precursor

Showing entry for Ursolic acid (2-alpha-hydroxy-)

Identification

PhytoHub ID
PHUB000191
Name
Ursolic acid (2-alpha-hydroxy-)
Systematic Name
Not Available
Synonyms
  • Corosolic acid
  • Glucosol
CAS Number
Not Available
Average Mass
472.71
Monoisotopic Mass
472.355260026
Chemical Formula
C30H48O4
IUPAC Name
(1S,2R,4aS,6aS,6bR,8aR,10R,11R,12aR,12bR,14bS)-10,11-dihydroxy-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
HFGSQOYIOKBQOW-ZSDYHTTISA-N
InChI Identifier
InChI=1S/C30H48O4/c1-17-10-13-30(25(33)34)15-14-28(6)19(23(30)18(17)2)8-9-22-27(5)16-20(31)24(32)26(3,4)21(27)11-12-29(22,28)7/h8,17-18,20-24,31-32H,9-16H2,1-7H3,(H,33,34)/t17-,18+,20-,21+,22-,23+,24+,27+,28-,29-,30+/m1/s1
SMILES
C[C@@H]1CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O)[C@H](O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]2[C@H]1C)C(O)=O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
4.57e-03 g/l
LogS (ALOGPS)
-5.01
LogP (ALOGPS)
5.49
Hydrogen Acceptors
4
Hydrogen Donors
3
Rotatable Bond Count
1
Polar Surface Area
77.76
Refractivity
135.05949999999999
Polarizability
55.890298539917595
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-3.1598164618201268
pKa (strongest acidic)
4.744125421374318
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 TypeInstrument TypeTechnologyIon ModeCollision EnergyView
LC-MS/MSLC-ESI-QTOFBruker Impact HDNegative40VView Spectrum
LC-MS/MSLC-ESI-QTOFBruker Impact HDNegative10VView Spectrum
LC-MS/MSLC-ESI-QTOFBruker Impact HDNegative50VView Spectrum
LC-MS/MSLC-ESI-QTOFBruker Impact HDNegative20VView Spectrum
LC-MS/MSLC-ESI-QTOFBruker Impact HDNegative30VView Spectrum
LC-MS/MSLC-ESI-QTOFWaters Xevo G2Positive6VView Spectrum
LC-MS/MSLC-ESI-QTOFWaters Xevo G2Positive6VView Spectrum
LC-MS/MSLC-ESI-QTOFWaters Xevo G2Positive6VView Spectrum
LC-MS/MSLC-ESI-QTOFWaters Xevo G2Positive6VView Spectrum
LC-MS/MSLC-ESI-QTOFWaters Xevo G2Positive6VView Spectrum
LC-MS/MSLC-ESI-QTOFWaters Xevo G2Positive6VView Spectrum
LC-MS/MSLC-ESI-QTOFWaters Xevo G2Positive6VView Spectrum
LC-MS/MSLC-ESI-QTOFWaters Xevo G2Positive6VView Spectrum
LC-MS/MSLC-ESI-QTOFWaters Xevo G2Positive6VView Spectrum
LC-MS/MSLC-ESI-QTOFWaters Xevo G2Positive6VView Spectrum
LC-MS/MSLC-ESI-QTOFWaters Xevo G2Positive6VView Spectrum
LC-MS/MSLC-ESI-QTOFWaters Xevo G2Positive6VView Spectrum
LC-MS/MSLC-ESI-UNKNOWNBruker instrumentNegative20VView Spectrum
LC-MS/MSLC-ESI-UNKNOWNBruker instrumentNegative10VView Spectrum
LC-MS/MSLC-ESI-UNKNOWNBruker instrumentNegative40VView Spectrum
LC-MS/MSLC-ESI-UNKNOWNBruker instrumentNegative50VView Spectrum
LC-MS/MSLC-ESI-UNKNOWNBruker instrumentNegative30VView Spectrum
LC-MS/MSLC-ESI-QTOFUNKNOWNPositive10VView Spectrum
LC-MS/MSLC-ESI-QTOFUNKNOWNPositive10VView Spectrum
LC-MS/MSLC-ESI-QTOFUNKNOWNPositive30VView Spectrum

Food Sources

NameGroup
AppleFruit, Pomes PublicationsShow

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

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