natural remedies · Ingredient
(+/-)naringenin
Formula: C15H12O5 · MW: 272.256 · Drug-likeness: 0.742
⚗️ Identity
Name
(+/-)naringenin
Aliases / Synonyms
67604-48-2; 5,7-Dihydroxy-2-(4-hydroxyphenyl)chroman-4-one; (+/-)-Naringenin; 4',5,7-Trihydroxyflavanone; naringetol; 93602-28-9; rac Naringenin; ( inverted exclamation markA)-Naringenin; (-)-Naringenin; 5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
🧪 Chemistry
Molecular Weight
272.2560
LogP
2.5099
Drug-likeness
0.742
H-Bond Acceptors
5
H-Bond Donors
3
Rotatable Bonds
1
🔗 External References
3
Clinical Trials
1
Meta-Analyses
31
PubMed References
Top Conditions Studied with (+/-)naringenin
📋 Sample Trials
NCT04697355
Effect of Naringenin and Beta Carotene on Energy Expenditure
Completed · Energy Expenditure|Safety Issues|Glucose
NCT01091077
A Pilot Study of the Grapefruit Flavonoid Naringenin for HCV Infection
Completed · Phase 1 · Hepatitis C Virus|HCV Infection|Chronic
NCT03582553
Safety and Pharmacokinetics of an Extract of Naringenin
Completed · Early_Phase 1 · Safety Issues|Pharmacokinetics
📊 Sample Meta-Analyses
CRD42016038368
The effects of naringenin on some human breast cancer cells: a systematic review
Breast cancer
📚 Sample References
PMID 30900959
Naringenin, a dietary flavanone, enhances insulin-like growth factor 1 receptor-mediated antioxidant defense and attenuates methylglyoxal-induced neurite damage and apoptotic death
Nutr Neurosci · 2021
PMID 32181260
Naringenin Inhibition of the Pseudomonas aeruginosa Quorum Sensing Response Is Based on Its Time-Dependent Competition With N-(3-Oxo-dodecanoyl)-L-homoserine Lactone for LasR Binding
Front Mol Biosci · 2020
PMID 32542594
Naringenin Upregulates AMPK-Mediated Autophagy to Rescue Neuronal Cells From β-Amyloid (1-42) Evoked Neurotoxicity
Mol Neurobiol · 2020
PMID 32814161
Defective insulin receptor signaling in patients with gestational diabetes is related to dysregulated miR-140 which can be improved by naringenin
Int J Biochem Cell Biol · 2020
PMID 33096452
Naringenin protects RPE cells from NaIO3-induced oxidative damage in vivo and in vitro through up-regulation of SIRT1
Phytomedicine · 2021
PMID 33234364
Naringenin alleviates nonalcoholic steatohepatitis in middle-aged Apoe-/-mice: role of SIRT1
Phytomedicine · 2021