Oleanolic acid
precursor
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-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][C@@]12CC(C)(C)CC[C@@]1(CC[C@]1(C)C2=CC[C@]2([H])[C@@]3(C)CC[[email protected]](O)C(C)(C)[C@]3([H])CC[C@@]12C)C(O)=O
- Structure
Structure for Oleanolic acid
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
External Links
- ChEBI
- 68103
- ChEBI
- 37659
- PubChem
- 10494
- Chemistry Dashboard
- DTXSID50858790
- MetaboLights
- MTBLC37659
- FooDB (Compounds)
- FDB013034
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 Phytochemical | Family | Class | Sub-class | |
|---|---|---|---|---|
| Oleanolic acid | Terpenoids | Triterpenoids | Miscellaneous triterpenoids | Show Food Phytochemical |
Spectra from Online Resources
| Record ID | Source | Description | View |
|---|---|---|---|
| BML00591 | MassBank | LC-ESI-QTOF Spectrum - 10 ev, unspecified | View Spectra |
| BML00596 | MassBank | LC-ESI-QTOF Spectrum - 20 ev, unspecified | View Spectra |
| BML00601 | MassBank | LC-ESI-QTOF Spectrum - 40 ev, unspecified | View Spectra |
| BML81845 | MassBank | LC-ESI-QTOF Spectrum - -, unspecified | View Spectra |
| BML81846 | MassBank | LC-ESI-QTOF Spectrum - -, unspecified | View Spectra |
| BML82315 | MassBank | LC-ESI-QTOF Spectrum - -, unspecified | View Spectra |
| BML82316 | MassBank | LC-ESI-QTOF Spectrum - -, unspecified | View Spectra |
| TY000153 | MassBank | LC-ESI-ITTOF Spectrum - -, unspecified | View Spectra |
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| Common oregano | Herbs and Spices | Publications | Show | |
| Jujube | Fruit, Other fruits | Publications | Show | |
| Olive oil | Fats and oils | Publications | Show | |
| White sage (Salvia apiana) | Herbs and Spices | Publications | Show |
Food Sources of its Food Phytochemical(s)
| Food Phytochemical | Food Source | Food Source Group | |||
|---|---|---|---|---|---|
| Oleanolic acid | Common oregano | Herbs and Spices | Publications | Show | |
| Oleanolic acid | Jujube | Fruit, Other fruits | Publications | Show | |
| Oleanolic acid | Olive oil | Fats and oils | Publications | Show | |
| Oleanolic acid | White sage (Salvia apiana) | Herbs and Spices | Publications | Show |
Role as Biomarker of intake
No roles as Biomarker of intake found
Metabolism
| Food Phytochemical | Metabolite | Species | Biofluids | Origin | TMax | CMax | Urinary Excretion | Formula | Monoisotopic mass | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Oleanolic acid | Oleanolic acid | human | plasma | unchanged | 3h-5h | <20 nmol/L | Not Available | C30H48O3 | 456.360345406 | Detailed Intervention Studies | Publications | ||
| Oleanolic acid | Oleanolic acid (Hydroxyl-) | Not Available | Not Available | host metabolism | Not Available | Not Available | Not Available | C30H48O4 | 472.7111727 | Publications | |||
| Oleanolic acid | Oleanolic acid (Dihydroxyl-) | Not Available | Not Available | host metabolism | Not Available | Not Available | Not Available | C30H48O5 | 488.7104778 | Publications |
Inter-Individual Variations Metabolism
| Food Phytochemical | Metabolite | Effect | Value | |||
|---|---|---|---|---|---|---|
| Oleanolic acid | Oleanolic acid | BMI | Not studied | |||
| Oleanolic acid | Oleanolic acid | Smoking | Not studied | |||
| Oleanolic acid | Oleanolic acid | Ethnicity | Not studied | |||
| Oleanolic acid | Oleanolic acid | Genotype | Not studied | |||
| Oleanolic acid | Oleanolic acid | Microbiota | Not studied | |||
| Oleanolic acid | Oleanolic acid | Sex | Not studied | |||
| Oleanolic acid | Oleanolic acid | Age | Not studied | |||
| Oleanolic acid | Oleanolic acid | Health-Status | Not studied | |||
| Oleanolic acid | Oleanolic acid | BMI | Not studied | |||
| Oleanolic acid | Oleanolic acid | Smoking | Not studied | |||
| Oleanolic acid | Oleanolic acid | Ethnicity | Not studied | |||
| Oleanolic acid | Oleanolic acid | Genotype | Not studied | |||
| Oleanolic acid | Oleanolic acid | Microbiota | Not studied | |||
| Oleanolic acid | Oleanolic acid | Sex | Not studied | |||
| Oleanolic acid | Oleanolic acid | Age | Not studied | |||
| Oleanolic acid | Oleanolic acid | Health-Status | Not studied |