NP-MRD: Showing NP-Card for [(1s,14r)-15-formyl-16-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraen-13-yl]methyl acetate (NP0158627)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 16:15:00 UTC

Updated at

2022-09-02 16:15:00 UTC

NP-MRD ID

NP0158627

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1s,14r)-15-formyl-16-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraen-13-yl]methyl acetate

Description

O-Acetylpreperakine belongs to the class of organic compounds known as macroline alkaloids. These are alkaloids with a structure that is based on the tetracyclic macroline skeleton. The macroline skeleton arises by scission of the C-21 to N-4 bond of the akuammilan skeleton, and mostly occurs in bisindole alkaloids. [(1s,14r)-15-formyl-16-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraen-13-yl]methyl acetate is found in Rauvolfia volkensii. Based on a literature review very few articles have been published on O-Acetylpreperakine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022218152D          

 26 30  0  0  1  0            999 V2000
   -0.8705    1.7867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0554    1.6594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4624    2.3016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2419    0.8898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0570    0.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3543   -0.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1738   -0.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9990    0.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5659   -0.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2662   -1.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9046   -1.8535    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5988   -1.4078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3946   -1.6256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9810   -1.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7717   -0.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9760   -0.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3896   -0.6098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3600   -1.5509    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4198   -1.3112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8354   -0.6605    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8746   -1.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2291   -1.9843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3513   -2.8002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -1.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0075   -2.4903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2575   -0.9738    0.0000 N   0  0  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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  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
  9 17  1  0  0  0  0
 12 17  1  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  6  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  0  0  0  0
 22 23  2  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
  7 26  1  0  0  0  0
 18 26  1  0  0  0  0
M  END

     RDKit          3D

 50 54  0  0  0  0  0  0  0  0999 V2000
   -5.0367    2.9121   -0.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1835    1.6876    0.1062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5226    0.6220   -0.4159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0727    1.7573    0.8607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0952    0.8927    1.2360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0904    0.5241    0.2198 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0535   -0.4416    0.8476 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2143    0.2594    1.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1925    0.1947    0.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9494   -0.4537   -1.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0302   -0.3270   -1.8770 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9666    0.3935   -1.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2324    0.8103   -1.5302 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0047    1.5518   -0.6537 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5083    1.8966    0.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2368    1.4763    0.9125 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4761    0.7373    0.0303 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6422   -1.1345   -1.3172 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3544   -0.2361   -1.9751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5753   -0.1265   -1.0204 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0909   -1.5041   -0.6874 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8086   -2.1344   -1.8028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6338   -2.9930   -1.5625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9739   -2.3838   -0.2323 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2924   -3.1310    1.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1974   -1.5650   -0.0022 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0702    2.5856   -0.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6028    3.4662   -0.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0140    3.5393    0.8070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5355    1.3566    2.1098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5724   -0.0520    1.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5577    1.4649   -0.0817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4907   -0.8100    1.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6735   -0.2854    2.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0241    1.3195    1.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1741   -0.6975   -2.8342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6545    0.5589   -2.4975 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9915    1.8749   -0.9092 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1317    2.4748    1.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8291    1.7332    1.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7574   -2.0466   -1.9298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0531    0.7933   -2.0670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7539   -0.6278   -2.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3425    0.4771   -1.5674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8095   -1.4214    0.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6219   -1.8551   -2.8258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7033   -3.1378   -1.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3472   -3.4767    1.5028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8555   -2.5003    1.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8787   -4.0188    0.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 21  1  0
 21 22  1  0
 22 23  2  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 18 26  1  0
 26  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  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
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
 26 24  1  0
 17  9  1  0
  6 20  1  0
 10 18  1  0
 17 12  1  0
 25 48  1  0
 25 49  1  0
 25 50  1  0
 24 47  1  6
 21 45  1  1
 22 46  1  0
 20 44  1  6
 19 42  1  0
 19 43  1  0
 18 41  1  6
  7 33  1  1
  8 34  1  0
  8 35  1  0
 11 36  1  0
 13 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
  6 32  1  6
  5 30  1  0
  5 31  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
M  END


  Mrv1652309022218152D          

 26 30  0  0  1  0            999 V2000
   -0.8705    1.7867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0554    1.6594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4624    2.3016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2419    0.8898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0570    0.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3543   -0.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1738   -0.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9990    0.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5659   -0.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2662   -1.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9046   -1.8535    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5988   -1.4078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3946   -1.6256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9810   -1.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7717   -0.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9760   -0.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3896   -0.6098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3600   -1.5509    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4198   -1.3112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8354   -0.6605    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8746   -1.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2291   -1.9843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3513   -2.8002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -1.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0075   -2.4903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2575   -0.9738    0.0000 N   0  0  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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  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
  9 17  1  0  0  0  0
 12 17  1  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  6  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  0  0  0  0
 22 23  2  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
  7 26  1  0  0  0  0
 18 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0158627

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C(C=O)[C@@H]2C[C@@H]3N1C(CC1=C3NC3=CC=CC=C13)C2COC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H24N2O3/c1-11-16(9-24)14-7-20-21-15(13-5-3-4-6-18(13)22-21)8-19(23(11)20)17(14)10-26-12(2)25/h3-6,9,11,14,16-17,19-20,22H,7-8,10H2,1-2H3/t11?,14-,16?,17?,19?,20-/m0/s1

> <INCHI_KEY>
SELMBFYPICDFNG-LOUUHRNTSA-N

> <FORMULA>
C21H24N2O3

> <MOLECULAR_WEIGHT>
352.434

> <EXACT_MASS>
352.178692641

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
38.827920777777656

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(1S,14R)-15-formyl-16-methyl-3,17-diazapentacyclo[12.3.1.0^{2,10}.0^{4,9}.0^{12,17}]octadeca-2(10),4,6,8-tetraen-13-yl]methyl acetate

> <ALOGPS_LOGP>
2.44

> <JCHEM_LOGP>
1.8042677836666663

> <ALOGPS_LOGS>
-3.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.221334746160863

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.269264183163898

> <JCHEM_PKA_STRONGEST_BASIC>
6.475350813868312

> <JCHEM_POLAR_SURFACE_AREA>
62.400000000000006

> <JCHEM_REFRACTIVITY>
98.20599999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,14R)-15-formyl-16-methyl-3,17-diazapentacyclo[12.3.1.0^{2,10}.0^{4,9}.0^{12,17}]octadeca-2(10),4,6,8-tetraen-13-yl]methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

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      -1.625   3.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.103   3.097   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.863   4.296   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       0.451   1.661   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.973   1.423   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.528  -0.013   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.058  -0.264   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.598   0.110   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.656  -1.050   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.097  -2.484   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       7.289  -3.460   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       8.585  -2.628   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.070  -3.034   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.165  -1.951   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.774  -0.462   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.289  -0.055   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.194  -1.138   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.405  -2.895   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.650  -2.448   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.559  -1.233   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.633  -2.745   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.428  -3.704   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.656  -5.227   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       3.235  -3.196   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.747  -4.649   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       4.214  -1.818   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   20                                                  
CONECT    7    6    8   26                                                  
CONECT    8    7    9                                                       
CONECT    9    8   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    9   12                                                  
CONECT   18   10   19   26                                                  
CONECT   19   18   20                                                       
CONECT   20   19    6   21                                                  
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24    7   18                                                  
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₄N₂O₃

Average Mass

352.4340 Da

Monoisotopic Mass

352.17869 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC1C(C=O)[C@@H]2C[C@@H]3N1C(CC1=C3NC3=CC=CC=C13)C2COC(C)=O

InChI Identifier

InChI=1S/C21H24N2O3/c1-11-16(9-24)14-7-20-21-15(13-5-3-4-6-18(13)22-21)8-19(23(11)20)17(14)10-26-12(2)25/h3-6,9,11,14,16-17,19-20,22H,7-8,10H2,1-2H3/t11?,14-,16?,17?,19?,20-/m0/s1

InChI Key

SELMBFYPICDFNG-LOUUHRNTSA-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
Rauvolfia volkensii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macroline alkaloids. These are alkaloids with a structure that is based on the tetracyclic macroline skeleton. The macroline skeleton arises by scission of the C-21 to N-4 bond of the akuammilan skeleton, and mostly occurs in bisindole alkaloids.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Macroline alkaloids

Sub Class

Not Available

Direct Parent

Macroline alkaloids

Alternative Parents

Substituents

Macroline skeleton
Vobasan skeleton
Sarpagine-skeleton
Pyridoindole
Beta-carboline
3-alkylindole
Indole or derivatives
Indole
Quinuclidine
Aralkylamine
Benzenoid
Piperidine
Heteroaromatic compound
Pyrrole
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid ester
Amino acid or derivatives
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
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	2.44	ALOGPS
logS	-3.7	ALOGPS

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

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

102063626

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(1s,14r)-15-formyl-16-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraen-13-yl]methyl acetate (NP0158627)

MOL for NP0158627 ([(1s,14r)-15-formyl-16-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraen-13-yl]methyl acetate)

3D MOL for NP0158627 ([(1s,14r)-15-formyl-16-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraen-13-yl]methyl acetate)

3D SDF for NP0158627 ([(1s,14r)-15-formyl-16-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraen-13-yl]methyl acetate)

3D-SDF for NP0158627 ([(1s,14r)-15-formyl-16-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraen-13-yl]methyl acetate)

PDB for NP0158627 ([(1s,14r)-15-formyl-16-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraen-13-yl]methyl acetate)

3D PDB for NP0158627 ([(1s,14r)-15-formyl-16-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraen-13-yl]methyl acetate)

SMILES for NP0158627 ([(1s,14r)-15-formyl-16-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraen-13-yl]methyl acetate)

INCHI for NP0158627 ([(1s,14r)-15-formyl-16-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraen-13-yl]methyl acetate)

Structure for NP0158627 ([(1s,14r)-15-formyl-16-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraen-13-yl]methyl acetate)

3D Structure for NP0158627 ([(1s,14r)-15-formyl-16-methyl-3,17-diazapentacyclo[12.3.1.0²,¹⁰.0⁴,⁹.0¹²,¹⁷]octadeca-2(10),4,6,8-tetraen-13-yl]methyl acetate)