ChemFOnt: Showing chemical card for solasodine 3-O-beta-D-glucopyranoside (CFc000284004)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:37:47 UTC

Chemfont ID

CFc000284004

Molecule Identification

Common Name

solasodine 3-O-beta-D-glucopyranoside

Definition

Solasodine 3-o-beta-d-glucopyranoside is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Solasodine 3-o-beta-d-glucopyranoside can be found in a number of food items such as black crowberry, canada blueberry, fig, and cherry tomato, which makes solasodine 3-o-beta-d-glucopyranoside a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Solasodine 3-O-b-D-glucopyranoside	Generator
Solasodine 3-O-β-D-glucopyranoside	Generator

Chemical Formula

C₃₃H₅₂NO₇

Average Molecular Weight

574.778

Monoisotopic Molecular Weight

574.373829439

IUPAC Name

5',7,9,13-tetramethyl-16-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-oxaspiro[pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane-6,2'-piperidin]-18-en-1'-ylium

Traditional Name

5',7,9,13-tetramethyl-16-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-oxaspiro[pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane-6,2'-piperidin]-18-en-1'-ylium

CAS Registry Number

Not Available

SMILES

CC1C2C(CC3C4CC=C5CC(CCC5(C)C4CCC23C)OC2OC(CO)C(O)C(O)C2O)OC11CCC(C)C[N+]1

InChI Identifier

InChI=1S/C33H52NO7/c1-17-7-12-33(34-15-17)18(2)26-24(41-33)14-23-21-6-5-19-13-20(8-10-31(19,3)22(21)9-11-32(23,26)4)39-30-29(38)28(37)27(36)25(16-35)40-30/h5,17-18,20-30,35-38H,6-16H2,1-4H3/q+1

InChI Key

NOYAMUQJJBVGBI-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
Spirosolane skeleton
Diterpenoid
Steroidal alkaloid
Terpene glycoside
Azasteroid
Delta-5-steroid
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Azaspirodecane
Alkaloid or derivatives
Piperidine
Monosaccharide
Oxane
Tetrahydrofuran
Secondary alcohol
Acetal
Oxacycle
Azacycle
Organoheterocyclic compound
Polyol
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Organopnictogen compound
Primary alcohol
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Organic cation
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

an <i>O</i>-glucosylsterol (CPD-13081 )

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0031 g/L	ALOGPS
logP	1.1	ALOGPS
logP	1.52	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	117.84 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	153.76 m³·mol⁻¹	ChemAxon
Polarizability	66.42 Å³	ChemAxon
Number of Rings	7	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

HMDB0304488

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB031181

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for solasodine 3-O-beta-D-glucopyranoside (CFc000284004)

MOL for CFc000284004 (solasodine 3-O-beta-D-glucopyranoside)

3D MOL for CFc000284004 (solasodine 3-O-beta-D-glucopyranoside)

3D SDF for CFc000284004 (solasodine 3-O-beta-D-glucopyranoside)

3D-SDF for CFc000284004 (solasodine 3-O-beta-D-glucopyranoside)

PDB for CFc000284004 (solasodine 3-O-beta-D-glucopyranoside)

3D PDB for CFc000284004 (solasodine 3-O-beta-D-glucopyranoside)

SMILES for CFc000284004 (solasodine 3-O-beta-D-glucopyranoside)

INCHI for CFc000284004 (solasodine 3-O-beta-D-glucopyranoside)

Structure for CFc000284004 (solasodine 3-O-beta-D-glucopyranoside)

3D Structure for CFc000284004 (solasodine 3-O-beta-D-glucopyranoside)