Ursolic acid
precursor
Showing entry for Ursolic acid
Identification
- PhytoHub ID
- PHUB000190
- Name
- Ursolic acid
- Systematic Name
- Not Available
- Synonyms
- Malol
- Malolic acid
- Micromerol
- Prunol
- Urson
- CAS Number
- Not Available
- Average Mass
- 456.711
- Monoisotopic Mass
- 456.360345406
- Chemical Formula
- C30H48O3
- IUPAC Name
- (1S,2R,4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-1,2,6a,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
- WCGUUGGRBIKTOS-GPOJBZKASA-N
- InChI Identifier
InChI=1S/C30H48O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21+,22-,23+,24+,27+,28-,29-,30+/m1/s1
- SMILES
[H][C@@]12[C@@H](C)[C@H](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
Structure for Ursolic acid
Calculated Properties
- Solubility (ALOGPS)
- 5.90e-04 g/l
- LogS (ALOGPS)
- -5.89
- LogP (ALOGPS)
- 6.35
- Hydrogen Acceptors
- 3
- Hydrogen Donors
- 2
- Rotatable Bond Count
- 1
- Polar Surface Area
- 57.53
- Refractivity
- 133.698
- Polarizability
- 54.85365645968227
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- -0.8351230225624989
- pKa (strongest acidic)
- 4.744126566233528
- 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
- Ursanes
Spectra from Phytohub
| Spectrum Type | Instrument Type | Technology | Ion Mode | Collision Energy | View | |
|---|---|---|---|---|---|---|
| LC-MS/MS | LC-ESI-QTOF | Bruker Impact HD | Negative | 10V | View Spectrum | |
| LC-MS/MS | LC-ESI-QTOF | Bruker Impact HD | Negative | 40V | View Spectrum | |
| LC-MS/MS | LC-ESI-QTOF | Bruker Impact HD | Negative | 30V | View Spectrum | |
| LC-MS/MS | LC-ESI-QTOF | Bruker Impact HD | Negative | 20V | View Spectrum | |
| LC-MS/MS | LC-ESI-QTOF | Bruker Impact HD | Negative | 50V | View Spectrum | |
| LC-MS/MS | LC-ESI-UNKNOWN | Bruker instrument | Negative | 30V | View Spectrum | |
| LC-MS/MS | LC-ESI-UNKNOWN | Bruker instrument | Negative | 20V | View Spectrum | |
| LC-MS/MS | LC-ESI-UNKNOWN | Bruker instrument | Negative | 50V | View Spectrum | |
| LC-MS/MS | LC-ESI-UNKNOWN | Bruker instrument | Negative | 10V | View Spectrum | |
| LC-MS/MS | LC-ESI-UNKNOWN | Bruker instrument | Negative | 40V | View Spectrum | |
| LC-MS/MS | LC-ESI-QFT | Thermo Fisher Scientific Q-Exactive HF | Negative | 35V | View Spectrum | |
| LC-MS/MS | LC-ESI-QFT | Thermo Fisher Scientific Q-Exactive HF | Positive | 35V | View Spectrum | |
| LC-MS/MS | LC-ESI-QFT | Thermo Fisher Scientific Q-Exactive HF | Negative | 45V | View Spectrum | |
| LC-MS/MS | LC-ESI-QFT | Thermo Fisher Scientific Q-Exactive HF | Negative | 65V | View Spectrum | |
| LC-MS/MS | LC-ESI-QFT | Thermo Fisher Scientific Q-Exactive HF | Positive | 45V | View Spectrum | |
| LC-MS/MS | LC-ESI-QFT | Thermo Fisher Scientific Q-Exactive HF | Positive | 65V | View Spectrum | |
| LC-MS/MS | LC-ESI-QFT | Thermo Fisher Scientific Q-Exactive HF | Negative | 25V | View Spectrum | |
| LC-MS/MS | LC-ESI-QFT | Thermo Fisher Scientific Q-Exactive HF | Positive | 25V | View Spectrum | |
| LC-MS/MS | LC-ESI-QFT | Thermo Fisher Scientific Q-Exactive HF | Negative | 35V | View Spectrum | |
| LC-MS/MS | LC-ESI-QFT | Thermo Fisher Scientific Q-Exactive HF | Negative | 45V | View Spectrum | |
| LC-MS/MS | LC-ESI-QFT | Thermo Fisher Scientific Q-Exactive HF | Positive | 35V | View Spectrum | |
| LC-MS/MS | LC-ESI-QFT | Thermo Fisher Scientific Q-Exactive HF | Positive | 45V | View Spectrum |
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| American cranberry | Fruit, Berries | Publications | Show | |
| Apple | Fruit, Pomes | Publications | Show | |
| Bilberry | Fruit, Berries | Publications | Show | |
| Common oregano | Herbs and Spices | Publications | Show | |
| Common persimmon | Fruit, Tropical fruits | Publications | Show | |
| Common sage | Herbs and Spices | Publications | Show | |
| Common thyme | Herbs and Spices | Publications | Show | |
| Guava | Fruit, Tropical fruits | Publications | Show | |
| Mustard | Condiments and seasonings | Publications | Show | |
| Olive, green | Fruit, Drupes | Publications | Show | |
| Pear | Fruit, Pomes | Publications | Show | |
| Rosemary | Herbs and Spices | Publications | Show | |
| Star fruit | Fruit, Tropical fruits | Publications | Show | |
| Sweet basil | Herbs and Spices | Publications | Show | |
| Sweet cherry | Fruit, Drupes | Publications | Show | |
| White sage (Salvia apiana) | Herbs and Spices | Publications | Show |
Role as Biomarker of intake
No roles as Biomarker of intake found
Metabolism
No metabolism information available
Inter-Individual Variations in Metabolism
No data on inter-individual variations available