Identification

PhytoHub ID
PHUB000181
Name
Oleanolic acid
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
456.711
Monoisotopic Mass
456.360345406
Chemical Formula
C30H48O3
IUPAC Name
(4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-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
InChI Key
MIJYXULNPSFWEK-PZQVQAPPNA-N
InChI Identifier
InChI=1/C30H48O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,23-,27-,28+,29+,30-/s2
SMILES
[H][[email protected]@]12CC(C)(C)CC[[email protected]@]1(CC[[email protected]]1(C)C2=CC[[email protected]]2([H])[[email protected]@]3(C)CC[[email protected]](O)C(C)(C)[[email protected]]3([H])CC[[email protected]@]12C)C(O)=O
Structure

Calculated Properties

Solubility (ALOGPS)
8.17e-04 g/l
LogS (ALOGPS)
-5.75
LogP (ALOGPS)
7.09
Hydrogen Acceptors
3
Hydrogen Donors
2
Rotatable Bond Count
1
Polar Surface Area
57.53
Refractivity
133.62449999999995
Polarizability
54.945922218664386
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-0.835123022210091
pKa (strongest acidic)
4.744260336518661
Number of Rings
5
Rule of Five
No
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Precursor

Family
Terpenoids
Class
Triterpenoids
Sub-class
Miscellaneous triterpenoids

Taxonomy as Metabolite

Metabolite Family
Terpenoid metabolites
Metabolite Class
Triterpenoid metabolites
Metabolite Sub-class
Miscelleanous triterpenoid metabolites

Taxonomy of its Precursor(s)

PrecursorFamilyClassSub-class
Oleanolic acidTerpenoidsTriterpenoidsMiscellaneous triterpenoidsShow Precursor

Spectra from Online Resources

Record IDSourceDescriptionView
BML00591MassBankLC-ESI-QTOF Spectrum - 10 ev, unspecifiedView Spectra
BML00596MassBankLC-ESI-QTOF Spectrum - 20 ev, unspecifiedView Spectra
BML00601MassBankLC-ESI-QTOF Spectrum - 40 ev, unspecifiedView Spectra
BML81845MassBankLC-ESI-QTOF Spectrum - -, unspecifiedView Spectra
BML81846MassBankLC-ESI-QTOF Spectrum - -, unspecifiedView Spectra
BML82315MassBankLC-ESI-QTOF Spectrum - -, unspecifiedView Spectra
BML82316MassBankLC-ESI-QTOF Spectrum - -, unspecifiedView Spectra
TY000153MassBankLC-ESI-ITTOF Spectrum - -, unspecifiedView Spectra

Food Sources

Food Sources of its Precursor(s)

Metabolism

PrecursorMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Oleanolic acid Oleanolic acidhumanplasmaunchangedNot AvailableNot AvailableNot AvailableC30H48O3456.360345406 Publications
Oleanolic acid Oleanolic acid (Hydroxyl-)Not AvailableNot Availablehost metabolismNot AvailableNot AvailableNot AvailableC30H48O4472.7111727 Publications
Oleanolic acid Oleanolic acid (Dihydroxyl-)Not AvailableNot Availablehost metabolismNot AvailableNot AvailableNot AvailableC30H48O5488.7104778 Publications

Inter-Individual Variations Metabolism

PrecursorMetaboliteEffectValue
Oleanolic acid Oleanolic acidBMINot studied
Oleanolic acid Oleanolic acidSmokingNot studied
Oleanolic acid Oleanolic acidEthnicityNot studied
Oleanolic acid Oleanolic acidGenotypeNot studied
Oleanolic acid Oleanolic acidMicrobiotaNot studied
Oleanolic acid Oleanolic acidSexNot studied
Oleanolic acid Oleanolic acidAgeNot studied
Oleanolic acid Oleanolic acidHealth-StatusNot studied
Oleanolic acid Oleanolic acidBMINot studied
Oleanolic acid Oleanolic acidSmokingNot studied
Oleanolic acid Oleanolic acidEthnicityNot studied
Oleanolic acid Oleanolic acidGenotypeNot studied
Oleanolic acid Oleanolic acidMicrobiotaNot studied
Oleanolic acid Oleanolic acidSexNot studied
Oleanolic acid Oleanolic acidAgeNot studied
Oleanolic acid Oleanolic acidHealth-StatusNot studied
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