Relationship Graph Explorer

Follow the connections

Every herb, ingredient, formula, gene target, and disease — connected through real research. Search, pick a subject, and navigate the graph in any direction.

🌿

Herb

→

→

→

→

🧪

Evidence

23,295

trials · metas · refs

Plus 6,743 TCM formulas connecting herbs together

Subject Type: 🌿 Herbs ⚗️ Ingredients 📜 Formulas 🧬 Targets 🏥 Diseases

Quick picks: Taxol Oxytocin Morphine (?)-nicotine Testosterone Melatonin Caffeine L-ascorbic acid Progesterone Coumarins

⚗️ Ingredient

(+/-)naringenin

Open on HERB 2.0 ↗

Clinical Trials

Meta-Analyses

PubMed References

Top Conditions Studied with (+/-)naringenin

📋 Sample Trials

NCT04697355

Effect of Naringenin and Beta Carotene on Energy Expenditure

Completed

NCT01091077

A Pilot Study of the Grapefruit Flavonoid Naringenin for HCV Infection

Completed · Phase 1

NCT03582553

Safety and Pharmacokinetics of an Extract of Naringenin

Completed · Early_Phase 1

📊 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

⚗️ All Ingredient data fields for (+/-)naringenin

⚗️ 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

H-Bond Donors

Rotatable Bonds

🔬 Structures

Canonical SMILES

C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC=C(C=C3)O

Isomeric SMILES

C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC=C(C=C3)O

InChIKey

FTVWIRXFELQLPI-UHFFFAOYSA-N

InChI

InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2

🔗 External References

HERB DB

HBIN036367 ↗

PubChem CID

932 ↗

NPASS

NPC79943

HIT

C0808

TCM-ID

12201

🔍 Raw view — every non-empty column on this row (29 fields)

name

(+/-)naringenin

common names

herb ingredient id

HBIN036367

canonical smiles

C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC=C(C=C3)O

isomeric smiles

C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC=C(C=C3)O

inchi

InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2

inchikey

FTVWIRXFELQLPI-UHFFFAOYSA-N

mol wt

272.2560

num h acceptors

num h donors

mol logp

2.5099

num rotatable bonds

drug likeness

0.742

tcm id ingredient id

12201

pubchem cid

932

npass id

NPC79943

hit id

C0808

📋 Clinical Trials

3 · subject of clinical study

NCT04697355 Effect of Naringenin and Beta Carotene on Energy Expenditure

→ Energy Expenditure|Safety Issues|Glucose Metabolis

NCT01091077 A Pilot Study of the Grapefruit Flavonoid Naringenin for HCV Infection

→ Hepatitis C Virus|HCV Infection|Chronic HCV|Hepati

NCT03582553 Safety and Pharmacokinetics of an Extract of Naringenin

→ Safety Issues|Pharmacokinetics

📊 Meta-Analyses

1 · systematic review

CRD42016038368 The effects of naringenin on some human breast cancer cells: a systematic review

→ Breast cancer

📚 PubMed References

12 · cited research

PMID 30900959 Naringenin, a dietary flavanone, enhances insulin-like growth factor 1 receptor-

Nutr Neurosci

PMID 32181260 Naringenin Inhibition of the Pseudomonas aeruginosa Quorum Sensing Response Is B

Front Mol Biosci

PMID 32542594 Naringenin Upregulates AMPK-Mediated Autophagy to Rescue Neuronal Cells From β-A

Mol Neurobiol

PMID 32814161 Defective insulin receptor signaling in patients with gestational diabetes is re

Int J Biochem Cell Biol

PMID 33096452 Naringenin protects RPE cells from NaIO3-induced oxidative damage in vivo and in

Phytomedicine

PMID 33234364 Naringenin alleviates nonalcoholic steatohepatitis in middle-aged Apoe-/-mice: r

Phytomedicine

PMID 33523599 Naringenin inhibits migration, invasion, induces apoptosis in human lung cancer

J Cell Mol Med

PMID 33614911 Inhibition of tumor invasion and metastasis by targeting TGF-β-Smad-MMP2 pathway

Mol Ther Oncolytics

PMID 33663922 Inhibition of histone acetyltransferase by naringenin and hesperetin suppresses

Phytomedicine

PMID 33667286 Naringenin prevents TNF-α-induced gut-vascular barrier disruption associated wit

Food Funct

PMID 33856270 Naringenin mitigates behavioral alterations and provides neuroprotection against

Nutr Neurosci

PMID 34411564 Vasorelaxant effect of 5,7,4'- Trihydroxyflavanone (Naringenin) via endothelium

Chem Biol Interact

How relationships are computed

Clinical Trials / Meta-Analyses / References: direct foreign-key link via subject_entity_id (Phase 2d wireup)
Formula ↔ Herbs: text bridge via formulas.herbs_in_pinyin matching herbs.pinyin_name
Herb ↔ Ingredient: ACTIVE — direct link via herb_ingredients
Ingredient ↔ Target: ACTIVE — direct link via ingredient_targets
Target ↔ Disease: ACTIVE — direct link via target_health_topics
Herb → Target → Disease (full chemical spine): ACTIVE — joins all three link tables