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Evidence

23,295

trials · metas · refs

Plus 6,743 TCM formulas connecting herbs together

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

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⚗️ Ingredient

Xanthohumol

Open on HERB 2.0 ↗

Clinical Trials

Meta-Analyses

PubMed References

Top Conditions Studied with Xanthohumol

Healthy 1 Crohn Disease 1 Resting Energy Expenditure 1 Oxidative Stress 1 Metabolic Syndrome 1 Inflammatory Response 1

📋 Sample Trials

NCT02432651

Xanthohumol and Prevention of DNA Damage

Completed · Phase 1

NCT03735420

Xanthohumol Metabolism and Signature

Active_Not_Recruiting · Phase 1

NCT04590508

A Phase 2 Clinical Trial: Xanthohumol Metabolism and Signature (XMaS) in Crohn's Disease

Active_Not_Recruiting · Phase 2

📊 Sample Meta-Analyses

None linked yet.

📚 Sample References

PMID 28285192

Xanthohumol ameliorates lipopolysaccharide (LPS)-induced acute lung injury via induction of AMPK/GSK3β-Nrf2 signal axis

Redox Biol · 2017

PMID 28188927

Xanthohumol isolated from Humulus lupulus prevents thrombosis without increased bleeding risk by inhibiting platelet activation and mtDNA release

Free Radic Biol Med · 2017

PMID 25843659

Activated AMPK boosts the Nrf2/HO-1 signaling axis--A role for the unfolded protein response

Free Radic Biol Med · 2015

⚗️ All Ingredient data fields for Xanthohumol

⚗️ Identity

Name

Xanthohumol

Aliases / Synonyms

6754-58-1; 569-83-5; Xantho-flav; 1-(2,4-Dihydroxy-6-methoxy-3-(3-methylbut-2-en-1-yl)phenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one; UNII-T4467YT1NT; (E/Z)-Xanthohumol; T4467YT1NT; (E)-1-[2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one; CHEBI:66331

🧪 Chemistry

Molecular Weight

354.4020

LogP

4.2168

Drug-likeness

0.411

Oral Bioavailability

1.0180

H-Bond Acceptors

H-Bond Donors

Rotatable Bonds

🔬 Structures

Canonical SMILES

CC(=CCC1=C(C(=C(C=C1O)OC)C(=O)C=CC2=CC=C(C=C2)O)O)C

Isomeric SMILES

CC(=CCC1=C(C(=C(C=C1O)OC)C(=O)/C=C/C2=CC=C(C=C2)O)O)C

InChIKey

ORXQGKIUCDPEAJ-YRNVUSSQSA-N

InChI

InChI=1S/C21H22O5/c1-13(2)4-10-16-18(24)12-19(26-3)20(21(16)25)17(23)11-7-14-5-8-15(22)9-6-14/h4-9,11-12,22,24-25H,10H2,1-3H3/b11-7+

🔗 External References

HERB DB

PubChem CID

CAS Number

DrugBank

NPASS

NPC249606

HIT

C0486

SymMap

652

TCMID

22745

TCMSP

MOL006653

🔍 Raw view — every non-empty column on this row (34 fields)

name

Xanthohumol

common names

herb ingredient id

HBIN048442

canonical smiles

CC(=CCC1=C(C(=C(C=C1O)OC)C(=O)C=CC2=CC=C(C=C2)O)O)C

isomeric smiles

CC(=CCC1=C(C(=C(C=C1O)OC)C(=O)/C=C/C2=CC=C(C=C2)O)O)C

inchi

InChI=1S/C21H22O5/c1-13(2)4-10-16-18(24)12-19(26-3)20(21(16)25)17(23)11-7-14-5-8-15(22)9-6-14/h4-9,11-12,22,24-25H,10H2,1-3H3/b11-7+

inchikey

ORXQGKIUCDPEAJ-YRNVUSSQSA-N

mol wt

354.4020

num h acceptors

num h donors

mol logp

4.2168

num rotatable bonds

drug likeness

0.411

ob score

1.0180

cas id

569-83-5

symmap mol id

652

tcmid ingredient id

22745

tcmsp ingredient id

MOL006653

pubchem cid

639665

drugbank id

DB15359

npass id

NPC249606

hit id

C0486

🏥 Linked Health Topics

1 · diseases via target pathways

Crohn Disease

syndrome

📋 Clinical Trials

6 · subject of clinical study

NCT02432651 Xanthohumol and Prevention of DNA Damage

→ Oxidative Stress

NCT03735420 Xanthohumol Metabolism and Signature

→ Healthy

NCT04590508 A Phase 2 Clinical Trial: Xanthohumol Metabolism and Signature (XMaS) in Crohn's

→ Crohn Disease

NCT04847193 Hop Compounds and Immune System

→ Inflammatory Response

NCT01367431 Xanthohumol and Metabolic Syndrome

→ Metabolic Syndrome

NCT05711212 Effects of Xanthohumol on Resting Energy Expenditure and Substrate Oxidation in

→ Resting Energy Expenditure

📚 PubMed References

12 · cited research

PMID 28285192 Xanthohumol ameliorates lipopolysaccharide (LPS)-induced acute lung injury via i

Redox Biol

PMID 28188927 Xanthohumol isolated from Humulus lupulus prevents thrombosis without increased

Free Radic Biol Med

PMID 25843659 Activated AMPK boosts the Nrf2/HO-1 signaling axis--A role for the unfolded prot

Free Radic Biol Med

PMID 23503627 Xanthohumol attenuates tumour cell-mediated breaching of the lymphendothelial ba

Arch Toxicol

PMID 32509787 Xanthohumol Inhibits the Growth of Keratin 18-Overexpressed Esophageal Squamous

Front Cell Dev Biol

PMID 33036258 The Preventive Effects of Xanthohumol on Vascular Calcification Induced by Vitam

Antioxidants (Basel)

PMID 33572775 Xanthohumol, a Prenylated Chalcone Derived from Hops, Inhibits Growth and Metast

Cancers (Basel)

PMID 33959012 Xanthohumol ameliorates Diet-Induced Liver Dysfunction via Farnesoid X Receptor-

Front Pharmacol

PMID 34017261 Xanthohumol Attenuated Inflammation and ECM Degradation by Mediating HO-1/C/EBPβ

Front Pharmacol

PMID 34204745 Xanthohumol Impairs the PMA-Driven Invasive Behaviour of Lung Cancer Cell Line A

Cells

PMID 34575438 Poly(lactic-co-glycolic acid) Nanoparticles Encapsulating the Prenylated Flavono

Pharmaceutics

PMID 35082973 Xanthohumol Protects the Rat Myocardium against Ischemia/Reperfusion Injury-Indu

Oxid Med Cell Longev

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