NP-MRD: Showing NP-Card for (-)-Cinchonidine (NP0137495)

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Record Information

Version

2.0

Created at

2022-05-30 16:54:08 UTC

Updated at

2022-05-30 16:54:08 UTC

NP-MRD ID

NP0137495

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Cinchonidine

Description

Cinchonidine, also known as a-quinidine or cinchovatine, belongs to the class of organic compounds known as cinchona alkaloids. These are alkaloids structurally characterized by the presence of the cinchonan skeleton, which consists of a quinoline linked to an azabicyclo[2.2.2]Octane moiety. Cinchonidine is a very strong basic compound (based on its pKa). Outside of the human body, Cinchonidine has been detected, but not quantified in, a few different foods, such as fruits, herbs and spices, and olives. This could make cinchonidine a potential biomarker for the consumption of these foods. It is used in asymmetric synthesis in organic chemistry. Cinchonidine is an alkaloid found in Cinchona officinalis and Gongronema latifolium. (-)-Cinchonidine is found in Ciliosemina pedunculata, Cinchona calisaya, Cinchona officinalis, Cinchona pubescens and Remijia pedunculata. (-)-Cinchonidine was first documented in 1998 (PMID: 9776305). It is a stereoisomer and pseudo-enantiomer of cinchonine.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 44 47  0  0  0  0  0  0  0  0999 V2000
    5.5155   -0.7365   -1.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5101   -0.5342   -0.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1341   -0.2167   -0.6360 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1492   -1.2669   -0.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2226   -0.7219    0.7790 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8688   -0.1661    1.9469 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6964    1.0040    1.4449 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6771    1.0902   -0.0829 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2115    1.3489   -0.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3757    0.3882    0.2625 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8169   -0.2244   -0.3638 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3196   -0.7449   -1.6540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0281    0.4844   -0.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2241    1.6220   -1.3396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4974    2.0808   -1.5792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5870    1.4368   -1.1059 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4544    0.3068   -0.3748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5688   -0.3187    0.1867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4297   -1.4221    1.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1861   -1.9211    1.2686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0736   -1.2734    0.6860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2137   -0.1789   -0.1177 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4911   -0.9626   -0.6291 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4081   -0.7011   -2.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6824   -0.6122    0.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1225   -0.2591   -1.7293 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7757   -1.9166   -0.9095 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983   -1.9732    0.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4580   -0.9285    2.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0798    0.2441    2.6483 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2970    1.9587    1.8700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7187    0.9003    1.8414 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3242    1.9594   -0.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0354    2.4246   -0.1603 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1266    1.3136   -1.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0028    0.8943    1.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9619   -1.2609    0.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3442    0.0449   -2.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3340    2.1310   -1.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6688    2.9833   -2.1642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5344    0.0911   -0.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3083   -1.9095    1.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9910   -2.7855    1.8979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1343   -1.6721    0.9446 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 22  2  0
 22 21  1  0
 21 20  2  0
 20 19  1  0
 19 18  2  0
  5 10  1  0
 22 13  1  0
  3  8  1  0
 18 17  1  0
 12 38  1  0
 11 37  1  1
 10 36  1  1
  9 34  1  0
  9 35  1  0
  8 33  1  1
  7 31  1  0
  7 32  1  0
  6 29  1  0
  6 30  1  0
  4 27  1  0
  4 28  1  0
  3 26  1  6
  2 25  1  0
  1 23  1  0
  1 24  1  0
 14 39  1  0
 15 40  1  0
 21 44  1  0
 20 43  1  0
 19 42  1  0
 18 41  1  0
M  END


  Mrv0541 02241214302D          

 22 25  0  0  0  0            999 V2000
    2.3104   -1.4872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5003   -0.7276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8672   -0.3478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7408    0.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2341    1.1708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1205    0.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1205    0.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2341   -0.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5380   -0.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4745    0.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2846    1.0444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3481    1.8670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9807    0.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1076   -0.2214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4111   -0.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4111   -1.4872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1706   -1.8670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8037   -1.4242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8037   -0.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5003   -0.1579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4369    0.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7408    1.0444    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  1  0  0  0  0
  3  8  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  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
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 22  2  0  0  0  0
 14 15  1  0  0  0  0
 14 19  2  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
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0137495

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(C1CC2CCN1CC2C=C)C1=CC=NC2=C1C=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2

> <INCHI_KEY>
KMPWYEUPVWOPIM-UHFFFAOYSA-N

> <FORMULA>
C19H22N2O

> <MOLECULAR_WEIGHT>
294.3908

> <EXACT_MASS>
294.173213336

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
33.10427189095202

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl}(quinolin-4-yl)methanol

> <ALOGPS_LOGP>
3.20

> <JCHEM_LOGP>
2.6711352163333344

> <ALOGPS_LOGS>
-2.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.877315843243736

> <JCHEM_PKA_STRONGEST_BASIC>
9.146374717755835

> <JCHEM_POLAR_SURFACE_AREA>
36.36

> <JCHEM_REFRACTIVITY>
88.2304

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.81e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cinchonidine sulfate

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       4.313  -2.776   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.667  -1.358   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.485  -0.649   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.249   1.241   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       2.304   2.185   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       3.958   1.831   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.958   0.059   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.304  -0.886   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.004  -0.059   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.886   1.477   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.531   1.950   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.650   3.485   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.831   1.122   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.068  -0.413   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.767  -1.241   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.767  -2.776   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.185  -3.485   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.367  -2.659   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.367  -1.122   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      -4.667  -0.295   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      -4.549   1.241   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.249   1.950   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    3    7    9                                                  
CONECT    9    8   10                                                       
CONECT   10    5    9   11                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   22                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   14   18   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   13   21                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

View in JSmol

Synonyms

Value	Source
(-)-Cinchonidine	HMDB
(8a,9R)-Cinchonan-9-ol, 9ci	HMDB
(8alpha ,9R)-Cinchonan-9-ol	HMDB
(8S,9R)-Cinchonidine	HMDB
a-Quinidine	HMDB
alpha -Quinidine	HMDB
alpha-Quinidine	HMDB
Cinchovatine	HMDB
L-Cinchonidine	HMDB
Nchem.180-comp1b	HMDB
Cinchonidine monohydrochloride	HMDB
Cinchonidine sulfate(2:1)	HMDB
Cinchonidine, (1beta,3alpha,4beta,8alpha,9R)-isomer	HMDB
Cinchonidine hydrochloride	MeSH
Cinchonidine	MeSH

Chemical Formula

C₁₉H₂₂N₂O

Average Mass

294.3908 Da

Monoisotopic Mass

294.17321 Da

IUPAC Name

{5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl}(quinolin-4-yl)methanol

Traditional Name

cinchonidine sulfate

CAS Registry Number

Not Available

SMILES

OC(C1CC2CCN1CC2C=C)C1=CC=NC2=C1C=CC=C2

InChI Identifier

InChI=1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2

InChI Key

KMPWYEUPVWOPIM-UHFFFAOYSA-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
Ciliosemina pedunculata	LOTUS Database	35616633
Cinchona calisaya	LOTUS Database	35616633
Cinchona officinalis	LOTUS Database	35616633
Cinchona pubescens	LOTUS Database	35616633
Remijia pedunculata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cinchona alkaloids. These are alkaloids structurally characterized by the presence of the cinchonan skeleton, which consists of a quinoline linked to an azabicyclo[2.2.2]Octane moiety.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Cinchona alkaloids

Sub Class

Not Available

Direct Parent

Cinchona alkaloids

Alternative Parents

Substituents

Cinchonan-skeleton
4-quinolinemethanol
Quinoline
Quinuclidine
Aralkylamine
Piperidine
Pyridine
Benzenoid
Heteroaromatic compound
1,2-aminoalcohol
Secondary alcohol
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Amine
Alcohol
Aromatic 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	3.2	ALOGPS
logP	2.67	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	13.88	ChemAxon
pKa (Strongest Basic)	9.15	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	36.36 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	88.23 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	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0030282

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB002116

KNApSAcK ID

Not Available

Chemspider ID

2655

KEGG Compound ID

C11379

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cinchonidine

METLIN ID

Not Available

PubChem Compound

2757

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Shah BH, Nawaz Z, Virani SS, Ali IQ, Saeed SA, Gilani AH: The inhibitory effect of cinchonine on human platelet aggregation due to blockade of calcium influx. Biochem Pharmacol. 1998 Oct 15;56(8):955-60. doi: 10.1016/s0006-2952(98)00094-x. [PubMed:9776305 ]

Showing NP-Card for (-)-Cinchonidine (NP0137495)

MOL for NP0137495 ((-)-Cinchonidine)

3D MOL for NP0137495 ((-)-Cinchonidine)

3D SDF for NP0137495 ((-)-Cinchonidine)

3D-SDF for NP0137495 ((-)-Cinchonidine)

PDB for NP0137495 ((-)-Cinchonidine)

3D PDB for NP0137495 ((-)-Cinchonidine)

SMILES for NP0137495 ((-)-Cinchonidine)

INCHI for NP0137495 ((-)-Cinchonidine)

Structure for NP0137495 ((-)-Cinchonidine)

3D Structure for NP0137495 ((-)-Cinchonidine)