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-PUNATPRWNA-N
InChI Identifier
InChI=1/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+/s2
SMILES
[H][[email protected]@]12[[email protected]@H](C)[[email protected]](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)
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 Precursor

Family
Terpenoids
Class
Triterpenoids
Sub-class
Ursanes

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

Metabolism

No metabolism information available

Inter-Individual Variations Metabolism

No data on inter-individual variations available

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