NP-MRD: Showing NP-Card for (Z)-Vallesiachotamine (NP0068059)

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Record Information

Version

2.0

Created at

2022-04-28 12:58:11 UTC

Updated at

2022-04-28 12:58:11 UTC

NP-MRD ID

NP0068059

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(Z)-Vallesiachotamine

Description

Isovallesiachotamine belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. (Z)-Vallesiachotamine is found in Amsonia tomentosa, Cephalanthus occidentalis, Chimarrhis turbinata, Psychotria bahiensis, Rauvolfia serpentina, Rauwolfia verticillata, Rhazya stricta and Tabernaemontana psorocarpa (Pierre ex Stapf) Pichon. (Z)-Vallesiachotamine was first documented in 2003 (PMID: 12880329). Based on a literature review very few articles have been published on Isovallesiachotamine (PMID: 22816294).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282214582D          

 26 29  0  0  1  0            999 V2000
    5.0376   -0.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0768    0.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3828    1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6495    0.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6103    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3043   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8144   -0.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3618    0.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8779    1.1504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5381    0.4596    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1671   -0.2772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6198   -0.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4434   -0.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3435   -0.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1092    0.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2618    1.1022    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0855    1.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1908    1.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0145    1.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4671    2.4345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1802    2.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2725    3.2186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9328    0.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3038   -0.4187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3855    1.0079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2091    0.9608    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  2  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
 10  8  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  7 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 10 17  1  0  0  0  0
 16 18  1  6  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  2  0  0  0  0
 15 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END

     RDKit          3D

 48 51  0  0  0  0  0  0  0  0999 V2000
   -4.0443   -3.4177   -0.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1955   -2.2995   -0.8354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5071   -1.5143   -0.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5522   -1.7181    1.3882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2460   -2.6414    1.8638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6909   -0.4218   -0.6603 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2597   -0.7487   -0.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4627    0.0733    0.5565 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9273   -0.1708    0.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7238   -1.1697    0.8916 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0069   -0.9373    0.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1645   -1.6561    0.7801 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3791   -1.1824    0.3292 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3736    0.0253   -0.3373 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2237    0.7460   -0.5564 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0020    0.2784   -0.1077 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7191    0.7608   -0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1405    1.9952   -0.7654 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1446    2.5123    0.2809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1243    1.4582    0.3796 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2610    1.7850    0.3010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1118    0.9019   -0.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5253    1.2486   -0.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3976    0.4624   -0.7129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0072    2.4947    0.1706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3908    2.8122    0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8843   -3.0933    0.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4812   -4.2095    0.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5361   -3.9297   -1.2232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1553   -2.1373   -1.9200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0009   -1.0955    2.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8870   -0.4459   -1.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3284   -0.6777   -1.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1259   -1.8298   -0.1490 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1684   -0.1987    1.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4112   -2.0058    1.4023 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1551   -2.5997    1.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3097   -1.7214    0.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3049    0.4152   -0.6978 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2172    1.6965   -1.0805 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5907    1.7184   -1.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8779    2.7854   -0.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7075    3.4239   -0.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6499    2.6342    1.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5858    2.7726    0.6511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4912    3.8901    0.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7862    2.6879   -0.9406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9899    2.2438    0.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0
 25 23  1  0
 23 24  2  0
 23 22  1  0
 22 21  2  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  3  1  0
  3  2  2  0
  2  1  1  0
  3  4  1  0
  4  5  2  0
  6 22  1  0
  8 20  1  0
 16 17  1  0
 16 11  1  0
 26 46  1  0
 26 47  1  0
 26 48  1  0
 21 45  1  0
 19 43  1  0
 19 44  1  0
 18 41  1  0
 18 42  1  0
 10 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
  8 35  1  1
  7 33  1  0
  7 34  1  0
  6 32  1  6
  2 30  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 31  1  0
M  END


  Mrv1652304282214582D          

 26 29  0  0  1  0            999 V2000
    5.0376   -0.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0768    0.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3828    1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6495    0.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6103    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3043   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8144   -0.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3618    0.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8779    1.1504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5381    0.4596    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1671   -0.2772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6198   -0.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4434   -0.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3435   -0.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1092    0.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2618    1.1022    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0855    1.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1908    1.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0145    1.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4671    2.4345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1802    2.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2725    3.2186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9328    0.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3038   -0.4187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3855    1.0079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2091    0.9608    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  2  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
 10  8  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  7 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 10 17  1  0  0  0  0
 16 18  1  6  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  2  0  0  0  0
 15 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0068059

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=CN2CCC3=C(NC4=CC=CC=C34)[C@@H]2C[C@H]1\C(=C\C)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H22N2O3/c1-3-13(12-24)16-10-19-20-15(14-6-4-5-7-18(14)22-20)8-9-23(19)11-17(16)21(25)26-2/h3-7,11-12,16,19,22H,8-10H2,1-2H3/b13-3+/t16-,19-/m0/s1

> <INCHI_KEY>
NTVLUSJWJRSPSM-AHHXMMTISA-N

> <FORMULA>
C21H22N2O3

> <MOLECULAR_WEIGHT>
350.418

> <EXACT_MASS>
350.163042576

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
39.06694043913826

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2S,4S)-4-[(2Z)-1-oxobut-2-en-2-yl]-7,17-diazatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1(10),5,11,13,15-pentaene-5-carboxylate

> <ALOGPS_LOGP>
3.05

> <JCHEM_LOGP>
2.8003601006666665

> <ALOGPS_LOGS>
-3.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.363002911009897

> <JCHEM_PKA_STRONGEST_BASIC>
-3.435422965368359

> <JCHEM_POLAR_SURFACE_AREA>
62.400000000000006

> <JCHEM_REFRACTIVITY>
101.4889

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.99e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2S,4S)-4-[(2Z)-1-oxobut-2-en-2-yl]-7,17-diazatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1(10),5,11,13,15-pentaene-5-carboxylate

> <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       9.404  -0.063   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.477   1.476   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.181   2.308   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.812   1.603   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.739   0.064   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.035  -0.768   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.254  -0.341   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.409   0.946   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       5.372   2.147   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       2.871   0.858   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       2.179  -0.517   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       3.024  -1.805   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.561  -1.717   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.641  -0.606   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.204   0.682   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.489   2.057   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.026   2.146   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.356   3.345   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.894   3.257   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.739   4.544   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.336   4.720   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.509   6.008   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.741   0.594   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.434  -0.782   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -2.586   1.881   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -4.124   1.793   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   13                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    4                                                       
CONECT   10    8   11   17                                                  
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12    7                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   10                                                       
CONECT   18   16   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18   22                                                       
CONECT   22   21                                                            
CONECT   23   15   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂N₂O₃

Average Mass

350.4180 Da

Monoisotopic Mass

350.16304 Da

IUPAC Name

methyl (2S,4S)-4-[(2Z)-1-oxobut-2-en-2-yl]-7,17-diazatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1(10),5,11,13,15-pentaene-5-carboxylate

Traditional Name

methyl (2S,4S)-4-[(2Z)-1-oxobut-2-en-2-yl]-7,17-diazatetracyclo[8.7.0.0^{2,7}.0^{11,16}]heptadeca-1(10),5,11,13,15-pentaene-5-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CN2CCC3=C(NC4=CC=CC=C34)[C@@H]2C[C@H]1\C(=C\C)C=O

InChI Identifier

InChI=1S/C21H22N2O3/c1-3-13(12-24)16-10-19-20-15(14-6-4-5-7-18(14)22-20)8-9-23(19)11-17(16)21(25)26-2/h3-7,11-12,16,19,22H,8-10H2,1-2H3/b13-3+/t16-,19-/m0/s1

InChI Key

NTVLUSJWJRSPSM-AHHXMMTISA-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
Amsonia tomentosa	LOTUS Database	35616633
Cephalanthus occidentalis	LOTUS Database	35616633
Chimarrhis turbinata	Plant	KNApSAcK
Psychotria bahiensis	Plant	KNApSAcK
Rauvolfia serpentina	LOTUS Database	35616633
Rauwolfia verticillata	Plant	KNApSAcK
Rhazya stricta	LOTUS Database	35616633
Tabernaemontana psorocarpa	Plant	KNApSAcK

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
Quinolizine
3-alkylindole
Indole
Aralkylamine
Tetrahydropyridine
Benzenoid
Alpha,beta-unsaturated aldehyde
Enal
Pyrrole
Heteroaromatic compound
Vinylogous amide
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Amino acid or derivatives
Carboxylic acid ester
Tertiary amine
Tertiary aliphatic amine
Monocarboxylic acid or derivatives
Allylamine
Enamine
Carboxylic acid derivative
Azacycle
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Amine
Aldehyde
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	3.05	ALOGPS
logP	2.8	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	16.36	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	62.4 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	101.49 m³·mol⁻¹	ChemAxon
Polarizability	39.07 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

C00025915

Chemspider ID

4946742

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6442678

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Cardoso CL, Siqueira Silva DH, Tomazela DM, Verli H, Young MC, Furlan M, Eberlin MN, da Silva Bolzani V: Turbinatine, a potential key intermediate in the biosynthesis of corynanthean-type indole alkaloids. J Nat Prod. 2003 Jul;66(7):1017-21. doi: 10.1021/np020547m. [PubMed:12880329 ]
Bahadori F, Topcu G, Boga M, Turkekul A, Kolak U, Kartal M: Indole alkaloids from Vinca major and V. minor growing in Turkey. Nat Prod Commun. 2012 Jun;7(6):731-4. [PubMed:22816294 ]

Showing NP-Card for (Z)-Vallesiachotamine (NP0068059)

MOL for NP0068059 ((Z)-Vallesiachotamine)

3D MOL for NP0068059 ((Z)-Vallesiachotamine)

3D SDF for NP0068059 ((Z)-Vallesiachotamine)

3D-SDF for NP0068059 ((Z)-Vallesiachotamine)

PDB for NP0068059 ((Z)-Vallesiachotamine)

3D PDB for NP0068059 ((Z)-Vallesiachotamine)

SMILES for NP0068059 ((Z)-Vallesiachotamine)

INCHI for NP0068059 ((Z)-Vallesiachotamine)

Structure for NP0068059 ((Z)-Vallesiachotamine)

3D Structure for NP0068059 ((Z)-Vallesiachotamine)