NP-MRD: Showing NP-Card for (1r,10s,12r,13r,16s,17r)-18-(acetyloxy)-13-carboxy-14-methyl-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6,8-tetraen-15-ium-15-olate (NP0162568)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 20:59:46 UTC

Updated at

2022-09-02 20:59:46 UTC

NP-MRD ID

NP0162568

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,10s,12r,13r,16s,17r)-18-(acetyloxy)-13-carboxy-14-methyl-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6,8-tetraen-15-ium-15-olate

Description

Alstoyunine C belongs to the class of organic compounds known as ajmaline-sarpagine alkaloids. These are organic compounds containing either of the ajmalan, sarpagan skeleton, or derivative thereof. The Sarpagine (Akuammidine) group, based on the sarpagan nucleus, arises from bond formation between C-16 and C-5 of the corynantheine precursor. Ajmaline alkaloids are based on a 17,19-secoyohimban skeleton (oxayohimban) which is invariably present as an ether. (1r,10s,12r,13r,16s,17r)-18-(acetyloxy)-13-carboxy-14-methyl-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6,8-tetraen-15-ium-15-olate is found in Alstonia yunnanensis. Based on a literature review very few articles have been published on alstoyunine C.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022222592D          

 28 33  0  0  1  0            999 V2000
    2.5679    2.6762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2507    1.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4325    1.8086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7515    1.2591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4343    0.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5574    0.2351    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0338   -0.2599    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8848    0.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9591   -0.4853    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7377   -1.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4635   -1.8059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0965   -1.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9127   -1.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4249   -0.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1210    0.0324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3048    0.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7925   -0.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8081   -1.5808    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9893   -1.0130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7568   -0.1450    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4017   -0.9002    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4103   -1.0462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6899   -1.8224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9428   -0.4160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0367   -1.5226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9193   -2.3392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8424   -1.0930    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.6561   -0.9566    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  9  8  1  1  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
  9 17  1  0  0  0  0
 18 10  1  6  0  0  0
 18 19  1  0  0  0  0
 20 19  1  6  0  0  0
  6 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 21 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 18 27  1  0  0  0  0
  7 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  CHG  2  27   1  28  -1
M  END

     RDKit          2D

 50 55  0  0  0  0  0  0  0  0999 V2000
   -7.0823    2.3213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6214    1.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1855    0.5459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5964    3.0763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1354    2.7361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9499    4.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8351    3.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1470    1.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0323    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3943    1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2760    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3943   -1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7062   -2.6807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4086   -3.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8351   -3.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1470   -1.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0323   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7062    2.6807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1544    4.1986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6380    5.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2114    6.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0294    7.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2381    8.5643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3614    6.5169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0967    5.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2941    4.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4086    3.6844    0.0000 N   0  0  0  0  0  4  0  0  0  0  0  0
    0.7841    3.9162    0.0000 O   0  0  0  0  0  1  0  0  0  0  0  0
   -8.5432    2.6614    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4225    0.8604    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7422    3.7822    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6264    1.3188    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4462    4.1201    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5576    2.8840    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4589    2.4809    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9419    0.4816    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1328   -3.1443    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0967   -5.1517    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9499   -4.2246    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5736   -1.2902    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1328    3.1443    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7424    4.1335    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6562    5.5492    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7527    6.6955    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9156    7.4798    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5434    7.4404    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9824    6.1936    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6849    4.0278    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1758    5.8032    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0854    3.1043    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0
 25 21  1  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 18 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  7 27  1  0
 27 28  1  0
 21 22  1  0
 22 24  1  0
 22 23  2  0
 27 25  1  0
  6 20  1  0
 27 18  1  0
  9 10  1  0
  9  5  1  1
 17 12  1  0
 26 48  1  0
 26 49  1  0
 26 50  1  0
 25 47  1  0
 21 45  1  6
 20 44  1  1
 19 42  1  0
 19 43  1  0
 18 41  1  1
 13 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
  8 35  1  0
  8 36  1  0
  7 34  1  6
  6 33  1  1
  5 32  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
 24 46  1  0
M  CHG  2  27   1  28  -1
M  END


  Mrv1652309022222592D          

 28 33  0  0  1  0            999 V2000
    2.5679    2.6762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2507    1.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4325    1.8086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7515    1.2591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4343    0.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5574    0.2351    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0338   -0.2599    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8848    0.1236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9591   -0.4853    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7377   -1.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4635   -1.8059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0965   -1.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9127   -1.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4249   -0.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1210    0.0324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3048    0.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7925   -0.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8081   -1.5808    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9893   -1.0130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7568   -0.1450    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4017   -0.9002    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4103   -1.0462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6899   -1.8224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9428   -0.4160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0367   -1.5226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9193   -2.3392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8424   -1.0930    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.6561   -0.9566    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  9  8  1  1  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
  9 17  1  0  0  0  0
 18 10  1  6  0  0  0
 18 19  1  0  0  0  0
 20 19  1  6  0  0  0
  6 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 21 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 18 27  1  0  0  0  0
  7 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  CHG  2  27   1  28  -1
M  END
> <DATABASE_ID>
NP0162568

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1[C@@H]([C@@H]2C[C@H]3C4=NC5=CC=CC=C5[C@]44C[C@@H]([C@@H]2C4OC(C)=O)[N+]13[O-])C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H22N2O5/c1-9-16(20(25)26)11-7-14-18-21(12-5-3-4-6-13(12)22-18)8-15(23(9,14)27)17(11)19(21)28-10(2)24/h3-6,9,11,14-17,19H,7-8H2,1-2H3,(H,25,26)/t9?,11-,14-,15-,16-,17+,19?,21+,23?/m0/s1

> <INCHI_KEY>
DBNIYERRYXNCDY-CEGXWNSQSA-N

> <FORMULA>
C21H22N2O5

> <MOLECULAR_WEIGHT>
382.416

> <EXACT_MASS>
382.152871816

> <ALOGPS_LOGP>
1.11

> <ALOGPS_LOGS>
-3.85

> <ALOGPS_SOLUBILITY>
5.42e-02 g/l

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       4.793   4.996   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.201   3.574   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.674   3.376   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       5.136   2.350   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.544   0.929   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.907   0.439   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.796  -0.485   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.385   0.231   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.524  -0.906   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.110  -2.626   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       6.465  -3.371   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       7.647  -2.354   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.170  -2.578   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.127  -1.371   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.559   0.061   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.036   0.285   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.079  -0.922   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.375  -2.951   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.847  -1.891   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.413  -0.271   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.750  -1.680   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.766  -1.953   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.288  -3.402   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -1.760  -0.777   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.935  -2.842   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.716  -4.367   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       3.439  -2.040   0.000  0.00  0.00           N+1
HETATM   28  O   UNK     0       4.958  -1.786   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7   20                                                  
CONECT    7    6    8   27                                                  
CONECT    8    7    9                                                       
CONECT    9    8    5   10   17                                             
CONECT   10    9   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12    9                                                  
CONECT   18   10   19   27                                                  
CONECT   19   18   20                                                       
CONECT   20   19    6   21                                                  
CONECT   21   20   22   25                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   21   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   18    7   28                                             
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂N₂O₅

Average Mass

382.4160 Da

Monoisotopic Mass

382.15287 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC1[C@@H]([C@@H]2C[C@H]3C4=NC5=CC=CC=C5[C@]44C[C@@H]([C@@H]2C4OC(C)=O)[N+]13[O-])C(O)=O

InChI Identifier

InChI=1S/C21H22N2O5/c1-9-16(20(25)26)11-7-14-18-21(12-5-3-4-6-13(12)22-18)8-15(23(9,14)27)17(11)19(21)28-10(2)24/h3-6,9,11,14-17,19H,7-8H2,1-2H3,(H,25,26)/t9?,11-,14-,15-,16-,17+,19?,21+,23?/m0/s1

InChI Key

DBNIYERRYXNCDY-CEGXWNSQSA-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
Alstonia yunnanensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ajmaline-sarpagine alkaloids. These are organic compounds containing either of the ajmalan, sarpagan skeleton, or derivative thereof. The Sarpagine (Akuammidine) group, based on the sarpagan nucleus, arises from bond formation between C-16 and C-5 of the corynantheine precursor. Ajmaline alkaloids are based on a 17,19-secoyohimban skeleton (oxayohimban) which is invariably present as an ether.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Ajmaline-sarpagine alkaloids

Sub Class

Not Available

Direct Parent

Ajmaline-sarpagine alkaloids

Alternative Parents

Substituents

Sarpagine-skeleton
3-alkylindole
Quinolizidine
Piperidinecarboxylic acid
Indole or derivatives
Quinuclidine
Azepane
Benzenoid
Piperidine
Dicarboxylic acid or derivatives
Trialkyl amine oxide
Ketimine
Carboxylic acid ester
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Trisubstituted n-oxide
Carboxylic acid
Carboxylic acid derivative
N-oxide
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic zwitterion
Organooxygen compound
Organonitrogen compound
Imine
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	1.11	ALOGPS
logS	-3.8	ALOGPS

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00047709

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102297861

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,10s,12r,13r,16s,17r)-18-(acetyloxy)-13-carboxy-14-methyl-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6,8-tetraen-15-ium-15-olate (NP0162568)

MOL for NP0162568 ((1r,10s,12r,13r,16s,17r)-18-(acetyloxy)-13-carboxy-14-methyl-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6,8-tetraen-15-ium-15-olate)

3D MOL for NP0162568 ((1r,10s,12r,13r,16s,17r)-18-(acetyloxy)-13-carboxy-14-methyl-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6,8-tetraen-15-ium-15-olate)

3D SDF for NP0162568 ((1r,10s,12r,13r,16s,17r)-18-(acetyloxy)-13-carboxy-14-methyl-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6,8-tetraen-15-ium-15-olate)

3D-SDF for NP0162568 ((1r,10s,12r,13r,16s,17r)-18-(acetyloxy)-13-carboxy-14-methyl-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6,8-tetraen-15-ium-15-olate)

PDB for NP0162568 ((1r,10s,12r,13r,16s,17r)-18-(acetyloxy)-13-carboxy-14-methyl-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6,8-tetraen-15-ium-15-olate)

3D PDB for NP0162568 ((1r,10s,12r,13r,16s,17r)-18-(acetyloxy)-13-carboxy-14-methyl-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6,8-tetraen-15-ium-15-olate)

SMILES for NP0162568 ((1r,10s,12r,13r,16s,17r)-18-(acetyloxy)-13-carboxy-14-methyl-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6,8-tetraen-15-ium-15-olate)

INCHI for NP0162568 ((1r,10s,12r,13r,16s,17r)-18-(acetyloxy)-13-carboxy-14-methyl-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6,8-tetraen-15-ium-15-olate)

Structure for NP0162568 ((1r,10s,12r,13r,16s,17r)-18-(acetyloxy)-13-carboxy-14-methyl-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6,8-tetraen-15-ium-15-olate)

3D Structure for NP0162568 ((1r,10s,12r,13r,16s,17r)-18-(acetyloxy)-13-carboxy-14-methyl-8,15-diazahexacyclo[14.2.1.0¹,⁹.0²,⁷.0¹⁰,¹⁵.0¹²,¹⁷]nonadeca-2,4,6,8-tetraen-15-ium-15-olate)