Ursolic acid
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This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.
Identification
- Generic Name
- Ursolic acid
- DrugBank Accession Number
- DB15588
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 456.711
Monoisotopic: 456.360345406 - Chemical Formula
- C30H48O3
- Synonyms
- Malol
- Prunol
- Urson
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UGTPase HRas regulatorHumans UNeutrophil elastase inhibitorHumans - Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
- Not Available
Interactions
- Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Analgesics
- Analgesics, Non-Narcotic
- Anti-Infective Agents
- Anti-Inflammatory Agents
- Anti-Inflammatory Agents, Non-Steroidal
- Antineoplastic Agents
- Antineoplastic Agents, Phytogenic
- Antirheumatic Agents
- Cyclooxygenase Inhibitors
- Enzyme Inhibitors
- Pentacyclic Triterpenes
- Peripheral Nervous System Agents
- Sapogenins
- Sensory System Agents
- Terpenes
- Triterpenes
- Classification
- Not classified
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- P3M2575F3F
- CAS number
- 77-52-1
- InChI Key
- 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
- IUPAC Name
- (1S,2R,4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid
- SMILES
- [H][C@@]12[C@@H](C)[C@H](C)CC[C@@]1(CC[C@]1(C)C2=CC[C@]2([H])[C@@]3(C)CC[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C)C(O)=O
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0002395
- KEGG Compound
- C08988
- ChemSpider
- 58472
- BindingDB
- 50148911
- 1426931
- ChEBI
- 9908
- ChEMBL
- CHEMBL169
- ZINC
- ZINC000003978827
- PDBe Ligand
- 6Q5
- Wikipedia
- Ursolic_acid
- PDB Entries
- 5k3m / 5x8s
Clinical Trials
- Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
Phase Status Purpose Conditions Count 2 Completed Treatment Syndrome, Metabolic 1 2 Recruiting Supportive Care Loss of muscle mass / Muscular Atrophy / Paraplegia / Quadriplegia / Resistance, Insulin / Spinal Cord Injuries 1 1 Withdrawn Treatment Primary Sclerosing Cholangitis (PSC) 1 0 Completed Basic Science Bioavailability of Phytonutrients 1 0 Withdrawn Basic Science Prostate Cancer 1
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Not Available
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.00059 mg/mL ALOGPS logP 6.35 ALOGPS logP 6.58 Chemaxon logS -5.9 ALOGPS pKa (Strongest Acidic) 4.74 Chemaxon pKa (Strongest Basic) -0.84 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 57.53 Å2 Chemaxon Rotatable Bond Count 1 Chemaxon Refractivity 133.7 m3·mol-1 Chemaxon Polarizability 54.51 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 218.935749 predictedDarkChem Lite v0.1.0 [M-H]- 218.596749 predictedDarkChem Lite v0.1.0 [M-H]- 213.45638 predictedDeepCCS 1.0 (2019) [M+H]+ 221.211649 predictedDarkChem Lite v0.1.0 [M+H]+ 217.432749 predictedDarkChem Lite v0.1.0 [M+H]+ 215.35179 predictedDeepCCS 1.0 (2019) [M+Na]+ 218.739149 predictedDarkChem Lite v0.1.0 [M+Na]+ 217.108749 predictedDarkChem Lite v0.1.0 [M+Na]+ 221.31422 predictedDeepCCS 1.0 (2019)
Targets
![](https://go.drugbank.com/assets/locked/DrugTargets2-682eb846d210ae4bf33ca03febccfb57bb1c61318e699b729e5df4dfab2c5b67.png)
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1. DetailsGTPase HRas
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Regulator
- General Function
- Protein c-terminus binding
- Specific Function
- Ras proteins bind GDP/GTP and possess intrinsic GTPase activity.
- Gene Name
- HRAS
- Uniprot ID
- P01112
- Uniprot Name
- GTPase HRas
- Molecular Weight
- 21297.97 Da
References
- Bhaskar BV, Rammohan A, Babu TM, Zheng GY, Chen W, Rajendra W, Zyryanov GV, Gu W: Molecular insight into isoform specific inhibition of PI3K-alpha and PKC-eta with dietary agents through an ensemble pharmacophore and docking studies. Sci Rep. 2021 Jun 9;11(1):12150. doi: 10.1038/s41598-021-90287-3. [Article]
2. DetailsNeutrophil elastase
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Inhibitor
- General Function
- Serine-type endopeptidase activity
- Specific Function
- Modifies the functions of natural killer cells, monocytes and granulocytes. Inhibits C5a-dependent neutrophil enzyme release and chemotaxis.
- Gene Name
- ELANE
- Uniprot ID
- P08246
- Uniprot Name
- Neutrophil elastase
- Molecular Weight
- 28517.81 Da
References
- Mitaine-Offer AC, Hornebeck W, Sauvain M, Zeches-Hanrot M: Triterpenes and phytosterols as human leucocyte elastase inhibitors. Planta Med. 2002 Oct;68(10):930-2. doi: 10.1055/s-2002-34929. [Article]
Drug created at December 10, 2019 19:04 / Updated at June 27, 2022 23:48