Record Information |
---|
Version | 1.0 |
---|
Creation date | 2010-04-08 22:11:55 UTC |
---|
Update date | 2019-11-26 03:11:49 UTC |
---|
Primary ID | FDB015551 |
---|
Secondary Accession Numbers | Not Available |
---|
Chemical Information |
---|
FooDB Name | 6-Hydroxyluteolin |
---|
Description | 6-Hydroxyluteolin belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one). Thus, 6-hydroxyluteolin is considered to be a flavonoid. 6-Hydroxyluteolin is found, on average, in the highest concentration within mexican oreganos (Lippia graveolens). 6-Hydroxyluteolin has also been detected, but not quantified in, a few different foods, such as common thymes (Thymus vulgaris), green vegetables, and lemon verbenas (Aloysia triphylla). This could make 6-hydroxyluteolin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 6-Hydroxyluteolin. |
---|
CAS Number | 18003-33-3 |
---|
Structure | |
---|
Synonyms | Synonym | Source |
---|
2-(3,4-Dihydroxyphenyl)-5,6,7-trihydroxy-4H-1-benzopyran-4-one | ChEBI | 3',4',5,6,7-Pentahydroxyflavone | ChEBI | 5,6,7,3',4'-Pentahydroxyflavone | ChEBI | 2-(3,4-Dihydroxyphenyl)-5,6,7-trihydroxy-4H-chromen-4-one | HMDB | 6-OH-Luteolin | HMDB, MeSH | 2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxy-4H-chromen-4-one | biospider | 6-Hydroxyluteolin | db_source |
|
---|
Predicted Properties | |
---|
Chemical Formula | C15H10O7 |
---|
IUPAC name | 2-(3,4-dihydroxyphenyl)-5,6,7-trihydroxy-4H-chromen-4-one |
---|
InChI Identifier | InChI=1S/C15H10O7/c16-7-2-1-6(3-8(7)17)11-4-9(18)13-12(22-11)5-10(19)14(20)15(13)21/h1-5,16-17,19-21H |
---|
InChI Key | VYAKIUWQLHRZGK-UHFFFAOYSA-N |
---|
Isomeric SMILES | OC1=CC2=C(C(O)=C1O)C(=O)C=C(O2)C1=CC(O)=C(O)C=C1 |
---|
Average Molecular Weight | 302.2357 |
---|
Monoisotopic Molecular Weight | 302.042652674 |
---|
Classification |
---|
Description | Belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one). |
---|
Kingdom | Organic compounds |
---|
Super Class | Phenylpropanoids and polyketides |
---|
Class | Flavonoids |
---|
Sub Class | Flavones |
---|
Direct Parent | Flavones |
---|
Alternative Parents | |
---|
Substituents | - 3'-hydroxyflavonoid
- 4'-hydroxyflavonoid
- 5-hydroxyflavonoid
- Flavone
- 6-hydroxyflavonoid
- 7-hydroxyflavonoid
- Hydroxyflavonoid
- Chromone
- Benzopyran
- 1-benzopyran
- Catechol
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Phenol
- Pyranone
- Benzenoid
- Monocyclic benzene moiety
- Pyran
- Heteroaromatic compound
- Vinylogous acid
- Oxacycle
- Organoheterocyclic compound
- Polyol
- Organic oxide
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Aromatic heteropolycyclic compound
|
---|
Molecular Framework | Aromatic heteropolycyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
|
Disposition | Route of exposure: Source: Biological location: |
---|
Role | Biological role: |
---|
Physico-Chemical Properties |
---|
Physico-Chemical Properties - Experimental | Property | Value | Reference |
---|
Physical state | Not Available | |
---|
Physical Description | Not Available | |
---|
Mass Composition | C 59.61%; H 3.33%; O 37.06% | DFC |
---|
Melting Point | Mp 284° | DFC |
---|
Boiling Point | Not Available | |
---|
Experimental Water Solubility | Not Available | |
---|
Experimental logP | Not Available | |
---|
Experimental pKa | Not Available | |
---|
Isoelectric point | Not Available | |
---|
Charge | Not Available | |
---|
Optical Rotation | Not Available | |
---|
Spectroscopic UV Data | Not Available | |
---|
Density | Not Available | |
---|
Refractive Index | Not Available | |
---|
|
---|
Spectra |
---|
Spectra | |
---|
EI-MS/GC-MS | Type | Description | Splash Key | View |
---|
Predicted GC-MS | 6-Hydroxyluteolin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-00di-0590000000-5c4ce3145edbe606eb36 | Spectrum | Predicted GC-MS | 6-Hydroxyluteolin, 5 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-00kb-3601498000-0df82f4f2bd531b86b30 | Spectrum | Predicted GC-MS | 6-Hydroxyluteolin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
|
---|
MS/MS | Type | Description | Splash Key | View |
---|
Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0udi-0029000000-fa0dde92bf21c90837d8 | 2016-06-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0udi-0398000000-76f5cd48c1a3243242a6 | 2016-06-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0zi9-2950000000-3f3461a6eb81aaa54019 | 2016-06-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0udi-0019000000-0a2c4e44ab43a09e3c24 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0udi-0269000000-35fe66a840935c38d5dd | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-00xr-5940000000-14e771feddad0eca4284 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0udi-0009000000-83a0d85bdd6b793b4e43 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0udi-0009000000-83a0d85bdd6b793b4e43 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0gbi-0914000000-8dc04964516d869050d5 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0udi-0009000000-ae5c9858799a15f18420 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0udi-0009000000-d3df4441428d8e4390d8 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0fvi-0921000000-f84b51fd093b59595aed | 2021-09-22 | View Spectrum |
|
---|
NMR | Not Available |
---|
External Links |
---|
ChemSpider ID | 4444961 |
---|
ChEMBL ID | CHEMBL464107 |
---|
KEGG Compound ID | C10072 |
---|
Pubchem Compound ID | 5281642 |
---|
Pubchem Substance ID | Not Available |
---|
ChEBI ID | 2197 |
---|
Phenol-Explorer ID | 278 |
---|
DrugBank ID | Not Available |
---|
HMDB ID | HMDB36632 |
---|
CRC / DFC (Dictionary of Food Compounds) ID | KDD85-Q:KDD85-Q |
---|
EAFUS ID | Not Available |
---|
Dr. Duke ID | 6-HYDROXY-LUTEOLIN |
---|
BIGG ID | Not Available |
---|
KNApSAcK ID | C00003884 |
---|
HET ID | Not Available |
---|
Food Biomarker Ontology | Not Available |
---|
VMH ID | Not Available |
---|
Flavornet ID | Not Available |
---|
GoodScent ID | Not Available |
---|
SuperScent ID | Not Available |
---|
Wikipedia ID | Not Available |
---|
Phenol-Explorer Metabolite ID | Not Available |
---|
Duplicate IDS | Not Available |
---|
Old DFC IDS | Not Available |
---|
Associated Foods |
---|
Food | Content Range | Average | Reference |
---|
Food | | | Reference |
---|
|
Biological Effects and Interactions |
---|
Health Effects / Bioactivities | Descriptor | ID | Definition | Reference |
---|
Aldose reductase inhibitor | 48550 | An agent that blocks the activity of aldose reductase, an enzyme involved in glucose metabolism. It reduces oxidative stress and inflammation, commonly used in managing diabetic complications, such as neuropathy, nephropathy, and retinopathy. | DUKE |
|
---|
Enzymes | Not Available |
---|
Pathways | Not Available |
---|
Metabolism | Not Available |
---|
Biosynthesis | Not Available |
---|
Organoleptic Properties |
---|
Flavours | Not Available |
---|
Files |
---|
MSDS | Not Available |
---|
References |
---|
Synthesis Reference | Not Available |
---|
General Reference | Not Available |
---|
Content Reference | — Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181. — 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. — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
|
---|