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-GTOFXWBISA-N
InChI Identifier
InChI=1S/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-/m0/s1
SMILES
[H][C@@]12CC(C)(C)CC[C@@]1(CC[C@]1(C)C2=CC[C@]2([H])[C@@]3(C)CC[C@H](O)C(C)(C)[C@]3([H])CC[C@@]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 Food Phytochemical

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 Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
Oleanolic acidTerpenoidsTriterpenoidsMiscellaneous triterpenoidsShow Food Phytochemical

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
LC-MS/MSLC-ESI-QTOFNegativemediumView Spectrum(455.3511,1.0);(456.3542,0.32332332);(457.3581,0.04804805)
LC-MS/MSLC-ESI-QTOFNegativelowView Spectrum(455.3507,1.0);(456.3185,0.01501502);(456.3542,0.32232232);(457.3568,0.04504505)
LC-MS/MSLC-ESI-QTOFNegativemediumView Spectrum(455.3517,1.0);(456.3554,0.36836837);(457.3596,0.04404404)
LC-MS/MSLC-ESI-QTOFNegativehighView Spectrum(407.3293,0.01401401);(455.2707,0.01101101);(455.351,1.0);(456.3543,0.38338338);(457.3568,0.05605606)
LC-MS/MSLC-ESI-QTOFNegativehighView Spectrum(407.3302,0.05505506);(408.3362,0.02702703);(455.352,1.0);(456.3546,0.36836837);(457.3596,0.04504505)

Food Sources

Food Sources of its Food Phytochemical(s)

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Oleanolic acid Oleanolic acidhumanplasmaunchanged3h-5h<20 nmol/LNot AvailableC30H48O3456.360345406 Detailed Intervention Studies 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 in Metabolism

Food PhytochemicalMetaboliteEffectValue
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