NP-MRD: Showing NP-Card for Tetraacetylethylenediamine (NP0338086)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-09-11 13:46:29 UTC

Updated at

2024-09-11 13:46:29 UTC

NP-MRD ID

NP0338086

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tetraacetylethylenediamine

Description

Tetraacetylethylenediamine, also known as descarbamylnovobiocin or N,n'-ethylenebis(diacetamide), belongs to the class of organic compounds known as n-substituted carboxylic acid imides. N-substituted carboxylic acid imides are compounds comprising an N-substituted carboxylic acid imide group, with the general structure R1N(C(R2)=O)C(R3)=O (R2,R3=H, alkyl, aryl; R1=Anything but H). ; The activation process entails a reaction of the hydrogen peroxide with TAED to release peracetic acid, which is a fast-acting bleaching agent. Tetraacetylethylenediamine is an extremely weak basic (essentially neutral) compound (based on its pKa). It is produced by acetylation of ethylenediamine. Such active oxygen bleaching agents release hydrogen peroxide during the wash cycle. Such agents include sodium perborate, sodium percarbonate, sodium perphosphate, sodium persulfate, and urea peroxide. Its is an activator for "active oxygen" bleaching agents.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061311572D          

 16 15  0  0  0  0            999 V2000
    3.3000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 11  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  6  1  0  0  0  0
 12  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13  7  2  0  0  0  0
 14  8  2  0  0  0  0
 15  9  2  0  0  0  0
 16 10  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0338086

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)N(CCN(C(C)=O)C(C)=O)C(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H16N2O4/c1-7(13)11(8(2)14)5-6-12(9(3)15)10(4)16/h5-6H2,1-4H3

> <INCHI_KEY>
BGRWYDHXPHLNKA-UHFFFAOYSA-N

> <FORMULA>
C10H16N2O4

> <MOLECULAR_WEIGHT>
228.245

> <EXACT_MASS>
228.11100701

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
22.861896509678495

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-acetyl-N-[2-(N-acetylacetamido)ethyl]acetamide

> <ALOGPS_LOGP>
0.02

> <JCHEM_LOGP>
-1.8075328566666666

> <ALOGPS_LOGS>
-1.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-5.866501264584276

> <JCHEM_POLAR_SURFACE_AREA>
74.76

> <JCHEM_REFRACTIVITY>
55.88800000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.33e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetraacetylethylenediamine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       6.160  -2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.160   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.310   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.620  -2.667   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.620   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       3.850  -1.334   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0       3.850  -4.001   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       3.850   1.334   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       0.000   2.667   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -2.310  -1.334   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    8                                                            
CONECT    3    9                                                            
CONECT    4   10                                                            
CONECT    5    6   11                                                       
CONECT    6    5   12                                                       
CONECT    7    1   11   13                                                  
CONECT    8    2   11   14                                                  
CONECT    9    3   12   15                                                  
CONECT   10    4   12   16                                                  
CONECT   11    5    7    8                                                  
CONECT   12    6    9   10                                                  
CONECT   13    7                                                            
CONECT   14    8                                                            
CONECT   15    9                                                            
CONECT   16   10                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

View in JSmol

Synonyms

Value	Source
Descarbamylnovobiocin	HMDB
N,N'-1,2-ethanediylbis(N-acetyl-acetamide	HMDB
N,N'-1,2-ethanediylbis[N-acetyl-acetamide	HMDB
N,N'-1,2-ethanediylbis[N-acetylacetamide], 9ci	HMDB
N,N'-ethylenebis(diacetamide)	HMDB
N,N'-ethylenebis(diacetamide), 8ci	HMDB
N,N'-ethylenebis(N-acetylacetamide)	HMDB
N,N,N',n'-tetraacetylethylenediamine	HMDB
N-Acetyl-N-[2-(diacetylamino)ethyl]acetamide	HMDB
Tetracetylethylenediamine	HMDB
TAED compound	MeSH

Chemical Formula

C₁₀H₁₆N₂O₄

Average Mass

228.2450 Da

Monoisotopic Mass

228.11101 Da

IUPAC Name

N-acetyl-N-[2-(N-acetylacetamido)ethyl]acetamide

Traditional Name

tetraacetylethylenediamine

CAS Registry Number

Not Available

SMILES

CC(=O)N(CCN(C(C)=O)C(C)=O)C(C)=O

InChI Identifier

InChI=1S/C10H16N2O4/c1-7(13)11(8(2)14)5-6-12(9(3)15)10(4)16/h5-6H2,1-4H3

InChI Key

BGRWYDHXPHLNKA-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-substituted carboxylic acid imides. N-substituted carboxylic acid imides are compounds comprising an N-substituted carboxylic acid imide group, with the general structure R1N(C(R2)=O)C(R3)=O (R2,R3=H, alkyl, aryl; R1=Anything but H).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

N-substituted carboxylic acid imides

Alternative Parents

Substituents

Carboxylic acid imide, n-substituted
Acetamide
Dicarboximide
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.02	ALOGPS
logP	-1.8	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Basic)	-5.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	74.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	55.89 m³·mol⁻¹	ChemAxon
Polarizability	22.86 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0040573

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB020351

KNApSAcK ID

Not Available

Chemspider ID

59725

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tetraacetylethylenediamine

METLIN ID

Not Available

PubChem Compound

66347

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Tetraacetylethylenediamine (NP0338086)

MOL for NP0338086 (Tetraacetylethylenediamine)

3D MOL for NP0338086 (Tetraacetylethylenediamine)

3D SDF for NP0338086 (Tetraacetylethylenediamine)

3D-SDF for NP0338086 (Tetraacetylethylenediamine)

PDB for NP0338086 (Tetraacetylethylenediamine)

3D PDB for NP0338086 (Tetraacetylethylenediamine)

SMILES for NP0338086 (Tetraacetylethylenediamine)

INCHI for NP0338086 (Tetraacetylethylenediamine)

Structure for NP0338086 (Tetraacetylethylenediamine)

3D Structure for NP0338086 (Tetraacetylethylenediamine)