Identification

PhytoHub ID
PHUB002093
Name
3 β-monoglucuronyl-18-β-glycyrrhetinic acid
Systematic Name
Not Available
Synonyms
  • 3-MGA
  • 3beta-D-(monoglucuronyl)-18beta-glycyrrhetinic acid
  • glycyrrhetic acid 3-O-beta-D-monoglucuronide
  • glycyrrhetic acid-3-O-glucuronide
  • glycyrrhetyl 3-monoglucuronide
CAS Number
34096-83-8
Average Mass
646.818
Monoisotopic Mass
646.371697939
Chemical Formula
C36H54O10
IUPAC Name
6-[(11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
InChI Key
HLDYLAJAWSKPFZ-UHFFFAOYNA-N
InChI Identifier
InChI=1/C36H54O10/c1-31(2)21-8-11-36(7)27(34(21,5)10-9-22(31)45-29-25(40)23(38)24(39)26(46-29)28(41)42)20(37)16-18-19-17-33(4,30(43)44)13-12-32(19,3)14-15-35(18,36)6/h16,19,21-27,29,38-40H,8-15,17H2,1-7H3,(H,41,42)(H,43,44)
SMILES
CC1(C)C(CCC2(C)C1CCC1(C)C2C(=O)C=C2C3CC(C)(CCC3(C)CCC12C)C(O)=O)OC1OC(C(O)C(O)C1O)C(O)=O
Structure

Calculated Properties

Solubility (ALOGPS)
1.06e-02 g/l
LogS (ALOGPS)
-4.78
LogP (ALOGPS)
3.97
Hydrogen Acceptors
10
Hydrogen Donors
5
Rotatable Bond Count
4
Polar Surface Area
170.82
Refractivity
166.5492
Polarizability
71.80162815085627
Formal Charge
0
Physiological Charge
-2
pKa (strongest basic)
-3.686499495698764
pKa (strongest acidic)
3.5367642642030934
Number of Rings
6
Rule of Five
No
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Metabolite

Family
Terpenoid metabolites
Class
Triterpenoid metabolites
Sub-class
Not Available

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
GlycyrrhizinTerpenoidsTriterpenoidsSaponinsShow Food Phytochemical

Spectra from Online Resources

No spectra information available

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
GlycyrrhizinLiquoriceConfectioneries and desserts PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Glycyrrhizin 3 β-monoglucuronyl-18-β-glycyrrhetinic acidhumanurinehost metabolismNot AvailableNot Available<1%C36H54O10646.371697939 Detailed Intervention Studies Publications
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