NP-MRD: Showing NP-Card for (2e)-n-[(2s)-2-methylbutyl]dodec-2-en-8,10-diynimidic acid (NP0157097)

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Record Information

Version

2.0

Created at

2022-09-02 14:24:49 UTC

Updated at

2022-09-02 14:24:49 UTC

NP-MRD ID

NP0157097

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e)-n-[(2s)-2-methylbutyl]dodec-2-en-8,10-diynimidic acid

Description

(2E)-N-[(2S)-2-methylbutyl]dodec-2-en-8,10-diynimidic acid belongs to the class of organic compounds known as carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group). (2e)-n-[(2s)-2-methylbutyl]dodec-2-en-8,10-diynimidic acid is found in Echinacea angustifolia. Based on a literature review very few articles have been published on (2E)-N-[(2S)-2-methylbutyl]dodec-2-en-8,10-diynimidic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 44 43  0  0  0  0  0  0  0  0999 V2000
    9.0772    0.1573   -1.5078 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6221    0.1716   -1.4205 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4030    0.1676   -1.3509 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9889    0.1458   -1.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7764    0.1082   -1.2349 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3122    0.0405   -1.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9591   -1.3277   -0.6388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5408   -1.5260    0.7446 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0073   -0.4847    1.7155 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5322   -0.6518    1.7536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3185    0.3031    1.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7533    0.0712    1.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1936   -1.1739    1.8969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6266    0.9499    1.1686 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0362    0.7844    1.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5503   -0.2649    0.2484 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0224   -0.4878    0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1520    0.1707   -1.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8032    1.4420   -1.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3670   -0.3163   -2.4671 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4752    1.1840   -1.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5434   -0.4467   -0.7007 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9328    0.1014   -2.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8840    0.8454   -0.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8554   -1.4094   -0.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3782   -2.1043   -1.2905 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6288   -1.4751    0.6655 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2099   -2.5230    1.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3211    0.5272    1.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3823   -0.7891    2.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1562   -1.6142    2.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1098    1.2480    1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4465   -1.2649    2.8701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5305    1.7499    1.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3468    0.4574    2.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0460   -1.2382    0.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5936   -0.1568   -0.5220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3940    0.0920    1.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2909   -1.5596    0.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0474    0.3211   -1.1481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3610   -0.6795   -1.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4153    1.9300   -0.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0696    2.1876   -1.9696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4656    1.2136   -2.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
 18 16  1  0
 16 17  1  0
 16 15  1  0
 15 14  1  0
 14 12  2  0
 12 13  1  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  3  0
  4  3  1  0
  3  2  3  0
  2  1  1  0
 19 42  1  0
 19 43  1  0
 19 44  1  0
 18 40  1  0
 18 41  1  0
 16 36  1  1
 17 37  1  0
 17 38  1  0
 17 39  1  0
 15 34  1  0
 15 35  1  0
 13 33  1  0
 11 32  1  0
 10 31  1  0
  9 29  1  0
  9 30  1  0
  8 27  1  0
  8 28  1  0
  7 25  1  0
  7 26  1  0
  6 23  1  0
  6 24  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
M  END


  Mrv1652309022216242D          

 19 18  0  0  1  0            999 V2000
   -3.0493   -0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349   -0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    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
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2388    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2388    1.9520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5243    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9533    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9533    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  3  0  0  0  0
  3  4  1  0  0  0  0
  4  5  3  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  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
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  4  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0157097

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](C)CN=C(O)\C=C\CCCCC#CC#CC

> <INCHI_IDENTIFIER>
InChI=1S/C17H25NO/c1-4-6-7-8-9-10-11-12-13-14-17(19)18-15-16(3)5-2/h13-14,16H,5,9-12,15H2,1-3H3,(H,18,19)/b14-13+/t16-/m0/s1

> <INCHI_KEY>
HTEAEKZTQDWCBO-VUSFMPOISA-N

> <FORMULA>
C17H25NO

> <MOLECULAR_WEIGHT>
259.393

> <EXACT_MASS>
259.193614429

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
33.34230193476698

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-N-[(2S)-2-methylbutyl]dodec-2-en-8,10-diynimidic acid

> <ALOGPS_LOGP>
5.52

> <JCHEM_LOGP>
5.043753520668451

> <ALOGPS_LOGS>
-4.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.166178661322755

> <JCHEM_PKA_STRONGEST_BASIC>
7.094163517267145

> <JCHEM_POLAR_SURFACE_AREA>
32.59

> <JCHEM_REFRACTIVITY>
84.0815

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.28e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-N-[(2S)-2-methylbutyl]dodec-2-en-8,10-diynimidic acid

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      -5.692  -1.746   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.358  -0.976   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.025  -0.206   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.691   0.564   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.357   1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.311   2.104   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.645   1.334   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.978   2.104   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.978   3.644   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0      10.312   1.334   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      11.646   2.104   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.646   3.644   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.312   4.414   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.979   4.414   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.979   5.954   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    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   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

View in JSmol

Synonyms

Value	Source
(2E)-N-[(2S)-2-Methylbutyl]dodec-2-en-8,10-diynimidate	Generator

Chemical Formula

C₁₇H₂₅NO

Average Mass

259.3930 Da

Monoisotopic Mass

259.19361 Da

IUPAC Name

(2E)-N-[(2S)-2-methylbutyl]dodec-2-en-8,10-diynimidic acid

Traditional Name

(2E)-N-[(2S)-2-methylbutyl]dodec-2-en-8,10-diynimidic acid

CAS Registry Number

Not Available

SMILES

CC[C@H](C)CN=C(O)\C=C\CCCCC#CC#CC

InChI Identifier

InChI=1S/C17H25NO/c1-4-6-7-8-9-10-11-12-13-14-17(19)18-15-16(3)5-2/h13-14,16H,5,9-12,15H2,1-3H3,(H,18,19)/b14-13+/t16-/m0/s1

InChI Key

HTEAEKZTQDWCBO-VUSFMPOISA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Echinacea angustifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboximidic acids and derivatives

Sub Class

Carboximidic acids

Direct Parent

Carboximidic acids

Alternative Parents

Substituents

Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
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	5.52	ALOGPS
logP	5.04	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	5.17	ChemAxon
pKa (Strongest Basic)	7.09	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	10	ChemAxon
Refractivity	84.08 m³·mol⁻¹	ChemAxon
Polarizability	33.34 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

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

162882058

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2e)-n-[(2s)-2-methylbutyl]dodec-2-en-8,10-diynimidic acid (NP0157097)

MOL for NP0157097 ((2e)-n-[(2s)-2-methylbutyl]dodec-2-en-8,10-diynimidic acid)

3D MOL for NP0157097 ((2e)-n-[(2s)-2-methylbutyl]dodec-2-en-8,10-diynimidic acid)

3D SDF for NP0157097 ((2e)-n-[(2s)-2-methylbutyl]dodec-2-en-8,10-diynimidic acid)

3D-SDF for NP0157097 ((2e)-n-[(2s)-2-methylbutyl]dodec-2-en-8,10-diynimidic acid)

PDB for NP0157097 ((2e)-n-[(2s)-2-methylbutyl]dodec-2-en-8,10-diynimidic acid)

3D PDB for NP0157097 ((2e)-n-[(2s)-2-methylbutyl]dodec-2-en-8,10-diynimidic acid)

SMILES for NP0157097 ((2e)-n-[(2s)-2-methylbutyl]dodec-2-en-8,10-diynimidic acid)

INCHI for NP0157097 ((2e)-n-[(2s)-2-methylbutyl]dodec-2-en-8,10-diynimidic acid)

Structure for NP0157097 ((2e)-n-[(2s)-2-methylbutyl]dodec-2-en-8,10-diynimidic acid)

3D Structure for NP0157097 ((2e)-n-[(2s)-2-methylbutyl]dodec-2-en-8,10-diynimidic acid)