P. aeruginosa Metabolome Database: Ethylenediamine (PAMDB001114)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 12:54:54 PM

Metabolite ID

PAMDB001114

Identification

Name:

Ethylenediamine

Description:

Ethylenediamine (abbreviated as en when a ligand) is the organic compound with the formula C2H4(NH2)2. This colorless liquid with an ammonia-like odor is a strongly basic amine. It is a widely used building block in chemical synthesis, with approximately 500,000,000 kg being produced in 1998.In terms of quantities produced, ethylenediamine is the most significant diamine (aside from diaminohexane, which is a precursor to Nylon 6-6). Related derivatives of ethylenediamine include tetramethylethylenediamine, abbreviated (TMEDA), (CH3)2N-CH2CH2-N(CH3)2 and tetraethylethylenediamine, abbreviated (TEEDA), (C2H5)2N-CH2CH2-N(C2H5)2The bleaching activator tetraacetylethylenediamine is generated from ethylenediamine. The derivative N,N-ethylenebis(stearamide) (EBS) is a commercially significant mold-release agent and a surfactant in gasoline and motor oil."

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

1,2-Diamino-ethaan
1,2-Diamino-ethano
1,2-Diaminoaethan
1,2-Diaminoethane
1,2-Diaminoethane dihydrochloride
1,2-Ethanediamine
1,2-Ethanediamine, dihydrochloride
1,2-Ethylenediamine
1,2-ETHYLENEDIAMINE(HYDROCHLORIDE)
1,4-Butanediamine
1,4-Diaminobutane
Aethaldiamin
Aethylenediamin
b-Aminoethylamine
Beta-Aminoethylamine
Chlor-ethamine
Diaminoethane
Dimethylenediamine
Dimethylenediamine dihydrochloride
Dimethylenediamine diydrochloride
Ethane-1,2-diamine
Ethanediamine
Ethyleendiamine
Ethylendiamine
Ethylenediamine di HCL
Ethylenediamine dihydrochloride
Ethylenediamine hydrochloride (van)
Ethylenediamine, dihydrochloride
Ethylenediammonium chloride
Ethylenediammonium dichloride
H2NCH2CH2NH2
Putrescine
Tetramethylenediamine
β-Aminoethylamine

Chemical Formula:

C₂H₉N₂

Average Molecular Weight:

61.1063

Monoisotopic Molecular Weight:

61.076573298

InChI Key:

PIICEJLVQHRZGT-UHFFFAOYSA-O

InChI:

InChI=1S/C2H8N2/c3-1-2-4/h1-4H2/p+1

CAS number:

333-18-6

IUPAC Name:

2-aminoethan-1-aminium

Traditional IUPAC Name:

2-aminoethanaminium

SMILES:

NCC[NH3+]

Chemical Taxonomy

Taxonomy Description

This compound belongs to the class of organic compounds known as quaternary ammonium salts. These are compounds containing positively charged polyatomic ion of the structure NR4+, R being an alkyl group or an aryl group.

Kingdom

Organic compounds

Super Class

Organonitrogen compounds

Class

Quaternary ammonium salts

Sub Class

Not Available

Direct Parent

Quaternary ammonium salts

Alternative Parents

Substituents

Quaternary ammonium salt
Hydrocarbon derivative
Primary amine
Primary aliphatic amine
Amine
Organic cation
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Physical Properties

State:

Liquid

Charge:

Melting point:

9 ?C

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	130.0 mg/mL	ALOGPS
logP	-3	ALOGPS
logP	-1.4	ChemAxon
logS	0.13	ALOGPS
pKa (Strongest Basic)	9.69	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	53.66 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	29.16 m³·mol^-1	ChemAxon
Polarizability	7.42 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations:

Cytoplasm

Reactions:

Hydrogen ion + Ornithine + L-Ornithine <> Carbon dioxide + Putrescine + Ethylenediamine
S-Adenosylmethioninamine + Putrescine + Ethylenediamine <> 5'-Methylthioadenosine + Hydrogen ion + Spermidine
Adenosine triphosphate + L-Glutamate + Putrescine + Ethylenediamine <> ADP + gamma-Glutamyl-L-putrescine + Hydrogen ion + Phosphate
Agmatine + Water <> Putrescine + Urea + Ethylenediamine
Ethylenediamine + alpha-Ketoglutarate + 4-Aminobutyraldehyde <> 1-Pyrroline + L-Glutamate + Water

Pathways:

ABC transporters pae02010
Arginine and proline metabolism pae00330
Cysteine and methionine metabolism pae00270
Glutathione metabolism pae00480
Metabolic pathways pae01100
beta-Alanine metabolism pae00410

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-9000000000-4985de1c5392d9cbd49c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01ox-9000000000-6fa8e4a5f9a4a9689d32	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-3393ca3f2cf9de78a66f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-9000000000-14ea32757884af230295	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-9000000000-c12a1fd0714f37802d9f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01ox-9000000000-84423b037087f58ff30c	View in MoNA

References

References:

Ishii, N., Nakahigashi, K., Baba, T., Robert, M., Soga, T., Kanai, A., Hirasawa, T., Naba, M., Hirai, K., Hoque, A., Ho, P. Y., Kakazu, Y., Sugawara, K., Igarashi, S., Harada, S., Masuda, T., Sugiyama, N., Togashi, T., Hasegawa, M., Takai, Y., Yugi, K., Arakawa, K., Iwata, N., Toya, Y., Nakayama, Y., Nishioka, T., Shimizu, K., Mori, H., Tomita, M. (2007). "Multiple high-throughput analyses monitor the response of E. coli to perturbations." Science 316:593-597. Pubmed: 17379776
Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
CHEBI ID	30347
HMDB ID	Not Available
Pubchem Compound ID	5063660
Kegg ID	C00134
ChemSpider ID	4240651
Wikipedia ID	Not Available
BioCyc ID	CPD-3682
EcoCyc ID	CPD-3682

Ethylenediamine (PAMDB001114)

Structure for Ethylenediamine (PAMDB001114)