Identification

PhytoHub ID
PHUB000371
Name
6-Geranylnaringenin
Systematic Name
Not Available
Synonyms
  • 5,7,4'-Trihydroxy-6-geranylflavanone
  • Bonannione A
  • Mimulone
CAS Number
Not Available
Average Mass
408.494
Monoisotopic Mass
408.193674002
Chemical Formula
C25H28O5
IUPAC Name
6-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
InChI Key
XYIQIBWIEGCVQY-FRKPEAEDSA-N
InChI Identifier
InChI=1S/C25H28O5/c1-15(2)5-4-6-16(3)7-12-19-20(27)13-23-24(25(19)29)21(28)14-22(30-23)17-8-10-18(26)11-9-17/h5,7-11,13,22,26-27,29H,4,6,12,14H2,1-3H3/b16-7+
SMILES
CC(C)=CCC\C(C)=C\CC1=C(O)C2=C(OC(CC2=O)C2=CC=C(O)C=C2)C=C1O
Structure

Calculated Properties

Solubility (ALOGPS)
3.39e-03 g/l
LogS (ALOGPS)
-5.08
LogP (ALOGPS)
4.84
Hydrogen Acceptors
5
Hydrogen Donors
3
Rotatable Bond Count
6
Polar Surface Area
86.99000000000001
Refractivity
119.33519999999999
Polarizability
46.41390904327082
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-4.950586507709227
pKa (strongest acidic)
7.674424725599705
Number of Rings
3
Rule of Five
No
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
Yes

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
Flavans
Direct Parent Name
6-prenylated flavanones
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "Alkyl aryl ethers", "Aromatic monoterpenoids", "Aryl alkyl ketones", "Benzene and substituted derivatives", "Bicyclic monoterpenoids", "Chromones", "Flavanones", "Hydrocarbon derivatives", "Organic oxides", "Oxacyclic compounds", "Vinylogous acids"]
External Descriptor Annotations
["Flavanones"]
Substituent Names
["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "6-prenylated flavanone", "7-hydroxyflavonoid", "Alkyl aryl ether", "Aromatic heteropolycyclic compound", "Aromatic monoterpenoid", "Aryl alkyl ketone", "Aryl ketone", "Benzenoid", "Benzopyran", "Bicyclic monoterpenoid", "Chromane", "Chromone", "Ether", "Flavanone", "Hydrocarbon derivative", "Hydroxyflavonoid", "Ketone", "Monocyclic benzene moiety", "Monoterpenoid", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Phenol", "Vinylogous acid"]

Spectra from Online Resources

No spectra information available

Food Sources

NameGroup
BeerBeverages, Alcoholic PublicationsShow

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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