Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2017-09-16 14:15:28 UTC |
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Update Date | 2020-09-04 21:01:36 UTC |
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HMDB ID | HMDB0129335 |
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Secondary Accession Numbers | None |
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Metabolite Identification |
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Common Name | Khrinone B |
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Description | Khrinone B belongs to the class of organic compounds known as 3'-hydroxy,4'-methoxyisoflavonoids. These are isoflavonoids carrying a methoxy group attached to the C4' atom, as well as a hydroxyl group at the C3'-position of the isoflavonoid backbone. BioTransformer predicts that khrinone B is a product of pratensein metabolism via a hydroxylation-of-benzene-para-to-edg reaction catalyzed by CYP1A2, CYP2C9, and CYP2D6 enzymes (PMID: 30612223 ). |
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Structure | COC1=CC(O)=C(C=C1O)C1=COC2=CC(O)=CC(O)=C2C1=O InChI=1S/C16H12O7/c1-22-13-5-10(18)8(4-11(13)19)9-6-23-14-3-7(17)2-12(20)15(14)16(9)21/h2-6,17-20H,1H3 |
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Synonyms | Value | Source |
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3-(2,5-Dihydroxy-4-methoxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one | HMDB | Khrinone B | HMDB |
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Chemical Formula | C16H12O7 |
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Average Molecular Weight | 316.265 |
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Monoisotopic Molecular Weight | 316.058302726 |
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IUPAC Name | 3-(2,5-dihydroxy-4-methoxyphenyl)-5,7-dihydroxy-4H-chromen-4-one |
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Traditional Name | khrinone B |
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CAS Registry Number | 1201493-79-9 |
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SMILES | COC1=CC(O)=C(C=C1O)C1=COC2=CC(O)=CC(O)=C2C1=O |
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InChI Identifier | InChI=1S/C16H12O7/c1-22-13-5-10(18)8(4-11(13)19)9-6-23-14-3-7(17)2-12(20)15(14)16(9)21/h2-6,17-20H,1H3 |
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InChI Key | HSMWTKNHVZRTCO-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as 3'-hydroxy,4'-methoxyisoflavonoids. These are isoflavonoids carrying a methoxy group attached to the C4' atom, as well as a hydroxyl group at the C3'-position of the isoflavonoid backbone. |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | Isoflavonoids |
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Sub Class | O-methylated isoflavonoids |
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Direct Parent | 3'-hydroxy,4'-methoxyisoflavonoids |
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Alternative Parents | |
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Substituents | - 4p-o-methylisoflavone
- 3'-hydroxy,4'-methoxyisoflavonoid
- Isoflavone
- Hydroxyisoflavonoid
- Chromone
- Methoxyphenol
- Benzopyran
- 1-benzopyran
- Phenoxy compound
- Hydroquinone
- Anisole
- Phenol ether
- Methoxybenzene
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Alkyl aryl ether
- Phenol
- Pyranone
- Monocyclic benzene moiety
- Pyran
- Benzenoid
- Heteroaromatic compound
- Vinylogous acid
- Oxacycle
- Organoheterocyclic compound
- Ether
- Organic oxygen compound
- Organic oxide
- Organooxygen compound
- Hydrocarbon derivative
- 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 | | Show more...
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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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Khrinone B,1TMS,isomer #1 | COC1=CC(O[Si](C)(C)C)=C(C2=COC3=CC(O)=CC(O)=C3C2=O)C=C1O | 3221.5 | Semi standard non polar | 33892256 | Khrinone B,1TMS,isomer #2 | COC1=CC(O)=C(C2=COC3=CC(O)=CC(O)=C3C2=O)C=C1O[Si](C)(C)C | 3195.4 | Semi standard non polar | 33892256 | Khrinone B,1TMS,isomer #3 | COC1=CC(O)=C(C2=COC3=CC(O[Si](C)(C)C)=CC(O)=C3C2=O)C=C1O | 3241.4 | Semi standard non polar | 33892256 | Khrinone B,1TMS,isomer #4 | COC1=CC(O)=C(C2=COC3=CC(O)=CC(O[Si](C)(C)C)=C3C2=O)C=C1O | 3210.0 | Semi standard non polar | 33892256 | Khrinone B,2TMS,isomer #1 | COC1=CC(O[Si](C)(C)C)=C(C2=COC3=CC(O[Si](C)(C)C)=CC(O)=C3C2=O)C=C1O | 3091.2 | Semi standard non polar | 33892256 | Khrinone B,2TMS,isomer #2 | COC1=CC(O[Si](C)(C)C)=C(C2=COC3=CC(O)=CC(O[Si](C)(C)C)=C3C2=O)C=C1O | 3066.7 | Semi standard non polar | 33892256 | Khrinone B,2TMS,isomer #3 | COC1=CC(O[Si](C)(C)C)=C(C2=COC3=CC(O)=CC(O)=C3C2=O)C=C1O[Si](C)(C)C | 3103.0 | Semi standard non polar | 33892256 | Khrinone B,2TMS,isomer #4 | COC1=CC(O)=C(C2=COC3=CC(O[Si](C)(C)C)=CC(O)=C3C2=O)C=C1O[Si](C)(C)C | 3060.8 | Semi standard non polar | 33892256 | Khrinone B,2TMS,isomer #5 | COC1=CC(O)=C(C2=COC3=CC(O)=CC(O[Si](C)(C)C)=C3C2=O)C=C1O[Si](C)(C)C | 3042.3 | Semi standard non polar | 33892256 | Khrinone B,2TMS,isomer #6 | COC1=CC(O)=C(C2=COC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C=C1O | 3079.7 | Semi standard non polar | 33892256 | Khrinone B,3TMS,isomer #1 | COC1=CC(O[Si](C)(C)C)=C(C2=COC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C=C1O | 3012.5 | Semi standard non polar | 33892256 | Khrinone B,3TMS,isomer #2 | COC1=CC(O[Si](C)(C)C)=C(C2=COC3=CC(O[Si](C)(C)C)=CC(O)=C3C2=O)C=C1O[Si](C)(C)C | 3036.4 | Semi standard non polar | 33892256 | Khrinone B,3TMS,isomer #3 | COC1=CC(O[Si](C)(C)C)=C(C2=COC3=CC(O)=CC(O[Si](C)(C)C)=C3C2=O)C=C1O[Si](C)(C)C | 3020.1 | Semi standard non polar | 33892256 | Khrinone B,3TMS,isomer #4 | COC1=CC(O)=C(C2=COC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C=C1O[Si](C)(C)C | 2997.9 | Semi standard non polar | 33892256 | Khrinone B,4TMS,isomer #1 | COC1=CC(O[Si](C)(C)C)=C(C2=COC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C=C1O[Si](C)(C)C | 3000.1 | Semi standard non polar | 33892256 | Khrinone B,1TBDMS,isomer #1 | COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C2=COC3=CC(O)=CC(O)=C3C2=O)C=C1O | 3487.8 | Semi standard non polar | 33892256 | Khrinone B,1TBDMS,isomer #2 | COC1=CC(O)=C(C2=COC3=CC(O)=CC(O)=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C | 3495.0 | Semi standard non polar | 33892256 | Khrinone B,1TBDMS,isomer #3 | COC1=CC(O)=C(C2=COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)C=C1O | 3522.8 | Semi standard non polar | 33892256 | Khrinone B,1TBDMS,isomer #4 | COC1=CC(O)=C(C2=COC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1O | 3502.8 | Semi standard non polar | 33892256 | Khrinone B,2TBDMS,isomer #1 | COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C2=COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)C=C1O | 3623.0 | Semi standard non polar | 33892256 | Khrinone B,2TBDMS,isomer #2 | COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C2=COC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1O | 3596.1 | Semi standard non polar | 33892256 | Khrinone B,2TBDMS,isomer #3 | COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C2=COC3=CC(O)=CC(O)=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C | 3643.7 | Semi standard non polar | 33892256 | Khrinone B,2TBDMS,isomer #4 | COC1=CC(O)=C(C2=COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C | 3652.3 | Semi standard non polar | 33892256 | Khrinone B,2TBDMS,isomer #5 | COC1=CC(O)=C(C2=COC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C | 3640.6 | Semi standard non polar | 33892256 | Khrinone B,2TBDMS,isomer #6 | COC1=CC(O)=C(C2=COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1O | 3637.9 | Semi standard non polar | 33892256 | Khrinone B,3TBDMS,isomer #1 | COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C2=COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1O | 3718.3 | Semi standard non polar | 33892256 | Khrinone B,3TBDMS,isomer #2 | COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C2=COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C | 3753.8 | Semi standard non polar | 33892256 | Khrinone B,3TBDMS,isomer #3 | COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C2=COC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C | 3729.6 | Semi standard non polar | 33892256 | Khrinone B,3TBDMS,isomer #4 | COC1=CC(O)=C(C2=COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C | 3734.2 | Semi standard non polar | 33892256 | Khrinone B,4TBDMS,isomer #1 | COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C2=COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C1O[Si](C)(C)C(C)(C)C | 3865.3 | Semi standard non polar | 33892256 |
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Spectra |
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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 - Khrinone B GC-MS (4 TMS) - 70eV, Positive | splash10-001c-0030190000-47d9ab0e40e72d92050a | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Khrinone B GC-MS (Non-derivatized) - 70eV, Positive | splash10-000i-0392000000-6e1ed8b3f12f12a5b1e7 | 2017-11-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Khrinone B GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Khrinone B 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 - Khrinone B 10V, Positive-QTOF | splash10-014i-0029000000-a64abdf63ba6c4442dde | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Khrinone B 20V, Positive-QTOF | splash10-00kr-0595000000-6fc55ccead5fcc902297 | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Khrinone B 40V, Positive-QTOF | splash10-0iki-1890000000-a6c11480135afa5c291b | 2019-02-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Khrinone B 10V, Negative-QTOF | splash10-014i-0009000000-7570a5299770f1ee67bf | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Khrinone B 20V, Negative-QTOF | splash10-00or-0966000000-709deeebbd3302fce62e | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Khrinone B 40V, Negative-QTOF | splash10-0pi9-2690000000-81abc48cbe7e4ae98b20 | 2019-02-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Khrinone B 10V, Negative-QTOF | splash10-014i-0009000000-9039cd212321ec38115d | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Khrinone B 20V, Negative-QTOF | splash10-00kb-0094000000-362937abc502fc63bfd7 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Khrinone B 40V, Negative-QTOF | splash10-0udi-0290000000-4c544a85aa10f5f3b155 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Khrinone B 10V, Positive-QTOF | splash10-014i-0009000000-86072cf41042a798319c | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Khrinone B 20V, Positive-QTOF | splash10-014i-0049000000-e5cba97ec986afcf063f | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Khrinone B 40V, Positive-QTOF | splash10-0udl-0791000000-4f0b5e7f68aca50294f0 | 2021-09-22 | Wishart Lab | View Spectrum |
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Biological Properties |
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Cellular Locations | Not Available |
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Biospecimen Locations | Not Available |
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Tissue Locations | Not Available |
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Pathways | |
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Normal Concentrations |
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Abnormal Concentrations |
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Associated Disorders and Diseases |
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Disease References | None |
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Associated OMIM IDs | None |
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External Links |
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DrugBank ID | Not Available |
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Phenol Explorer Compound ID | Not Available |
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FooDB ID | FDB088186 |
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KNApSAcK ID | Not Available |
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Chemspider ID | 24660421 |
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KEGG Compound ID | Not Available |
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BioCyc ID | Not Available |
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BiGG ID | Not Available |
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Wikipedia Link | Not Available |
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METLIN ID | Not Available |
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PubChem Compound | 44613667 |
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PDB ID | Not Available |
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ChEBI ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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MarkerDB ID | Not Available |
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Good Scents ID | Not Available |
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References |
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Synthesis Reference | Not Available |
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Material Safety Data Sheet (MSDS) | Not Available |
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General References | - Djoumbou-Feunang Y, Fiamoncini J, Gil-de-la-Fuente A, Greiner R, Manach C, Wishart DS: BioTransformer: a comprehensive computational tool for small molecule metabolism prediction and metabolite identification. J Cheminform. 2019 Jan 5;11(1):2. doi: 10.1186/s13321-018-0324-5. [PubMed:30612223 ]
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