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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

Ursolic acid

Open on HERB 2.0 ↗

Clinical Trials

Meta-Analyses

PubMed References

Top Conditions Studied with Ursolic acid

Metabolic Syndrome X 1 Bioavailability of Phytonutrients 1 Ursolic acid is a naturally occurring pentacyclic triterpene 1 Prostate cancer 1 Cardiovascular disease (CVD) is the significant reason for m 1 Spinal Cord Injuries|Tetraplegia|Paraplegia|Muscle Loss|Atro 1 Sarcopenia 1

📋 Sample Trials

NCT04421716

Testing the Bioavailability of Phytonutrients, Curcumin and Ursolic Acid

Completed · Early_Phase 1

NCT02337933

Effect of Ursolic Acid Administration on Insulin Sensitivity and Metabolic Syndrome

Completed · Phase 2

NCT02401113

Effect of Ursolic Acid of Loquat Extract on Function of Muscle

Completed · Phase 2|Phase 3

📊 Sample Meta-Analyses

CRD42020202069

Systematic Review of Curcumin and Ursolic Acid in Relation to Prostate Cancer

Prostate cancer

CRD42023439138

Anti-inflammatory and antioxidant activity of ursolic acid: A systematic review and meta-analysis

Ursolic acid is a naturally occurring pentacyclic triterpene carboxylic acid pri

CRD42023428067

The effects of ursolic acid on cardiometabolic risk factors: A systematic review and meta-analysis of randomized controlled trials

Cardiovascular disease (CVD) is the significant reason for morbidity and mortali

📚 Sample References

PMID 31322286

Ursolic acid promotes apoptosis and mediates transcriptional suppression of CT45A2 gene expression in non-small-cell lung carcinoma harbouring EGFR T790M mutations

Br J Pharmacol · 2019

PMID 29799788

Ursolic acid facilitates apoptosis in rheumatoid arthritis synovial fibroblasts by inducing SP1-mediated Noxa expression and proteasomal degradation of Mcl-1

FASEB J · 2018

PMID 28334682

Phytochemical-induced nucleolar stress results in the inhibition of breast cancer cell proliferation

Redox Biol · 2017

⚗️ All Ingredient data fields for Ursolic acid

⚗️ Identity

Name

Ursolic acid

Aliases / Synonyms

77-52-1; Prunol; Malol; Urson; 3beta-Hydroxyurs-12-en-28-oic acid; Micromerol; (3beta)-3-Hydroxyurs-12-en-28-oic acid; (+)-Ursolic acid; 3beta-Hydroxy-12-ursen-28-ic acid

🧪 Chemistry

Molecular Weight

456.7110

LogP

7.0895

Drug-likeness

0.414

Oral Bioavailability

16.7750

H-Bond Acceptors

H-Bond Donors

Rotatable Bonds

🔬 Structures

Canonical SMILES

CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)C)C(=O)O

Isomeric SMILES

C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C)[C@@H]2[C@H]1C)C)C(=O)O

InChIKey

WCGUUGGRBIKTOS-GPOJBZKASA-N

InChI

InChI=1S/C30H48O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21+,22-,23+,24+,27+,28-,29-,30+/m1/s1

🔗 External References

HERB DB

PubChem CID

CAS Number

DrugBank

NPASS

NPC51700

HIT

C0476

TCMID

23043; 22254

TCMSP

MOL000511; MOL008498

TCM-ID

251

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

name

Ursolic acid

common names

77-52-1; Prunol; Malol; Urson; 3beta-Hydroxyurs-12-en-28-oic acid; Micromerol; (3beta)-3-Hydroxyurs-12-en-28-oic acid; (+)-Ursolic acid; 3beta-Hydroxy-12-ursen-28-ic acid

herb ingredient id

HBIN047613

canonical smiles

CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)C)C(=O)O

isomeric smiles

C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C)[C@@H]2[C@H]1C)C)C(=O)O

inchi

inchikey

WCGUUGGRBIKTOS-GPOJBZKASA-N

mol wt

456.7110

num h acceptors

num h donors

mol logp

7.0895

num rotatable bonds

drug likeness

0.414

ob score

16.7750

cas id

77-52-1

tcmid ingredient id

23043; 22254

tcmsp ingredient id

MOL000511; MOL008498

tcm id ingredient id

251

pubchem cid

64945

drugbank id

DB15588

npass id

NPC51700

hit id

C0476

🏥 Linked Health Topics

2 · studied for these conditions (text bridge)

📋 Clinical Trials

4 · subject of clinical study

NCT04421716 Testing the Bioavailability of Phytonutrients, Curcumin and Ursolic Acid

→ Bioavailability of Phytonutrients

NCT02337933 Effect of Ursolic Acid Administration on Insulin Sensitivity and Metabolic Syndr

→ Metabolic Syndrome X

NCT02401113 Effect of Ursolic Acid of Loquat Extract on Function of Muscle

→ Sarcopenia

NCT05776862 Study Testing Benefits of Ursolic Acid (UA) as a Countermeasure To Myopenia and

→ Spinal Cord Injuries|Tetraplegia|Paraplegia|Muscle

📊 Meta-Analyses

3 · systematic review

CRD42020202069 Systematic Review of Curcumin and Ursolic Acid in Relation to Prostate Cancer

→ Prostate cancer

CRD42023439138 Anti-inflammatory and antioxidant activity of ursolic acid: A systematic review

→ Ursolic acid is a naturally occurring pentacyclic

CRD42023428067 The effects of ursolic acid on cardiometabolic risk factors: A systematic review

→ Cardiovascular disease (CVD) is the significant re

📚 PubMed References

12 · cited research

PMID 31322286 Ursolic acid promotes apoptosis and mediates transcriptional suppression of CT45

Br J Pharmacol

PMID 29799788 Ursolic acid facilitates apoptosis in rheumatoid arthritis synovial fibroblasts

FASEB J

PMID 28334682 Phytochemical-induced nucleolar stress results in the inhibition of breast cance

Redox Biol

PMID 27897418 Suppression of muscle wasting by the plant-derived compound ursolic acid in a mo

J Cachexia Sarcopenia Muscle

PMID 27472952 Ursolic acid synergistically enhances the therapeutic effects of oxaliplatin in

Protein Cell

PMID 27036874 Inter-regulation of IGFBP1 and FOXO3a unveils novel mechanism in ursolic acid-in

J Exp Clin Cancer Res

PMID 26362062 Activation of SAPK/JNK mediated the inhibition and reciprocal interaction of DNA

J Exp Clin Cancer Res

PMID 24494201 Ursolic acid protects monocytes against metabolic stress-induced priming and dys

Redox Biol

PMID 24389342 Ursolic acid prevents endoplasmic reticulum stress-mediated apoptosis induced by

J Mol Cell Cardiol

PMID 23584398 Ezrin dephosphorylation/downregulation contributes to ursolic acid-mediated cell

Blood Cancer J

PMID 23182854 Autophagy-dependent EIF2AK3 activation compromises ursolic acid-induced apoptosi

Autophagy

PMID 22832932 Ursolic acid inhibits growth and metastasis of human colorectal cancer in an ort

Clin Cancer Res

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: empty — needs HERB_herb_ingredient import
Ingredient ↔ Target: empty — needs HERB_ingredient_target import
Target ↔ Disease: empty — needs HERB_target_disease import
Herb → Target → Disease (full chemical spine): awaiting Phase 2e link tables