precursor

Showing entry for Liquiritin

Identification

PhytoHub ID
PHUB000385
Name
Liquiritin
Systematic Name
Not Available
Synonyms
  • Liquiritigenin 4'-O-glucoside
CAS Number
Not Available
Average Mass
418.398
Monoisotopic Mass
418.126382288
Chemical Formula
C21H22O9
IUPAC Name
7-hydroxy-2-(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-3,4-dihydro-2H-1-benzopyran-4-one
InChI Key
DEMKZLAVQYISIA-UZQFATADSA-N
InChI Identifier
InChI=1S/C21H22O9/c22-9-17-18(25)19(26)20(27)21(30-17)28-12-4-1-10(2-5-12)15-8-14(24)13-6-3-11(23)7-16(13)29-15/h1-7,15,17-23,25-27H,8-9H2/t15?,17-,18-,19+,20-,21-/m1/s1
SMILES
OC[C@H]1O[C@@H](OC2=CC=C(C=C2)C2CC(=O)C3=C(O2)C=C(O)C=C3)[C@H](O)[C@@H](O)[C@@H]1O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
9.79e-01 g/l
LogS (ALOGPS)
-2.63
LogP (ALOGPS)
0.43
Hydrogen Acceptors
9
Hydrogen Donors
5
Rotatable Bond Count
4
Polar Surface Area
145.91000000000003
Refractivity
101.45330000000001
Polarizability
41.96869803154022
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-2.981092343686494
pKa (strongest acidic)
7.7979583436037885
Number of Rings
4
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
Polyphenols
Class
Flavonoids
Sub-class
Flavanones

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Flavonoids
Super-class
Phenylpropanoids and polyketides
Sub-class
Flavonoid glycosides
Direct Parent Name
Flavonoid O-glycosides
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "7-hydroxyflavonoids", "Acetals", "Aldehydes", "Alkyl aryl ethers", "Alkyl glycosides", "Aryl alkyl ketones", "Chromones", "Fatty acyl glycosides of mono- and disaccharides", "Flavanones", "Hexoses", "Hydrocarbon derivatives", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Phenol ethers", "Phenolic glycosides", "Phenoxy compounds", "Polyols", "Primary alcohols", "Secondary alcohols"]
External Descriptor Annotations
["Flavanones"]
Substituent Names
["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "7-hydroxyflavonoid", "Acetal", "Alcohol", "Aldehyde", "Alkyl aryl ether", "Alkyl glycoside", "Aromatic heteropolycyclic compound", "Aryl alkyl ketone", "Aryl ketone", "Benzenoid", "Benzopyran", "Chromane", "Chromone", "Ether", "Fatty acyl", "Fatty acyl glycoside", "Fatty acyl glycoside of mono- or disaccharide", "Flavan", "Flavanone", "Flavonoid o-glycoside", "Flavonoid-4p-o-glycoside", "Glycosyl compound", "Hexose monosaccharide", "Hydrocarbon derivative", "Hydroxyflavonoid", "Ketone", "Monocyclic benzene moiety", "Monosaccharide", "O-glycosyl compound", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol ether", "Phenolic glycoside", "Phenoxy compound", "Polyol", "Primary alcohol", "Secondary alcohol"]

Spectra from Online Resources

Record IDSourceDescriptionView
BML01643MassBankLC-ESI-QTOF Spectrum - 10 ev, unspecifiedView Spectra
BML01654MassBankLC-ESI-QTOF Spectrum - 20 ev, unspecifiedView Spectra
BML01676MassBankLC-ESI-QTOF Spectrum - 10 ev, unspecifiedView Spectra
BML01686MassBankLC-ESI-QTOF Spectrum - 20 ev, unspecifiedView Spectra
BML01696MassBankLC-ESI-QTOF Spectrum - 40 ev, unspecifiedView Spectra
BML81610MassBankLC-ESI-QTOF Spectrum - -, unspecifiedView Spectra
BML81611MassBankLC-ESI-QTOF Spectrum - -, unspecifiedView Spectra
TY000139MassBankLC-ESI-ITTOF Spectrum - -, unspecifiedView Spectra
TY000140MassBankLC-ESI-ITTOF Spectrum - -, unspecifiedView Spectra

Food Sources

No food source information available

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

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