NP-MRD: Showing NP-Card for Bulbocapnine (NP0050951)

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Record Information

Version

2.0

Created at

2022-04-27 22:25:18 UTC

Updated at

2022-04-27 22:25:19 UTC

NP-MRD ID

NP0050951

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Bulbocapnine

Description

Bulbocapnine belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof. Bulbocapnine 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. Bulbocapnine is found in Antizoma angustifolia, Cissampelos capensis, Cissampelos pareira , Corydalis aurea, Corydalis caseana, Corydalis caucasia, Corydalis cava , Corydalis decumbens , Corydalis flavula, Corydalis glaucescens, Corydalis hsuchowensis, Corydalis incisa, Corydalis intermedia, Corydalis majori, Corydalis marchalliana, Corydalis ochroleuca, Corydalis bulbosa, Corydalis taliensis, Dicentra canadensis, Fumaria officinalis , Glaucium corniculatum , Glaucium fimbrilligerum, Glaucium flavum , Glaucium pulchrum, Hypecoum imberbe, Hypecoum pendulum, Hypecoum procumbens and Illigera luzonensis. Bulbocapnine was first documented in 2015 (PMID: 26400396). Based on a literature review a small amount of articles have been published on bulbocapnine (PMID: 34683905) (PMID: 29494814) (PMID: 27397763).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 43 47  0  0  0  0  0  0  0  0999 V2000
    5.7057   -1.2759    0.1337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6464   -0.3728    0.0233 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3184   -0.7012    0.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9869   -1.9999    0.4062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6859   -2.3660    0.5397 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6892   -1.4087    0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0311   -0.0802    0.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3336    0.2944    0.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7562    1.5500   -0.2300 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0378    0.9256    0.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2452    2.2463   -0.2314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8350    3.1153   -0.3349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1501    2.6794   -0.1554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4211    1.3691    0.1317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3347    0.4886    0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7524   -0.8922    0.5787 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6952   -1.9093    0.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8761   -1.2910   -0.2548 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1431   -2.6683    0.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0580   -0.4910   -0.0314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8042    0.9357    0.3125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3076    4.3650   -0.6270 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1071    4.3673   -0.4178 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3666    2.9996   -0.4631 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8728   -1.4932    1.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5020   -2.2498   -0.3624 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6309   -0.8637   -0.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7396   -2.7884    0.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4137   -3.3821    0.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7501    1.7539   -0.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9338    3.4065   -0.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1931   -0.7963    1.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9285   -2.6653   -0.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7186   -2.4687    1.5369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7690   -3.2804   -0.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5760   -3.0083    0.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2245   -2.9068    0.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7166   -0.5903   -0.9136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6085   -0.9887    0.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1422    1.1491    1.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4670    1.5827   -0.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5359    4.9182   -1.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3757    4.7919    0.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  8  2  0
  8  9  1  0
  8  7  1  0
  7  6  2  0
  6 17  1  0
 17 16  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 14  1  0
 14 15  1  0
 15 10  2  0
 10 11  1  0
 11 24  1  0
 24 23  1  0
 23 22  1  0
 22 12  1  0
 12 13  1  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
 10  7  1  0
 12 11  2  0
 15 16  1  0
 13 14  2  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  9 30  1  0
 17 33  1  0
 17 34  1  0
 16 32  1  1
 19 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
 20 39  1  0
 21 40  1  0
 21 41  1  0
 23 42  1  0
 23 43  1  0
 13 31  1  0
  5 29  1  0
  4 28  1  0
M  END


  Mrv1652304282200252D          

 24 28  0  0  1  0            999 V2000
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6005   -2.4570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4209   -2.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7565   -1.7895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  1  9  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  1  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  2 16  1  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
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 17 23  1  0  0  0  0
 12 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0050951

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C2=C(C[C@@H]3N(C)CCC4=C3C2=C2OCOC2=C4)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H19NO4/c1-20-6-5-11-8-14-19(24-9-23-14)17-15(11)12(20)7-10-3-4-13(22-2)18(21)16(10)17/h3-4,8,12,21H,5-7,9H2,1-2H3/t12-/m0/s1

> <INCHI_KEY>
LODGIKWNLDQZBM-LBPRGKRZSA-N

> <FORMULA>
C19H19NO4

> <MOLECULAR_WEIGHT>
325.364

> <EXACT_MASS>
325.131408096

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
34.94180652263133

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(12S)-17-methoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1,6,8(20),14(19),15,17-hexaen-18-ol

> <ALOGPS_LOGP>
2.28

> <JCHEM_LOGP>
2.863408908

> <ALOGPS_LOGS>
-2.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.490436384654334

> <JCHEM_PKA_STRONGEST_BASIC>
7.037857529096781

> <JCHEM_POLAR_SURFACE_AREA>
51.160000000000004

> <JCHEM_REFRACTIVITY>
90.23730000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.72e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(12S)-17-methoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1,6,8(20),14(19),15,17-hexaen-18-ol

> <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       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.988  -4.586   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.519  -4.747   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.145  -3.340   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       1.334   2.310   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
CONECT    1    2    6    9                                                  
CONECT    2    1    3   16                                                  
CONECT    3    2    4   13                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    1                                                       
CONECT   10    4   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   24                                                  
CONECT   13   12    3   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15    2   17                                                  
CONECT   17   16   18   23                                                  
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   18   22                                                       
CONECT   22   21                                                            
CONECT   23   17                                                            
CONECT   24   12                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₁₉NO₄

Average Mass

325.3640 Da

Monoisotopic Mass

325.13141 Da

IUPAC Name

(12S)-17-methoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1,6,8(20),14(19),15,17-hexaen-18-ol

Traditional Name

(12S)-17-methoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1,6,8(20),14(19),15,17-hexaen-18-ol

CAS Registry Number

Not Available

SMILES

COC1=C(O)C2=C(C[C@@H]3N(C)CCC4=C3C2=C2OCOC2=C4)C=C1

InChI Identifier

InChI=1S/C19H19NO4/c1-20-6-5-11-8-14-19(24-9-23-14)17-15(11)12(20)7-10-3-4-13(22-2)18(21)16(10)17/h3-4,8,12,21H,5-7,9H2,1-2H3/t12-/m0/s1

InChI Key

LODGIKWNLDQZBM-LBPRGKRZSA-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
Antizoma angustifolia	Plant	KNApSAcK
Cissampelos capensis	LOTUS Database	35616633
Cissampelos pareira	Plant	KNApSAcK
Corydalis aurea	Plant	KNApSAcK
Corydalis caseana	Plant	KNApSAcK
Corydalis caucasia	Plant	KNApSAcK
Corydalis cava	Plant	KNApSAcK
Corydalis decumbens	Plant	KNApSAcK
Corydalis flavula	Plant	KNApSAcK
Corydalis glaucescens	Plant	KNApSAcK
Corydalis hsuchowensis	Plant	KNApSAcK
Corydalis incisa	LOTUS Database	35616633
Corydalis intermedia	Plant	KNApSAcK
Corydalis majori	Plant	KNApSAcK
Corydalis marchalliana	Plant	KNApSAcK
Corydalis ochroleuca	Plant	KNApSAcK
Corydalis solida	Plant	KNApSAcK
Corydalis taliensis	LOTUS Database	35616633
Dicentra canadensis	LOTUS Database	35616633
Fumaria officinalis	Plant	KNApSAcK
Glaucium corniculatum	Plant	KNApSAcK
Glaucium fimbrilligerum	Plant	KNApSAcK
Glaucium flavum	Plant	KNApSAcK
Glaucium pulchrum	Plant	KNApSAcK
Hypecoum imberbe	Plant	KNApSAcK
Hypecoum pendulum	Plant	KNApSAcK
Hypecoum procumbens	Plant	KNApSAcK
Illigera luzonensis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aporphines

Sub Class

Not Available

Direct Parent

Aporphines

Alternative Parents

Substituents

Aporphine
Benzoquinoline
Phenanthrene
1-naphthol
Naphthalene
Quinoline
Tetrahydroisoquinoline
Benzodioxole
Anisole
Aralkylamine
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Organoheterocyclic compound
Oxacycle
Azacycle
Acetal
Ether
Hydrocarbon derivative
Organic oxygen compound
Organonitrogen compound
Organic nitrogen compound
Organooxygen compound
Organopnictogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aromatic ether (CHEBI:3211 )
phenols (CHEBI:3211 )
oxacycle (CHEBI:3211 )
isoquinoline alkaloid (CHEBI:3211 )
isoquinolines (CHEBI:3211 )
Isoquinoline alkaloids (C09367 )

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	2.28	ALOGPS
logP	2.86	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	9.49	ChemAxon
pKa (Strongest Basic)	7.04	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	51.16 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	90.24 m³·mol⁻¹	ChemAxon
Polarizability	34.94 Å³	ChemAxon
Number of Rings	5	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

C00001824

Chemspider ID

11934

KEGG Compound ID

C09367

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Bulbocapnine

METLIN ID

Not Available

PubChem Compound

12441

PDB ID

Not Available

ChEBI ID

3211

Good Scents ID

Not Available

References

General References

Platella C, Ghirga F, Zizza P, Pompili L, Marzano S, Pagano B, Quaglio D, Vergine V, Cammarone S, Botta B, Biroccio A, Mori M, Montesarchio D: Identification of Effective Anticancer G-Quadruplex-Targeting Chemotypes through the Exploration of a High Diversity Library of Natural Compounds. Pharmaceutics. 2021 Oct 3;13(10). pii: pharmaceutics13101611. doi: 10.3390/pharmaceutics13101611. [PubMed:34683905 ]
Avci FG, Sayar NA, Sariyar Akbulut B: An OMIC approach to elaborate the antibacterial mechanisms of different alkaloids. Phytochemistry. 2018 May;149:123-131. doi: 10.1016/j.phytochem.2017.12.023. Epub 2018 Feb 27. [PubMed:29494814 ]
Chan JD, Acharya S, Day TA, Marchant JS: Pharmacological profiling an abundantly expressed schistosome serotonergic GPCR identifies nuciferine as a potent antagonist. Int J Parasitol Drugs Drug Resist. 2016 Dec;6(3):364-370. doi: 10.1016/j.ijpddr.2016.06.001. Epub 2016 Jun 23. [PubMed:27397763 ]
Salminen KA, Rahnasto-Rilla M, Vaananen R, Imming P, Meyer A, Horling A, Poso A, Laitinen T, Raunio H, Lahtela-Kakkonen M: Time-Dependent Inhibition of CYP2C19 by Isoquinoline Alkaloids: In Vitro and In Silico Analysis. Drug Metab Dispos. 2015 Dec;43(12):1891-904. doi: 10.1124/dmd.115.065755. Epub 2015 Sep 23. [PubMed:26400396 ]

Showing NP-Card for Bulbocapnine (NP0050951)

MOL for NP0050951 (Bulbocapnine)

3D MOL for NP0050951 (Bulbocapnine)

3D SDF for NP0050951 (Bulbocapnine)

3D-SDF for NP0050951 (Bulbocapnine)

PDB for NP0050951 (Bulbocapnine)

3D PDB for NP0050951 (Bulbocapnine)

SMILES for NP0050951 (Bulbocapnine)

INCHI for NP0050951 (Bulbocapnine)

Structure for NP0050951 (Bulbocapnine)

3D Structure for NP0050951 (Bulbocapnine)