Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-11 17:44:41 UTC |
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Update Date | 2022-03-07 02:53:04 UTC |
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HMDB ID | HMDB0031657 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Ferreirin |
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Description | Ferreirin belongs to the class of organic compounds known as 4'-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C4' atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one. Thus, ferreirin is considered to be a flavonoid. Ferreirin exists in all living organisms, ranging from bacteria to humans. Ferreirin has been detected, but not quantified in, pigeon peas (Cajanus cajan) and pulses. This could make ferreirin a potential biomarker for the consumption of these foods. Ferreirin is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on Ferreirin. |
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Structure | COC1=CC(O)=C(C=C1)C1COC2=CC(O)=CC(O)=C2C1=O InChI=1S/C16H14O6/c1-21-9-2-3-10(12(18)6-9)11-7-22-14-5-8(17)4-13(19)15(14)16(11)20/h2-6,11,17-19H,7H2,1H3 |
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Synonyms | Value | Source |
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2,3-Dihydro-5,7-dihydroxy-3-(2-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one | ChEBI | 2',5,7-Trihydroxy-4'-methoxyisoflavanone | HMDB |
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Chemical Formula | C16H14O6 |
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Average Molecular Weight | 302.2788 |
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Monoisotopic Molecular Weight | 302.07903818 |
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IUPAC Name | 5,7-dihydroxy-3-(2-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one |
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Traditional Name | ferreirin |
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CAS Registry Number | 32898-79-6 |
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SMILES | COC1=CC(O)=C(C=C1)C1COC2=CC(O)=CC(O)=C2C1=O |
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InChI Identifier | InChI=1S/C16H14O6/c1-21-9-2-3-10(12(18)6-9)11-7-22-14-5-8(17)4-13(19)15(14)16(11)20/h2-6,11,17-19H,7H2,1H3 |
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InChI Key | CBEPNYOFLRIAGR-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as 4'-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C4' atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one. |
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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 | 4'-O-methylated isoflavonoids |
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Alternative Parents | |
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Substituents | - 4p-methoxyisoflavonoid
- Isoflavanol
- Isoflavanone
- Hydroxyisoflavonoid
- Isoflavan
- Chromone
- Methoxyphenol
- Benzopyran
- 1-benzopyran
- Chromane
- Aryl alkyl ketone
- Aryl ketone
- Phenol ether
- Phenoxy compound
- Methoxybenzene
- Anisole
- 1-hydroxy-2-unsubstituted benzenoid
- Phenol
- 1-hydroxy-4-unsubstituted benzenoid
- Alkyl aryl ether
- Benzenoid
- Monocyclic benzene moiety
- Vinylogous acid
- Ketone
- 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 | |
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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 | Solid |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | 210 - 212 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 226.7 mg/L @ 25 °C (est) | The Good Scents Company Information System | 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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Ferreirin,1TMS,isomer #1 | COC1=CC=C(C2COC3=CC(O)=CC(O)=C3C2=O)C(O[Si](C)(C)C)=C1 | 2901.8 | Semi standard non polar | 33892256 | Ferreirin,1TMS,isomer #2 | COC1=CC=C(C2COC3=CC(O[Si](C)(C)C)=CC(O)=C3C2=O)C(O)=C1 | 2912.5 | Semi standard non polar | 33892256 | Ferreirin,1TMS,isomer #3 | COC1=CC=C(C2COC3=CC(O)=CC(O[Si](C)(C)C)=C3C2=O)C(O)=C1 | 2952.6 | Semi standard non polar | 33892256 | Ferreirin,2TMS,isomer #1 | COC1=CC=C(C2COC3=CC(O[Si](C)(C)C)=CC(O)=C3C2=O)C(O[Si](C)(C)C)=C1 | 2794.1 | Semi standard non polar | 33892256 | Ferreirin,2TMS,isomer #2 | COC1=CC=C(C2COC3=CC(O)=CC(O[Si](C)(C)C)=C3C2=O)C(O[Si](C)(C)C)=C1 | 2880.3 | Semi standard non polar | 33892256 | Ferreirin,2TMS,isomer #3 | COC1=CC=C(C2COC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C(O)=C1 | 2869.3 | Semi standard non polar | 33892256 | Ferreirin,3TMS,isomer #1 | COC1=CC=C(C2COC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C(O[Si](C)(C)C)=C1 | 2765.4 | Semi standard non polar | 33892256 | Ferreirin,1TBDMS,isomer #1 | COC1=CC=C(C2COC3=CC(O)=CC(O)=C3C2=O)C(O[Si](C)(C)C(C)(C)C)=C1 | 3168.5 | Semi standard non polar | 33892256 | Ferreirin,1TBDMS,isomer #2 | COC1=CC=C(C2COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)C(O)=C1 | 3169.6 | Semi standard non polar | 33892256 | Ferreirin,1TBDMS,isomer #3 | COC1=CC=C(C2COC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C(O)=C1 | 3211.9 | Semi standard non polar | 33892256 | Ferreirin,2TBDMS,isomer #1 | COC1=CC=C(C2COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)C(O[Si](C)(C)C(C)(C)C)=C1 | 3299.7 | Semi standard non polar | 33892256 | Ferreirin,2TBDMS,isomer #2 | COC1=CC=C(C2COC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C(O[Si](C)(C)C(C)(C)C)=C1 | 3355.4 | Semi standard non polar | 33892256 | Ferreirin,2TBDMS,isomer #3 | COC1=CC=C(C2COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C(O)=C1 | 3361.5 | Semi standard non polar | 33892256 | Ferreirin,3TBDMS,isomer #1 | COC1=CC=C(C2COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C(O[Si](C)(C)C(C)(C)C)=C1 | 3466.9 | 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 - Ferreirin GC-MS (Non-derivatized) - 70eV, Positive | splash10-00dr-0971000000-e1a752f1fe5e5bef99b1 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Ferreirin GC-MS (3 TMS) - 70eV, Positive | splash10-0w91-2790650000-726641b201ef5d1f317f | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Ferreirin GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Ferreirin 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 - Ferreirin 10V, Positive-QTOF | splash10-0udi-0439000000-c432e250004639a5b97a | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ferreirin 20V, Positive-QTOF | splash10-0udr-0933000000-f509a1599d51f22e9c87 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ferreirin 40V, Positive-QTOF | splash10-0f79-2910000000-9f49b49b0b8876d88ff1 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ferreirin 10V, Negative-QTOF | splash10-0udi-0019000000-984f80d99703c2cf5dd9 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ferreirin 20V, Negative-QTOF | splash10-0udi-1879000000-cd7addbf04b682ec9998 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ferreirin 40V, Negative-QTOF | splash10-006x-9620000000-f191e4817cbcda7e0cf8 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ferreirin 10V, Negative-QTOF | splash10-0udi-0109000000-ca8f0442f17fc86c01ad | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ferreirin 20V, Negative-QTOF | splash10-0udi-0598000000-852bb2bbf10d2bceeb65 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ferreirin 40V, Negative-QTOF | splash10-0uxr-1390000000-18a196624ec42760dd4a | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ferreirin 10V, Positive-QTOF | splash10-0ufr-0907000000-a782d3f05e3c9b06fc83 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ferreirin 20V, Positive-QTOF | splash10-0udj-0901000000-15d93d0c4825184dd82e | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ferreirin 40V, Positive-QTOF | splash10-1009-3920000000-30644f950f2320dc8b6b | 2021-09-25 | Wishart Lab | View Spectrum |
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