ChemFOnt: Showing chemical card for beta-2-Chaconine (CFc000282483)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:53 UTC

Chemfont ID

CFc000282483

Molecule Identification

Common Name

beta-2-Chaconine

Definition

Beta-2-chaconine is a member of the class of compounds known as steroidal saponins. Steroidal saponins are saponins in which the aglycone moiety is a steroid. The steroidal aglycone is usually a spirostane, furostane, spirosolane, solanidane, or curcubitacin derivative. Beta-2-chaconine is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Beta-2-chaconine can be found in potato, which makes beta-2-chaconine a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
b-2-Chaconine	Generator
Β-2-chaconine	Generator

Chemical Formula

C₃₉H₆₃NO₁₀

Average Molecular Weight

705.9182

Monoisotopic Molecular Weight

705.445197241

IUPAC Name

2-{[4,5-dihydroxy-2-(hydroxymethyl)-6-({10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²³.0¹⁷,²²]tetracos-4-en-7-yl}oxy)oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol

Traditional Name

2-{[4,5-dihydroxy-2-(hydroxymethyl)-6-({10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁵,²³.0¹⁷,²²]tetracos-4-en-7-yl}oxy)oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol

CAS Registry Number

None

SMILES

CC1C2CCC(C)CN2C2CC3C4CC=C5CC(CCC5(C)C4CCC3(C)C12)OC1OC(CO)C(OC2OC(C)C(O)C(O)C2O)C(O)C1O

InChI Identifier

InChI=1S/C39H63NO10/c1-18-6-9-26-19(2)29-27(40(26)16-18)15-25-23-8-7-21-14-22(10-12-38(21,4)24(23)11-13-39(25,29)5)48-37-34(46)32(44)35(28(17-41)49-37)50-36-33(45)31(43)30(42)20(3)47-36/h7,18-20,22-37,41-46H,6,8-17H2,1-5H3

InChI Key

IBVPROGUDFDQRN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroidal saponins. These are saponins in which the aglycone moiety is a steroid. The steroidal aglycone is usually a spirostane, furostane, spirosolane, solanidane, or curcubitacin derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroidal saponins

Alternative Parents

Substituents

Steroidal saponin
Diterpene glycoside
Solanidane skeleton
Diterpenoid
Steroidal alkaloid
Terpene glycoside
Delta-5-steroid
Azasteroid
Glycosyl compound
O-glycosyl compound
Disaccharide
Alkaloid or derivatives
Indolizidine
N-alkylpyrrolidine
Oxane
Piperidine
Pyrrolidine
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Acetal
Organoheterocyclic compound
Azacycle
Oxacycle
Polyol
Alcohol
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Primary alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302967)

Food

Vegetable

Tuber

Potato (FooDB: FOOD00175)

Not Available

EC 3.1.1.8 (cholinesterase) inhibitor (HMDB: HMDB0302967)

Anticholinesterase (HMDB: HMDB0302967)

Industrial application

Agriculture

Pesticide (HMDB: HMDB0302967)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.088 g/L	ALOGPS
logP	2.58	ALOGPS
logP	1.4	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	12.3	ChemAxon
pKa (Strongest Basic)	11.83	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	161.54 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	184.14 m³·mol⁻¹	ChemAxon
Polarizability	80.59 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0302967

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB007092

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

12302823

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for beta-2-Chaconine (CFc000282483)

MOL for CFc000282483 (beta-2-Chaconine)

3D MOL for CFc000282483 (beta-2-Chaconine)

3D SDF for CFc000282483 (beta-2-Chaconine)

3D-SDF for CFc000282483 (beta-2-Chaconine)

PDB for CFc000282483 (beta-2-Chaconine)

3D PDB for CFc000282483 (beta-2-Chaconine)

SMILES for CFc000282483 (beta-2-Chaconine)

INCHI for CFc000282483 (beta-2-Chaconine)

Structure for CFc000282483 (beta-2-Chaconine)

3D Structure for CFc000282483 (beta-2-Chaconine)