precursor metabolite

Showing entry for Oleanolic acid

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
Similar Structures

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

NameGroup
Common oreganoHerbs and Spices PublicationsShow
JujubeFruit, Other fruits PublicationsShow
Olive oilFats and oils PublicationsShow
White sage (Salvia apiana)Herbs and Spices PublicationsShow

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
Oleanolic acidCommon oreganoHerbs and Spices PublicationsShow
Oleanolic acidJujubeFruit, Other fruits PublicationsShow
Oleanolic acidOlive oilFats and oils PublicationsShow
Oleanolic acidWhite sage (Salvia apiana)Herbs and Spices PublicationsShow

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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