| Common Name |
(S)-4,7-Dihydroxy-3,8-diprenylflavanone
| Description |
(S)-4,7-Dihydroxy-3,8-diprenylflavanone is found in herbs and spices. (S)-4,7-Dihydroxy-3,8-diprenylflavanone is a constituent of roots of Glycyrrhiza glabra (licorice).(S)-4,7-Dihydroxy-3,8-diprenylflavanone belongs to the family of Flavanones. These are compounds containing a flavan-3-one moiety, which structure is characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3.
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Structure for HMDB29531 ((S)-4',7-Dihydroxy-3',8-diprenylflavanone)
| Synonyms |
| Value |
Source |
GlabrolHMDB
| Chemical Formlia |
C25H28O4
| Average Molecliar Weight |
392.4874
| Monoisotopic Molecliar Weight |
392.198759384
| IUPAC Name |
7-hydroxy-2-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-8-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one
| Traditional Name |
glabrol
| CAS Registry Number |
59870-65-4
| SMILES |
CC(C)=CCC1=CC(=CC=C1O)C1CC(=O)C2=C(O1)C(CC=C(C)C)=C(O)C=C2
| InChI Identifier |
InChI=1S/C25H28O4/c1-15(2)5-7-17-13-18(8-11-21(17)26)24-14-23(28)20-10-12-22(27)19(25(20)29-24)9-6-16(3)4/h5-6,8,10-13,24,26-27H,7,9,14H2,1-4H3
| InChI Key |
CUFAXDWQDQQKFF-UHFFFAOYSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as 8-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 8-position.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Phenylpropanoids and polyketides
| Sub Class |
Flavonoids
| Direct Parent |
8-prenylated flavanones
| Alternative Parents |
3-prenylated flavanones
Flavanones
7-hydroxyflavonoids
4-hydroxyflavonoids
Chromones
Aryl alkyl ketones
Alkyl aryl ethers
1-hydroxy-2-unsubstituted benzenoids
Benzene and substituted derivatives
Oxacyclic compounds
Organic oxides
Hydrocarbon derivatives
| Substituents |
3'-prenylated flavanone
8-prenylated flavanone
3'-prenylated flavan
4'-hydroxyflavonoid
7-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Chromone
Chromane
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Ketone
Organoheterocyclic compound
Ether
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound
| Molecliar Framework |
Aromatic heteropolycyclic compounds
| External Descriptors |
Flavanones (LMPK12140041 )
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
Food
| Biofunction |
Not Available
| Application |
Nutrient
| Cellliar locations |
Membrane
| Physical Properties |
| State |
Not Available
| Experimental Properties |
| Property |
Value |
Reference |
Melting Point90 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.0018 mg/mLALOGPS
logP4.79ALOGPS
logP5.95ChemAxon
logS-5.3ALOGPS
pKa (Strongest Acidic)7.6ChemAxon
pKa (Strongest Basic)-5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity117.79 m3·mol-1ChemAxon
Polarizability44.63 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, Positivesplash10-0006-0219000000-1a450b93cdab835ce016View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, Positivesplash10-000i-2739000000-2f9893d6fb4bc2ae2fcdView in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, Positivesplash10-014i-5910000000-eddd1957e1e0c9aaa290View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, Negativesplash10-0006-0009000000-d110834225487bd44c93View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, Negativesplash10-0006-0129000000-8f81c386e354c7ce082cView in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, Negativesplash10-01ri-0912000000-1f8938bea8663af5448bView in MoNA
| Biological Properties |
| Cellliar Locations |
Membrane
| 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 |
FDB000672
| KNApSAcK ID |
C00008459
| Chemspider ID |
421852
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB29531
| Metagene Link |
HMDB29531
| METLIN ID |
Not Available
| PubChem Compound |
480768
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: SPDB
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: 22463935
