Betulinic Acid

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Name
Betulinic Acid
Accession Number
DB12480  (DB05910)
Type
Small Molecule
Groups
Investigational
Description

Betulinic Acid has been used in trials studying the treatment of Dysplastic Nevus Syndrome.

Structure
Thumb
Synonyms
  • beta-betulinic acid
External IDs
ALS-357 / NSC-113090
Categories
Not Available
UNII
4G6A18707N
CAS number
472-15-1
Weight
Average: 456.711
Monoisotopic: 456.360345406
Chemical Formula
C30H48O3
InChI Key
QGJZLNKBHJESQX-FZFNOLFKSA-N
InChI
InChI=1S/C30H48O3/c1-18(2)19-10-15-30(25(32)33)17-16-28(6)20(24(19)30)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h19-24,31H,1,8-17H2,2-7H3,(H,32,33)/t19-,20+,21-,22+,23-,24+,27-,28+,29+,30-/m0/s1
IUPAC Name
(1R,2R,5S,8R,9R,10R,13R,14R,17S,19R)-17-hydroxy-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosane-5-carboxylic acid
SMILES

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
KEGG Compound
C08619
PubChem Compound
64971
PubChem Substance
347828718
ChemSpider
58496
BindingDB
23208
ChEBI
3087
ChEMBL
CHEMBL269277

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
1Unknown StatusTreatmentMelanoma1
1, 2SuspendedTreatmentDysplastic Nevus Syndrome1

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
PropertyValueSource
Water Solubility0.000204 mg/mLALOGPS
logP5.34ALOGPS
logP6.64ChemAxon
logS-6.4ALOGPS
pKa (Strongest Acidic)4.75ChemAxon
pKa (Strongest Basic)-0.84ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity132.63 m3·mol-1ChemAxon
Polarizability54.64 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-004i-0019400000-d634f687c0b20b3bf518
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-004i-0019400000-946b3acbf03ebc325984
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-06vi-0009700000-133d884e7fe1aabfb659
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-06vr-0019800000-a2c226a96551460f31b8
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-0a4i-0000411190-9e794d71d8e215a3ef7f
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-0a4i-0000511290-00b42fd32f4bea1aac24
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-004i-0009100000-02c4ffe35137e2459ef9
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-004i-0009100000-b369b92782bf0058f776
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0udi-0000900000-31877b3328749253f478
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0udi-0000900000-46226c91dca257ecbdbe
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-004i-0119300000-d165dda7f84c911bb084
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-004i-0119400000-c8efa7eb386af139bbbb
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0udi-0000900000-5daf110b6535ef5e1cba
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0udi-0000900000-1a6ea554c157db014b7c
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-01p9-0000900000-95cc62b5cf4bd28b6108
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-01p9-0000900000-1a328cc168bc37caf6d7
MS/MS Spectrum - , positiveLC-MS/MSsplash10-0a4r-0920300000-e3035523b40f714793c7

Taxonomy

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
18-hydroxysteroids / Oxosteroids / Secondary alcohols / Cyclic alcohols and derivatives / Monocarboxylic acids and derivatives / Carboxylic acids / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Triterpenoid / 18-oxosteroid / 18-hydroxysteroid / Oxosteroid / Hydroxysteroid / Steroid / Cyclic alcohol / Secondary alcohol / Monocarboxylic acid or derivatives / Carboxylic acid
Molecular Framework
Aliphatic homopolycyclic compounds
External Descriptors
hydroxy monocarboxylic acid, pentacyclic triterpenoid (CHEBI:3087) / Lupanes (C08619) / Lupane triterpenoids (LMPR0106140004)

Drug created on October 20, 2016 16:33 / Updated on November 09, 2017 05:08