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⚗️ Ingredient

Naringenin

0
Clinical Trials
0
Meta-Analyses
4
PubMed References
📋 Sample Trials
None linked yet.
📊 Sample Meta-Analyses
None linked yet.
📚 Sample References
PMID 31758699
Naringenin attenuates non-alcoholic fatty liver disease by down-regulating the NLRP3/NF-κB pathway in mice
Br J Pharmacol · 2019
PMID 30527894
Naringenin targets on astroglial Nrf2 to support dopaminergic neurons
Pharmacol Res · 2019
PMID 21748601
Naringenin reduces lung metastasis in a breast cancer resection model
Protein Cell · 2011
⚗️ All Ingredient data fields for Naringenin
⚗️ Identity
Name
Naringenin
Aliases / Synonyms
480-41-1; (S)-Naringenin; salipurpol; Naringenine; Salipurol; (S)-5,7-Dihydroxy-2-(4-hydroxyphenyl)chroman-4-one; (2S)-Naringenin; pelargidanon; naringetol
🧪 Chemistry
Molecular Weight
272.2560
LogP
2.5099
Drug-likeness
0.742
H-Bond Acceptors
5
H-Bond Donors
3
Rotatable Bonds
1
🔬 Structures
Canonical SMILES
C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC=C(C=C3)O
Isomeric SMILES
C1[C@H](OC2=CC(=CC(=C2C1=O)O)O)C3=CC=C(C=C3)O
InChIKey
FTVWIRXFELQLPI-ZDUSSCGKSA-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/t13-/m0/s1
🔗 External References
PubChem CID
NPASS
NPC311485
TCMID
15271
TCMSP
MOL004328; MOL001040
TCM-ID
2421
🔍 Raw view — every non-empty column on this row (33 fields)
name
Naringenin
common names
480-41-1; (S)-Naringenin; salipurpol; Naringenine; Salipurol; (S)-5,7-Dihydroxy-2-(4-hydroxyphenyl)chroman-4-one; (2S)-Naringenin; pelargidanon; naringetol
herb ingredient id
HBIN036366
canonical smiles
C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC=C(C=C3)O
isomeric smiles
C1[C@H](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/t13-/m0/s1
inchikey
FTVWIRXFELQLPI-ZDUSSCGKSA-N
mol wt
272.2560
num h acceptors
5
num h donors
3
mol logp
2.5099
num rotatable bonds
1
drug likeness
0.742
cas id
67604-48-2; 480-41-1
tcmid ingredient id
15271
tcmsp ingredient id
MOL004328; MOL001040
tcm id ingredient id
2421
pubchem cid
439246
npass id
NPC311485
tcmsp mol id
MOL004328
tcmsp molecule id
4328

🌿 Related Herbs

1 · contains this compound

🧬 Gene / Protein Targets

30 · directly binds these targets
CAT
Gene CAT
AKR1C1
Gene AKR1C1
FASN
Gene FASN
MAPK1
Gene MAPK1
MAPK3
Gene MAPK3
SOAT1
Gene SOAT1
SOAT2
Gene SOAT2
Prostaglandin G/H synthase 1
Estrogen receptor
Prostaglandin G/H synthase 2
Heat shock protein HSP 90
Beta-lactamase
Phosphatidylinositol-4,5-bisphosphate 3-kinase catalytic subunit, gamma isoform
mRNA of PKA Catalytic Subunit C-alpha
Transcription factor p65
RAC-alpha serine/threonine-protein kinase
Apoptosis regulator Bcl-2
Caspase-3
Peroxisome proliferator-activated receptor gamma
Glutathione S-transferase P
Superoxide dismutase [Cu-Zn]
Peroxisome proliferator-activated receptor alpha
Low-density lipoprotein receptor
Bcl2 antagonist of cell death
Microsomal triglyceride transfer protein large subunit
Apolipoprotein B-100
Phospholipase B1, membrane-associated
3-hydroxy-3-methylglutaryl-coenzyme A reductase
Cytochrome P450 19A1
UDP-glucuronosyltransferase 1-1

📚 PubMed References

4 · cited research
PMID 31758699 Naringenin attenuates non-alcoholic fatty liver disease by down-regulating the N
Br J Pharmacol
PMID 30527894 Naringenin targets on astroglial Nrf2 to support dopaminergic neurons
Pharmacol Res
PMID 21748601 Naringenin reduces lung metastasis in a breast cancer resection model
Protein Cell
PMID 21354229 Naringenin inhibits the assembly and long-term production of infectious hepatiti
J Hepatol
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