Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2013-07-09 16:05:13 UTC |
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Update Date | 2021-09-14 15:43:40 UTC |
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HMDB ID | HMDB0060885 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 4'-Hydroxy-R-phenprocoumon |
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Description | 4'-Hydroxy-R-phenprocoumon is a metabolite of phenprocoumon. Phenprocoumon (marketed under the brand names Marcoumar, Marcumar and Falithrom) is an anticoagulant drug, a derivative of coumarin. It is a vitamin K antagonist that inhibits coagulation by blocking synthesis of coagulation factors II, VII, IX and X. It is used for the prophylaxis and treatment of thromboembolic disorders. Phenprocoumon is a 4-hydroxycoumarin and inhibits inhibits vitamin K epoxide reductase. (Wikipedia) |
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Structure | CC[C@H](C1=CC=C(O)C=C1)C1=C(O)C2=CC=CC=C2OC1=O InChI=1S/C18H16O4/c1-2-13(11-7-9-12(19)10-8-11)16-17(20)14-5-3-4-6-15(14)22-18(16)21/h3-10,13,19-20H,2H2,1H3/t13-/m1/s1 |
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Synonyms | Not Available |
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Chemical Formula | C18H16O4 |
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Average Molecular Weight | 296.3172 |
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Monoisotopic Molecular Weight | 296.104859 |
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IUPAC Name | 4-hydroxy-3-[(1R)-1-(4-hydroxyphenyl)propyl]-2H-chromen-2-one |
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Traditional Name | 4-hydroxy-3-[(1R)-1-(4-hydroxyphenyl)propyl]chromen-2-one |
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CAS Registry Number | Not Available |
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SMILES | CC[C@H](C1=CC=C(O)C=C1)C1=C(O)C2=CC=CC=C2OC1=O |
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InChI Identifier | InChI=1S/C18H16O4/c1-2-13(11-7-9-12(19)10-8-11)16-17(20)14-5-3-4-6-15(14)22-18(16)21/h3-10,13,19-20H,2H2,1H3/t13-/m1/s1 |
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InChI Key | ZPNYHQZRGWFLST-CYBMUJFWSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as 4-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to C4-position the coumarin skeleton. |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | Coumarins and derivatives |
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Sub Class | Hydroxycoumarins |
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Direct Parent | 4-hydroxycoumarins |
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Alternative Parents | |
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Substituents | - 4-hydroxycoumarin
- Benzopyran
- 1-benzopyran
- Phenylpropane
- 1-hydroxy-2-unsubstituted benzenoid
- Phenol
- Pyranone
- Monocyclic benzene moiety
- Pyran
- Benzenoid
- Heteroaromatic compound
- Vinylogous acid
- Lactone
- Oxacycle
- Organoheterocyclic compound
- Organic oxygen compound
- Organooxygen compound
- Hydrocarbon derivative
- Organic oxide
- 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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4'-Hydroxy-R-phenprocoumon,1TMS,isomer #1 | CC[C@H](C1=CC=C(O[Si](C)(C)C)C=C1)C1=C(O)C2=CC=CC=C2OC1=O | 2683.4 | Semi standard non polar | 33892256 | 4'-Hydroxy-R-phenprocoumon,1TMS,isomer #2 | CC[C@H](C1=CC=C(O)C=C1)C1=C(O[Si](C)(C)C)C2=CC=CC=C2OC1=O | 2801.1 | Semi standard non polar | 33892256 | 4'-Hydroxy-R-phenprocoumon,2TMS,isomer #1 | CC[C@H](C1=CC=C(O[Si](C)(C)C)C=C1)C1=C(O[Si](C)(C)C)C2=CC=CC=C2OC1=O | 2726.3 | Semi standard non polar | 33892256 | 4'-Hydroxy-R-phenprocoumon,1TBDMS,isomer #1 | CC[C@H](C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C1=C(O)C2=CC=CC=C2OC1=O | 2956.1 | Semi standard non polar | 33892256 | 4'-Hydroxy-R-phenprocoumon,1TBDMS,isomer #2 | CC[C@H](C1=CC=C(O)C=C1)C1=C(O[Si](C)(C)C(C)(C)C)C2=CC=CC=C2OC1=O | 3075.4 | Semi standard non polar | 33892256 | 4'-Hydroxy-R-phenprocoumon,2TBDMS,isomer #1 | CC[C@H](C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C1=C(O[Si](C)(C)C(C)(C)C)C2=CC=CC=C2OC1=O | 3220.4 | Semi standard non 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 - 4'-Hydroxy-R-phenprocoumon GC-MS (Non-derivatized) - 70eV, Positive | splash10-0170-2390000000-f3565c8c09ab643c8ab7 | 2017-09-20 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 4'-Hydroxy-R-phenprocoumon GC-MS (2 TMS) - 70eV, Positive | splash10-004i-2023900000-29b0a2e520dc2aa52eeb | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 4'-Hydroxy-R-phenprocoumon 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 |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4'-Hydroxy-R-phenprocoumon 10V, Positive-QTOF | splash10-0002-0090000000-58ee5f7fecf1d4d99aa9 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4'-Hydroxy-R-phenprocoumon 20V, Positive-QTOF | splash10-0002-0290000000-ce50a22ebecad5757a0c | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4'-Hydroxy-R-phenprocoumon 40V, Positive-QTOF | splash10-0a4i-1920000000-ac5c06a8f82c6f521351 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4'-Hydroxy-R-phenprocoumon 10V, Negative-QTOF | splash10-0002-0090000000-be984d44ce2624c0a264 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4'-Hydroxy-R-phenprocoumon 20V, Negative-QTOF | splash10-01ot-0390000000-a65d877dd4869fb47ad0 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4'-Hydroxy-R-phenprocoumon 40V, Negative-QTOF | splash10-054p-7960000000-13f8258e37e2296bef19 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4'-Hydroxy-R-phenprocoumon 10V, Negative-QTOF | splash10-0002-1090000000-5a115cc056c164a80fae | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4'-Hydroxy-R-phenprocoumon 20V, Negative-QTOF | splash10-03dj-1790000000-ec6f2771880f0eed6756 | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4'-Hydroxy-R-phenprocoumon 40V, Negative-QTOF | splash10-0006-6920000000-f440038be867263cf89a | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4'-Hydroxy-R-phenprocoumon 10V, Positive-QTOF | splash10-01ot-0790000000-6900b676194b84c2e11f | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4'-Hydroxy-R-phenprocoumon 20V, Positive-QTOF | splash10-01ot-0960000000-2733ce54fcde865aa92e | 2021-10-12 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 4'-Hydroxy-R-phenprocoumon 40V, Positive-QTOF | splash10-00tb-6900000000-83561d5c4fd464750119 | 2021-10-12 | Wishart Lab | View Spectrum |
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