NP-MRD: Showing NP-Card for (2r,3s,4s,7r)-4,6-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate (NP0204589)

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Record Information

Version

2.0

Created at

2022-09-05 00:17:30 UTC

Updated at

2022-09-05 00:17:30 UTC

NP-MRD ID

NP0204589

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r,3s,4s,7r)-4,6-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate

Description

Fumigaclavine A belongs to the class of organic compounds known as clavines and derivatives. These are hydroxy and dehydro derivatives of 6,8-dimethylergolenes and the corresponding ergolines. Fumigaclavine A is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. (2r,3s,4s,7r)-4,6-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate is found in Aspergillus tamarii. (2r,3s,4s,7r)-4,6-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate was first documented in 2014 (PMID: 25127024). Based on a literature review a small amount of articles have been published on fumigaclavine A (PMID: 31026268) (PMID: 34865573) (PMID: 26388046) (PMID: 25619004).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 44 47  0  0  0  0  0  0  0  0999 V2000
   -2.3123    3.3082   -0.6580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7065    2.4184    0.3698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3624    2.9046    1.4584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5068    1.0625    0.1674 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9261    0.2355    1.1657 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9149   -0.8919    1.4671 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2117   -0.3270    2.0096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1125   -1.7480    0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3516   -1.5145   -0.8558 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5529   -2.4947   -1.8629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1188   -0.8711   -0.8019 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0073   -1.6055   -1.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2797   -0.8127   -1.3760 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4397   -0.7043   -2.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2791    0.1951   -1.4998 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6788    0.6606   -0.3898 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9857    1.5586    0.6352 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0680    1.7788    1.6508 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8245    1.1196    1.6814 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5336    0.2424    0.6725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4620    0.0455   -0.3176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2810   -0.4819    0.6063 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0547    3.9705   -0.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8018    2.6622   -1.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5380    3.9045   -1.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6870    0.8170    2.0463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4527   -1.4611    2.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7926   -1.1621    2.4378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7990    0.1243    1.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9859    0.3886    2.8163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2067   -1.6952    0.0014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9831   -2.8262    0.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9665   -1.9684   -2.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3483   -3.1976   -1.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6619   -3.0917   -2.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2057    0.1127   -1.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8345   -1.7406   -2.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2123   -2.5691   -0.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6593   -1.2303   -3.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2179    0.4881   -1.8096 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9386    2.0571    0.6021 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2842    2.4665    2.4507 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1643    1.3349    2.4993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4103   -1.4623    1.1533 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 22  1  0
 22  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
 20 21  2  0
  5  6  1  0
 22 11  1  0
 21 13  1  0
 21 16  1  0
  7 28  1  0
  7 29  1  0
  7 30  1  0
  6 27  1  1
  8 31  1  0
  8 32  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  6
 12 37  1  0
 12 38  1  0
 14 39  1  0
 15 40  1  0
 17 41  1  0
 18 42  1  0
 19 43  1  0
 22 44  1  1
  5 26  1  1
  1 23  1  0
  1 24  1  0
  1 25  1  0
M  END


  Mrv1652309052202172D          

 22 25  0  0  1  0            999 V2000
    3.9934    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1794    1.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925    2.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5771    2.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11  9  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 13 21  1  0  0  0  0
 16 21  1  0  0  0  0
 22 20  1  1  0  0  0
  5 22  1  0  0  0  0
 11 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0204589

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1CN(C)[C@@H]2CC3=CNC4=CC=CC([C@H]2[C@H]1OC(C)=O)=C34

> <INCHI_IDENTIFIER>
InChI=1S/C18H22N2O2/c1-10-9-20(3)15-7-12-8-19-14-6-4-5-13(16(12)14)17(15)18(10)22-11(2)21/h4-6,8,10,15,17-19H,7,9H2,1-3H3/t10-,15+,17+,18-/m0/s1

> <INCHI_KEY>
GJSSYQDXZLZOLR-IMKJFWDFSA-N

> <FORMULA>
C18H22N2O2

> <MOLECULAR_WEIGHT>
298.386

> <EXACT_MASS>
298.168127956

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
33.09955009148683

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3S,4S,7R)-4,6-dimethyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraen-3-yl acetate

> <JCHEM_LOGP>
2.2402231293333337

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.053048852645148

> <JCHEM_PKA_STRONGEST_BASIC>
8.495710975765837

> <JCHEM_POLAR_SURFACE_AREA>
45.33

> <JCHEM_REFRACTIVITY>
85.858

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4S,7R)-4,6-dimethyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraen-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       7.454   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.454   4.620   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       8.788   3.850   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       6.121   3.850   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.788   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       6.121  -0.770   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       6.121  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.453  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.120  -0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.655  -0.476   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -0.250   0.770   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       0.655   2.016   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.335   3.522   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.479   4.553   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.944   4.077   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.453   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.120   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   22                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   22                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   21                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20   13   16                                                  
CONECT   22   20    5   11                                                  
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₂N₂O₂

Average Mass

298.3860 Da

Monoisotopic Mass

298.16813 Da

IUPAC Name

(2R,3S,4S,7R)-4,6-dimethyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraen-3-yl acetate

Traditional Name

(2R,3S,4S,7R)-4,6-dimethyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraen-3-yl acetate

CAS Registry Number

Not Available

SMILES

C[C@H]1CN(C)[C@@H]2CC3=CNC4=CC=CC([C@H]2[C@H]1OC(C)=O)=C34

InChI Identifier

InChI=1S/C18H22N2O2/c1-10-9-20(3)15-7-12-8-19-14-6-4-5-13(16(12)14)17(15)18(10)22-11(2)21/h4-6,8,10,15,17-19H,7,9H2,1-3H3/t10-,15+,17+,18-/m0/s1

InChI Key

GJSSYQDXZLZOLR-IMKJFWDFSA-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 tamarii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as clavines and derivatives. These are hydroxy and dehydro derivatives of 6,8-dimethylergolenes and the corresponding ergolines.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Ergoline and derivatives

Sub Class

Clavines and derivatives

Direct Parent

Clavines and derivatives

Alternative Parents

Substituents

Clavine skeleton
Indoloquinoline
Benzoquinoline
Pyrroloquinoline
Quinoline
3-alkylindole
Indole
Indole or derivatives
Isoindole or derivatives
Aralkylamine
Benzenoid
Piperidine
Heteroaromatic compound
Pyrrole
Amino acid or derivatives
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid ester
Azacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Organooxygen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Organonitrogen compound
Carbonyl group
Organic nitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

acetate ester (CHEBI:67159 )
ergot alkaloid (CHEBI:67159 )

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	2.24	ChemAxon
pKa (Strongest Acidic)	17.05	ChemAxon
pKa (Strongest Basic)	8.5	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	45.33 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	85.86 m³·mol⁻¹	ChemAxon
Polarizability	33.1 Å³	ChemAxon
Number of Rings	4	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

C00011246

Chemspider ID

28533141

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fumigaclavine A

METLIN ID

Not Available

PubChem Compound

70678802

PDB ID

Not Available

ChEBI ID

67159

Good Scents ID

Not Available

References

General References

Xu J, Song YC, Guo Y, Mei YN, Tan RX: Fumigaclavines D-H, new ergot alkaloids from endophytic Aspergillus fumigatus. Planta Med. 2014 Aug;80(13):1131-7. doi: 10.1055/s-0034-1382958. Epub 2014 Aug 15. [PubMed:25127024 ]
Nepal B, Myers R, Lohmar JM, Puel O, Thompson B, Van Cura M, Calvo AM: Characterization of the putative polysaccharide synthase CpsA and its effects on the virulence of the human pathogen Aspergillus fumigatus. PLoS One. 2019 Apr 26;14(4):e0216092. doi: 10.1371/journal.pone.0216092. eCollection 2019. [PubMed:31026268 ]
Shaaban M, Abdel-Razek AS, Previtali V, Clausen MH, Gotfredsen CH, Laatsch H, Ding L: Sulochrins and alkaloids from a fennel endophyte Aspergillus sp. FVL2. Nat Prod Res. 2023 Apr;37(8):1310-1320. doi: 10.1080/14786419.2021.2005054. Epub 2021 Dec 6. [PubMed:34865573 ]
Latif H, Gross M, Fischer D, Lierz M, Usleber E: Immunochemical analysis of fumigaclavine mycotoxins in respiratory tissues and in blood serum of birds with confirmed aspergillosis. Mycotoxin Res. 2015 Nov;31(4):177-83. doi: 10.1007/s12550-015-0228-4. Epub 2015 Sep 21. [PubMed:26388046 ]
Fischer D, Van Waeyenberghe L, Cray C, Gross M, Usleber E, Pasmans F, Martel A, Lierz M: Comparison of diagnostic tools for the detection of aspergillosis in blood samples of experimentally infected falcons. Avian Dis. 2014 Dec;58(4):587-98. doi: 10.1637/10831-032714-Reg. [PubMed:25619004 ]
LOTUS database [Link]

Showing NP-Card for (2r,3s,4s,7r)-4,6-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate (NP0204589)

MOL for NP0204589 ((2r,3s,4s,7r)-4,6-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate)

3D MOL for NP0204589 ((2r,3s,4s,7r)-4,6-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate)

3D SDF for NP0204589 ((2r,3s,4s,7r)-4,6-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate)

3D-SDF for NP0204589 ((2r,3s,4s,7r)-4,6-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate)

PDB for NP0204589 ((2r,3s,4s,7r)-4,6-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate)

3D PDB for NP0204589 ((2r,3s,4s,7r)-4,6-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate)

SMILES for NP0204589 ((2r,3s,4s,7r)-4,6-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate)

INCHI for NP0204589 ((2r,3s,4s,7r)-4,6-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate)

Structure for NP0204589 ((2r,3s,4s,7r)-4,6-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate)

3D Structure for NP0204589 ((2r,3s,4s,7r)-4,6-dimethyl-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate)