Lupeol
Star0
This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.
Identification
- Generic Name
- Lupeol
- DrugBank Accession Number
- DB12622
- Background
Lupeol has been investigated for the treatment of Acne.
- Type
- Small Molecule
- Groups
- Investigational
- Structure
- Weight
- Average: 426.729
Monoisotopic: 426.38616623 - Chemical Formula
- C30H50O
- Synonyms
- Not Available
- External IDs
- NSC-90487
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism 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
- Not Available
Interactions
- Drug Interactions
- 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
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
- Kingdom
- Organic compounds
- Super Class
- Lipids and lipid-like molecules
- Class
- Prenol lipids
- Sub Class
- Triterpenoids
- Direct Parent
- Triterpenoids
- Alternative Parents
- Steroids and steroid derivatives / Secondary alcohols / Cyclic alcohols and derivatives / Hydrocarbon derivatives
- Substituents
- Alcohol / Aliphatic homopolycyclic compound / Cyclic alcohol / Hydrocarbon derivative / Organic oxygen compound / Organooxygen compound / Secondary alcohol / Steroid / Triterpenoid
- Molecular Framework
- Aliphatic homopolycyclic compounds
- External Descriptors
- secondary alcohol, pentacyclic triterpenoid (CHEBI:6570) / Baccharane triterpenoids, Lupanes (C08628) / Baccharane triterpenoids (LMPR0106130001)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- O268W13H3O
- CAS number
- 545-47-1
- InChI Key
- MQYXUWHLBZFQQO-QGTGJCAVSA-N
- InChI
- InChI=1S/C30H50O/c1-19(2)20-11-14-27(5)17-18-29(7)21(25(20)27)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h20-25,31H,1,9-18H2,2-8H3/t20-,21+,22-,23+,24-,25+,27+,28-,29+,30+/m0/s1
- IUPAC Name
- (1R,2R,5R,8R,9R,10R,13R,14R,17S,19R)-1,2,5,14,18,18-hexamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-ol
- SMILES
- [H][C@]12[C@@H](CC[C@]1(C)CC[C@]1(C)[C@]2([H])CC[C@]2([H])[C@@]3(C)CC[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C)C(C)=C
References
- General References
- Not Available
- External Links
- KEGG Compound
- C08628
- PubChem Compound
- 259846
- PubChem Substance
- 347828834
- ChemSpider
- 228079
- BindingDB
- 50377927
- ChEBI
- 6570
- ChEMBL
- CHEMBL289191
- ZINC
- ZINC000004081455
- Wikipedia
- Lupeol
Clinical Trials
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 0.000195 mg/mL ALOGPS logP 5.97 ALOGPS logP 7.45 Chemaxon logS -6.3 ALOGPS pKa (Strongest Acidic) 19.49 Chemaxon pKa (Strongest Basic) -0.84 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 1 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 20.23 Å2 Chemaxon Rotatable Bond Count 1 Chemaxon Refractivity 130.91 m3·mol-1 Chemaxon Polarizability 53.79 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-00or-0027900000-b9a47516ff35f353a62c Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-004i-0000900000-50b69bbab9d3861b346d Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-004i-0000900000-cc18f513b9abc2a6d4c6 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-00dr-0491100000-05b5b5798cd3011b21c1 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-004i-0000900000-c0f9fffe175a2912a660 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0kg9-1962000000-29037c0aabcdbd75f5ca Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 215.0833341 predictedDarkChem Lite v0.1.0 [M-H]- 201.58046 predictedDeepCCS 1.0 (2019) [M+H]+ 215.0463341 predictedDarkChem Lite v0.1.0 [M+H]+ 203.40536 predictedDeepCCS 1.0 (2019) [M+Na]+ 215.5403341 predictedDarkChem Lite v0.1.0 [M+Na]+ 209.2954 predictedDeepCCS 1.0 (2019)
Targets
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1. 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 October 20, 2016 23:16 / Updated at June 27, 2022 17:27