NP-MRD: Showing NP-Card for n-[(2z)-2-[(2e,4e)-undeca-2,4-dien-1-ylidene]hydrazin-1-ylidene]hydroxylamine (NP0268654)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 13:50:56 UTC

Updated at

2022-09-08 13:50:57 UTC

NP-MRD ID

NP0268654

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[(2z)-2-[(2e,4e)-undeca-2,4-dien-1-ylidene]hydrazin-1-ylidene]hydroxylamine

Description

Triacsin A belongs to the class of organic compounds known as organic n-nitroso compounds. These are organic compounds containing a n-nitroso group -NN=O. n-[(2z)-2-[(2e,4e)-undeca-2,4-dien-1-ylidene]hydrazin-1-ylidene]hydroxylamine was first documented in 1986 (PMID: 3781919). Based on a literature review a small amount of articles have been published on Triacsin A (PMID: 1999415) (PMID: 3117118).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 34 33  0  0  0  0  0  0  0  0999 V2000
   -4.3542   -2.0276    0.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5490   -0.7418    0.7133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7382   -0.0780   -0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9614    1.2024   -0.6731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4766    1.0018   -0.4868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8331    2.3707   -0.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6342    2.3046   -0.4119 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3050    1.1914   -0.2053 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7604    1.1667   -0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4215    0.0400    0.1640 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8784    0.0046    0.3275 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4586   -1.1070    0.5241 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7755   -2.3269    0.5954 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5028   -3.3644    0.7646 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8532   -3.3404    0.8740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4266   -1.7209    0.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2432   -2.5522   -0.2278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0430   -2.6190    1.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4811   -1.0076    0.8546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9226   -0.0944    1.5126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4122   -0.7550   -1.4503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8096    0.1336   -0.8208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3833    1.8866    0.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1866    1.6782   -1.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3275    0.6151    0.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1073    0.3094   -1.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0407    2.7642   -1.5960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2703    3.0443    0.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1870    3.2312   -0.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7543    0.2723   -0.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3438    2.0769   -0.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8378   -0.8736    0.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4026    0.9641    0.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4511   -3.6491    0.1316 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 15 34  1  0
M  END


  Mrv1652309082215502D          

 15 14  0  0  0  0            999 V2000
    1.7605   -1.8414    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
    3.1895   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6197   -1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6197   -0.6039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3342   -0.1914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3342    0.6336    0.0000 O   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  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  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  4  0  0  0
M  END
> <DATABASE_ID>
NP0268654

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC\C=C\C=C\C=N/N=NO

> <INCHI_IDENTIFIER>
InChI=1S/C11H19N3O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h7-11H,2-6H2,1H3,(H,13,15)/b8-7+,10-9+,12-11-

> <INCHI_KEY>
ZEPDNBQRELJMRH-CPIUXLSQSA-N

> <FORMULA>
C11H19N3O

> <MOLECULAR_WEIGHT>
209.293

> <EXACT_MASS>
209.152812244

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
25.497951902809987

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[(Z)-2-[(2E,4E)-undeca-2,4-dien-1-ylidene]hydrazin-1-ylidene]hydroxylamine

> <JCHEM_LOGP>
3.9927109166666668

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.47086205299956

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3385209444915156

> <JCHEM_POLAR_SURFACE_AREA>
57.31

> <JCHEM_REFRACTIVITY>
68.61319999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
N-[(Z)-2-[(2E,4E)-undeca-2,4-dien-1-ylidene]hydrazin-1-ylidene]hydroxylamine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       3.286  -3.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.620  -2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.954  -3.437   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.287  -2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.621  -3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.955  -2.667   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.288  -3.437   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.622  -2.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.956  -3.437   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.289  -2.667   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.623  -3.437   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      17.957  -2.667   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0      17.957  -1.127   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0      19.290  -0.357   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0      19.290   1.183   0.000  0.00  0.00           O+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                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₁H₁₉N₃O

Average Mass

209.2930 Da

Monoisotopic Mass

209.15281 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CCCCCC\C=C\C=C\C=N/N=NO

InChI Identifier

InChI=1S/C11H19N3O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h7-11H,2-6H2,1H3,(H,13,15)/b8-7+,10-9+,12-11-

InChI Key

ZEPDNBQRELJMRH-CPIUXLSQSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as organic n-nitroso compounds. These are organic compounds containing a n-nitroso group -NN=O.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Organic nitroso compounds

Direct Parent

Organic N-nitroso compounds

Alternative Parents

Substituents

Organic n-nitroso compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00017800

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

6442098

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Omura S, Tomoda H, Xu QM, Takahashi Y, Iwai Y: Triacsins, new inhibitors of acyl-CoA synthetase produced by Streptomyces sp. J Antibiot (Tokyo). 1986 Sep;39(9):1211-8. doi: 10.7164/antibiotics.39.1211. [PubMed:3781919 ]
Tomoda H, Igarashi K, Cyong JC, Omura S: Evidence for an essential role of long chain acyl-CoA synthetase in animal cell proliferation. Inhibition of long chain acyl-CoA synthetase by triacsins caused inhibition of Raji cell proliferation. J Biol Chem. 1991 Mar 5;266(7):4214-9. [PubMed:1999415 ]
Tomoda H, Igarashi K, Omura S: Inhibition of acyl-CoA synthetase by triacsins. Biochim Biophys Acta. 1987 Oct 17;921(3):595-8. [PubMed:3117118 ]
LOTUS database [Link]

Showing NP-Card for n-[(2z)-2-[(2e,4e)-undeca-2,4-dien-1-ylidene]hydrazin-1-ylidene]hydroxylamine (NP0268654)

MOL for NP0268654 (n-[(2z)-2-[(2e,4e)-undeca-2,4-dien-1-ylidene]hydrazin-1-ylidene]hydroxylamine)

3D MOL for NP0268654 (n-[(2z)-2-[(2e,4e)-undeca-2,4-dien-1-ylidene]hydrazin-1-ylidene]hydroxylamine)

3D SDF for NP0268654 (n-[(2z)-2-[(2e,4e)-undeca-2,4-dien-1-ylidene]hydrazin-1-ylidene]hydroxylamine)

3D-SDF for NP0268654 (n-[(2z)-2-[(2e,4e)-undeca-2,4-dien-1-ylidene]hydrazin-1-ylidene]hydroxylamine)

PDB for NP0268654 (n-[(2z)-2-[(2e,4e)-undeca-2,4-dien-1-ylidene]hydrazin-1-ylidene]hydroxylamine)

3D PDB for NP0268654 (n-[(2z)-2-[(2e,4e)-undeca-2,4-dien-1-ylidene]hydrazin-1-ylidene]hydroxylamine)

SMILES for NP0268654 (n-[(2z)-2-[(2e,4e)-undeca-2,4-dien-1-ylidene]hydrazin-1-ylidene]hydroxylamine)

INCHI for NP0268654 (n-[(2z)-2-[(2e,4e)-undeca-2,4-dien-1-ylidene]hydrazin-1-ylidene]hydroxylamine)

Structure for NP0268654 (n-[(2z)-2-[(2e,4e)-undeca-2,4-dien-1-ylidene]hydrazin-1-ylidene]hydroxylamine)

3D Structure for NP0268654 (n-[(2z)-2-[(2e,4e)-undeca-2,4-dien-1-ylidene]hydrazin-1-ylidene]hydroxylamine)