Betulinic Acid

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

Identification

Generic Name
Betulinic Acid
DrugBank Accession Number
DB12480
Background

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

Type
Small Molecule
Groups
Approved, Investigational
Structure
Weight
Average: 456.711
Monoisotopic: 456.360345406
Chemical Formula
C30H48O3
Synonyms
  • beta-betulinic acid
External IDs
  • ALS-357
  • NSC-113090

Pharmacology

Indication

Not Available

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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

Adverse Effects
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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.
DrugInteraction
AceclofenacThe risk or severity of adverse effects can be increased when Aceclofenac is combined with Betulinic Acid.
AcemetacinThe risk or severity of adverse effects can be increased when Betulinic Acid is combined with Acemetacin.
Acetylsalicylic acidThe risk or severity of adverse effects can be increased when Acetylsalicylic acid is combined with Betulinic Acid.
AlclofenacThe risk or severity of adverse effects can be increased when Betulinic Acid is combined with Alclofenac.
AminophenazoneThe risk or severity of adverse effects can be increased when Aminophenazone is combined with Betulinic Acid.
Food Interactions
Not Available

Products

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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
18-hydroxysteroids / Oxosteroids / Secondary alcohols / Cyclic alcohols and derivatives / Monocarboxylic acids and derivatives / Carboxylic acids / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
18-hydroxysteroid / 18-oxosteroid / Alcohol / Aliphatic homopolycyclic compound / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Cyclic alcohol / Hydrocarbon derivative / Hydroxysteroid
Molecular Framework
Aliphatic homopolycyclic compounds
External Descriptors
hydroxy monocarboxylic acid, pentacyclic triterpenoid (CHEBI:3087) / Lupanes (C08619) / Lupane triterpenoids (LMPR0106140004)
Affected organisms
Not Available

Chemical Identifiers

UNII
4G6A18707N
CAS number
472-15-1
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
[H]OC(=O)[C@]12CC[C@@]([H])(C(C)=C)[C@]1([H])[C@@]1([H])CC[C@]3([H])[C@@]4(C)CC[C@]([H])(O[H])C(C)(C)[C@]4([H])CC[C@@]3(C)[C@]1(C)CC2

References

General References
Not Available
Human Metabolome Database
HMDB0030094
KEGG Compound
C08619
PubChem Compound
64971
PubChem Substance
347828718
ChemSpider
58496
BindingDB
23208
ChEBI
3087
ChEMBL
CHEMBL269277
ZINC
ZINC000004097714
PDBe Ligand
06L
PDB Entries
8gxp

Clinical Trials

Clinical Trials
Clinical Trial & Rare Diseases Add-on Data Package
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PhaseStatusPurposeConditionsCountStart DateWhy Stopped100+ additional columns
1Unknown StatusTreatmentMelanoma1somestatusstop reasonjust information to hide
1, 2WithdrawnTreatmentDysplastic Nevus Syndrome1somestatusstop reasonjust information to hide

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
GelCutaneous
GelTopical80 mg/g
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
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
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0023900000-48ddb1ed71607991c8b0
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-0000900000-6e41de480262a8641e7d
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-05n0-0597500000-b0285b91173f70e29744
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-0000900000-28b7bb294ed116a0c02c
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0bt9-0000900000-7b52654712617d51511a
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0079-0973100000-e589aa6e1e1a4742dc17
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-218.972749
predicted
DarkChem Lite v0.1.0
[M-H]-195.10812
predicted
DeepCCS 1.0 (2019)
[M+H]+215.770749
predicted
DarkChem Lite v0.1.0
[M+H]+196.93303
predicted
DeepCCS 1.0 (2019)
[M+Na]+216.167749
predicted
DarkChem Lite v0.1.0
[M+Na]+202.84941
predicted
DeepCCS 1.0 (2019)

Drug created at October 20, 2016 22:33 / Updated at January 14, 2023 19:03