ChemFOnt: Showing chemical card for 4-Hydroxyphenylacetonitrile triacetylrhamnoside (CFc000013912)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:02:26 UTC

Chemfont ID

CFc000013912

Molecule Identification

Common Name

4-Hydroxyphenylacetonitrile triacetylrhamnoside

Definition

4-Hydroxyphenylacetonitrile triacetylrhamnoside is a fully acetylated nitrile glycoside. It has been isolated from the leaves of Moringa oleifera (horseradish tree). It is found in fats and oils, herbs and spices, and green vegetables. 4-Hydroxyphenylacetonitrile triacetylrhamnoside is found in brassicas.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4,5-Bis(acetyloxy)-2-[4-(cyanomethyl)phenoxy]-6-methyloxan-3-yl acetic acid	Generator

Chemical Formula

C₂₀H₂₃NO₈

Average Molecular Weight

405.3985

Monoisotopic Molecular Weight

405.142366717

IUPAC Name

4,5-bis(acetyloxy)-2-[4-(cyanomethyl)phenoxy]-6-methyloxan-3-yl acetate

Traditional Name

4,5-bis(acetyloxy)-2-[4-(cyanomethyl)phenoxy]-6-methyloxan-3-yl acetate

CAS Registry Number

172163-93-8

SMILES

CC1OC(OC2=CC=C(CC#N)C=C2)C(OC(C)=O)C(OC(C)=O)C1OC(C)=O

InChI Identifier

InChI=1S/C20H23NO8/c1-11-17(26-12(2)22)18(27-13(3)23)19(28-14(4)24)20(25-11)29-16-7-5-15(6-8-16)9-10-21/h5-8,11,17-20H,9H2,1-4H3

InChI Key

CRZLVGUYFBECND-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
Benzyl-cyanide
Tricarboxylic acid or derivatives
Phenoxy compound
Phenol ether
Monocyclic benzene moiety
Monosaccharide
Benzenoid
Oxane
Carboxylic acid ester
Acetal
Carboxylic acid derivative
Oxacycle
Carbonitrile
Nitrile
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Organic nitrogen compound
Organopnictogen compound
Carbonyl group
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Cellular substructure

Membrane (HMDB: HMDB0032809)

Source

Exogenous

Exogenous (HMDB: HMDB0032809)

Food

Vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.077 g/L	ALOGPS
logP	2.54	ALOGPS
logP	1.47	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	14.18	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	121.15 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	96.38 m³·mol⁻¹	ChemAxon
Polarizability	40.29 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0032809

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB010783

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

131751316

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4-Hydroxyphenylacetonitrile triacetylrhamnoside (CFc000013912)

MOL for CFc000013912 (4-Hydroxyphenylacetonitrile triacetylrhamnoside)

3D MOL for CFc000013912 (4-Hydroxyphenylacetonitrile triacetylrhamnoside)

3D SDF for CFc000013912 (4-Hydroxyphenylacetonitrile triacetylrhamnoside)

3D-SDF for CFc000013912 (4-Hydroxyphenylacetonitrile triacetylrhamnoside)

PDB for CFc000013912 (4-Hydroxyphenylacetonitrile triacetylrhamnoside)

3D PDB for CFc000013912 (4-Hydroxyphenylacetonitrile triacetylrhamnoside)

SMILES for CFc000013912 (4-Hydroxyphenylacetonitrile triacetylrhamnoside)

INCHI for CFc000013912 (4-Hydroxyphenylacetonitrile triacetylrhamnoside)

Structure for CFc000013912 (4-Hydroxyphenylacetonitrile triacetylrhamnoside)

3D Structure for CFc000013912 (4-Hydroxyphenylacetonitrile triacetylrhamnoside)