NP-MRD: Showing NP-Card for Ervatamine (NP0068015)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 12:53:25 UTC

Updated at

2022-04-28 12:53:25 UTC

NP-MRD ID

NP0068015

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ervatamine

Description

Ervatamine belongs to the class of organic compounds known as ervatamia alkaloids. These are alkaloids with a structure based on the tetracyclic ervatamia skeleton, which arises from the 5,6- bond cleavage and 6,16- bond formation in the vobasine skeleton. Ervatamine is found in Ervatamia divaricata, Ervatamia orientalis , Tabernaemontana corymbosa, Tabernaemontana orientalis R.Br. and Tabernaemontana pandacaqui. Ervatamine was first documented in 2015 (PMID: 25435251). Based on a literature review a small amount of articles have been published on Ervatamine (PMID: 30987224) (PMID: 34001508) (PMID: 27077800) (PMID: 26024020).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282214532D          

 26 29  0  0  1  0            999 V2000
    6.4993    1.8415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9718    1.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6223    0.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8003    0.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3279    1.0232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6774    1.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5386    0.7828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5233   -0.0420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3031   -0.3115    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8689   -0.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0375   -1.3519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0681   -0.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7240    0.4040    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0957    1.1405    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9033    1.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6437    1.8307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8200    1.7843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4483    1.0478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9003    0.3576    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5286   -0.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9806   -1.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3680    2.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4113    1.9027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2293    2.0105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9090    2.5572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2246    3.3194    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
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  7 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 17 22  1  0  0  0  0
 14 23  1  6  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

 52 55  0  0  0  0  0  0  0  0999 V2000
   -3.9856   -2.7080   -0.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1420   -1.6829   -1.3207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9518   -1.2452   -0.4554 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4034   -0.6401    0.8188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7663    0.5924    1.2019 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9545    0.8794    2.5873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3457    0.4288    0.8524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3562    0.6889   -0.6699 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1044    1.9688   -0.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1633    2.0512   -1.4641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6245    3.1061   -0.1845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2294    4.3652   -0.2315 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0586    0.9887   -1.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0082   -0.0238   -0.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8431   -1.3942   -0.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8961   -1.9881   -0.0410 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826   -1.0311    0.5005 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8554   -1.1415    1.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5013    0.0074    1.6884 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9585    1.2597    1.4204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7791    1.3400    0.6918 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1456    0.2125    0.2356 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7748   -2.0971   -1.3648 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7259   -3.3463   -1.2769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2489   -1.3638   -2.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0663   -0.4056   -1.3322 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5954   -2.2522    0.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3935   -3.5707   -0.2529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7162   -3.0937   -1.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8142   -0.8201   -1.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8508   -2.1253   -2.2713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3979   -2.2182   -0.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1595   -1.3659    1.6530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5083   -0.5272    0.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7411    1.6860    2.6609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3388    0.0094    3.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0101    1.2813    3.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0009   -0.5999    1.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2452    1.1841    1.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8831    4.5675    0.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8762    4.3964   -1.1462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4812    5.1854   -0.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2961    2.0086   -0.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1228    1.0356   -2.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0175   -3.0161   -0.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2761   -2.1111    1.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4191   -0.1046    2.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4891    2.1011    1.7968 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3649    2.3118    0.4887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9041   -2.0472   -2.7097 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3196   -0.8027   -2.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7658    0.0663   -2.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  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
 15 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
  8  9  1  1
  9 10  2  0
  9 11  1  0
 11 12  1  0
 26  3  1  0
 26  8  1  0
 22 14  1  0
 22 17  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  1
  4 33  1  0
  4 34  1  0
  6 35  1  0
  6 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
 13 43  1  0
 13 44  1  0
 16 45  1  0
 18 46  1  0
 19 47  1  0
 20 48  1  0
 21 49  1  0
 25 50  1  0
 25 51  1  0
 26 52  1  6
 12 40  1  0
 12 41  1  0
 12 42  1  0
M  END


  Mrv1652304282214532D          

 26 29  0  0  1  0            999 V2000
    6.4993    1.8415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9718    1.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6223    0.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8003    0.3468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3279    1.0232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6774    1.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5386    0.7828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5233   -0.0420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3031   -0.3115    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8689   -0.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0375   -1.3519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0681   -0.3458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7240    0.4040    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0957    1.1405    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9033    1.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6437    1.8307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8200    1.7843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4483    1.0478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9003    0.3576    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5286   -0.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9806   -1.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3680    2.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4113    1.9027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2293    2.0105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9090    2.5572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2246    3.3194    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
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  7 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 17 22  1  0  0  0  0
 14 23  1  6  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>
NP0068015

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@H]1CN(C)C[C@]2(CC3=C(NC4=CC=CC=C34)C(=O)C[C@@H]12)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C21H26N2O3/c1-4-13-11-23(2)12-21(20(25)26-3)10-15-14-7-5-6-8-17(14)22-19(15)18(24)9-16(13)21/h5-8,13,16,22H,4,9-12H2,1-3H3/t13-,16+,21+/m1/s1

> <INCHI_KEY>
METLQVFFFUYXNT-QTPGKHNVSA-N

> <FORMULA>
C21H26N2O3

> <MOLECULAR_WEIGHT>
354.45

> <EXACT_MASS>
354.194342705

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
39.353166589897995

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (3R,7S,8S)-7-ethyl-5-methyl-10-oxo-5,12-diazatetracyclo[9.7.0.0^{3,8}.0^{13,18}]octadeca-1(11),13,15,17-tetraene-3-carboxylate

> <ALOGPS_LOGP>
2.75

> <JCHEM_LOGP>
2.720112403666667

> <ALOGPS_LOGS>
-3.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
17.277405949342892

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.34033837774506

> <JCHEM_PKA_STRONGEST_BASIC>
7.630669057363817

> <JCHEM_POLAR_SURFACE_AREA>
62.400000000000006

> <JCHEM_REFRACTIVITY>
100.7928

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.19e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (3R,7S,8S)-7-ethyl-5-methyl-10-oxo-5,12-diazatetracyclo[9.7.0.0^{3,8}.0^{13,18}]octadeca-1(11),13,15,17-tetraene-3-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      12.132   3.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.014   2.175   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.362   0.780   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.827   0.647   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.945   1.910   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.598   3.305   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.472   1.461   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.444  -0.078   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       9.899  -0.581   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       7.222  -1.016   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       7.537  -2.524   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.727  -0.646   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.085   0.754   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.779   2.129   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.286   2.444   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.935   3.417   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       3.397   3.331   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       2.704   1.956   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.547   0.668   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.853  -0.707   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.697  -1.996   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.554   4.619   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.368   3.552   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       7.895   3.753   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.430   4.773   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.019   6.196   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   15                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    4                                                       
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   19                                                  
CONECT   14   13   15   16   23                                             
CONECT   15   14    7                                                       
CONECT   16   14   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   13   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   17                                                            
CONECT   23   14   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

Value	Source
Epiervatamine	MeSH
Ervatamine alkaloid	MeSH
Ervatamine monohydrochloride	MeSH
Ervatamine, 4R-(4alpha,4abeta,12abeta) isomer	MeSH

Chemical Formula

C₂₁H₂₆N₂O₃

Average Mass

354.4500 Da

Monoisotopic Mass

354.19434 Da

IUPAC Name

methyl (3R,7S,8S)-7-ethyl-5-methyl-10-oxo-5,12-diazatetracyclo[9.7.0.0^{3,8}.0^{13,18}]octadeca-1(11),13,15,17-tetraene-3-carboxylate

Traditional Name

methyl (3R,7S,8S)-7-ethyl-5-methyl-10-oxo-5,12-diazatetracyclo[9.7.0.0^{3,8}.0^{13,18}]octadeca-1(11),13,15,17-tetraene-3-carboxylate

CAS Registry Number

Not Available

SMILES

CC[C@@H]1CN(C)C[C@]2(CC3=C(NC4=CC=CC=C34)C(=O)C[C@@H]12)C(=O)OC

InChI Identifier

InChI=1S/C21H26N2O3/c1-4-13-11-23(2)12-21(20(25)26-3)10-15-14-7-5-6-8-17(14)22-19(15)18(24)9-16(13)21/h5-8,13,16,22H,4,9-12H2,1-3H3/t13-,16+,21+/m1/s1

InChI Key

METLQVFFFUYXNT-QTPGKHNVSA-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
Ervatamia coronaria	Plant	KNApSAcK
Ervatamia orientalis	Plant	KNApSAcK
Tabernaemontana corymbosa	LOTUS Database	35616633
Tabernaemontana orientalis R.Br.	Plant	KNApSAcK
Tabernaemontana pandacaqui	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ervatamia alkaloids. These are alkaloids with a structure based on the tetracyclic ervatamia skeleton, which arises from the 5,6- bond cleavage and 6,16- bond formation in the vobasine skeleton.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Ervatamia alkaloids

Sub Class

Not Available

Direct Parent

Ervatamia alkaloids

Alternative Parents

Substituents

Ervatamia skeleton
3-alkylindole
Indole
Indole or derivatives
Piperidinecarboxylic acid
Aryl alkyl ketone
Aryl ketone
Aralkylamine
Piperidine
Benzenoid
Pyrrole
Heteroaromatic compound
Methyl ester
Amino acid or derivatives
Carboxylic acid ester
Ketone
Tertiary amine
Tertiary aliphatic amine
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Hydrocarbon derivative
Carbonyl group
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	2.75	ALOGPS
logP	2.72	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	12.34	ChemAxon
pKa (Strongest Basic)	7.63	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	62.4 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	100.79 m³·mol⁻¹	ChemAxon
Polarizability	39.35 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

C00025734

Chemspider ID

142076

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

161765

PDB ID

Not Available

ChEBI ID

141900

Good Scents ID

Not Available

References

General References

Zhou J, Du SY, Dong HJ, Fang L, Feng JH: Preparative Separation of Monoterpenoid Indole Alkaloid Epimers from Ervatamia yunnanensis Tsiang by pH-Zone-Refining Counter-Current Chromatography Combined with Preparative High-Performance Liquid Chromatography. Molecules. 2019 Apr 3;24(7). pii: molecules24071316. doi: 10.3390/molecules24071316. [PubMed:30987224 ]
Goswami P, Borah AJ, Phukan P: Formation of Cyclohepta[b]indole Scaffolds via Heck Cyclization: A Strategy for Structural Analogues of Ervatamine Group of Indole Alkaloid. J Org Chem. 2015 Jan 2;80(1):438-46. doi: 10.1021/jo502443a. Epub 2014 Dec 1. [PubMed:25435251 ]
Fikatas A, Vervaeke P, Meyen E, Llor N, Ordeix S, Boonen I, Bletsa M, Kafetzopoulou LE, Lemey P, Amat M, Pannecouque C, Schols D: A Novel Series of Indole Alkaloid Derivatives Inhibit Dengue and Zika Virus Infection by Interference with the Viral Replication Complex. Antimicrob Agents Chemother. 2021 Jul 16;65(8):e0234920. doi: 10.1128/AAC.02349-20. Epub 2021 Jul 16. [PubMed:34001508 ]
Nge CE, Chong KW, Thomas NF, Lim SH, Low YY, Kam TS: Ibogan, Aspidosperman, Vincamine, and Bisindole Alkaloids from a Malayan Tabernaemontana corymbosa: Iboga Alkaloids with C-20alpha Substitution. J Nat Prod. 2016 May 27;79(5):1388-99. doi: 10.1021/acs.jnatprod.6b00129. Epub 2016 Apr 14. [PubMed:27077800 ]
Zhang DB, Yu DG, Sun M, Zhu XX, Yao XJ, Zhou SY, Chen JJ, Gao K: Ervatamines A-I, Anti-inflammatory Monoterpenoid Indole Alkaloids with Diverse Skeletons from Ervatamia hainanensis. J Nat Prod. 2015 Jun 26;78(6):1253-61. doi: 10.1021/acs.jnatprod.5b00051. Epub 2015 May 29. [PubMed:26024020 ]

Showing NP-Card for Ervatamine (NP0068015)

MOL for NP0068015 (Ervatamine)

3D MOL for NP0068015 (Ervatamine)

3D SDF for NP0068015 (Ervatamine)

3D-SDF for NP0068015 (Ervatamine)

PDB for NP0068015 (Ervatamine)

3D PDB for NP0068015 (Ervatamine)

SMILES for NP0068015 (Ervatamine)

INCHI for NP0068015 (Ervatamine)

Structure for NP0068015 (Ervatamine)

3D Structure for NP0068015 (Ervatamine)