NP-MRD: Showing NP-Card for Sinococuline (NP0068165)

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Record Information

Version

2.0

Created at

2022-04-28 13:09:54 UTC

Updated at

2022-04-28 13:09:54 UTC

NP-MRD ID

NP0068165

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Sinococuline

Description

Sinococuline belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene. Sinococuline is found in Cocculus orbiculatus, Cocculus trilobus DC. , Stephania cephalantha and Stephania excentrica. Sinococuline was first documented in 2005 (PMID: 16038548). Based on a literature review a small amount of articles have been published on Sinococuline (PMID: 34912307) (PMID: 35028959) (PMID: 25384584) (PMID: 18456502).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 47 50  0  0  0  0  0  0  0  0999 V2000
   -4.5408    0.7117   -1.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2760    0.1939   -1.5716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3711   -0.2585   -0.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2466    0.3779   -0.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625    1.5958   -1.1861 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2400    1.2714   -2.0402 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3206    0.6286   -1.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875    0.6556   -1.8497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6731    0.0998   -1.2184 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4822   -0.4758   -0.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5766   -1.0391    0.6419 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8544   -1.0272    0.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2142   -0.5056    0.6015 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1737   -1.1187    1.8305 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1257    0.0469   -0.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2027    0.0113    0.6128 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2041    1.1414    1.6303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9975    2.3061    1.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6928    2.6652   -0.2506 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5106   -1.3082    1.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9695   -1.6030    1.4252 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0755   -2.9292    1.8469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7664   -1.4848    0.1442 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6480   -2.6055   -0.6572 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3986    1.6064   -0.5948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9994    1.0790   -2.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1966   -0.0262   -0.7472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8016    1.8034   -1.8760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0825    0.5824   -2.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6226    2.2243   -2.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7480    1.1137   -2.8222 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6443    0.1293   -1.6932 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6437   -1.2797    0.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9415   -1.6567   -0.8383 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0912    0.0178   -0.2613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9357   -1.5267    2.3104 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8178    1.5016    1.8668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6541    0.7929    2.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7382    3.1878    1.7408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1029    2.1574    1.2551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3320    3.4538   -0.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0398   -1.4701    2.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0856   -2.1028    0.5563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3785   -0.9596    2.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9858   -3.1587    2.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8352   -1.3765    0.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5977   -3.4428   -0.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
 11 10  1  0
 10 13  2  0
 13 14  1  0
 13 15  1  0
 15  7  2  0
  7  6  1  0
  6  5  1  0
  5 19  1  0
 19 18  1  0
 18 17  1  0
 16 17  1  1
 16 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23  3  1  0
  3  2  1  0
  2  1  1  0
  3  4  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 16 15  1  0
  4 16  1  0
  4  5  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 14 36  1  0
  6 29  1  0
  6 30  1  0
  5 28  1  6
 19 41  1  0
 18 39  1  0
 18 40  1  0
 17 37  1  0
 17 38  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  1
 22 45  1  0
 23 46  1  1
 24 47  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  8 31  1  0
  9 32  1  0
M  END


  Mrv1652304282215092D          

 24 27  0  0  1  0            999 V2000
   -0.0557   -0.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3787   -1.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0701   -1.5998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8557   -1.8515    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5893   -1.4740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8410   -0.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4635    0.0452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6778    0.2969    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5445   -0.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2273   -0.8088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8657   -0.2862    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7323    0.5279    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0395    0.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3707    1.0505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6374   -0.5778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3606   -1.6229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1324   -1.9145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9100    0.7389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7340    0.6991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1116   -0.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6651   -0.7282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1806    1.3928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0046    1.3530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5325    1.4725    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  2  0  0  0  0
  7  8  1  0  0  0  0
  1  8  1  0  0  0  0
  8  9  1  1  0  0  0
  4  9  1  1  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 12 14  1  1  0  0  0
 11 15  1  1  0  0  0
 10 16  1  0  0  0  0
 16 17  1  0  0  0  0
  7 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
  6 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0068165

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C2=C(C[C@@H]3NCC[C@]22C[C@H](O)[C@H](O)C(OC)=C32)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H23NO5/c1-23-12-4-3-9-7-10-14-17(24-2)15(21)11(20)8-18(14,5-6-19-10)13(9)16(12)22/h3-4,10-11,15,19-22H,5-8H2,1-2H3/t10-,11-,15-,18-/m0/s1

> <INCHI_KEY>
MFKPWBJXKCSPGK-KNORBDTNSA-N

> <FORMULA>
C18H23NO5

> <MOLECULAR_WEIGHT>
333.384

> <EXACT_MASS>
333.157622845

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
34.3413133915884

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,9S,12S,13S)-4,11-dimethoxy-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2(7),3,5,10-tetraene-3,12,13-triol

> <ALOGPS_LOGP>
0.64

> <JCHEM_LOGP>
-0.6827338256657941

> <ALOGPS_LOGS>
-2.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.903648233994922

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.828045779980773

> <JCHEM_PKA_STRONGEST_BASIC>
8.771525251324537

> <JCHEM_POLAR_SURFACE_AREA>
91.18

> <JCHEM_REFRACTIVITY>
89.54290000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.13e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,9S,12S,13S)-4,11-dimethoxy-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2(7),3,5,10-tetraene-3,12,13-triol

> <JCHEM_VEBER_RULE>
0

$$$$

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      -0.104  -0.150   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.707  -2.032   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       0.131  -2.986   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       1.597  -3.456   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.967  -2.751   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.437  -1.285   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.732   0.084   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.265   0.554   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.016  -0.965   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.424  -1.510   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.616  -0.534   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.367   0.985   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.074   1.530   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.559   1.961   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -3.057  -1.079   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -0.673  -3.029   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.114  -3.574   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.565   1.379   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.104   1.305   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.808  -0.064   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.975  -1.359   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.937   2.600   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.475   2.526   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.861   2.749   0.000  0.00  0.00           O+0
CONECT    1    2    8                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   21                                                  
CONECT    7    6    8   18                                                  
CONECT    8    7    1    9   13                                             
CONECT    9    8    4   10                                                  
CONECT   10    9   11   16                                                  
CONECT   11   10   12   15                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12    8                                                       
CONECT   14   12                                                            
CONECT   15   11                                                            
CONECT   16   10   17                                                       
CONECT   17   16                                                            
CONECT   18    7   19   24                                                  
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20    6                                                       
CONECT   22   19   23                                                       
CONECT   23   22                                                            
CONECT   24   18                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₃NO₅

Average Mass

333.3840 Da

Monoisotopic Mass

333.15762 Da

IUPAC Name

(1S,9S,12S,13S)-4,11-dimethoxy-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2(7),3,5,10-tetraene-3,12,13-triol

Traditional Name

(1S,9S,12S,13S)-4,11-dimethoxy-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2(7),3,5,10-tetraene-3,12,13-triol

CAS Registry Number

Not Available

SMILES

COC1=C(O)C2=C(C[C@@H]3NCC[C@]22C[C@H](O)[C@H](O)C(OC)=C32)C=C1

InChI Identifier

InChI=1S/C18H23NO5/c1-23-12-4-3-9-7-10-14-17(24-2)15(21)11(20)8-18(14,5-6-19-10)13(9)16(12)22/h3-4,10-11,15,19-22H,5-8H2,1-2H3/t10-,11-,15-,18-/m0/s1

InChI Key

MFKPWBJXKCSPGK-KNORBDTNSA-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, 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
Cocculus orbiculatus	LOTUS Database	35616633
Cocculus trilobus DC.	Plant	KNApSAcK
Stephania cephalantha	LOTUS Database	35616633
Stephania excentrica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Not Available

Direct Parent

Phenanthrenes and derivatives

Alternative Parents

Substituents

Phenanthrene
Benzazocine
Tetralin
Anisole
Phenol ether
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Aralkylamine
Phenol
Piperidine
Secondary alcohol
1,2-diol
Polyol
Organoheterocyclic compound
Azacycle
Ether
Secondary aliphatic amine
Secondary amine
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Amine
Organic nitrogen compound
Alcohol
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	0.64	ALOGPS
logP	-0.68	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	9.83	ChemAxon
pKa (Strongest Basic)	8.77	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	91.18 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	89.54 m³·mol⁻¹	ChemAxon
Polarizability	34.34 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

C00025911

Chemspider ID

10258838

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Sinococuline

METLIN ID

Not Available

PubChem Compound

5489400

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Shukla R, Rajpoot RK, Poddar A, Ahuja R, Beesetti H, Shanmugam RK, Chaturvedi S, Nayyar K, Singh D, Singamaneni V, Gupta P, Gupta AP, Gairola S, Kumar P, Bedi YS, Jain T, Vashishta B, Patil R, Madan H, Madan S, Kalra R, Sood R, Vishwakarma RA, Reddy DS, Lal AA, Arora U, Khanna N: Cocculus hirsutus-Derived Phytopharmaceutical Drug Has Potent Anti-dengue Activity. Front Microbiol. 2021 Nov 29;12:746110. doi: 10.3389/fmicb.2021.746110. eCollection 2021. [PubMed:34912307 ]
Bhadaliya C, Panigrahy BK, Goswami D, Maiti S, Gurule SJ, Khuroo AH: Development of a bioanalytical method for the quantification of sinococuline in human plasma and its application in phase I clinical pharmacokinetic study. Biomed Chromatogr. 2022 Apr;36(4):e5337. doi: 10.1002/bmc.5337. Epub 2022 Feb 3. [PubMed:35028959 ]
Li YC, Kim BH, Cho SC, Bang MA, Kim S, Park DH: 6,7-di-O-acetylsinococuline (FK-3000) induces G2/M phase arrest in breast carcinomas through p38 MAPK phosphorylation and CDC25B dephosphorylation. Int J Oncol. 2015 Feb;46(2):578-86. doi: 10.3892/ijo.2014.2739. Epub 2014 Nov 7. [PubMed:25384584 ]
Carraz M, Jossang A, Rasoanaivo P, Mazier D, Frappier F: Isolation and antimalarial activity of new morphinan alkaloids on Plasmodium yoelii liver stage. Bioorg Med Chem. 2008 Jun 1;16(11):6186-92. doi: 10.1016/j.bmc.2008.04.033. Epub 2008 Apr 18. [PubMed:18456502 ]
Chang FR, Wu YC: New bisbenzylisoquinolines, fatty acid amidic aporphines, and a protoberberine from Formosan Cocculus orbiculatus. J Nat Prod. 2005 Jul;68(7):1056-60. doi: 10.1021/np050082a. [PubMed:16038548 ]

Showing NP-Card for Sinococuline (NP0068165)

MOL for NP0068165 (Sinococuline)

3D MOL for NP0068165 (Sinococuline)

3D SDF for NP0068165 (Sinococuline)

3D-SDF for NP0068165 (Sinococuline)

PDB for NP0068165 (Sinococuline)

3D PDB for NP0068165 (Sinococuline)

SMILES for NP0068165 (Sinococuline)

INCHI for NP0068165 (Sinococuline)

Structure for NP0068165 (Sinococuline)

3D Structure for NP0068165 (Sinococuline)