beta-Amyrin (CHEM025476)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 22:25:18 UTC
Update Date2016-11-09 01:18:05 UTC
Accession NumberCHEM025476
Identification
Common Namebeta-Amyrin
ClassSmall Molecule
DescriptionA pentacyclic triterpenoid that is oleanane substituted at the 3beta-position by a hydroxy group and containing a double bond between positions 12 and 13. It is one of the most commonly occurring triterpenoids in higher plants.
Contaminant Sources
  • FooDB Chemicals
  • STOFF IDENT Compounds
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(3beta)-Olean-12-en-3-olChEBI
3beta-Hydroxyolean-12-eneChEBI
AmyrinChEBI
beta-AmyrenolChEBI
(3b)-Olean-12-en-3-olGenerator
(3Β)-olean-12-en-3-olGenerator
3b-Hydroxyolean-12-eneGenerator
3Β-hydroxyolean-12-eneGenerator
b-AmyrenolGenerator
Β-amyrenolGenerator
b-AmyrinGenerator
Β-amyrinGenerator
alpha-AmyrinMeSH
Amyrin, (3alpha)-isomerMeSH
Olean-12-en-3beta-olPhytoBank
Olean-12-en-3β-olPhytoBank
(+)-beta-AmyrinPhytoBank
(+)-β-AmyrinPhytoBank
beta-AmirinPhytoBank
β-AmirinPhytoBank
beta-AmyrinPhytoBank
beta-AmyrinePhytoBank
β-AmyrinePhytoBank
Chemical FormulaC30H50O
Average Molecular Mass426.717 g/mol
Monoisotopic Mass426.386 g/mol
CAS Registry NumberNot Available
IUPAC Name(3S,4aR,6aR,6bS,8aR,12aR,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-ol
Traditional Nameamyrin
SMILESCC1(C)CC[C@]2(C)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]2C1
InChI IdentifierInChI=1S/C30H50O/c1-25(2)15-16-27(5)17-18-29(7)20(21(27)19-25)9-10-23-28(6)13-12-24(31)26(3,4)22(28)11-14-30(23,29)8/h9,21-24,31H,10-19H2,1-8H3/t21-,22-,23+,24-,27+,28-,29+,30+/m0/s1
InChI KeyJFSHUTJDVKUMTJ-QHPUVITPSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTriterpenoids
Direct ParentTriterpenoids
Alternative Parents
Substituents
  • Triterpenoid
  • Cyclic alcohol
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility7.2e-05 g/LALOGPS
logP7.53ALOGPS
logP7.4ChemAxon
logS-6.8ALOGPS
pKa (Strongest Acidic)19.49ChemAxon
pKa (Strongest Basic)-0.84ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity131.91 m³·mol⁻¹ChemAxon
Polarizability53.86 ųChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a6r-0010900000-ba7658250bf46d7eb598Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a6r-1677900000-3786eb5b3042cc1ffa65Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0w2j-1779100000-01f35dc4ed9f513499b2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0000900000-36d280fb50f37e8d4f65Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0000900000-65a47f003658adb277f8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-1019500000-b5ca2bf136a77442f7e8Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDFDB004092
Phenol Explorer IDNot Available
KNApSAcK IDC00003738
BiGG IDNot Available
BioCyc IDCPD-6948
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkAmyrin
Chemspider IDNot Available
ChEBI ID10352
PubChem Compound ID73145
Kegg Compound IDC08616
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=16478469
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=17803686
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21046981
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=24079177
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=24960408
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=25026352
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=25115087
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=5639923
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=6875511