ChemFOnt: Showing chemical card for (3beta,20beta)-3-(3-Carboxy-1-oxopropoxy)-11-oxoolean-12-en-29-oic acid (CFc000223137)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:44:32 UTC

Chemfont ID

CFc000223137

Molecule Identification

Common Name

(3beta,20beta)-3-(3-Carboxy-1-oxopropoxy)-11-oxoolean-12-en-29-oic acid

Definition

carbenoxolone, also known as biogastrone or carbosan, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review a significant number of articles have been published on carbenoxolone.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
18alpha Carbenoxolone	MeSH
18alpha-Carbenoxolone	MeSH
18alpha-Glycyrrhetinic acid 3beta-O-hemisuccinate	MeSH
Biogastrone	MeSH
Carbenoxalone	MeSH
Carbenoxolone disodium salt	MeSH
Glycyrrhetinic acid 3 O hemisuccinate	MeSH
Glycyrrhetinic acid 3-O-hemisuccinate	MeSH
3-O-Hemisuccinate, glycyrrhetinic acid	MeSH
3beta-O-Hemisuccinate, 18alpha-glycyrrhetinic acid	MeSH
Acid 3-O-hemisuccinate, glycyrrhetinic	MeSH
Carbeneoxolone	MeSH
Carbosan	MeSH
Acid 3beta-O-hemisuccinate, 18alpha-glycyrrhetinic	MeSH
Bioral	MeSH
Carbenoxolone sodium	MeSH
Duogastrone	MeSH
Sanodin	MeSH
18alpha Glycyrrhetinic acid 3beta O hemisuccinate	MeSH
Pharmaxolon	MeSH

Chemical Formula

C₃₄H₅₀O₇

Average Molecular Weight

570.767

Monoisotopic Molecular Weight

570.35565395

IUPAC Name

10-[(3-carboxypropanoyl)oxy]-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylic acid

Traditional Name

bioral

CAS Registry Number

Not Available

SMILES

CC1(C)C(CCC2(C)C1CCC1(C)C2C(=O)C=C2C3CC(C)(CCC3(C)CCC12C)C(O)=O)OC(=O)CCC(O)=O

InChI Identifier

InChI=1S/C34H50O7/c1-29(2)23-10-13-34(7)27(32(23,5)12-11-24(29)41-26(38)9-8-25(36)37)22(35)18-20-21-19-31(4,28(39)40)15-14-30(21,3)16-17-33(20,34)6/h18,21,23-24,27H,8-17,19H2,1-7H3,(H,36,37)(H,39,40)

InChI Key

OBZHEBDUNPOCJG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Tricarboxylic acid or derivatives
Cyclohexenone
Fatty acid ester
Fatty acyl
Ketone
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00074 g/L	ALOGPS
logP	5.46	ALOGPS
logP	6.3	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	4.04	ChemAxon
pKa (Strongest Basic)	-5.1	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	117.97 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	154.31 m³·mol⁻¹	ChemAxon
Polarizability	65.4 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0243601

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2463

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Carbenoxolone

METLIN ID

Not Available

PubChem Compound

2561

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (3beta,20beta)-3-(3-Carboxy-1-oxopropoxy)-11-oxoolean-12-en-29-oic acid (CFc000223137)

MOL for CFc000223137 ((3beta,20beta)-3-(3-Carboxy-1-oxopropoxy)-11-oxoolean-12-en-29-oic acid)

3D MOL for CFc000223137 ((3beta,20beta)-3-(3-Carboxy-1-oxopropoxy)-11-oxoolean-12-en-29-oic acid)

3D SDF for CFc000223137 ((3beta,20beta)-3-(3-Carboxy-1-oxopropoxy)-11-oxoolean-12-en-29-oic acid)

3D-SDF for CFc000223137 ((3beta,20beta)-3-(3-Carboxy-1-oxopropoxy)-11-oxoolean-12-en-29-oic acid)

PDB for CFc000223137 ((3beta,20beta)-3-(3-Carboxy-1-oxopropoxy)-11-oxoolean-12-en-29-oic acid)

3D PDB for CFc000223137 ((3beta,20beta)-3-(3-Carboxy-1-oxopropoxy)-11-oxoolean-12-en-29-oic acid)

SMILES for CFc000223137 ((3beta,20beta)-3-(3-Carboxy-1-oxopropoxy)-11-oxoolean-12-en-29-oic acid)

INCHI for CFc000223137 ((3beta,20beta)-3-(3-Carboxy-1-oxopropoxy)-11-oxoolean-12-en-29-oic acid)

Structure for CFc000223137 ((3beta,20beta)-3-(3-Carboxy-1-oxopropoxy)-11-oxoolean-12-en-29-oic acid)

3D Structure for CFc000223137 ((3beta,20beta)-3-(3-Carboxy-1-oxopropoxy)-11-oxoolean-12-en-29-oic acid)