 InChI=1S/C23H32N6O5S/c1-4-6-18-20-21(27(3)26-18)23(31)25-22(24-20)17-15-16(7-8-19(17)34-5-2)35(32,33)29-11-9-28(10-12-29)13-14-30/h7-8,15,30H,4-6,9-14H2,1-3H3,(H,24,25,31) |
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Synonyms | Value | Source |
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5-(2-Ethoxy-5-{[4-(2-hydroxyethyl)piperazin-1-yl]sulphonyl}phenyl)-1-methyl-3-propyl-1H,6H,7H-pyrazolo[4,3-D]pyrimidin-7-one | Generator | NCX 911 | MeSH | Desmethyl sildenafil | MeSH | Homosildenafil | MeSH | Citrate, sildenafil | MeSH | Revatio | MeSH | 1-((3-(6,7-dihydro-1-Methyl-7-oxo-3-propyl-1H-pyrazolo(4,3-D)pyrimidin-5-yl)-4-ethoxyphenyl)sulfonyl)-4-methylpiperazine citrate | MeSH | Acetildenafil | MeSH | Sildenafil nitrate | MeSH | NCX-911 | MeSH | Sildenafil | MeSH | Lactate, sildenafil | MeSH | Nitrate, sildenafil | MeSH | Viagra | MeSH | Sildenafil citrate | MeSH | Sildenafil, desmethyl | MeSH | Desmethylsildenafil | MeSH | Sildenafil lactate | MeSH |
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Chemical Formula | C23H32N6O5S |
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Average Molecular Weight | 504.61 |
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Monoisotopic Molecular Weight | 504.215489328 |
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IUPAC Name | 5-(2-ethoxy-5-{[4-(2-hydroxyethyl)piperazin-1-yl]sulfonyl}phenyl)-1-methyl-3-propyl-1H,6H,7H-pyrazolo[4,3-d]pyrimidin-7-one |
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Traditional Name | 5-{2-ethoxy-5-[4-(2-hydroxyethyl)piperazin-1-ylsulfonyl]phenyl}-1-methyl-3-propyl-6H-pyrazolo[4,3-d]pyrimidin-7-one |
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CAS Registry Number | Not Available |
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SMILES | CCCC1=NN(C)C2=C1N=C(NC2=O)C1=C(OCC)C=CC(=C1)S(=O)(=O)N1CCN(CCO)CC1 |
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InChI Identifier | InChI=1S/C23H32N6O5S/c1-4-6-18-20-21(27(3)26-18)23(31)25-22(24-20)17-15-16(7-8-19(17)34-5-2)35(32,33)29-11-9-28(10-12-29)13-14-30/h7-8,15,30H,4-6,9-14H2,1-3H3,(H,24,25,31) |
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InChI Key | NEYKRKVLEWKOBI-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring. |
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Kingdom | Organic compounds |
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Super Class | Benzenoids |
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Class | Benzene and substituted derivatives |
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Sub Class | Benzenesulfonamides |
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Direct Parent | Benzenesulfonamides |
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Alternative Parents | |
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Substituents | - Benzenesulfonamide
- Pyrazolopyrimidine
- Benzenesulfonyl group
- Phenoxy compound
- Phenol ether
- Alkyl aryl ether
- Pyrimidone
- N-alkylpiperazine
- Pyrimidine
- 1,4-diazinane
- Piperazine
- Organosulfonic acid amide
- Pyrazole
- Azole
- Heteroaromatic compound
- Sulfonyl
- Vinylogous amide
- Organosulfonic acid or derivatives
- Organic sulfonic acid or derivatives
- 1,2-aminoalcohol
- Tertiary amine
- Tertiary aliphatic amine
- Alkanolamine
- Ether
- Azacycle
- Organoheterocyclic compound
- Organooxygen compound
- Organonitrogen compound
- Alcohol
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Amine
- Organosulfur compound
- Organic nitrogen compound
- Organic oxygen compound
- Primary alcohol
- 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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Physiological effect | Not Available |
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Disposition | |
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Process | Not Available |
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Role | Not Available |
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Physical Properties |
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State | Not Available |
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Experimental Molecular 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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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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Hydroxyhomo Sildenafil,2TMS,isomer #1 | CCCC1=NN(C)C2=C1N=C(C1=CC(S(=O)(=O)N3CCN(CCO[Si](C)(C)C)CC3)=CC=C1OCC)N([Si](C)(C)C)C2=O | 4093.9 | Semi standard non polar | 33892256 | Hydroxyhomo Sildenafil,2TMS,isomer #1 | CCCC1=NN(C)C2=C1N=C(C1=CC(S(=O)(=O)N3CCN(CCO[Si](C)(C)C)CC3)=CC=C1OCC)N([Si](C)(C)C)C2=O | 4288.8 | Standard non polar | 33892256 | Hydroxyhomo Sildenafil,2TMS,isomer #1 | CCCC1=NN(C)C2=C1N=C(C1=CC(S(=O)(=O)N3CCN(CCO[Si](C)(C)C)CC3)=CC=C1OCC)N([Si](C)(C)C)C2=O | 5824.6 | Standard polar | 33892256 | Hydroxyhomo Sildenafil,2TBDMS,isomer #1 | CCCC1=NN(C)C2=C1N=C(C1=CC(S(=O)(=O)N3CCN(CCO[Si](C)(C)C(C)(C)C)CC3)=CC=C1OCC)N([Si](C)(C)C(C)(C)C)C2=O | 4397.1 | Semi standard non polar | 33892256 | Hydroxyhomo Sildenafil,2TBDMS,isomer #1 | CCCC1=NN(C)C2=C1N=C(C1=CC(S(=O)(=O)N3CCN(CCO[Si](C)(C)C(C)(C)C)CC3)=CC=C1OCC)N([Si](C)(C)C(C)(C)C)C2=O | 4794.0 | Standard non polar | 33892256 | Hydroxyhomo Sildenafil,2TBDMS,isomer #1 | CCCC1=NN(C)C2=C1N=C(C1=CC(S(=O)(=O)N3CCN(CCO[Si](C)(C)C(C)(C)C)CC3)=CC=C1OCC)N([Si](C)(C)C(C)(C)C)C2=O | 5679.7 | Standard polar | 33892256 |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - Hydroxyhomo Sildenafil GC-MS (TMS_1_1) - 70eV, Positive | Not Available | 2021-11-04 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Hydroxyhomo Sildenafil GC-MS (TMS_1_2) - 70eV, Positive | Not Available | 2021-11-04 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Hydroxyhomo Sildenafil GC-MS (TBDMS_1_1) - 70eV, Positive | Not Available | 2021-11-04 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Hydroxyhomo Sildenafil GC-MS (TBDMS_1_2) - 70eV, Positive | Not Available | 2021-11-04 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hydroxyhomo Sildenafil 10V, Positive-QTOF | splash10-0a4i-0103690000-0e4fe87d4003f3d93d60 | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hydroxyhomo Sildenafil 20V, Positive-QTOF | splash10-06ri-6726930000-39910d39539963a68df1 | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hydroxyhomo Sildenafil 40V, Positive-QTOF | splash10-02t9-3291200000-1f3fbd078fcf66588f9d | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hydroxyhomo Sildenafil 10V, Negative-QTOF | splash10-0udi-0000790000-5d61dd951ac0ca84c12d | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hydroxyhomo Sildenafil 20V, Negative-QTOF | splash10-0kdl-0201910000-3a35cf9a615f93bbcf1b | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hydroxyhomo Sildenafil 40V, Negative-QTOF | splash10-01oy-4905300000-fff5cb9109a7593fed7b | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hydroxyhomo Sildenafil 10V, Positive-QTOF | splash10-0a4i-0000090000-74721b5ce228645d5d0d | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hydroxyhomo Sildenafil 20V, Positive-QTOF | splash10-0a4i-0001890000-692a9523b78727f0f671 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hydroxyhomo Sildenafil 40V, Positive-QTOF | splash10-01u9-3307900000-894cc4142ddee721d1ec | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hydroxyhomo Sildenafil 10V, Negative-QTOF | splash10-0udi-0000390000-205bb5f7a773e291f5cb | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hydroxyhomo Sildenafil 20V, Negative-QTOF | splash10-056r-0000900000-465d9eec576866a1ae8d | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Hydroxyhomo Sildenafil 40V, Negative-QTOF | splash10-0a4j-0123900000-7cd6c69a1572f76e8439 | 2021-10-12 | Wishart Lab | View Spectrum |
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