ChemFOnt: Showing chemical card for 3-O-beta-D-glucosyl-brassicasterol (CFc000283659)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:37:09 UTC

Chemfont ID

CFc000283659

Molecule Identification

Common Name

3-O-beta-D-glucosyl-brassicasterol

Definition

3-o-beta-d-glucosyl-brassicasterol is a member of the class of compounds known as steroidal glycosides. Steroidal glycosides are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton. 3-o-beta-d-glucosyl-brassicasterol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 3-o-beta-d-glucosyl-brassicasterol can be found in a number of food items such as salmonberry, abalone, roman camomile, and canola, which makes 3-o-beta-d-glucosyl-brassicasterol a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-O-b-D-Glucosyl-brassicasterol	Generator
3-O-Β-D-glucosyl-brassicasterol	Generator

Chemical Formula

C₃₄H₅₆O₆

Average Molecular Weight

560.816

Monoisotopic Molecular Weight

560.407689523

IUPAC Name

2-{[14-(5,6-dimethylhept-3-en-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

2-{[14-(5,6-dimethylhept-3-en-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

CC(C)C(C)C=CC(C)C1CCC2C3CC=C4CC(CCC4(C)C3CCC12C)OC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C34H56O6/c1-19(2)20(3)7-8-21(4)25-11-12-26-24-10-9-22-17-23(13-15-33(22,5)27(24)14-16-34(25,26)6)39-32-31(38)30(37)29(36)28(18-35)40-32/h7-9,19-21,23-32,35-38H,10-18H2,1-6H3

InChI Key

ILUZPRRJJSFYEH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroidal glycosides

Alternative Parents

Substituents

Diterpene glycoside
Ergostane-skeleton
Steroidal glycoside
Diterpenoid
Delta-5-steroid
Terpene glycoside
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Oxane
Monosaccharide
Secondary alcohol
Oxacycle
Polyol
Acetal
Organoheterocyclic compound
Primary alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

an <i>O</i>-glucosylsterol (CPD-13084 )

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0054 g/L	ALOGPS
logP	4.8	ALOGPS
logP	5.27	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	99.38 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	158.7 m³·mol⁻¹	ChemAxon
Polarizability	66.75 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

HMDB0304143

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030447

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

75967394

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-O-beta-D-glucosyl-brassicasterol (CFc000283659)

MOL for CFc000283659 (3-O-beta-D-glucosyl-brassicasterol)

3D MOL for CFc000283659 (3-O-beta-D-glucosyl-brassicasterol)

3D SDF for CFc000283659 (3-O-beta-D-glucosyl-brassicasterol)

3D-SDF for CFc000283659 (3-O-beta-D-glucosyl-brassicasterol)

PDB for CFc000283659 (3-O-beta-D-glucosyl-brassicasterol)

3D PDB for CFc000283659 (3-O-beta-D-glucosyl-brassicasterol)

SMILES for CFc000283659 (3-O-beta-D-glucosyl-brassicasterol)

INCHI for CFc000283659 (3-O-beta-D-glucosyl-brassicasterol)

Structure for CFc000283659 (3-O-beta-D-glucosyl-brassicasterol)

3D Structure for CFc000283659 (3-O-beta-D-glucosyl-brassicasterol)