NP-MRD: Showing NP-Card for (3s,6z)-3-methyl-6-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-3h-pyrazine-2,5-diol (NP0303207)

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Record Information

Version

2.0

Created at

2022-09-10 17:22:38 UTC

Updated at

2022-09-10 17:22:38 UTC

NP-MRD ID

NP0303207

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s,6z)-3-methyl-6-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-3h-pyrazine-2,5-diol

Description

Neoechinulin A belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. (3s,6z)-3-methyl-6-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-3h-pyrazine-2,5-diol is found in Aspergillus stellatus, Penicillium griseofulvum and Polysiphonia stricta. (3s,6z)-3-methyl-6-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-3h-pyrazine-2,5-diol was first documented in 2019 (PMID: 31494811). Based on a literature review a significant number of articles have been published on neoechinulin A (PMID: 32212241) (PMID: 34180325) (PMID: 35323462) (PMID: 33983974) (PMID: 33381959) (PMID: 34741824).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 45 47  0  0  0  0  0  0  0  0999 V2000
   -2.3953   -2.7259    2.6535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9690   -1.6111    3.2089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8440   -0.8442    2.5939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4708    0.2294    3.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2733   -1.7947    2.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3890   -0.2375    1.3225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6359   -0.3534    0.8514 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7642    0.3336   -0.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8459    0.5179   -1.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7355    1.2749   -2.3039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5376    1.8686   -2.6198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4670    1.6798   -1.7690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5574    0.9169   -0.6158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7094    0.5516    0.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6839    0.9756    0.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5823    0.8086   -0.4538 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1898    0.1384   -1.6526 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0643   -0.0510   -2.5752 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6497   -0.7055   -3.7249 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4589    0.3819   -2.4788 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4247   -0.8066   -2.6068 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8205    1.0501   -1.2623 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9650    1.2455   -0.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3925    1.9001    0.8089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9304   -3.0805    1.7561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2053   -3.2688    3.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4467   -1.2633    4.1129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7227   -0.0842    4.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0322    1.1608    3.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6051    0.4588    3.4821 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2111   -2.2147    1.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2265   -1.2005    2.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3670   -2.5884    3.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4136   -0.8884    1.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7743    0.0575   -0.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5795    1.4330   -2.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4537    2.4661   -3.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5424    2.1617   -2.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0479    1.4694    1.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1837   -0.1918   -4.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7406    1.0696   -3.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4397   -1.2250   -3.6116 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1500   -1.5220   -1.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4257   -0.4057   -2.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5197    2.9134    0.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 23 16  1  0
 16 15  2  0
 15 14  1  0
 14  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  6  3  1  0
  3  4  1  0
  3  5  1  0
  3  2  1  0
  2  1  2  3
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 13 14  1  0
 13  8  1  0
 21 42  1  0
 21 43  1  0
 21 44  1  0
 20 41  1  6
 24 45  1  0
 15 39  1  0
  7 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
  4 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  5 33  1  0
  2 27  1  0
  1 25  1  0
  1 26  1  0
 19 40  1  0
M  END


  Mrv1652309102219222D          

 24 26  0  0  1  0            999 V2000
   -1.4087    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9962   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2428   -2.5916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7948   -3.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6018   -3.0331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5399   -3.9893    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0919   -4.6024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -4.1608    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -3.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -3.7192    0.0000 O   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
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  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  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
  6 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0303207

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1N=C(O)\C(=C\C2=C(NC3=CC=CC=C23)C(C)(C)C=C)N=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H21N3O2/c1-5-19(3,4)16-13(12-8-6-7-9-14(12)21-16)10-15-18(24)20-11(2)17(23)22-15/h5-11,21H,1H2,2-4H3,(H,20,24)(H,22,23)/b15-10-/t11-/m0/s1

> <INCHI_KEY>
MYRPIYZIAHOECW-SAIXKJTDSA-N

> <FORMULA>
C19H21N3O2

> <MOLECULAR_WEIGHT>
323.396

> <EXACT_MASS>
323.163376928

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
35.56065943369512

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,6Z)-3-methyl-6-{[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methylidene}-3,6-dihydropyrazine-2,5-diol

> <JCHEM_LOGP>
3.15166888027657

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.9524235684516205

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.4644110913341954

> <JCHEM_PKA_STRONGEST_BASIC>
3.4908903038818804

> <JCHEM_POLAR_SURFACE_AREA>
80.97

> <JCHEM_REFRACTIVITY>
96.1007

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S,6Z)-3-methyl-6-{[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methylidene}-3H-pyrazine-2,5-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.630   0.031   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.860  -1.303   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.320  -1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.320  -2.843   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.320   0.237   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.680  -5.158   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       4.187  -4.838   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       5.217  -5.982   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.723  -5.662   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.741  -7.447   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.772  -8.591   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       3.235  -7.767   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       2.204  -6.622   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.698  -6.943   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13    6   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   23                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   16   24                                                  
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₁N₃O₂

Average Mass

323.3960 Da

Monoisotopic Mass

323.16338 Da

IUPAC Name

(3S,6Z)-3-methyl-6-{[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methylidene}-3,6-dihydropyrazine-2,5-diol

Traditional Name

(3S,6Z)-3-methyl-6-{[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methylidene}-3H-pyrazine-2,5-diol

CAS Registry Number

Not Available

SMILES

C[C@@H]1N=C(O)\C(=C\C2=C(NC3=CC=CC=C23)C(C)(C)C=C)N=C1O

InChI Identifier

InChI=1S/C19H21N3O2/c1-5-19(3,4)16-13(12-8-6-7-9-14(12)21-16)10-15-18(24)20-11(2)17(23)22-15/h5-11,21H,1H2,2-4H3,(H,20,24)(H,22,23)/b15-10-/t11-/m0/s1

InChI Key

MYRPIYZIAHOECW-SAIXKJTDSA-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
Aspergillus stellatus	LOTUS Database	35616633
Penicillium griseofulvum	LOTUS Database	35616633
Polysiphonia stricta	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Indole
Indole or derivatives
Dioxopiperazine
2,5-dioxopiperazine
1,4-diazinane
Piperazine
Substituted pyrrole
Benzenoid
Heteroaromatic compound
Pyrrole
Secondary carboxylic acid amide
Lactam
Carboxamide group
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	3.15	ChemAxon
pKa (Strongest Acidic)	4.46	ChemAxon
pKa (Strongest Basic)	3.49	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	80.97 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	96.1 m³·mol⁻¹	ChemAxon
Polarizability	35.56 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	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

C00011284

Chemspider ID

8171886

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9996305

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wei X, Feng C, Wang SY, Zhang DM, Li XH, Zhang CX: New Indole Diketopiperazine Alkaloids from Soft Coral-Associated Epiphytic Fungus Aspergillus sp. EGF 15-0-3. Chem Biodivers. 2020 May;17(5):e2000106. doi: 10.1002/cbdv.202000106. Epub 2020 May 5. [PubMed:32212241 ]
Sun JM, He JX, Huang M, Hu HX, Xu LT, Fang KL, Wang XN, Shen T: Two new physalins from Physalis alkekengi L. var. franchetii (Mast.) Makino. Nat Prod Res. 2021 Jun 28:1-7. doi: 10.1080/14786419.2021.1924713. [PubMed:34180325 ]
Alhadrami HA, Burgio G, Thissera B, Orfali R, Jiffri SE, Yaseen M, Sayed AM, Rateb ME: Neoechinulin A as a Promising SARS-CoV-2 M(pro) Inhibitor: In Vitro and In Silico Study Showing the Ability of Simulations in Discerning Active from Inactive Enzyme Inhibitors. Mar Drugs. 2022 Feb 24;20(3). pii: md20030163. doi: 10.3390/md20030163. [PubMed:35323462 ]
Calado MDL, Silva J, Alves C, Susano P, Santos D, Alves J, Martins A, Gaspar H, Pedrosa R, Campos MJ: Marine endophytic fungi associated with Halopteris scoparia (Linnaeus) Sauvageau as producers of bioactive secondary metabolites with potential dermocosmetic application. PLoS One. 2021 May 13;16(5):e0250954. doi: 10.1371/journal.pone.0250954. eCollection 2021. [PubMed:33983974 ]
Nies J, Li SM: Prenylation and Dehydrogenation of a C2-Reversely Prenylated Diketopiperazine as a Branching Point in the Biosynthesis of Echinulin Family Alkaloids in Aspergillus ruber. ACS Chem Biol. 2021 Jan 15;16(1):185-192. doi: 10.1021/acschembio.0c00874. Epub 2020 Dec 31. [PubMed:33381959 ]
Bovio E, Fauchon M, Toueix Y, Mehiri M, Varese GC, Hellio C: The Sponge-Associated Fungus Eurotium chevalieri MUT 2316 and its Bioactive Molecules: Potential Applications in the Field of Antifouling. Mar Biotechnol (NY). 2019 Dec;21(6):743-752. doi: 10.1007/s10126-019-09920-y. Epub 2019 Sep 7. [PubMed:31494811 ]
Mitra S, Anand U, Sanyal R, Jha NK, Behl T, Mundhra A, Ghosh A, Radha, Kumar M, Prockow J, Dey A: Neoechinulins: Molecular, cellular, and functional attributes as promising therapeutics against cancer and other human diseases. Biomed Pharmacother. 2022 Jan;145:112378. doi: 10.1016/j.biopha.2021.112378. Epub 2021 Nov 3. [PubMed:34741824 ]
Sharifi-Rad J, Bahukhandi A, Dhyani P, Sati P, Capanoglu E, Docea AO, Al-Harrasi A, Dey A, Calina D: Therapeutic Potential of Neoechinulins and Their Derivatives: An Overview of the Molecular Mechanisms Behind Pharmacological Activities. Front Nutr. 2021 Jul 16;8:664197. doi: 10.3389/fnut.2021.664197. eCollection 2021. [PubMed:34336908 ]
Mohammed A, Bekeko Z, Yusufe M, Sulyok M, Krska R: Fungal Species and Multi-Mycotoxin Associated with Post-Harvest Sorghum (Sorghum bicolor (L.) Moench) Grain in Eastern Ethiopia. Toxins (Basel). 2022 Jul 11;14(7):473. doi: 10.3390/toxins14070473. [PubMed:35878211 ]
Ma A, Jiang K, Chen B, Chen S, Qi X, Lu H, Liu J, Zhou X, Gao T, Li J, Zhao C: Evaluation of the anticarcinogenic potential of the endophyte, Streptomyces sp. LRE541 isolated from Lilium davidii var. unicolor (Hoog) Cotton. Microb Cell Fact. 2021 Dec 4;20(1):217. doi: 10.1186/s12934-021-01706-z. [PubMed:34863154 ]
LOTUS database [Link]

Showing NP-Card for (3s,6z)-3-methyl-6-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-3h-pyrazine-2,5-diol (NP0303207)

MOL for NP0303207 ((3s,6z)-3-methyl-6-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-3h-pyrazine-2,5-diol)

3D MOL for NP0303207 ((3s,6z)-3-methyl-6-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-3h-pyrazine-2,5-diol)

3D SDF for NP0303207 ((3s,6z)-3-methyl-6-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-3h-pyrazine-2,5-diol)

3D-SDF for NP0303207 ((3s,6z)-3-methyl-6-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-3h-pyrazine-2,5-diol)

PDB for NP0303207 ((3s,6z)-3-methyl-6-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-3h-pyrazine-2,5-diol)

3D PDB for NP0303207 ((3s,6z)-3-methyl-6-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-3h-pyrazine-2,5-diol)

SMILES for NP0303207 ((3s,6z)-3-methyl-6-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-3h-pyrazine-2,5-diol)

INCHI for NP0303207 ((3s,6z)-3-methyl-6-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-3h-pyrazine-2,5-diol)

Structure for NP0303207 ((3s,6z)-3-methyl-6-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-3h-pyrazine-2,5-diol)

3D Structure for NP0303207 ((3s,6z)-3-methyl-6-{[2-(2-methylbut-3-en-2-yl)-1h-indol-3-yl]methylidene}-3h-pyrazine-2,5-diol)