NP-MRD: Showing NP-Card for 3,4,5,6-tetradehydroajmalicine (NP0323931)

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Record Information

Version

2.0

Created at

2022-09-12 03:40:42 UTC

Updated at

2022-09-12 03:40:42 UTC

NP-MRD ID

NP0323931

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,4,5,6-tetradehydroajmalicine

Description

Serpentine, also known as alstonine, belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. Serpentine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. 3,4,5,6-tetradehydroajmalicine is found in Agrobacterium rhizogenes, Catharanthus roseus and Rauvolfia serpentina. Based on a literature review very few articles have been published on serpentine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122205402D          

 26 30  0  0  1  0            999 V2000
    3.8117   -6.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5395   -5.8357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0779   -5.2106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8885   -5.3643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8058   -4.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9952   -4.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7231   -3.4992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2615   -2.8741    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9893   -2.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0720   -3.0279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6104   -2.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4210   -2.5565    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9594   -1.9314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7700   -2.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0421   -2.8640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8030   -3.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5491   -2.8308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2270   -3.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1589   -4.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4128   -4.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7348   -4.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9318   -4.1943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5037   -3.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6931   -3.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1547   -3.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3442   -3.8067    0.0000 C   0  0  2  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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 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
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 15 23  1  0  0  0  0
 23 24  2  0  0  0  0
 12 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 25  1  6  0  0  0
  5 26  1  0  0  0  0
 10 26  1  0  0  0  0
M  END

     RDKit          3D

 46 50  0  0  0  0  0  0  0  0999 V2000
   -4.6506    3.5457    0.3820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4700    2.1768    0.1454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2110    1.6638   -0.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2399    2.4393   -0.1401 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0677    0.2497   -0.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1369   -0.5474   -0.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9170   -1.8935   -0.5581 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8183   -2.4800    0.1132 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6732   -3.8947   -0.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5522   -1.6929    0.0199 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4918   -2.4000   -0.8082 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7248   -1.5964   -0.5795 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9030   -2.2427   -0.5904 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1066   -1.5701   -0.3802 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1027   -0.2106   -0.1548 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0548    0.7571    0.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4301    0.7067    0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1946    1.8249    0.4363 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5400    3.0283    0.5825 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1668    3.0889    0.4801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3925    1.9758    0.2319 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0695    1.7570    0.0872 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8137    0.4634   -0.1485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6476   -0.2844   -0.3682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6025    0.5183   -0.3416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7709   -0.3555   -0.6507 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4665    3.8900   -0.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9562    3.7604    1.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7239    4.0960    0.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1343   -0.1217   -0.1102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0743   -2.5799    1.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7006   -4.2949   -0.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1820   -4.5444    0.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1781   -3.9385   -1.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0869   -1.5295    1.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3535   -3.4442   -0.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7580   -2.2432   -1.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9631   -3.3012   -0.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0616   -2.0645   -0.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9264   -0.2386    0.0718 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2692    1.8272    0.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1170    3.9439    0.7817 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6403    4.0399    0.5948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6673    0.9436    0.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4964    1.3262   -1.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7443   -0.5540   -1.7651 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26  5  1  0
 26 10  1  0
 24 12  1  0
 23 15  1  0
 21 16  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  0
  8 31  1  1
  9 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  1
 11 36  1  0
 11 37  1  0
 13 38  1  0
 14 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 25 44  1  0
 25 45  1  0
 26 46  1  6
M  END


  Mrv1652309122205402D          

 26 30  0  0  1  0            999 V2000
    3.8117   -6.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5395   -5.8357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0779   -5.2106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8885   -5.3643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8058   -4.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9952   -4.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7231   -3.4992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2615   -2.8741    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9893   -2.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0720   -3.0279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6104   -2.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4210   -2.5565    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9594   -1.9314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7700   -2.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0421   -2.8640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8030   -3.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5491   -2.8308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2270   -3.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1589   -4.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4128   -4.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7348   -4.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9318   -4.1943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5037   -3.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6931   -3.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1547   -3.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3442   -3.8067    0.0000 C   0  0  2  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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 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
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 15 23  1  0  0  0  0
 23 24  2  0  0  0  0
 12 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 25  1  6  0  0  0
  5 26  1  0  0  0  0
 10 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0323931

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=CO[C@@H](C)[C@H]2CN3C=CC4=C5C=CC=CC5=NC4=C3C[C@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C21H20N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-8,11-12,15-16H,9-10H2,1-2H3/t12-,15-,16+/m0/s1

> <INCHI_KEY>
WYTGDNHDOZPMIW-VBNZEHGJSA-N

> <FORMULA>
C21H20N2O3

> <MOLECULAR_WEIGHT>
348.402

> <EXACT_MASS>
348.147392512

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
38.593567123125645

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (15R,16S,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-1,3,5,7,9,11,18-heptaene-19-carboxylate

> <JCHEM_LOGP>
3.172206215333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.4147707049802496

> <JCHEM_POLAR_SURFACE_AREA>
53.35

> <JCHEM_REFRACTIVITY>
97.40600000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (15R,16S,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-1,3,5,7,9,11,18-heptaene-19-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       7.115 -12.347   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       6.607 -10.893   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.612  -9.726   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       9.125 -10.013   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       7.104  -8.273   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.591  -7.986   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.083  -6.532   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.088  -5.365   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.580  -3.911   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.601  -5.652   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.606  -4.485   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      10.119  -4.772   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      11.124  -3.605   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.637  -3.892   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.145  -5.346   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.566  -5.941   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.958  -5.284   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.224  -6.162   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      17.097  -7.696   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.704  -8.354   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.438  -7.476   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      12.939  -7.829   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      12.140  -6.513   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.627  -6.226   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.622  -7.393   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.109  -7.106   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   26                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   26                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   24                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   15   24                                                  
CONECT   24   23   12   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25    5   10                                                  
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

View in JSmol

Synonyms

Value	Source
(19alpha)-3,4,5,6,16,17-Hexadehydro-16-(methoxycarbonyl)-19-methyloxayohimbanium	ChEBI
(4S,4AR,14as)-4-methyl-1-[(methyloxy)carbonyl]-4a,5,14,14a-tetrahydro-4H-indolo[2,3-a]pyrano[3,4-g]quinolizin-6-ium-13-ide	ChEBI
Methyl (19alpha)-19-methyl-3,4,5,6,16,17-hexadehydrooxayohimban-4-ium-1-ide-16-carboxylate	ChEBI
Serpentine (alkaloid)	ChEBI
(19a)-3,4,5,6,16,17-Hexadehydro-16-(methoxycarbonyl)-19-methyloxayohimbanium	Generator
(19Α)-3,4,5,6,16,17-hexadehydro-16-(methoxycarbonyl)-19-methyloxayohimbanium	Generator
Methyl (19a)-19-methyl-3,4,5,6,16,17-hexadehydrooxayohimban-4-ium-1-ide-16-carboxylate	Generator
Methyl (19a)-19-methyl-3,4,5,6,16,17-hexadehydrooxayohimban-4-ium-1-ide-16-carboxylic acid	Generator
Methyl (19alpha)-19-methyl-3,4,5,6,16,17-hexadehydrooxayohimban-4-ium-1-ide-16-carboxylic acid	Generator
Methyl (19α)-19-methyl-3,4,5,6,16,17-hexadehydrooxayohimban-4-ium-1-ide-16-carboxylate	Generator
Methyl (19α)-19-methyl-3,4,5,6,16,17-hexadehydrooxayohimban-4-ium-1-ide-16-carboxylic acid	Generator
Serpentine (alkaloid), hydroxide inner salt	MeSH
3,4,5,6,16,17-Hexadehydro-16-(methoxycarbonyl)-19a-methyl-20a-oxayohimbanium	MeSH
Serpentine (alkaloid), (19alpha,20alpha)-isomer	MeSH
Serpentine (alkaloid), hydrogen tartrate (1:1) salt	MeSH
Alstonine	MeSH
Serpentine (alkaloid), (19alpha,20alpha)-hydroxide inner salt	MeSH

Chemical Formula

C₂₁H₂₀N₂O₃

Average Mass

348.4020 Da

Monoisotopic Mass

348.14739 Da

IUPAC Name

methyl (15R,16S,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-1,3,5,7,9,11,18-heptaene-19-carboxylate

Traditional Name

methyl (15R,16S,20S)-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-1,3,5,7,9,11,18-heptaene-19-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CO[C@@H](C)[C@H]2CN3C=CC4=C5C=CC=CC5=NC4=C3C[C@H]12

InChI Identifier

InChI=1S/C21H20N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-8,11-12,15-16H,9-10H2,1-2H3/t12-,15-,16+/m0/s1

InChI Key

WYTGDNHDOZPMIW-VBNZEHGJSA-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
Agrobacterium rhizogenes	LOTUS Database	35616633
Catharanthus roseus	LOTUS Database	35616633
Rauvolfia serpentina	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyridoindoles

Direct Parent

Beta carbolines

Alternative Parents

Substituents

Beta-carboline
Indole
Pyridine
Benzenoid
Pyrrole
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Vinylogous ester
Heteroaromatic compound
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Azacycle
Oxacycle
Carbonyl group
Organic nitrogen compound
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

carboxylic ester (CHEBI:9119 )
iminium betaine (CHEBI:9119 )
indole alkaloid (CHEBI:9119 )
quinolizines (CHEBI:9119 )
Indole alkaloids (C09241 )

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	3.17	ChemAxon
pKa (Strongest Basic)	3.41	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	53.35 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	97.41 m³·mol⁻¹	ChemAxon
Polarizability	38.59 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

C00001769

Chemspider ID

65865

KEGG Compound ID

C09241

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Serpentine

METLIN ID

Not Available

PubChem Compound

73073

PDB ID

Not Available

ChEBI ID

9119

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3,4,5,6-tetradehydroajmalicine (NP0323931)

MOL for NP0323931 (3,4,5,6-tetradehydroajmalicine)

3D MOL for NP0323931 (3,4,5,6-tetradehydroajmalicine)

3D SDF for NP0323931 (3,4,5,6-tetradehydroajmalicine)

3D-SDF for NP0323931 (3,4,5,6-tetradehydroajmalicine)

PDB for NP0323931 (3,4,5,6-tetradehydroajmalicine)

3D PDB for NP0323931 (3,4,5,6-tetradehydroajmalicine)

SMILES for NP0323931 (3,4,5,6-tetradehydroajmalicine)

INCHI for NP0323931 (3,4,5,6-tetradehydroajmalicine)

Structure for NP0323931 (3,4,5,6-tetradehydroajmalicine)

3D Structure for NP0323931 (3,4,5,6-tetradehydroajmalicine)