| Common Name |
Gentisein
| Description |
Gentisein is found in alcoholic beverages. Gentisein is isolated from Gentiana lutea (yellow gentian) Gentisein belongs to the family of Xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9.
| Structure |
MOLSDFPDBSMILESInChI
Structure for HMDB29463 (Gentisein)
| Synonyms |
| Value |
Source |
1,3,7-TrihydroxyxanthoneChEBI
1,3,7-Trihydroxy-9H-xanthen-9-oneHMDB
1,3,7-Trihydroxy-9H-xanthen-9-one, 9ciHMDB
1,3,7-Trihydroxy-xanthen-9-oneHMDB
Xanthone derivHMDB
| Chemical Formlia |
C13H8O5
| Average Molecliar Weight |
244.1996
| Monoisotopic Molecliar Weight |
244.037173366
| IUPAC Name |
1,3,7-trihydroxy-9H-xanthen-9-one
| Traditional Name |
gentisein
| CAS Registry Number |
529-49-7
| SMILES |
OC1=CC=C2OC3=C(C(O)=CC(O)=C3)C(=O)C2=C1
| InChI Identifier |
InChI=1S/C13H8O5/c14-6-1-2-10-8(3-6)13(17)12-9(16)4-7(15)5-11(12)18-10/h1-5,14-16H
| InChI Key |
JJUNZBRHHGLJQW-UHFFFAOYSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring.
| Kingdom |
Organic compounds
| Super Class |
Organoheterocyclic compounds
| Class |
Benzopyrans
| Sub Class |
1-benzopyrans
| Direct Parent |
Xanthones
| Alternative Parents |
Chromones
Resorcinols
Pyranones and derivatives
Vinylogous acids
Heteroaromatic compounds
Polyols
Oxacyclic compounds
Hydrocarbon derivatives
| Substituents |
Xanthone
Chromone
Resorcinol
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous acid
Polyol
Oxacycle
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound
| Molecliar Framework |
Aromatic heteropolycyclic compounds
| External Descriptors |
xanthenes (C10065 )
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
Food
| Biofunction |
Not Available
| Application |
Nutrient
| Cellliar locations |
Cytoplasm
Extracellliar
| Physical Properties |
| State |
Not Available
| Experimental Properties |
| Property |
Value |
Reference |
Melting Point321 – 323 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.53 mg/mLALOGPS
logP2.49ALOGPS
logP2.7ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)7.59ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area86.99 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity62.76 m3·mol-1ChemAxon
Polarizability23.27 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available
| Biological Properties |
| Cellliar Locations |
Cytoplasm
Extracellliar
| Biofluid Locations |
Not Available
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Not Available |
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
Not Available
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB000584
| KNApSAcK ID |
C00002953
| Chemspider ID |
4444954
| KEGG Compound ID |
C10065
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB29463
| Metagene Link |
HMDB29463
| METLIN ID |
Not Available
| PubChem Compound |
5281635
| PDB ID |
Not Available
| ChEBI ID |
411767
Product: Epetraborole (hydrochloride)
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
|
PMID: 2580950
