NP-MRD: Showing NP-Card for Acetylseneciphylline (NP0068278)

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Record Information

Version

2.0

Created at

2022-04-28 13:25:14 UTC

Updated at

2022-04-28 13:25:14 UTC

NP-MRD ID

NP0068278

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Acetylseneciphylline

Description

Acetylseneciphylline, also known as seneciphylline acetate, belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus. Acetylseneciphylline is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Acetylseneciphylline is found in Gynura segetum and Senecio pterophorus. Acetylseneciphylline was first documented in 2014 (PMID: 25269662). Based on a literature review very few articles have been published on acetylseneciphylline.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282215252D          

 27 29  0  0  1  0            999 V2000
    1.9692   -1.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0276   -2.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5956   -2.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9137   -2.2630    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2547   -1.5094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4626   -1.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1897   -1.5117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9748   -1.4402    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7179   -1.0818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7791   -0.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0971    0.2052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5221    0.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5833    0.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9014    1.3863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2041   -0.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1429   -1.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3998   -1.5462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8248   -1.6521    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7637   -2.4748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4456   -2.9392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0206   -2.8332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -2.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3127   -0.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6492   -1.6845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0894   -0.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9138   -1.0192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7053   -0.2567    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
  3 22  1  0  0  0  0
 18 23  1  6  0  0  0
 18 24  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END

     RDKit          3D

 52 54  0  0  0  0  0  0  0  0999 V2000
    3.0214    0.4434    2.1842 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9644    0.1505    1.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687    0.8437    1.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3914    1.9258    0.6548 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3781    2.6899    0.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2267    3.8117   -0.7241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9725    2.1891    0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1314    3.4209   -0.2308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8884    1.1990    0.0495 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4246    0.3531   -0.8713 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8374    0.9490   -1.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7608    0.2736   -0.1599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8467   -0.4423    0.6563 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2491   -1.6615    1.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9860   -2.4585    1.2058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2302   -1.9752    0.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8631   -2.4056   -0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0181   -2.0253    0.6707 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3482   -2.0762    0.8723 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0171   -3.0175    1.4311 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1619   -0.9246    0.4087 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5451   -0.4530   -0.8958 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4874   -1.3196    0.2351 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5312   -0.5492   -0.2009 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9253   -1.0581   -0.3484 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2705    0.6503   -0.4856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9547   -0.9421   -0.3991 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9934   -0.0144    2.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8533    1.2318    2.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1821    0.1199    1.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7024    1.2532    2.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4105    2.5361    0.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7959    4.7156   -0.2944 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6958    3.4454   -1.6530 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2402    4.1000   -1.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8860    0.1671   -1.8151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8638    2.0166   -0.9732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1237    0.7096   -2.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3171    1.0096    0.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4391   -0.4215   -0.7242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9644   -2.1778    0.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6247   -1.5811    2.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6815   -3.2906    1.8598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7664   -1.9370   -1.3051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9098   -3.5053   -0.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0989    0.4063   -1.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5287   -0.1085   -0.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4730   -1.2909   -1.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0243   -1.6574   -1.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1088   -1.7550    0.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6679   -0.2426   -0.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6452   -1.3206   -1.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  2 21  1  0
 21 22  1  0
 21 23  1  6
 23 24  1  0
 24 25  1  0
 24 26  2  0
 21 19  1  0
 19 20  2  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  2  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  7  1  0
  7  8  2  0
 10 27  1  0
  7  4  1  0
 27 16  1  0
 27 13  1  0
  6 33  1  0
  6 34  1  0
  6 35  1  0
  5 32  1  0
  3 30  1  0
  3 31  1  0
  1 28  1  0
  1 29  1  0
 22 46  1  0
 22 47  1  0
 22 48  1  0
 25 49  1  0
 25 50  1  0
 25 51  1  0
 17 44  1  0
 17 45  1  0
 15 43  1  0
 14 41  1  0
 14 42  1  0
 12 39  1  0
 12 40  1  0
 11 37  1  0
 11 38  1  0
 10 36  1  6
 27 52  1  6
M  END


  Mrv1652304282215252D          

 27 29  0  0  1  0            999 V2000
    1.9692   -1.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0276   -2.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5956   -2.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9137   -2.2630    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2547   -1.5094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4626   -1.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1897   -1.5117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9748   -1.4402    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7179   -1.0818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7791   -0.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0971    0.2052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5221    0.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5833    0.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9014    1.3863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2041   -0.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1429   -1.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3998   -1.5462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8248   -1.6521    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7637   -2.4748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4456   -2.9392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0206   -2.8332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -2.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3127   -0.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6492   -1.6845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0894   -0.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9138   -1.0192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7053   -0.2567    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
  3 22  1  0  0  0  0
 18 23  1  6  0  0  0
 18 24  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0068278

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C1\CC(=C)[C@@](C)(OC(C)=O)C(=O)OCC2=CCN3CC[C@@H](OC1=O)[C@@H]23

> <INCHI_IDENTIFIER>
InChI=1S/C20H25NO6/c1-5-14-10-12(2)20(4,27-13(3)22)19(24)25-11-15-6-8-21-9-7-16(17(15)21)26-18(14)23/h5-6,16-17H,2,7-11H2,1,3-4H3/b14-5-/t16-,17-,20-/m1/s1

> <INCHI_KEY>
CTCKXBIRQMSUIU-BYVYPXNKSA-N

> <FORMULA>
C20H25NO6

> <MOLECULAR_WEIGHT>
375.421

> <EXACT_MASS>
375.168187529

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
38.6946189183147

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,4Z,7R,17R)-4-ethylidene-7-methyl-6-methylidene-3,8-dioxo-2,9-dioxa-14-azatricyclo[9.5.1.0^{14,17}]heptadec-11-en-7-yl acetate

> <ALOGPS_LOGP>
2.02

> <JCHEM_LOGP>
1.815295944666667

> <ALOGPS_LOGS>
-2.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.13607118915973

> <JCHEM_POLAR_SURFACE_AREA>
82.14000000000001

> <JCHEM_REFRACTIVITY>
98.25859999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.28e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4Z,7R,17R)-4-ethylidene-7-methyl-6-methylidene-3,8-dioxo-2,9-dioxa-14-azatricyclo[9.5.1.0^{14,17}]heptadec-11-en-7-yl acetate

> <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       3.676  -2.699   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.785  -4.005   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.978  -5.091   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.705  -4.224   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       2.342  -2.818   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       0.864  -1.879   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.354  -2.822   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.820  -2.688   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.207  -2.019   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.321  -0.484   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.048   0.383   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.708   0.185   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.822   1.721   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.549   2.588   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.981  -0.681   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.867  -2.217   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.480  -2.886   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.140  -3.084   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.026  -4.620   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.298  -5.486   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.638  -5.289   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.366  -4.422   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.050  -1.842   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.679  -3.144   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       9.500  -1.842   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      11.039  -1.903   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       8.783  -0.479   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   22                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    1    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    4    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   23   24                                             
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21    3                                                       
CONECT   23   18                                                            
CONECT   24   18   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Value	Source
(15Z)-11,16-Dioxo-13,19-didehydrosenecionan-12-yl acetate	ChEBI
O-Acetylseneciphylline	ChEBI
Seneciphylline acetate	ChEBI
(15Z)-11,16-Dioxo-13,19-didehydrosenecionan-12-yl acetic acid	Generator
Seneciphylline acetic acid	Generator

Chemical Formula

C₂₀H₂₅NO₆

Average Mass

375.4210 Da

Monoisotopic Mass

375.16819 Da

IUPAC Name

(1R,4Z,7R,17R)-4-ethylidene-7-methyl-6-methylidene-3,8-dioxo-2,9-dioxa-14-azatricyclo[9.5.1.0^{14,17}]heptadec-11-en-7-yl acetate

Traditional Name

(1R,4Z,7R,17R)-4-ethylidene-7-methyl-6-methylidene-3,8-dioxo-2,9-dioxa-14-azatricyclo[9.5.1.0^{14,17}]heptadec-11-en-7-yl acetate

CAS Registry Number

Not Available

SMILES

C\C=C1\CC(=C)[C@@](C)(OC(C)=O)C(=O)OCC2=CCN3CC[C@@H](OC1=O)[C@@H]23

InChI Identifier

InChI=1S/C20H25NO6/c1-5-14-10-12(2)20(4,27-13(3)22)19(24)25-11-15-6-8-21-9-7-16(17(15)21)26-18(14)23/h5-6,16-17H,2,7-11H2,1,3-4H3/b14-5-/t16-,17-,20-/m1/s1

InChI Key

CTCKXBIRQMSUIU-BYVYPXNKSA-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
Gynura segetum	Plant	KNApSAcK
Senecio pterophorus	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Not Available

Sub Class

Not Available

Direct Parent

Alkaloids and derivatives

Alternative Parents

Substituents

Senecionan-skeleton
Tricarboxylic acid or derivatives
Alkaloid or derivatives
Pyrrolizine
N-alkylpyrrolidine
Pyrrolidine
Pyrroline
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Amino acid or derivatives
Carboxylic acid ester
Lactone
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid derivative
Oxacycle
Azacycle
Organoheterocyclic compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Amine
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	2.02	ALOGPS
logP	1.82	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Basic)	7.14	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	82.14 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	98.26 m³·mol⁻¹	ChemAxon
Polarizability	38.69 Å³	ChemAxon
Number of Rings	3	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

C00026182

Chemspider ID

28424469

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15120074

PDB ID

Not Available

ChEBI ID

136430

Good Scents ID

Not Available

References

General References

Castells E, Mulder PP, Perez-Trujillo M: Diversity of pyrrolizidine alkaloids in native and invasive Senecio pterophorus (Asteraceae): implications for toxicity. Phytochemistry. 2014 Dec;108:137-46. doi: 10.1016/j.phytochem.2014.09.006. Epub 2014 Sep 27. [PubMed:25269662 ]

Showing NP-Card for Acetylseneciphylline (NP0068278)

MOL for NP0068278 (Acetylseneciphylline)

3D MOL for NP0068278 (Acetylseneciphylline)

3D SDF for NP0068278 (Acetylseneciphylline)

3D-SDF for NP0068278 (Acetylseneciphylline)

PDB for NP0068278 (Acetylseneciphylline)

3D PDB for NP0068278 (Acetylseneciphylline)

SMILES for NP0068278 (Acetylseneciphylline)

INCHI for NP0068278 (Acetylseneciphylline)

Structure for NP0068278 (Acetylseneciphylline)

3D Structure for NP0068278 (Acetylseneciphylline)