Showing metabocard for Maslinic acid (BMDB0002392)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:55:00 UTC
Update Date2020-04-22 15:10:55 UTC
BMDB IDBMDB0002392
Secondary Accession Numbers
  • BMDB02392
Metabolite Identification
Common NameMaslinic acid
DescriptionMaslinic acid, also known as crategolic acid or crategolate, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review a significant number of articles have been published on Maslinic acid.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
Crategolic acidChEBI
Masilinic acidChEBI
CrategolateGenerator
MasilinateGenerator
MaslinateGenerator
(2.alpha.,3.beta.)-2,3-dihydroxy-olean-12-en-28-OateHMDB
(2.alpha.,3.beta.)-2,3-dihydroxy-olean-12-en-28-Oic acidHMDB
(2alpha,3beta)- 2,3-Dihydroxy-olean-12-en-28-OateHMDB
(2alpha,3beta)- 2,3-Dihydroxy-olean-12-en-28-Oic acidHMDB
(4AS,6as,6BR,8ar,10R,11R,12ar,12BR,14BS)-10,11-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acidHMDB
Bredemolic acidHMDB
Maslic acidHMDB
Chemical FormulaC30H48O4
Average Molecular Weight472.71
Monoisotopic Molecular Weight472.355260026
IUPAC Name(4aS,6aS,6bR,8aR,10R,11R,12aR,12bR,14bS)-10,11-dihydroxy-2,2,6a,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
Traditional Namemaslinic acid
CAS Registry Number4373-41-5
SMILES
[H][C@@]12CC(C)(C)CC[C@@]1(CC[C@]1(C)C2=CC[C@]2([H])[C@@]3(C)C[C@@H](O)[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C)C(O)=O
InChI Identifier
InChI=1S/C30H48O4/c1-25(2)12-14-30(24(33)34)15-13-28(6)18(19(30)16-25)8-9-22-27(5)17-20(31)23(32)26(3,4)21(27)10-11-29(22,28)7/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)/t19-,20+,21-,22+,23-,27-,28+,29+,30-/m0/s1
InChI KeyMDZKJHQSJHYOHJ-LLICELPBSA-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
  • 1,2-diol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP6.06ALOGPS
logP5.52ChemAxon
logS-5.1ALOGPS
pKa (Strongest Acidic)4.74ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area77.76 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity134.99 m³·mol⁻¹ChemAxon
Polarizability55.78 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0002392
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB013041
KNApSAcK IDC00030742
Chemspider ID66312
KEGG Compound IDC16939
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMaslinic_acid
METLIN IDNot Available
PubChem Compound73659
PDB IDNot Available
ChEBI ID66682
References
Synthesis ReferenceWen, Xiaoan; Zhang, Pu; Liu, Jun; Zhang, Luyong; Wu, Xiaoming; Ni, Peizhou; Sun, Hongbin. Pentacyclic triterpenes. Part 2: Synthesis and biological evaluation of maslinic acid derivatives as glycogen phosphorylase inhibitors. Bioorg Med Chem Lett. 2006 Feb;16(3):722-6. Epub 2005 Oct 21. Pubmed: 16246555
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available