NP-MRD: Showing NP-Card for N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide (NP0338628)

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Record Information

Version

2.0

Created at

2024-09-11 16:29:53 UTC

Updated at

2024-09-11 16:29:54 UTC

NP-MRD ID

NP0338628

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide

Description

N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain. N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide is an extremely weak basic (essentially neutral) compound (based on its pKa). N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide is a meaty and roasted tasting compound. Outside of the human body,.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241221482D          

 16 16  0  0  0  0            999 V2000
    0.9526    2.1263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2382    1.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4763    2.1263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1908    1.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9053    2.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9053    2.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1908    3.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6197    3.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3342    2.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0487    3.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0487    4.1888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3342    4.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7631    4.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2382    0.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6507    0.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1743    0.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  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
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  2 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0338628

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC\C(C)=C\CNC(=O)C1CC1

> <INCHI_IDENTIFIER>
InChI=1S/C14H23NO/c1-11(2)5-4-6-12(3)9-10-15-14(16)13-7-8-13/h5,9,13H,4,6-8,10H2,1-3H3,(H,15,16)/b12-9+

> <INCHI_KEY>
UKNMSFRSBQONET-FMIVXFBMSA-N

> <FORMULA>
C14H23NO

> <MOLECULAR_WEIGHT>
221.3385

> <EXACT_MASS>
221.177964363

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
27.5465465011652

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]cyclopropanecarboxamide

> <ALOGPS_LOGP>
3.83

> <JCHEM_LOGP>
2.9941443250000006

> <ALOGPS_LOGS>
-3.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.223955968623677

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5922269458657429

> <JCHEM_POLAR_SURFACE_AREA>
29.1

> <JCHEM_REFRACTIVITY>
69.6826

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.61e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]cyclopropanecarboxamide

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       1.778   3.969   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.445   3.199   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -0.889   3.969   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -2.223   3.199   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.557   3.969   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.557   5.509   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.223   6.279   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.890   6.279   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.224   5.509   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.558   6.279   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.558   7.819   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.224   8.589   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -8.891   8.589   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.445   1.659   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.215   0.325   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.325   0.325   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    2   15   16                                                  
CONECT   15   14   16                                                       
CONECT   16   15   14                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

View in JSmol

Synonyms

Value	Source
N-[(2Z)-3,7-Dimethylocta-2,6-dienyl]cyclopropanecarboxamide	HMDB
N-[(2E)-3,7-Dimethylocta-2,6-dien-1-yl]cyclopropanecarboximidate	Generator

Chemical Formula

C₁₄H₂₃NO

Average Mass

221.3385 Da

Monoisotopic Mass

221.17796 Da

IUPAC Name

N-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]cyclopropanecarboxamide

Traditional Name

N-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]cyclopropanecarboxamide

CAS Registry Number

Not Available

SMILES

CC(C)=CCC\C(C)=C\CNC(=O)C1CC1

InChI Identifier

InChI=1S/C14H23NO/c1-11(2)5-4-6-12(3)9-10-15-14(16)13-7-8-13/h5,9,13H,4,6-8,10H2,1-3H3,(H,15,16)/b12-9+

InChI Key

UKNMSFRSBQONET-FMIVXFBMSA-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 monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Monocyclic monoterpenoids

Alternative Parents

Substituents

Monocyclic monoterpenoid
Cyclopropanecarboxylic acid or derivatives
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 homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic 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	3.83	ALOGPS
logP	2.99	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	16.22	ChemAxon
pKa (Strongest Basic)	-0.59	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.1 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	69.68 m³·mol⁻¹	ChemAxon
Polarizability	27.55 Å³	ChemAxon
Number of Rings	1	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

HMDB0032240

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB009327

KNApSAcK ID

Not Available

Chemspider ID

9833352

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11658617

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide (NP0338628)

MOL for NP0338628 (N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide)

3D MOL for NP0338628 (N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide)

3D SDF for NP0338628 (N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide)

3D-SDF for NP0338628 (N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide)

PDB for NP0338628 (N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide)

3D PDB for NP0338628 (N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide)

SMILES for NP0338628 (N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide)

INCHI for NP0338628 (N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide)

Structure for NP0338628 (N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide)

3D Structure for NP0338628 (N-3,7-Dimethyl-2,6-octadienylcyclopropylcarboxamide)