| Common Name |
(2S)-Liquiritigenin
| Description |
(2S)-Liquiritigenin is found in alfalfa. (2S)-Liquiritigenin is isolated from Glycyrrhiza, Medicago, Myroxylon, Cicer and all Leguminosae species Several glycosides, particliarly the rutinoside and neohesperidoside, are important in influencing citrus fruit flavour(2S)-Liquiritigenin 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 |
MOLSDFPDBSMILESInChI
Structure for HMDB29519 ((2S)-Liquiritigenin)
| Synonyms |
| Value |
Source |
4',7-DihydroxyflavanoneHMDB
5-DEOXYFLAVANONEHMDB
DFVHMDB
| Chemical Formlia |
C15H12O4
| Average Molecliar Weight |
256.257
| Monoisotopic Molecliar Weight |
256.073558866
| IUPAC Name |
7-hydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
| Traditional Name |
5-deoxyflavanone
| CAS Registry Number |
578-86-9
| SMILES |
OC1=CC=C(C=C1)C1CC(=O)C2=C(O1)C=C(O)C=C2
| InChI Identifier |
InChI=1S/C15H12O4/c16-10-3-1-9(2-4-10)14-8-13(18)12-6-5-11(17)7-15(12)19-14/h1-7,14,16-17H,8H2
| InChI Key |
FURUXTVZLHCCNA-UHFFFAOYSA-N
| Chemical Taxonomy |
| Classification |
Not classified
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
Food
| Biofunction |
Not Available
| Application |
Drug
| Cellliar locations |
Membrane
| Physical Properties |
| State |
Not Available
| Experimental Properties |
| Property |
Value |
Reference |
Melting Point203 – 205 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.13 mg/mLALOGPS
logP2.79ALOGPS
logP2.49ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)7.79ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity69.31 m3·mol-1ChemAxon
Polarizability26.41 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| LC-MS/MS |
LC-MS/MS Spectrum – Linear Ion Trap , negativesplash10-001i-0900000000-7c2a4142ad7ac925ab96View in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – Linear Ion Trap , positivesplash10-000j-0970000000-57e6609f1e3db56fd859View in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – , positivesplash10-000i-0920000000-99358bcec35e8da3ac55View in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – , positivesplash10-000i-1930000000-d1162e6450775d0179abView in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, Positivesplash10-0a4i-0290000000-76d8588c0ed0a8f5ce31View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, Positivesplash10-059i-0980000000-08a11004d141f30638f7View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, Positivesplash10-00y1-5910000000-e60e52225f16ed4919a7View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, Negativesplash10-0a4i-0090000000-2325ae9643ac32fd23f9View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, Negativesplash10-0a4i-1290000000-bd14bd382f234c971725View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, Negativesplash10-014l-6930000000-2c9eaa5bfc05499d0bc4View 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 |
DB03601
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB000655
| KNApSAcK ID |
C00000977
| Chemspider ID |
1818
| KEGG Compound ID |
C09762
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB29519
| Metagene Link |
HMDB29519
| METLIN ID |
Not Available
| PubChem Compound |
1889
| PDB ID |
Not Available
| ChEBI ID |
536636
Product: Acacetin
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: 26455550
