NP-MRD: Showing NP-Card for N-Isobutyl-2,4,8-decatrienamide (NP0335274)

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Record Information

Version

2.0

Created at

2024-09-11 00:51:15 UTC

Updated at

2024-09-11 00:51:15 UTC

NP-MRD ID

NP0335274

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-Isobutyl-2,4,8-decatrienamide

Description

N-Isobutyl-2,4,8-decatrienamide, also known as 2,4,8-decatrienoic acid isobutylamide, belongs to the class of organic compounds known as n-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage. N-Isobutyl-2,4,8-decatrienamide is a very strong basic compound (based on its pKa). Outside of the human body, N-Isobutyl-2,4,8-decatrienamide has been detected, but not quantified in, herbs and spices. This could make N-isobutyl-2,4,8-decatrienamide a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061305032D          

 16 15  0  0  0  0            999 V2000
    3.7125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    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
    2.0625    0.7145    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
   -0.4125   -0.7145    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
    0.0000    0.0000    0.0000 N   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
  4  1  1  0  0  0  0
  5  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  2  0  0  0  0
 10  9  1  0  0  0  0
 11 10  2  0  0  0  0
 13  2  1  0  0  0  0
 13  3  1  0  0  0  0
 13 12  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 15 14  2  0  0  0  0
 16 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335274

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C/CC\C=C/C=C/C(/O)=N/CC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C14H23NO/c1-4-5-6-7-8-9-10-11-14(16)15-12-13(2)3/h4-5,8-11,13H,6-7,12H2,1-3H3,(H,15,16)/b5-4-,9-8-,11-10+

> <INCHI_KEY>
OCUXKVCDBHKIIP-ZIVSJQOCSA-N

> <FORMULA>
C14H23NO

> <MOLECULAR_WEIGHT>
221.3385

> <EXACT_MASS>
221.177964363

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
27.567360361421112

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(Z,2E,4Z,8Z)-N-(2-methylpropyl)deca-2,4,8-trienimidic acid

> <ALOGPS_LOGP>
4.71

> <JCHEM_LOGP>
4.3437917189999995

> <ALOGPS_LOGS>
-4.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.50121957158806

> <JCHEM_PKA_STRONGEST_BASIC>
5.891960668227632

> <JCHEM_POLAR_SURFACE_AREA>
32.59

> <JCHEM_REFRACTIVITY>
73.78890000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.89e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(Z,2E,4Z,8Z)-N-(2-methylpropyl)deca-2,4,8-trienimidic acid

> <JCHEM_VEBER_RULE>
1

$$$$

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       6.930  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.080   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.470  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.240   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.470   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.930   1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.160   2.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2   13                                                            
CONECT    3   13                                                            
CONECT    4    1    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   14                                                       
CONECT   12   13   15                                                       
CONECT   13    2    3   12                                                  
CONECT   14   11   15   16                                                  
CONECT   15   12   14                                                       
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

View in JSmol

Synonyms

Value	Source
2,4,8-Decatrienoic acid isobutylamide	HMDB
N-(2-Methylpropyl)-2,4,8-decatrienamide, 9ci	HMDB
(2E,4Z,8Z)-N-(2-Methylpropyl)deca-2,4,8-trienimidate	Generator

Chemical Formula

C₁₄H₂₃NO

Average Mass

221.3385 Da

Monoisotopic Mass

221.17796 Da

IUPAC Name

(Z,2E,4Z,8Z)-N-(2-methylpropyl)deca-2,4,8-trienimidic acid

Traditional Name

(Z,2E,4Z,8Z)-N-(2-methylpropyl)deca-2,4,8-trienimidic acid

CAS Registry Number

Not Available

SMILES

C\C=C/CC\C=C/C=C/C(/O)=N/CC(C)C

InChI Identifier

InChI=1S/C14H23NO/c1-4-5-6-7-8-9-10-11-14(16)15-12-13(2)3/h4-5,8-11,13H,6-7,12H2,1-3H3,(H,15,16)/b5-4-,9-8-,11-10+

InChI Key

OCUXKVCDBHKIIP-ZIVSJQOCSA-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-acyl amines. N-acyl amines are compounds containing a fatty acid moiety linked to an amine group through an ester linkage.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty amides

Direct Parent

N-acyl amines

Alternative Parents

Substituents

N-acyl-amine
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
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	4.71	ALOGPS
logP	4.34	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	8.5	ChemAxon
pKa (Strongest Basic)	5.89	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	32.59 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	73.79 m³·mol⁻¹	ChemAxon
Polarizability	27.57 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0030188

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB002006

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

87311177

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for N-Isobutyl-2,4,8-decatrienamide (NP0335274)

MOL for NP0335274 (N-Isobutyl-2,4,8-decatrienamide)

3D MOL for NP0335274 (N-Isobutyl-2,4,8-decatrienamide)

3D SDF for NP0335274 (N-Isobutyl-2,4,8-decatrienamide)

3D-SDF for NP0335274 (N-Isobutyl-2,4,8-decatrienamide)

PDB for NP0335274 (N-Isobutyl-2,4,8-decatrienamide)

3D PDB for NP0335274 (N-Isobutyl-2,4,8-decatrienamide)

SMILES for NP0335274 (N-Isobutyl-2,4,8-decatrienamide)

INCHI for NP0335274 (N-Isobutyl-2,4,8-decatrienamide)

Structure for NP0335274 (N-Isobutyl-2,4,8-decatrienamide)

3D Structure for NP0335274 (N-Isobutyl-2,4,8-decatrienamide)