ChemFOnt: Showing chemical card for 5-Nitro-2-propoxyaniline (CFc000018610)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:09:09 UTC

Chemfont ID

CFc000018610

Molecule Identification

Common Name

5-Nitro-2-propoxyaniline

Definition

Once proposed for use as an artificial sweetener but now prohibited from use in food 5-Nitro-2-propoxyaniline, also known as P-4000 and Ultrasuss, is one of the strongest sweet-tasting substances known, about 4,000 times the intensity of sucrose. It is an orange solid that is only slightly soluble in water. It is stable in boiling water and dilute acids. Because of its possible toxicity, it is banned in the United States, although it is used in some European countries as an artificial sweetener.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-N-Propoxy-2-amino-4-nitrobenzene	HMDB
1-Propoxy-2-amino-4-nitrobenzene	HMDB
2-amino-4-nitro-1-N-Propoxybenzene	HMDB
5-nitro-2-N-Propoxyaniline	HMDB
5-nitro-2-Propoxy-aniline	HMDB
5-nitro-2-Propoxy-benzenamine	HMDB
5-nitro-2-Propoxybenzenamine	HMDB
Aros X	HMDB
Aros-X	HMDB
Benzenamine, 5-nitro-2-propoxy- (9ci)	HMDB
P 4000	HMDB
P 4000 (Sweetener)	HMDB
Sweetening agent P 4000	HMDB
Sweetening agent P-4000	HMDB
Ultrasuess	HMDB
Ultrasuss	HMDB
Ultrasweet	HMDB
1-N-Propoxy-2-amino-4- nitrobenzene	MeSH

Chemical Formula

C₉H₁₂N₂O₃

Average Molecular Weight

196.2032

Monoisotopic Molecular Weight

196.08479226

IUPAC Name

5-nitro-2-propoxyaniline

Traditional Name

5-nitro-2-propoxyaniline

CAS Registry Number

553-79-7

SMILES

CCCOC1=C(N)C=C(C=C1)N(=O)=O

InChI Identifier

InChI=1S/C9H12N2O3/c1-2-5-14-9-4-3-7(11(12)13)6-8(9)10/h3-4,6H,2,5,10H2,1H3

InChI Key

RXQCEGOUSFBKPI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nitrophenyl ethers. These are aromatic compounds containing a nitrobenzene moiety that carries an ether group on the benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Nitrobenzenes

Direct Parent

Nitrophenyl ethers

Alternative Parents

Substituents

Nitrophenyl ether
Aminophenyl ether
Phenoxy compound
Nitroaromatic compound
Phenol ether
Aniline or substituted anilines
Alkyl aryl ether
C-nitro compound
Organic nitro compound
Ether
Organic oxoazanium
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organic zwitterion
Primary amine
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0037688)
Cytoplasm (HMDB: HMDB0037688)

Source

Exogenous

Exogenous (HMDB: HMDB0037688)

Food

Food (HMDB: HMDB0037688)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0037688)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.42 g/L	ALOGPS
logP	2.45	ALOGPS
logP	1.81	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	19.68	ChemAxon
pKa (Strongest Basic)	2.24	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	81.07 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	53.82 m³·mol⁻¹	ChemAxon
Polarizability	19.75 Å³	ChemAxon
Number of Rings	1	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

HMDB0037688

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016816

KNApSAcK ID

Not Available

Chemspider ID

10647

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

5-Nitro-2-propoxyaniline

METLIN ID

Not Available

PubChem Compound

11118

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 5-Nitro-2-propoxyaniline (CFc000018610)

MOL for CFc000018610 (5-Nitro-2-propoxyaniline)

3D MOL for CFc000018610 (5-Nitro-2-propoxyaniline)

3D SDF for CFc000018610 (5-Nitro-2-propoxyaniline)

3D-SDF for CFc000018610 (5-Nitro-2-propoxyaniline)

PDB for CFc000018610 (5-Nitro-2-propoxyaniline)

3D PDB for CFc000018610 (5-Nitro-2-propoxyaniline)

SMILES for CFc000018610 (5-Nitro-2-propoxyaniline)

INCHI for CFc000018610 (5-Nitro-2-propoxyaniline)

Structure for CFc000018610 (5-Nitro-2-propoxyaniline)

3D Structure for CFc000018610 (5-Nitro-2-propoxyaniline)