NP-MRD: Showing NP-Card for (2E,4E)-7-methylocta-2,4-dienoic acid amide (NP0006707)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2020-12-09 03:39:23 UTC

Updated at

2021-07-15 16:55:34 UTC

NP-MRD ID

NP0006707

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2E,4E)-7-methylocta-2,4-dienoic acid amide

Provided By

NPAtlas

Description

(2E,4E)-7-methylocta-2,4-dienoic acid amide belongs to the class of organic compounds known as primary carboxylic acid amides. Primary carboxylic acid amides are compounds comprising primary carboxylic acid amide functional group, with the general structure RC(=O)NH2. (2E,4E)-7-methylocta-2,4-dienoic acid amide is found in Streptomyces. (2E,4E)-7-methylocta-2,4-dienoic acid amide was first documented in 2006 (PMID: 17190455). Based on a literature review very few articles have been published on (2E,4E)-7-methylocta-2,4-dienoic acid amide.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118343D          

 26 25  0  0  0  0            999 V2000
   -2.2434   -0.8089    0.7273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3366    0.6414    0.3806 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6290    1.1843    1.0503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2120    1.4404    1.0147 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0901    1.0515    0.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5414    0.1208   -0.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8443   -0.1450   -0.4880 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0668   -0.3944   -0.7123 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1214   -1.0433   -1.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0956   -2.0920   -2.2261 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3383   -0.6793   -0.8904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3846   -1.5113   -0.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0698   -1.0372    1.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2683   -0.9831    1.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4321    0.8406   -0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9069    0.4467    1.8363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4206    1.3483    0.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3320    2.0929    1.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4429    1.7661    2.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3824    2.4840    0.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9897    1.5187    1.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3249   -0.3251   -0.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5612   -1.2346   -1.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5044    0.6315   -0.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3622   -2.0979   -2.9356 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8700   -2.8084   -2.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  1 12  1  0  0  0  0
  1 13  1  0  0  0  0
  1 14  1  0  0  0  0
  2 15  1  0  0  0  0
  3 16  1  0  0  0  0
  3 17  1  0  0  0  0
  3 18  1  0  0  0  0
  4 19  1  0  0  0  0
  4 20  1  0  0  0  0
  5 21  1  0  0  0  0
  6 22  1  0  0  0  0
  7 23  1  0  0  0  0
  8 24  1  0  0  0  0
 10 25  1  0  0  0  0
 10 26  1  0  0  0  0
M  END


  Mrv1652306242118343D          

 26 25  0  0  0  0            999 V2000
   -2.2434   -0.8089    0.7273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3366    0.6414    0.3806 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6290    1.1843    1.0503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2120    1.4404    1.0147 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0901    1.0515    0.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5414    0.1208   -0.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8443   -0.1450   -0.4880 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0668   -0.3944   -0.7123 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1214   -1.0433   -1.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0956   -2.0920   -2.2261 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3383   -0.6793   -0.8904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3846   -1.5113   -0.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0698   -1.0372    1.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2683   -0.9831    1.2470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4321    0.8406   -0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9069    0.4467    1.8363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4206    1.3483    0.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3320    2.0929    1.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4429    1.7661    2.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3824    2.4840    0.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9897    1.5187    1.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3249   -0.3251   -0.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5612   -1.2346   -1.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5044    0.6315   -0.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3622   -2.0979   -2.9356 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8700   -2.8084   -2.1529 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  1 12  1  0  0  0  0
  1 13  1  0  0  0  0
  1 14  1  0  0  0  0
  2 15  1  0  0  0  0
  3 16  1  0  0  0  0
  3 17  1  0  0  0  0
  3 18  1  0  0  0  0
  4 19  1  0  0  0  0
  4 20  1  0  0  0  0
  5 21  1  0  0  0  0
  6 22  1  0  0  0  0
  7 23  1  0  0  0  0
  8 24  1  0  0  0  0
 10 25  1  0  0  0  0
 10 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0006707

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N([H])C(=O)C([H])=C([H])C(\[H])=C(/[H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C9H15NO/c1-8(2)6-4-3-5-7-9(10)11/h3-5,7-8H,6H2,1-2H3,(H2,10,11)/b4-3+,7-5+

> <INCHI_KEY>
CMXDNZFOOPLNCF-BDWKERMESA-N

> <FORMULA>
C9H15NO

> <MOLECULAR_WEIGHT>
153.225

> <EXACT_MASS>
153.115364107

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
18.78253513718686

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4E)-7-methylocta-2,4-dienamide

> <ALOGPS_LOGP>
1.95

> <JCHEM_LOGP>
1.8160117733333336

> <ALOGPS_LOGS>
-2.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.02418532524104

> <JCHEM_PKA_STRONGEST_BASIC>
-0.07394612181361382

> <JCHEM_POLAR_SURFACE_AREA>
43.09

> <JCHEM_REFRACTIVITY>
48.85630000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.92e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4E)-7-methylocta-2,4-dienamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.243  -0.809   0.727  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.337   0.641   0.381  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.629   1.184   1.050  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.212   1.440   1.015  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.090   1.052   0.633  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.541   0.121  -0.249  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.844  -0.145  -0.488  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.067  -0.394  -0.712  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.121  -1.043  -1.266  0.00  0.00           C+0
HETATM   10  N   UNK     0       4.096  -2.092  -2.226  0.00  0.00           N+0
HETATM   11  O   UNK     0       5.338  -0.679  -0.890  0.00  0.00           O+0
HETATM   12  H   UNK     0      -2.385  -1.511  -0.095  0.00  0.00           H+0
HETATM   13  H   UNK     0      -3.070  -1.037   1.464  0.00  0.00           H+0
HETATM   14  H   UNK     0      -1.268  -0.983   1.247  0.00  0.00           H+0
HETATM   15  H   UNK     0      -2.432   0.841  -0.676  0.00  0.00           H+0
HETATM   16  H   UNK     0      -3.907   0.447   1.836  0.00  0.00           H+0
HETATM   17  H   UNK     0      -4.421   1.348   0.309  0.00  0.00           H+0
HETATM   18  H   UNK     0      -3.332   2.093   1.595  0.00  0.00           H+0
HETATM   19  H   UNK     0      -1.443   1.766   2.026  0.00  0.00           H+0
HETATM   20  H   UNK     0      -1.382   2.484   0.449  0.00  0.00           H+0
HETATM   21  H   UNK     0       0.990   1.519   1.140  0.00  0.00           H+0
HETATM   22  H   UNK     0      -0.325  -0.325  -0.777  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.561  -1.235  -1.321  0.00  0.00           H+0
HETATM   24  H   UNK     0       3.504   0.632  -0.084  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.362  -2.098  -2.936  0.00  0.00           H+0
HETATM   26  H   UNK     0       4.870  -2.808  -2.153  0.00  0.00           H+0
CONECT    1    2   12   13   14                                             
CONECT    2    1    3    4   15                                             
CONECT    3    2   16   17   18                                             
CONECT    4    2    5   19   20                                             
CONECT    5    4    6   21                                                  
CONECT    6    5    7   22                                                  
CONECT    7    6    8   23                                                  
CONECT    8    7    9   24                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9   25   26                                                  
CONECT   11    9                                                            
CONECT   12    1                                                            
CONECT   13    1                                                            
CONECT   14    1                                                            
CONECT   15    2                                                            
CONECT   16    3                                                            
CONECT   17    3                                                            
CONECT   18    3                                                            
CONECT   19    4                                                            
CONECT   20    4                                                            
CONECT   21    5                                                            
CONECT   22    6                                                            
CONECT   23    7                                                            
CONECT   24    8                                                            
CONECT   25   10                                                            
CONECT   26   10                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   50    0
END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(2E,4E)-7-Methylocta-2,4-dienoate amide	Generator
(2E,4E)-7-Methylocta-2,4-dienimidate	Generator

Chemical Formula

C₉H₁₅NO

Average Mass

153.2250 Da

Monoisotopic Mass

153.11536 Da

IUPAC Name

(4E)-7-methylocta-2,4-dienamide

Traditional Name

(4E)-7-methylocta-2,4-dienamide

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C9H15NO/c1-8(2)6-4-3-5-7-9(10)11/h3-5,7-8H,6H2,1-2H3,(H2,10,11)/b4-3+,7-5+

InChI Key

CMXDNZFOOPLNCF-BDWKERMESA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces	NPAtlas	17190455

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as primary carboxylic acid amides. Primary carboxylic acid amides are compounds comprising primary carboxylic acid amide functional group, with the general structure RC(=O)NH2.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Primary carboxylic acid amides

Alternative Parents

Substituents

Primary carboxylic acid amide
Organic nitrogen compound
Organic oxygen 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	1.95	ALOGPS
logP	1.82	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	17.02	ChemAxon
pKa (Strongest Basic)	-0.074	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	43.09 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	48.86 m³·mol⁻¹	ChemAxon
Polarizability	18.78 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

NPAtlas ID

NPA005030

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

17214327

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16099485

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Asolkar RN, Jensen PR, Kauffman CA, Fenical W: Daryamides A-C, weakly cytotoxic polyketides from a marine-derived actinomycete of the genus Streptomyces strain CNQ-085. J Nat Prod. 2006 Dec;69(12):1756-9. doi: 10.1021/np0603828. [PubMed:17190455 ]

Showing NP-Card for (2E,4E)-7-methylocta-2,4-dienoic acid amide (NP0006707)

MOL for NP0006707 ((2E,4E)-7-methylocta-2,4-dienoic acid amide)

3D MOL for NP0006707 ((2E,4E)-7-methylocta-2,4-dienoic acid amide)

3D SDF for NP0006707 ((2E,4E)-7-methylocta-2,4-dienoic acid amide)

3D-SDF for NP0006707 ((2E,4E)-7-methylocta-2,4-dienoic acid amide)

PDB for NP0006707 ((2E,4E)-7-methylocta-2,4-dienoic acid amide)

3D PDB for NP0006707 ((2E,4E)-7-methylocta-2,4-dienoic acid amide)

SMILES for NP0006707 ((2E,4E)-7-methylocta-2,4-dienoic acid amide)

INCHI for NP0006707 ((2E,4E)-7-methylocta-2,4-dienoic acid amide)

Structure for NP0006707 ((2E,4E)-7-methylocta-2,4-dienoic acid amide)

3D Structure for NP0006707 ((2E,4E)-7-methylocta-2,4-dienoic acid amide)