ChemFOnt: Showing chemical card for Sitosterol 3-O-(6'-O-palmitoyl-beta-D-glucoside) (CFc000282142)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:13 UTC

Chemfont ID

CFc000282142

Molecule Identification

Common Name

Sitosterol 3-O-(6'-O-palmitoyl-beta-D-glucoside)

Definition

Sitosterol 3-o-(6'-o-palmitoyl-beta-d-glucoside) is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Sitosterol 3-o-(6'-o-palmitoyl-beta-d-glucoside) can be found in fig, which makes sitosterol 3-o-(6'-o-palmitoyl-beta-d-glucoside) a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Sitosterol 3-O-(6'-O-palmitoyl-b-D-glucoside)	Generator
Sitosterol 3-O-(6'-O-palmitoyl-β-D-glucoside)	Generator

Chemical Formula

C₅₁H₉₀O₇

Average Molecular Weight

815.2561

Monoisotopic Molecular Weight

814.668655234

IUPAC Name

[(2R,3S,4S,5R,6R)-6-{[(2R,5S,10S,14R,15R)-14-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxy}-3,4,5-trihydroxyoxan-2-yl]methyl hexadecanoate

Traditional Name

CAS Registry Number

617-45-8

SMILES

CCCCCCCCCCCCCCCC(=O)OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C)C4CC[C@]5(C)[C@H](CCC5[C@@H]4CC=C3C2)[C@H](C)CC[C@@H](CC)C(C)C)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C51H90O7/c1-8-10-11-12-13-14-15-16-17-18-19-20-21-22-45(52)56-34-44-46(53)47(54)48(55)49(58-44)57-39-29-31-50(6)38(33-39)25-26-40-42-28-27-41(51(42,7)32-30-43(40)50)36(5)23-24-37(9-2)35(3)4/h25,35-37,39-44,46-49,53-55H,8-24,26-34H2,1-7H3/t36-,37-,39+,40+,41-,42?,43?,44-,46-,47+,48-,49-,50+,51-/m1/s1

InChI Key

JCLYMCVRBRHEHI-OEBCYWCUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Stigmastanes and derivatives

Direct Parent

Stigmastanes and derivatives

Alternative Parents

Substituents

C24-propyl-sterol-skeleton
Stigmastane-skeleton
Triterpenoid
Steroidal glycoside
Saccharolipid
Delta-5-steroid
Glycosyl compound
O-glycosyl compound
Oxane
Monosaccharide
Secondary alcohol
Carboxylic acid ester
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Acetal
Oxacycle
Alcohol
Organic oxygen compound
Organic oxide
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302626)

Food

Fruit

Other fruit

Fig (FooDB: FOOD00081)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	7.5e-05 g/L	ALOGPS
logP	9.46	ALOGPS
logP	12.99	ChemAxon
logS	-7	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.45 Å²	ChemAxon
Rotatable Bond Count	25	ChemAxon
Refractivity	235.77 m³·mol⁻¹	ChemAxon
Polarizability	103.96 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

HMDB0302626

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB005452

KNApSAcK ID

Not Available

Chemspider ID

59696364

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

157009926

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Sitosterol 3-O-(6'-O-palmitoyl-beta-D-glucoside) (CFc000282142)

MOL for CFc000282142 (Sitosterol 3-O-(6'-O-palmitoyl-beta-D-glucoside))

3D MOL for CFc000282142 (Sitosterol 3-O-(6'-O-palmitoyl-beta-D-glucoside))

3D SDF for CFc000282142 (Sitosterol 3-O-(6'-O-palmitoyl-beta-D-glucoside))

3D-SDF for CFc000282142 (Sitosterol 3-O-(6'-O-palmitoyl-beta-D-glucoside))

PDB for CFc000282142 (Sitosterol 3-O-(6'-O-palmitoyl-beta-D-glucoside))

3D PDB for CFc000282142 (Sitosterol 3-O-(6'-O-palmitoyl-beta-D-glucoside))

SMILES for CFc000282142 (Sitosterol 3-O-(6'-O-palmitoyl-beta-D-glucoside))

INCHI for CFc000282142 (Sitosterol 3-O-(6'-O-palmitoyl-beta-D-glucoside))

Structure for CFc000282142 (Sitosterol 3-O-(6'-O-palmitoyl-beta-D-glucoside))

3D Structure for CFc000282142 (Sitosterol 3-O-(6'-O-palmitoyl-beta-D-glucoside))