ChemFOnt: Showing chemical card for Monoglucuronylglycyrrhetinic acid (CFc000018744)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:09:21 UTC

Chemfont ID

CFc000018744

Molecule Identification

Common Name

Monoglucuronylglycyrrhetinic acid

Definition

Monoglucuronylglycyrrhetinic acid is a sweetener about 940 times sweeter than sucrose.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Monoglucuronylglycyrrhetinate	Generator
3beta-D-(Monoglucuronyl)-18beta-glycyrrhetinic acid	HMDB
3-(Monoglucuron-1'-yl)-18-glycyrrhetic acid	HMDB
3-MGA	HMDB
3-Monoglucuronyl-glycyrrhetinic acid	HMDB
Glycyrrhetic acid 3-O-beta-D-monoglucuronide	HMDB
Glycyrrhetic acid-3-O-glucuronide	HMDB
1-(18 beta-Glycyrrhet-3-yl)glucopyranuronic acid	HMDB
Glycyrrhetyl 3-monoglucuronide	HMDB
MGGR	HMDB
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-carboxylate	HMDB

Chemical Formula

C₃₆H₅₄O₁₀

Average Molecular Weight

646.808

Monoisotopic Molecular Weight

646.371697948

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

Traditional Name

6-[(11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

34096-83-8

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

InChI Identifier

InChI=1S/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)

InChI Key

HLDYLAJAWSKPFZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Triterpene saponins

Alternative Parents

Substituents

Triterpene saponin
Triterpenoid
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Cyclohexenone
Beta-hydroxy acid
Dicarboxylic acid or derivatives
Pyran
Oxane
Hydroxy acid
Monosaccharide
Secondary alcohol
Ketone
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Polyol
Acetal
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037827)

Source

Endogenous

Endogenous (HMDB: HMDB0037827)

Animal

Animal (HMDB: HMDB0037827)

Exogenous

Food

Food (HMDB: HMDB0037827)

Exogenous (HMDB: HMDB0037827)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0037827)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0037827)

Lipid metabolism pathway (HMDB: HMDB0037827)

Cellular process

Cell signaling (HMDB: HMDB0037827)

Biochemical process

Lipid transport (HMDB: HMDB0037827)

Role

Biological role

Energy source (HMDB: HMDB0037827)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0037827)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.011 g/L	ALOGPS
logP	3.97	ALOGPS
logP	4.58	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	3.54	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	170.82 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	166.55 m³·mol⁻¹	ChemAxon
Polarizability	71.6 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0037827

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016976

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14312747

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Monoglucuronylglycyrrhetinic acid (CFc000018744)

MOL for CFc000018744 (Monoglucuronylglycyrrhetinic acid)

3D MOL for CFc000018744 (Monoglucuronylglycyrrhetinic acid)

3D SDF for CFc000018744 (Monoglucuronylglycyrrhetinic acid)

3D-SDF for CFc000018744 (Monoglucuronylglycyrrhetinic acid)

PDB for CFc000018744 (Monoglucuronylglycyrrhetinic acid)

3D PDB for CFc000018744 (Monoglucuronylglycyrrhetinic acid)

SMILES for CFc000018744 (Monoglucuronylglycyrrhetinic acid)

INCHI for CFc000018744 (Monoglucuronylglycyrrhetinic acid)

Structure for CFc000018744 (Monoglucuronylglycyrrhetinic acid)

3D Structure for CFc000018744 (Monoglucuronylglycyrrhetinic acid)