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 23:59:30 UTC |
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Update Date | 2022-03-07 02:55:51 UTC |
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HMDB ID | HMDB0038659 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Cicerin |
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Description | Cicerin belongs to the class of organic compounds known as 2'-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C2' atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one. Cicerin has been detected, but not quantified in, pulses. This could make cicerin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Cicerin. |
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Structure | COC1=CC2=C(OCO2)C=C1C1COC2=CC(O)=CC(O)=C2C1=O InChI=1S/C17H14O7/c1-21-12-5-14-13(23-7-24-14)4-9(12)10-6-22-15-3-8(18)2-11(19)16(15)17(10)20/h2-5,10,18-19H,6-7H2,1H3 |
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Synonyms | Value | Source |
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(3R3S)-Onogenin | ChEMBL, HMDB | 2-chloro-1-Cyclopentanone | HMDB | 2-chloro-Cyclopentanone | HMDB | 2-Chlorocyclopentan-one | HMDB | 2-Chlorocyclopentanone | HMDB | 5,7-Dihydroxy-2'-methoxy-4',5'-methylenedioxyisoflavanone | HMDB | alpha-Chlorocyclopentanone | HMDB |
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Chemical Formula | C17H14O7 |
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Average Molecular Weight | 330.2889 |
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Monoisotopic Molecular Weight | 330.073952802 |
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IUPAC Name | 5,7-dihydroxy-3-(6-methoxy-2H-1,3-benzodioxol-5-yl)-3,4-dihydro-2H-1-benzopyran-4-one |
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Traditional Name | 5,7-dihydroxy-3-(6-methoxy-2H-1,3-benzodioxol-5-yl)-2,3-dihydro-1-benzopyran-4-one |
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CAS Registry Number | 12751-00-7 |
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SMILES | COC1=CC2=C(OCO2)C=C1C1COC2=CC(O)=CC(O)=C2C1=O |
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InChI Identifier | InChI=1S/C17H14O7/c1-21-12-5-14-13(23-7-24-14)4-9(12)10-6-22-15-3-8(18)2-11(19)16(15)17(10)20/h2-5,10,18-19H,6-7H2,1H3 |
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InChI Key | MNXNLFUKHPLPES-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as 2'-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C2' 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 | 2'-O-methylated isoflavonoids |
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Alternative Parents | |
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Substituents | - 2p-methoxyisoflavonoid-skeleton
- Isoflavanol
- Isoflavanone
- Hydroxyisoflavonoid
- Isoflavan
- Chromone
- Chromane
- Benzopyran
- 1-benzopyran
- Benzodioxole
- Anisole
- Aryl alkyl ketone
- Aryl ketone
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Alkyl aryl ether
- Benzenoid
- Vinylogous acid
- Ketone
- Acetal
- 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 | |
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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 | 53.33 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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Cicerin,1TMS,isomer #1 | COC1=CC2=C(C=C1C1COC3=CC(O[Si](C)(C)C)=CC(O)=C3C1=O)OCO2 | 3004.8 | Semi standard non polar | 33892256 | Cicerin,1TMS,isomer #2 | COC1=CC2=C(C=C1C1COC3=CC(O)=CC(O[Si](C)(C)C)=C3C1=O)OCO2 | 2976.6 | Semi standard non polar | 33892256 | Cicerin,2TMS,isomer #1 | COC1=CC2=C(C=C1C1COC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C1=O)OCO2 | 3004.5 | Semi standard non polar | 33892256 | Cicerin,1TBDMS,isomer #1 | COC1=CC2=C(C=C1C1COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C1=O)OCO2 | 3251.1 | Semi standard non polar | 33892256 | Cicerin,1TBDMS,isomer #2 | COC1=CC2=C(C=C1C1COC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C1=O)OCO2 | 3253.8 | Semi standard non polar | 33892256 | Cicerin,2TBDMS,isomer #1 | COC1=CC2=C(C=C1C1COC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C1=O)OCO2 | 3495.3 | 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 - Cicerin GC-MS (Non-derivatized) - 70eV, Positive | splash10-0w29-0759000000-439af15876847a580b66 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Cicerin GC-MS (2 TMS) - 70eV, Positive | splash10-0ikc-3930800000-f892e3baf03eaed3c0f4 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Cicerin 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 - Cicerin 10V, Positive-QTOF | splash10-001i-0309000000-96e74d301b5afd132849 | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cicerin 20V, Positive-QTOF | splash10-0ue9-0829000000-d90e607b2a3f3fd9b769 | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cicerin 40V, Positive-QTOF | splash10-0uds-1910000000-7eaf378bedf6b1803cb8 | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cicerin 10V, Negative-QTOF | splash10-004i-0009000000-18931895d5a1c04d46a4 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cicerin 20V, Negative-QTOF | splash10-0fb9-0639000000-2ba8565a9878c1607e84 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cicerin 40V, Negative-QTOF | splash10-0udi-2910000000-351023edcb339c913f52 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cicerin 10V, Negative-QTOF | splash10-004i-0009000000-8e9d1a384717180cd0e2 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cicerin 20V, Negative-QTOF | splash10-004i-0119000000-6496719f897a3468e4c1 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cicerin 40V, Negative-QTOF | splash10-0fb9-0494000000-f8fcbabb775b4c090865 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cicerin 10V, Positive-QTOF | splash10-001i-0009000000-931b28fcfeb1b8f804fe | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cicerin 20V, Positive-QTOF | splash10-0f89-0809000000-c5a95cdfa833cd0e6cd7 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Cicerin 40V, Positive-QTOF | splash10-0uy0-2944000000-899ba32072e1793bac8d | 2021-09-24 | Wishart Lab | View Spectrum |
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