NP-MRD: Showing NP-Card for Conessine (NP0051291)

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Record Information

Version

2.0

Created at

2022-04-27 22:40:17 UTC

Updated at

2022-04-27 22:40:18 UTC

NP-MRD ID

NP0051291

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Conessine

Description

Conessine, also known as neriine or roquessine, belongs to the class of organic compounds known as conanine-type alkaloids. These are alkaloids with a structure based on the conanine skeleton. Conessine is found in Funtumia elastica, Holarrhena africana, Holarrhena congolensis, Holarrhena febrifuga, Holarrhena floribunda , Holarrhena antidysenterica , Holarrhena wulfsbergii and Wrightia tomentosa . Conessine was first documented in 1950 (PMID: 15413865). Conessine is a very strong basic compound (based on its pKa) (PMID: 18683917) (PMID: 20161899) (PMID: 21834632) (PMID: 23758861).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1572004221605042D          

 32 36  0  0  1  0            999 V2000
   -1.3097    1.4657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7517    2.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0271    2.4531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2014    1.0348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2803    2.9360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4226   -0.0265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6037   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0262   -0.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8152   -0.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3894    2.2519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9329    1.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5706    2.1513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1141    1.8494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5637    0.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7773    1.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4848    1.4801    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7449    0.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8860    1.5931    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1072    0.5318    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0117    0.8213    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4295    1.2912    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2883    0.4311    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2483    1.3918    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7918    1.0900    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7048    1.6937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0117    2.1560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8464    0.7386    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3825    0.9342    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4635    0.4167    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  9  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 16  1  1  6  0  0  0
 17  6  2  0  0  0  0
 17 14  1  0  0  0  0
 18 10  1  0  0  0  0
 18 14  1  0  0  0  0
 19  7  1  0  0  0  0
 20  8  1  0  0  0  0
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 21 11  1  0  0  0  0
 21 19  1  0  0  0  0
 22  9  1  0  0  0  0
 22 19  1  0  0  0  0
 23  2  1  6  0  0  0
 23 12  1  0  0  0  0
 23 17  1  0  0  0  0
 23 21  1  0  0  0  0
 24 13  1  0  0  0  0
 24 15  1  6  0  0  0
 24 20  1  0  0  0  0
 24 22  1  0  0  0  0
 25  3  1  0  0  0  0
 25  4  1  0  0  0  0
 18 25  1  6  0  0  0
 26  5  1  0  0  0  0
 26 15  1  0  0  0  0
 26 16  1  0  0  0  0
 16 27  1  1  0  0  0
 18 28  1  1  0  0  0
 19 29  1  6  0  0  0
 20 30  1  1  0  0  0
 21 31  1  1  0  0  0
 22 32  1  1  0  0  0
M  END

     RDKit          3D

 66 70  0  0  0  0  0  0  0  0999 V2000
   -6.2701    0.0976   -0.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8660   -0.4025   -0.4395 C   0  0  1  0  0  0  0  0  0  0  0  0
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    5.6892   -0.0985   -0.5135 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6186   -1.5160   -0.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8068    0.4998    0.1585 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5009    0.3092   -1.4813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4909   -0.7568   -1.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6014   -0.4045   -0.0187 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4162   -1.6242    0.8502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2818    0.1062   -0.5403 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5438   -1.0472   -1.0219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9237   -0.6712   -1.4593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5864    0.1105   -0.3906 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9359   -0.6678    0.8396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3634   -0.9489    0.7822 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6073   -2.3827    0.7805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6301    0.2059   -1.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9467   -0.6113    0.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3430    1.1307    0.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8080   -1.1495   -1.2789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9711    1.0686   -1.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6051    1.4458    1.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5667    2.6993   -0.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4770    3.2381    0.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5285    2.0375    1.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4977    1.8051   -1.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1655    2.3198    2.0521 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3221    2.4826    1.7843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9465   -0.5320    1.4242 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1826    1.2004    1.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7382    1.7098   -0.4293 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6775   -1.8812   -0.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0089   -1.9239    0.3846 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3554   -1.9223   -1.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7411    0.0915   -0.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8044    1.5887   -0.1168 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7734    0.3954    1.2600 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9862    1.2468   -1.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0638   -0.0268   -2.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0212   -1.6988   -0.9372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9263   -0.9490   -2.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3400   -2.5026    0.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5501   -1.5511    1.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3462   -1.8038    1.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4360    0.8062   -1.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0336   -1.5230   -1.8865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6338   -1.8551   -0.2523 H   0  0  0  0  0  0  0  0  0  0  0  0
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  3  2  1  0
  6 23  1  0
  3 23  1  0
 18 20  1  0
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  2 30  1  6
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 26 64  1  0
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 24 62  1  0
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  7 37  1  1
  8 38  1  0
  8 39  1  0
  9 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  6
 16 50  1  0
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 17 53  1  0
 19 54  1  0
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 19 56  1  0
 14 44  1  0
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 14 46  1  0
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 15 48  1  0
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  6 36  1  6
  5 34  1  0
  5 35  1  0
  4 32  1  0
  4 33  1  0
  3 31  1  6
M  END


  Mrv1572004221605042D          

 32 36  0  0  1  0            999 V2000
   -1.3097    1.4657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7517    2.0506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0271    2.4531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2014    1.0348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2803    2.9360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4226   -0.0265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6037   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0262   -0.0036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8152   -0.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3894    2.2519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8860    1.5931    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1072    0.5318    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0117    0.8213    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4295    1.2912    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2883    0.4311    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2483    1.3918    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7918    1.0900    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7048    1.6937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0117    2.1560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8464    0.7386    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3825    0.9342    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7849   -0.2277    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2529    1.6103    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6106    1.1906    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4635    0.4167    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0  0  0  0
  9  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 16  1  1  6  0  0  0
 17  6  2  0  0  0  0
 17 14  1  0  0  0  0
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 22  9  1  0  0  0  0
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 23  2  1  6  0  0  0
 23 12  1  0  0  0  0
 23 17  1  0  0  0  0
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 25  3  1  0  0  0  0
 25  4  1  0  0  0  0
 18 25  1  6  0  0  0
 26  5  1  0  0  0  0
 26 15  1  0  0  0  0
 26 16  1  0  0  0  0
 16 27  1  1  0  0  0
 18 28  1  1  0  0  0
 19 29  1  6  0  0  0
 20 30  1  1  0  0  0
 21 31  1  1  0  0  0
 22 32  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0051291

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(C)N(C)C[C@]23CC[C@@]4([H])[C@@]([H])(CC=C5C[C@]([H])(CC[C@]45C)N(C)C)[C@]2([H])CC[C@]13[H]

> <INCHI_IDENTIFIER>
InChI=1S/C24H40N2/c1-16-20-8-9-22-19-7-6-17-14-18(25(3)4)10-12-23(17,2)21(19)11-13-24(20,22)15-26(16)5/h6,16,18-22H,7-15H2,1-5H3/t16-,18-,19+,20+,21-,22-,23-,24-/m0/s1

> <INCHI_KEY>
GPLGAQQQNWMVMM-MYAJQUOBSA-N

> <FORMULA>
C24H40N2

> <MOLECULAR_WEIGHT>
356.598

> <EXACT_MASS>
356.319149296

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
45.550490989629196

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,5S,6S,9R,12S,13R,16S)-N,N,6,7,13-pentamethyl-7-azapentacyclo[10.8.0.0²,⁹.0⁵,⁹.0¹³,¹⁸]icos-18-en-16-amine

> <ALOGPS_LOGP>
4.49

> <JCHEM_LOGP>
4.029156631666667

> <ALOGPS_LOGS>
-5.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_BASIC>
10.52651701199677

> <JCHEM_POLAR_SURFACE_AREA>
6.48

> <JCHEM_REFRACTIVITY>
111.75179999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.13e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
conessine

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0      -2.445   2.736   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.137   3.828   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.251   4.579   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.576   1.932   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.523   5.481   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.389  -0.049   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.860  -0.237   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.049  -0.007   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.522  -0.457   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.194   4.204   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.608   3.640   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.665   4.016   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.080   3.452   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.519   1.556   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.451   3.574   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.905   2.763   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.990   1.368   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.120   2.974   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.933   0.993   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.022   1.533   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.535   2.410   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.405   0.805   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.063   2.598   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.478   2.035   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      10.649   3.162   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0      -0.022   4.024   0.000  0.00  0.00           N+0
HETATM   27  H   UNK     0      -1.580   1.379   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0      10.047   1.744   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0       3.332  -0.425   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.472   3.006   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.006   2.222   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.865   0.778   0.000  0.00  0.00           H+0
CONECT    1   16                                                            
CONECT    2   23                                                            
CONECT    3   25                                                            
CONECT    4   25                                                            
CONECT    5   26                                                            
CONECT    6    7   17                                                       
CONECT    7    6   19                                                       
CONECT    8    9   20                                                       
CONECT    9    8   22                                                       
CONECT   10   12   18                                                       
CONECT   11   13   21                                                       
CONECT   12   10   23                                                       
CONECT   13   11   24                                                       
CONECT   14   17   18                                                       
CONECT   15   24   26                                                       
CONECT   16    1   20   26   27                                             
CONECT   17    6   14   23                                                  
CONECT   18   10   14   25   28                                             
CONECT   19    7   21   22   29                                             
CONECT   20    8   16   24   30                                             
CONECT   21   11   19   23   31                                             
CONECT   22    9   19   24   32                                             
CONECT   23    2   12   17   21                                             
CONECT   24   13   15   20   22                                             
CONECT   25    3    4   18                                                  
CONECT   26    5   15   16                                                  
CONECT   27   16                                                            
CONECT   28   18                                                            
CONECT   29   19                                                            
CONECT   30   20                                                            
CONECT   31   21                                                            
CONECT   32   22                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   72    0
END

View in JSmol

Synonyms

Value	Source
Conessinum	ChEBI
Neriine	ChEBI
Roquessine	ChEBI
Wrightine	Kegg
Conessine dihydrobromide, (3beta)-isomer	MeSH

Chemical Formula

C₂₄H₄₀N₂

Average Mass

356.5980 Da

Monoisotopic Mass

356.31915 Da

IUPAC Name

(1R,2S,5S,6S,9R,12S,13R,16S)-N,N,6,7,13-pentamethyl-7-azapentacyclo[10.8.0.0²,⁹.0⁵,⁹.0¹³,¹⁸]icos-18-en-16-amine

Traditional Name

conessine

CAS Registry Number

Not Available

SMILES

[H][C@@]1(C)N(C)C[C@]23CC[C@@]4([H])[C@@]([H])(CC=C5C[C@]([H])(CC[C@]45C)N(C)C)[C@]2([H])CC[C@]13[H]

InChI Identifier

InChI=1S/C24H40N2/c1-16-20-8-9-22-19-7-6-17-14-18(25(3)4)10-12-23(17,2)21(19)11-13-24(20,22)15-26(16)5/h6,16,18-22H,7-15H2,1-5H3/t16-,18-,19+,20+,21-,22-,23-,24-/m0/s1

InChI Key

GPLGAQQQNWMVMM-MYAJQUOBSA-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
Funtumia elastica	LOTUS Database	35616633
Holarrhena africana	Plant	KNApSAcK
Holarrhena congolensis	Plant	KNApSAcK
Holarrhena febrifuga	Plant	KNApSAcK
Holarrhena floribunda	Plant	KNApSAcK
Holarrhena pubescens	Plant	KNApSAcK
Holarrhena wulfsbergii	Plant	KNApSAcK
Wrightia tomentosa	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as conanine-type alkaloids. These are alkaloids with a structure based on the conanine skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal alkaloids

Direct Parent

Conanine-type alkaloids

Alternative Parents

Substituents

Conanine skeleton
Azasteroid
Azaspirodecane
Alkaloid or derivatives
N-alkylpyrrolidine
Pyrrolidine
Tertiary amine
Tertiary aliphatic amine
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Amine
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

tertiary amino compound (CHEBI:27965 )
steroid alkaloid (CHEBI:27965 )

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	4.49	ALOGPS
logP	4.03	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Basic)	10.53	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	6.48 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	111.75 m³·mol⁻¹	ChemAxon
Polarizability	45.55 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

C00002243

Chemspider ID

Not Available

KEGG Compound ID

C06545

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Conessine

METLIN ID

Not Available

PubChem Compound

441082

PDB ID

Not Available

ChEBI ID

27965

Good Scents ID

Not Available

References

General References

LEUSCH: [Practical therapeutic experiments with conessine]. Ann Soc Belg Med Trop (1920). 1950 Mar;30(1):113-7. [PubMed:15413865 ]
Zhao C, Sun M, Bennani YL, Gopalakrishnan SM, Witte DG, Miller TR, Krueger KM, Browman KE, Thiffault C, Wetter J, Marsh KC, Hancock AA, Esbenshade TA, Cowart MD: The alkaloid conessine and analogues as potent histamine H3 receptor antagonists. J Med Chem. 2008 Sep 11;51(17):5423-30. doi: 10.1021/jm8003625. Epub 2008 Aug 7. [PubMed:18683917 ]
Bogne KP, Penlap BV, Lontsi D, Etoa FX: Antibacterial activities of the extracts and conessine from Holarrhena floribunda G. Don. (Apocynaceae). Afr J Tradit Complement Altern Med. 2007 Feb 16;4(3):352-6. doi: 10.4314/ajtcam.v4i3.31229. [PubMed:20161899 ]
Siddiqui BS, Ali ST, Rizwani GH, Begum S, Tauseef S, Ahmad A: Antimicrobial activity of the methanolic bark extract of Holarrhena pubescens (Buch. Ham), its fractions and the pure compound conessine. Nat Prod Res. 2012;26(11):987-92. doi: 10.1080/14786419.2010.537268. Epub 2011 Aug 11. [PubMed:21834632 ]
Dua VK, Verma G, Singh B, Rajan A, Bagai U, Agarwal DD, Gupta NC, Kumar S, Rastogi A: Anti-malarial property of steroidal alkaloid conessine isolated from the bark of Holarrhena antidysenterica. Malar J. 2013 Jun 10;12:194. doi: 10.1186/1475-2875-12-194. [PubMed:23758861 ]

Showing NP-Card for Conessine (NP0051291)

MOL for NP0051291 (Conessine)

3D MOL for NP0051291 (Conessine)

3D SDF for NP0051291 (Conessine)

3D-SDF for NP0051291 (Conessine)

PDB for NP0051291 (Conessine)

3D PDB for NP0051291 (Conessine)

SMILES for NP0051291 (Conessine)

INCHI for NP0051291 (Conessine)

Structure for NP0051291 (Conessine)

3D Structure for NP0051291 (Conessine)