NP-MRD: Showing NP-Card for Evodiamine (NP0050869)

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Record Information

Version

2.0

Created at

2022-04-27 22:17:54 UTC

Updated at

2024-09-03 04:17:22 UTC

NP-MRD ID

NP0050869

Natural Product DOI

https://doi.org/10.57994/1011

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Evodiamine

Description

Evodiamine belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. Evodiamine is found in Araliopsis tabouensis, Corydalis yanhusuo , Tetradium ruticarpum, Evodia rutaecarpa , Fagara rhetza (Roxb.) DC , Phellodendron amurense and Phellodendron chinense. Evodiamine was first documented in 2022 (PMID: 35463684). Based on a literature review a small amount of articles have been published on Evodiamine (PMID: 35435667) (PMID: 35388733) (PMID: 35385268) (PMID: 35379148).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 40 44  0  0  0  0  0  0  0  0999 V2000
   -0.8067   -1.9423    0.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3304   -0.8151   -0.0189 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7228   -0.5444    0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6358   -1.5318    0.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9902   -1.2787    0.4007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4923   -0.0153    0.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5826    0.9777   -0.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2287    0.7350   -0.1955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2447    1.7720   -0.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6711    2.9297   -0.7270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8643    1.4491   -0.5578 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1164    2.4794   -0.3416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2059    1.9862    0.5656 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7493    0.7207   -0.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9303   -0.1710   -0.6971 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7298   -1.1639   -1.1094 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0075   -0.9461   -0.7556 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1893   -1.6734   -0.9496 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3831   -1.1886   -0.4612 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3680    0.0144    0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2484    0.7614    0.4275 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0481    0.2478   -0.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5121    0.0665   -0.8273 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1463   -2.8901    0.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2952   -1.8986    0.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2310   -1.9045    1.7416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2431   -2.5430    0.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6580   -2.0940    0.6382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5571    0.1991    0.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9560    1.9707   -0.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3483    3.3578    0.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5283    2.8668   -1.3106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7730    1.7395    1.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0185    2.7382    0.6046 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4556   -2.0393   -1.6503 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1450   -2.6103   -1.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3315   -1.7312   -0.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3235    0.3971    0.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2099    1.6913    0.9424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8352   -0.1188   -1.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2 23  1  0
 23 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 11  9  1  0
  9 10  2  0
  9  8  1  0
  8  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  3  2  1  0
 15 23  1  0
 22 17  1  0
  7  8  1  0
 22 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
 23 40  1  6
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 16 35  1  0
 18 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  7 30  1  0
M  END


  Mrv1652304282200172D          

 23 27  0  0  1  0            999 V2000
    2.4254   -1.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1533   -0.3765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6917    0.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5023    0.0949    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7744   -0.6840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2360   -1.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5850   -0.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8571   -1.6165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1234   -0.2126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8512    0.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0407    0.7200    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7685    1.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3896    1.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2002    1.0376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4723    0.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9339   -0.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2636    0.9538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4606    0.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3924   -0.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6463   -0.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0316    0.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0365    0.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7826    1.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  9 16  1  0  0  0  0
  3 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  2 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 18 23  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0050869

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1[C@H]2N(CCC3=C2NC2=CC=CC=C32)C(=O)C2=C1C=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C19H17N3O/c1-21-16-9-5-3-7-14(16)19(23)22-11-10-13-12-6-2-4-8-15(12)20-17(13)18(21)22/h2-9,18,20H,10-11H2,1H3/t18-/m0/s1

> <INCHI_KEY>
TXDUTHBFYKGSAH-SFHVURJKSA-N

> <FORMULA>
C19H17N3O

> <MOLECULAR_WEIGHT>
303.365

> <EXACT_MASS>
303.137162179

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
33.88491003474898

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S)-21-methyl-3,13,21-triazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8,15(20),16,18-heptaen-14-one

> <ALOGPS_LOGP>
3.07

> <JCHEM_LOGP>
3.3167599676666666

> <ALOGPS_LOGS>
-3.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.914592872748702

> <JCHEM_PKA_STRONGEST_BASIC>
-1.7474029171616894

> <JCHEM_POLAR_SURFACE_AREA>
39.34

> <JCHEM_REFRACTIVITY>
91.01320000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.58e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S)-21-methyl-3,13,21-triazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8,15(20),16,18-heptaen-14-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       4.527  -2.157   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.019  -0.703   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.025   0.464   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.538   0.177   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       7.046  -1.277   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       6.041  -2.444   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.559  -1.564   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       9.067  -3.017   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       9.564  -0.397   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.056   1.057   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       7.543   1.344   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       7.035   2.798   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.061   2.224   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.574   1.937   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.082   0.483   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.077  -0.684   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       4.225   1.780   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       2.726   1.427   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.599  -0.108   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.206  -0.765   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.059   0.113   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.068   1.648   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.461   2.305   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   19                                                  
CONECT    3    2    4   17                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   16                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10    4   12                                                  
CONECT   12   11                                                            
CONECT   13   10   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15    9                                                       
CONECT   17    3   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18    2   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   54    0
END

View in JSmol

Synonyms

Value	Source
Evodiamine, (S)-isomer	MeSH
Isoevodiamine	MeSH

Chemical Formula

C₁₉H₁₇N₃O

Average Mass

303.3650 Da

Monoisotopic Mass

303.13716 Da

IUPAC Name

(1S)-21-methyl-3,13,21-triazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8,15(20),16,18-heptaen-14-one

Traditional Name

(1S)-21-methyl-3,13,21-triazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8,15(20),16,18-heptaen-14-one

CAS Registry Number

Not Available

SMILES

CN1[C@H]2N(CCC3=C2NC2=CC=CC=C32)C(=O)C2=C1C=CC=C2

InChI Identifier

InChI=1S/C19H17N3O/c1-21-16-9-5-3-7-14(16)19(23)22-11-10-13-12-6-2-4-8-15(12)20-17(13)18(21)22/h2-9,18,20H,10-11H2,1H3/t18-/m0/s1

InChI Key

TXDUTHBFYKGSAH-SFHVURJKSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-10-02	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-10-02	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-10-02	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, CDCl3, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-10-02	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-10-02	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Araliopsis tabouensis	Plant	KNApSAcK
Corydalis yanhusuo	Plant	KNApSAcK
Euodia rutaecarpa	LOTUS Database	35616633
Evodia rutaecarpa	Plant	KNApSAcK
Fagara rhetza (Roxb.) DC	Plant	KNApSAcK
Phellodendron amurense	Plant	KNApSAcK
Phellodendron chinense	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyridoindoles

Direct Parent

Beta carbolines

Alternative Parents

Substituents

Beta-carboline
Diazanaphthalene
Quinazoline
3-alkylindole
Indole
Dialkylarylamine
Benzenoid
Pyrrole
Tertiary carboxylic acid amide
Vinylogous amide
Heteroaromatic compound
Lactam
Carboxamide group
Carboxylic acid derivative
Azacycle
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

beta-carbolines (CHEBI:4948 )
Quinazoline alkaloids (C09187 )

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	3.07	ALOGPS
logP	3.32	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	14.91	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	39.34 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	91.01 m³·mol⁻¹	ChemAxon
Polarizability	33.88 Å³	ChemAxon
Number of Rings	5	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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00001727

Chemspider ID

390624

KEGG Compound ID

C09187

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Evodiamine

METLIN ID

Not Available

PubChem Compound

442088

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

rw1665391

References

General References

Xu R, Yang X, Tao Y, Luo W, Xiong Y, He L, Zhou F, He Y: Analysis of the Molecular Mechanism of Evodia rutaecarpa Fruit in the Treatment of Nasopharyngeal Carcinoma Using Network Pharmacology and Molecular Docking. J Healthc Eng. 2022 Apr 13;2022:6277139. doi: 10.1155/2022/6277139. eCollection 2022. [PubMed:35463684 ]
Liu J, Shi Y, Tian Z, Li F, Hao Z, Wen W, Zhang L, Wang Y, Li Y, Fan Z: Bioactivity-Guided Synthesis Accelerates the Discovery of Evodiamine Derivatives as Potent Insecticide Candidates. J Agric Food Chem. 2022 Apr 27;70(16):5197-5206. doi: 10.1021/acs.jafc.1c08297. Epub 2022 Apr 18. [PubMed:35435667 ]
Li Y, Wang Y, Wang X, Jin L, Yang L, Zhu J, Wang H, Zheng F, Cui H, Li X, Jia Y: Evodiamine suppresses the progression of non-small cell lung carcinoma via endoplasmic reticulum stress-mediated apoptosis pathway in vivo and in vitro. Int J Immunopathol Pharmacol. 2022 Jan-Dec;36:3946320221086079. doi: 10.1177/03946320221086079. [PubMed:35388733 ]
Liu Y, Wei X, Chen J, Yu YL, Wang JH, Qiu H: Acetylcholinesterase Activity Monitoring and Natural Anti-neurological Disease Drug Screening via Rational Design of Deep Eutectic Solvents and CeO2-Co(OH)2 Nanosheets. Anal Chem. 2022 Apr 19;94(15):5970-5979. doi: 10.1021/acs.analchem.2c00428. Epub 2022 Apr 6. [PubMed:35385268 ]
Li D, Li Y, Jiang X, Liu W, Zhao Q: Evodiamine-A Privileged Structure with Broad-Ranging Biological Activities. Mini Rev Med Chem. 2022 Apr 4. pii: MRMC-EPUB-122213. doi: 10.2174/1389557522666220404090835. [PubMed:35379148 ]

Showing NP-Card for Evodiamine (NP0050869)

MOL for NP0050869 (Evodiamine)

3D MOL for NP0050869 (Evodiamine)

3D SDF for NP0050869 (Evodiamine)

3D-SDF for NP0050869 (Evodiamine)

PDB for NP0050869 (Evodiamine)

3D PDB for NP0050869 (Evodiamine)

SMILES for NP0050869 (Evodiamine)

INCHI for NP0050869 (Evodiamine)

Structure for NP0050869 (Evodiamine)

3D Structure for NP0050869 (Evodiamine)