NP-MRD: Showing NP-Card for (+)-Cularine (NP0050966)

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Record Information

Version

2.0

Created at

2022-04-27 22:25:57 UTC

Updated at

2022-04-27 22:25:57 UTC

NP-MRD ID

NP0050966

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Cularine

Description

Cularine belongs to the class of organic compounds known as cularin alkaloids and derivatives. These are derivatives of benzylisoquinolines in which a phenolic oxygen is incorporated into a seven-membered ring. (+)-Cularine is found in Berberis valdiviana, Ceratocapnos claviculata, Ceratocapnos palaestinus, Corydalis claviculata, Dicentra eximia, Dicentra oregana Eastwood., Papaver rhopalothece, Sarcocapnos crassifolia, Sarcocapnos enneaphylla and Sarcocapnos saetabensis. (+)-Cularine was first documented in 2007 (PMID: 17425100). Based on a literature review a small amount of articles have been published on Cularine (PMID: 33325233) (PMID: 30849504) (PMID: 29950077) (PMID: 28477383).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 48 51  0  0  0  0  0  0  0  0999 V2000
    4.5907   -2.8304    1.1254 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6034   -1.6553    0.3220 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4502   -0.8819    0.2864 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3056   -1.2220    1.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1645   -0.4491    0.9627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2101    0.6806    0.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3339    1.0398   -0.5447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4598    0.2527   -0.4882 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6156    0.5840   -1.2037 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6010    1.7585   -1.9951 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1814    1.6078   -0.0169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1847    1.2679    0.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8997    2.2393   -0.6429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2486    3.2981   -1.2219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8595    4.3322   -1.9297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2701    2.1408   -0.7386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9079    1.0708   -0.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1820    0.1377    0.5075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7808    0.1764    0.6439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2700   -0.9667    1.4113 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1291   -1.0177    1.7951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7332   -2.1824    0.7187 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2291   -2.2440   -0.6315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1588   -2.3104    0.8021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8681   -1.0301    1.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2694   -2.6180    2.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6161   -3.2605    1.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8742   -3.5507    0.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3753   -2.1294    1.5897 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3486    1.9387   -1.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5916    2.6652   -1.3555 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4815    1.7785   -2.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7083    1.7220   -2.6667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2083    5.1333   -1.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7303    4.0375   -2.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1192    4.7858   -2.6197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8628    2.8843   -1.2650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9873    1.0254   -0.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8793   -0.9944    2.3700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3776   -2.1116    1.9713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2723   -0.5869    2.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0669   -2.0499   -1.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8941   -3.2885   -0.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3816   -1.5482   -0.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5641   -2.6636   -0.1729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4489   -3.0800    1.5521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8990   -0.8314    2.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9258   -1.0541    0.8072 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6 11  1  0
 11 12  1  0
 12 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 18  1  0
 18 17  2  0
 17 16  1  0
 16 13  2  0
 13 14  1  0
 14 15  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  8  3  1  0
 21  5  1  0
 13 12  1  0
 18 19  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
 20 39  1  1
 21 40  1  0
 21 41  1  0
 23 42  1  0
 23 43  1  0
 23 44  1  0
 24 45  1  0
 24 46  1  0
 25 47  1  0
 25 48  1  0
 17 38  1  0
 16 37  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
  7 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
M  END


  Mrv1652304282200252D          

 25 28  0  0  1  0            999 V2000
    0.9521   -1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7404   -1.5141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8336   -0.7937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3192   -0.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5309   -0.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3473   -1.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0739    0.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1097    0.9736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8981    1.2168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5028    0.6557    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2461    1.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9894    0.6557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1730   -0.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6586   -0.7937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9613   -0.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5661    0.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3825    0.9736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5942    1.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9873    1.5348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8037    2.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3545   -0.0738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9592    0.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0816    2.0211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3714   -2.0457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1472   -1.7650    0.0000 C   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  1  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
  3 14  1  0  0  0  0
 13 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
 12 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
  9 23  1  0  0  0  0
  2 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0050966

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(OC3=C4[C@H](C2)N(C)CCC4=CC=C3OC)C=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C20H23NO4/c1-21-8-7-12-5-6-15(22-2)20-19(12)14(21)9-13-10-17(23-3)18(24-4)11-16(13)25-20/h5-6,10-11,14H,7-9H2,1-4H3/t14-/m0/s1

> <INCHI_KEY>
DTMXRZMJFCVJQS-AWEZNQCLSA-N

> <FORMULA>
C20H23NO4

> <MOLECULAR_WEIGHT>
341.407

> <EXACT_MASS>
341.162708225

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
37.083602169541265

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(10S)-5,6,17-trimethoxy-11-methyl-2-oxa-11-azatetracyclo[8.7.1.0^{3,8}.0^{14,18}]octadeca-1(18),3(8),4,6,14,16-hexaene

> <ALOGPS_LOGP>
2.91

> <JCHEM_LOGP>
3.0814600516666673

> <ALOGPS_LOGS>
-3.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
6.482457297351908

> <JCHEM_POLAR_SURFACE_AREA>
40.160000000000004

> <JCHEM_REFRACTIVITY>
96.5205

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.86e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(10S)-5,6,17-trimethoxy-11-methyl-2-oxa-11-azatetracyclo[8.7.1.0^{3,8}.0^{14,18}]octadeca-1(18),3(8),4,6,14,16-hexaene

> <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       1.777  -3.280   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.249  -2.826   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.423  -1.481   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.463  -0.277   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.991  -0.731   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.648  -2.233   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.138   0.316   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.205   1.817   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       1.676   2.271   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       2.805   1.224   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.193   1.892   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.580   1.224   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.923  -0.277   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.963  -1.481   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       7.395  -0.731   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.523   0.316   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.181   1.817   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.709   2.271   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       9.310   2.865   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       8.967   4.366   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       9.995  -0.138   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      11.124   0.910   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.019   3.773   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.427  -3.819   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.875  -3.295   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   24                                                  
CONECT    3    2    4   14                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   23                                                  
CONECT   10    9    4   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13    3                                                       
CONECT   15   13   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17   12                                                       
CONECT   19   17   20                                                       
CONECT   20   19                                                            
CONECT   21   16   22                                                       
CONECT   22   21                                                            
CONECT   23    9                                                            
CONECT   24    2   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Value	Source
(12AS)-6,9,10-trimethoxy-1-methyl-2,3,12,12a-tetrahydro-1H-(1)benzoxepino(2,3,4-ij)isoquinoline	MeSH

Chemical Formula

C₂₀H₂₃NO₄

Average Mass

341.4070 Da

Monoisotopic Mass

341.16271 Da

IUPAC Name

(10S)-5,6,17-trimethoxy-11-methyl-2-oxa-11-azatetracyclo[8.7.1.0^{3,8}.0^{14,18}]octadeca-1(18),3(8),4,6,14,16-hexaene

Traditional Name

(10S)-5,6,17-trimethoxy-11-methyl-2-oxa-11-azatetracyclo[8.7.1.0^{3,8}.0^{14,18}]octadeca-1(18),3(8),4,6,14,16-hexaene

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(OC3=C4[C@H](C2)N(C)CCC4=CC=C3OC)C=C1OC

InChI Identifier

InChI=1S/C20H23NO4/c1-21-8-7-12-5-6-15(22-2)20-19(12)14(21)9-13-10-17(23-3)18(24-4)11-16(13)25-20/h5-6,10-11,14H,7-9H2,1-4H3/t14-/m0/s1

InChI Key

DTMXRZMJFCVJQS-AWEZNQCLSA-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
Berberis valdiviana	Plant	KNApSAcK
Ceratocapnos claviculata	LOTUS Database	35616633
Ceratocapnos palaestinus	Plant	KNApSAcK
Corydalis claviculata	Plant	KNApSAcK
Dicentra eximia	Plant	KNApSAcK
Dicentra oregana Eastwood.	Plant	KNApSAcK
Papaver rhopalothece	Plant	KNApSAcK
Sarcocapnos crassifolia	LOTUS Database	35616633
Sarcocapnos enneaphylla	Plant	KNApSAcK
Sarcocapnos saetabensis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cularin alkaloids and derivatives. These are derivatives of benzylisoquinolines in which a phenolic oxygen is incorporated into a seven-membered ring.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Cularin alkaloids and derivatives

Sub Class

Not Available

Direct Parent

Cularin alkaloids and derivatives

Alternative Parents

Substituents

Cularin or derivatives
Dibenzoxepine
Diaryl ether
Tetrahydroisoquinoline
Anisole
Aralkylamine
Alkyl aryl ether
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Oxacycle
Azacycle
Organoheterocyclic compound
Ether
Hydrocarbon derivative
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

alkaloid (CHEBI:3958 )

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	2.91	ALOGPS
logP	3.08	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	6.48	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	40.16 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	96.52 m³·mol⁻¹	ChemAxon
Polarizability	37.08 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

C00001842

Chemspider ID

84967

KEGG Compound ID

C09411

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

94150

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Huang Z, Ji X, Lumb JP: Total Synthesis of (S)-Cularine via Nucleophilic Substitution on a Catechol. Org Lett. 2021 Jan 1;23(1):236-241. doi: 10.1021/acs.orglett.0c04000. Epub 2020 Dec 16. [PubMed:33325233 ]
Garcia Diaz J, Tuenter E, Escalona Arranz JC, Llaurado Maury G, Cos P, Pieters L: Antimicrobial activity of leaf extracts and isolated constituents of Croton linearis. J Ethnopharmacol. 2019 May 23;236:250-257. doi: 10.1016/j.jep.2019.01.049. Epub 2019 Mar 5. [PubMed:30849504 ]
Li SJ, Wang YQ: [On-line scavenging activity of Huanglian by HPLC-ABTS-DAD-Q-TOF-MS]. Zhongguo Zhong Yao Za Zhi. 2018 Jun;43(12):2570-2574. doi: 10.19540/j.cnki.cjcmm.20180302.001. [PubMed:29950077 ]
Wang YQ, Li SJ, Zhuang G, Geng RH, Jiang X: Screening free radical scavengers in Xiexin Tang by HPLC-ABTS-DAD-Q-TOF/MS. Biomed Chromatogr. 2017 Nov;31(11). doi: 10.1002/bmc.4002. Epub 2017 Jun 20. [PubMed:28477383 ]
Orhana I, Ozcelik B, Karaoglu T, Sener B: Antiviral and antimicrobial profiles of selected isoquinoline alkaloids from Fumaria and Corydalis species. Z Naturforsch C J Biosci. 2007 Jan-Feb;62(1-2):19-26. doi: 10.1515/znc-2007-1-204. [PubMed:17425100 ]

Showing NP-Card for (+)-Cularine (NP0050966)

MOL for NP0050966 ((+)-Cularine)

3D MOL for NP0050966 ((+)-Cularine)

3D SDF for NP0050966 ((+)-Cularine)

3D-SDF for NP0050966 ((+)-Cularine)

PDB for NP0050966 ((+)-Cularine)

3D PDB for NP0050966 ((+)-Cularine)

SMILES for NP0050966 ((+)-Cularine)

INCHI for NP0050966 ((+)-Cularine)

Structure for NP0050966 ((+)-Cularine)

3D Structure for NP0050966 ((+)-Cularine)