Record Information |
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Version | 1.0 |
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Creation date | 2010-04-08 22:04:39 UTC |
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Update date | 2020-09-17 15:40:58 UTC |
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Primary ID | FDB000657 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Galangin |
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Description | Norizalpinin, also known as teptochrysin or galangin, belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, norizalpinin is considered to be a flavonoid lipid molecule. Norizalpinin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Norizalpinin is found, on average, in the highest concentration within mexican oregano. Norizalpinin has also been detected, but not quantified in, several different foods, such as lingonberries, garden onion (var.), herbs and spices, parsley, and apples. This could make norizalpinin a potential biomarker for the consumption of these foods. A 7-hydroxyflavonol with additional hydroxy groups at positions 3 and 5 respectively; a growth inhibitor of breast tumor cells. |
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CAS Number | 548-83-4 |
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Structure | |
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Synonyms | Synonym | Source |
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3,5,7-Trihydroxy-2-phenyl-4H-benzopyran-4-one | ChEBI | 3,5,7-Trihydroxyflavone | ChEBI | 3,5,7-TriOH-flavone | ChEBI | Teptochrysin | ChEBI | 3,5,7-Trihydroxy-2-phenyl-4-benzopyrone | HMDB | 3,5,7-Trihydroxy-2-phenyl-4H-1-benzopyran-4-one | HMDB | 3,5,7-Trihydroxy-2-phenyl-4H-1-benzopyran-4-one, 9ci | HMDB | 3,5,7-Trihydroxy-2-phenyl-4H-chromen-4-one | HMDB | 3,5,7-Trihydroxy-flavone | HMDB | 4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-phenyl- (9ci) | HMDB | 5,7-Dihydroxyflavonol | HMDB | Galangin | HMDB | Norizalpinin | ChEBI | 3,5,7-Trihydroxy-2-phenyl-4H-1-benzopyran-4-one, 9CI | db_source |
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Predicted Properties | |
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Chemical Formula | C15H10O5 |
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IUPAC name | 3,5,7-trihydroxy-2-phenyl-4H-chromen-4-one |
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InChI Identifier | InChI=1S/C15H10O5/c16-9-6-10(17)12-11(7-9)20-15(14(19)13(12)18)8-4-2-1-3-5-8/h1-7,16-17,19H |
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InChI Key | VCCRNZQBSJXYJD-UHFFFAOYSA-N |
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Isomeric SMILES | OC1=CC(O)=C2C(OC(=C(O)C2=O)C2=CC=CC=C2)=C1 |
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Average Molecular Weight | 270.2369 |
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Monoisotopic Molecular Weight | 270.05282343 |
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Classification |
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Description | Belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. |
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Kingdom | Organic compounds |
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Super Class | Phenylpropanoids and polyketides |
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Class | Flavonoids |
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Sub Class | Flavones |
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Direct Parent | Flavonols |
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Alternative Parents | |
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Substituents | - 3-hydroxyflavone
- 3-hydroxyflavonoid
- 5-hydroxyflavonoid
- 7-hydroxyflavonoid
- Hydroxyflavonoid
- Chromone
- Benzopyran
- 1-benzopyran
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Pyranone
- Monocyclic benzene moiety
- Benzenoid
- Pyran
- Vinylogous acid
- Heteroaromatic compound
- Organoheterocyclic compound
- Oxacycle
- Polyol
- Organooxygen compound
- Organic oxygen compound
- Organic oxide
- 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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Disposition | Route of exposure: Source: Biological location: |
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Physico-Chemical Properties - Experimental |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Not Available | |
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Physical Description | Not Available | |
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Mass Composition | C 66.67%; H 3.73%; O 29.60% | DFC |
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Melting Point | Mp 217-218° | DFC |
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Boiling Point | Not Available | |
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Experimental Water Solubility | Not Available | |
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Experimental logP | Not Available | |
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Experimental pKa | Not Available | |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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Predicted GC-MS | Galangin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-000i-0950000000-f80dc86cabb2b5ee7f80 | Spectrum | Predicted GC-MS | Galangin, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-00di-3433900000-6efc1a666076cec9c866 | Spectrum | Predicted GC-MS | Galangin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - ESI-TOF , Negative | splash10-004i-0917700000-5933de30c7285a663ccc | 2017-08-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 10V, Negative | splash10-004i-0917700000-5933de30c7285a663ccc | 2017-08-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 40V, Negative | splash10-014i-0980000000-5ead402f53f21ad1bc69 | 2017-08-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 30V, Negative | splash10-014i-0980000000-5ead402f53f21ad1bc69 | 2017-08-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 20V, Negative | splash10-014i-0980000000-5ead402f53f21ad1bc69 | 2017-08-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF , Negative | splash10-014i-0090000000-ccad6be83481aed77fa3 | 2017-09-12 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 10V, Negative | splash10-014i-0090000000-a7d187f28c6a27ca6b7c | 2017-09-12 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 40V, Negative | splash10-014i-0980000000-5ead402f53f21ad1bc69 | 2017-09-12 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 30V, Negative | splash10-014i-0090000000-573c015550a1005e3b91 | 2017-09-12 | View Spectrum | MS/MS | LC-MS/MS Spectrum - ESI-TOF 20V, Negative | splash10-014i-0090000000-041e54bbbd21adb90d8e | 2017-09-12 | View Spectrum | MS/MS | LC-MS/MS Spectrum - DI-ESI-qTof , Negative | splash10-014i-0970000000-f56d16bf9ffd129227e2 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - DI-ESI-qTof , Positive | splash10-0uk9-0940000000-fcc781cee9aa39b4d2c3 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-qTof , Positive | splash10-00ov-0941000000-088245d4060300c28913 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , negative | splash10-01b9-0090000000-3dca6de83080ab540738 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , negative | splash10-01b9-0090000000-c7a6c4b522f7d1ab344a | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Linear Ion Trap , negative | splash10-00mk-0690000000-9d8f0b599742e5233f85 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-TOF , negative | splash10-014i-0090000000-a7d187f28c6a27ca6b7c | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-TOF , negative | splash10-014i-0980000000-5ead402f53f21ad1bc69 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - LC-ESI-TOF , negative | splash10-014i-0090000000-573c015550a1005e3b91 | 2017-09-14 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-00di-0090000000-a5f26af5c8b5cd0dba26 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-00di-0090000000-760166b17d3214284672 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0udi-6950000000-b847b228161afff1e72a | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-014i-0090000000-54bac69149adc7b5ba6e | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-014i-0190000000-d5a27d2008cc13814301 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-014i-3930000000-91f995a09835f8ce6953 | 2016-08-03 | View Spectrum |
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NMR | Not Available |
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External Links |
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ChemSpider ID | 4444935 |
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ChEMBL ID | CHEMBL309490 |
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KEGG Compound ID | C10044 |
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Pubchem Compound ID | 5281616 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | Not Available |
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Phenol-Explorer ID | 317 |
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DrugBank ID | Not Available |
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HMDB ID | HMDB29521 |
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CRC / DFC (Dictionary of Food Compounds) ID | BFL05-Z:BFL05-Z |
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EAFUS ID | Not Available |
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Dr. Duke ID | Not Available |
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BIGG ID | Not Available |
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KNApSAcK ID | C00004533 |
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HET ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | Not Available |
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SuperScent ID | Not Available |
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Wikipedia ID | 3,5,7-Trihydroxyflavone |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Descriptor | ID | Definition | Reference |
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anti microbial | 33281 | A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. | CHEBI |
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Enzymes | Not Available |
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Pathways | Not Available |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Not Available |
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Files |
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MSDS | Not Available |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | — Rothwell JA, Pérez-Jiménez J, Neveu V, Medina-Ramon A, M'Hiri N, Garcia Lobato P, Manach C, Knox K, Eisner R, Wishart D, Scalbert A. (2013) Phenol-Explorer 3.0: a major update of the Phenol-Explorer database to incorporate data on the effects of food processing on polyphenol content. Database, 10.1093/database/bat070.
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