NP-MRD: Showing NP-Card for alstoniaphylline A (NP0043349)

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Record Information

Version

1.0

Created at

2021-06-21 00:46:53 UTC

Updated at

2021-06-30 00:18:59 UTC

NP-MRD ID

NP0043349

Secondary Accession Numbers

None

Natural Product Identification

Common Name

alstoniaphylline A

Provided By

JEOL Database JEOL Logo

Description

Alstoniaphylline A belongs to the class of organic compounds known as piperidines. Piperidines are compounds containing a piperidine ring, which is a saturated aliphatic six-member ring with one nitrogen atom and five carbon atoms. alstoniaphylline A is found in Alstonia macrophylla. It was first documented in 2013 (Cheenpracha, S., et al.). Based on a literature review very few articles have been published on Alstoniaphylline A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102463D          

 34 36  0  0  0  0            999 V2000
   -3.1967   -3.7421    2.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1767   -2.7985    2.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0534   -2.7047    2.7677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5313   -1.9744    1.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6721   -2.1892    0.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0796   -1.5192   -0.7244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3538   -0.3141   -0.9994 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8367   -0.5030   -0.8576 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0670    0.7836   -1.2562 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4588    0.6053   -1.1539 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6747    0.9390    0.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7414    0.8229    0.8834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6318    1.4171    0.9192 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3578    0.2295    1.5652 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5121   -0.9673    0.5899 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4281    1.8205   -0.2651 N   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0984    3.1748   -0.7118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3691   -4.5788    2.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8173   -4.1390    3.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1294   -3.2125    3.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4069   -2.9484    0.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7406    0.4711   -0.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6008   -0.0209   -2.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5396   -1.3134   -1.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3575    1.0674   -2.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7852   -0.4127   -1.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9947    1.3334   -1.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733    2.2369    1.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7989   -0.0936    2.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3440    0.5588    1.9195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5410   -1.4809    0.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0350    3.3231   -0.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3928    3.9013    0.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6673    3.4212   -1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0  0  0  0
 15  8  1  0  0  0  0
  4  2  1  0  0  0  0
  2  3  2  0  0  0  0
  8  7  1  0  0  0  0
  2  1  1  0  0  0  0
 15  4  1  0  0  0  0
  9 10  1  0  0  0  0
  4  5  2  0  0  0  0
 13 11  1  0  0  0  0
 10 11  1  0  0  0  0
  5  6  1  0  0  0  0
 11 12  2  0  0  0  0
  6  7  1  0  0  0  0
  8 24  1  6  0  0  0
 15 14  1  0  0  0  0
 15 31  1  6  0  0  0
  8  9  1  0  0  0  0
 13 28  1  1  0  0  0
  9 16  1  0  0  0  0
  9 25  1  6  0  0  0
 16 13  1  0  0  0  0
 16 17  1  0  0  0  0
  5 21  1  0  0  0  0
  7 22  1  0  0  0  0
  7 23  1  0  0  0  0
 14 29  1  0  0  0  0
 14 30  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
 10 26  1  0  0  0  0
 10 27  1  0  0  0  0
 17 32  1  0  0  0  0
 17 33  1  0  0  0  0
 17 34  1  0  0  0  0
M  END

     RDKit          3D

 34 36  0  0  0  0  0  0  0  0999 V2000
   -3.1967   -3.7421    2.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1767   -2.7985    2.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0534   -2.7047    2.7677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5313   -1.9744    1.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6721   -2.1892    0.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0796   -1.5192   -0.7244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3538   -0.3141   -0.9994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8367   -0.5030   -0.8576 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0670    0.7836   -1.2562 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4588    0.6053   -1.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6747    0.9390    0.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7414    0.8229    0.8834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6318    1.4171    0.9192 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3578    0.2295    1.5652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5121   -0.9673    0.5899 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4281    1.8205   -0.2651 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0984    3.1748   -0.7118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3691   -4.5788    2.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8173   -4.1390    3.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1294   -3.2125    3.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4069   -2.9484    0.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7406    0.4711   -0.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6008   -0.0209   -2.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5396   -1.3134   -1.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3575    1.0674   -2.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7852   -0.4127   -1.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9947    1.3334   -1.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733    2.2369    1.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7989   -0.0936    2.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3440    0.5588    1.9195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5410   -1.4809    0.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0350    3.3231   -0.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3928    3.9013    0.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6673    3.4212   -1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 15  8  1  0
  4  2  1  0
  2  3  2  0
  8  7  1  0
  2  1  1  0
 15  4  1  0
  9 10  1  0
  4  5  2  0
 13 11  1  0
 10 11  1  0
  5  6  1  0
 11 12  2  0
  6  7  1  0
  8 24  1  6
 15 14  1  0
 15 31  1  6
  8  9  1  0
 13 28  1  1
  9 16  1  0
  9 25  1  6
 16 13  1  0
 16 17  1  0
  5 21  1  0
  7 22  1  0
  7 23  1  0
 14 29  1  0
 14 30  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
 10 26  1  0
 10 27  1  0
 17 32  1  0
 17 33  1  0
 17 34  1  0
M  END


  Mrv1652306212102463D          

 34 36  0  0  0  0            999 V2000
   -3.1967   -3.7421    2.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1767   -2.7985    2.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0534   -2.7047    2.7677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5313   -1.9744    1.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6721   -2.1892    0.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0796   -1.5192   -0.7244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3538   -0.3141   -0.9994 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8367   -0.5030   -0.8576 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0670    0.7836   -1.2562 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4588    0.6053   -1.1539 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6747    0.9390    0.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7414    0.8229    0.8834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6318    1.4171    0.9192 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3578    0.2295    1.5652 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5121   -0.9673    0.5899 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4281    1.8205   -0.2651 N   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0984    3.1748   -0.7118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3691   -4.5788    2.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8173   -4.1390    3.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1294   -3.2125    3.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4069   -2.9484    0.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7406    0.4711   -0.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6008   -0.0209   -2.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5396   -1.3134   -1.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3575    1.0674   -2.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7852   -0.4127   -1.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9947    1.3334   -1.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733    2.2369    1.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7989   -0.0936    2.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3440    0.5588    1.9195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5410   -1.4809    0.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0350    3.3231   -0.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3928    3.9013    0.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6673    3.4212   -1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0  0  0  0
 15  8  1  0  0  0  0
  4  2  1  0  0  0  0
  2  3  2  0  0  0  0
  8  7  1  0  0  0  0
  2  1  1  0  0  0  0
 15  4  1  0  0  0  0
  9 10  1  0  0  0  0
  4  5  2  0  0  0  0
 13 11  1  0  0  0  0
 10 11  1  0  0  0  0
  5  6  1  0  0  0  0
 11 12  2  0  0  0  0
  6  7  1  0  0  0  0
  8 24  1  6  0  0  0
 15 14  1  0  0  0  0
 15 31  1  6  0  0  0
  8  9  1  0  0  0  0
 13 28  1  1  0  0  0
  9 16  1  0  0  0  0
  9 25  1  6  0  0  0
 16 13  1  0  0  0  0
 16 17  1  0  0  0  0
  5 21  1  0  0  0  0
  7 22  1  0  0  0  0
  7 23  1  0  0  0  0
 14 29  1  0  0  0  0
 14 30  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
 10 26  1  0  0  0  0
 10 27  1  0  0  0  0
 17 32  1  0  0  0  0
 17 33  1  0  0  0  0
 17 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043349

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C(C(=O)C([H])([H])[H])[C@]2([H])C([H])([H])[C@]3([H])N(C([H])([H])[H])[C@@]([H])(C([H])([H])C3=O)[C@]2([H])C([H])([H])O1

> <INCHI_IDENTIFIER>
InChI=1S/C13H17NO3/c1-7(15)9-5-17-6-10-8(9)3-12-13(16)4-11(10)14(12)2/h5,8,10-12H,3-4,6H2,1-2H3/t8-,10+,11-,12-/m0/s1

> <INCHI_KEY>
JXSYWKVPVCKAFM-IELRGYKMSA-N

> <FORMULA>
C13H17NO3

> <MOLECULAR_WEIGHT>
235.283

> <EXACT_MASS>
235.120843411

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
24.50604322166571

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,7R,9S)-6-acetyl-12-methyl-4-oxa-12-azatricyclo[7.2.1.0^{2,7}]dodec-5-en-10-one

> <ALOGPS_LOGP>
0.39

> <JCHEM_LOGP>
0.26133163700000034

> <ALOGPS_LOGS>
-1.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.224788469394824

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.374263716587937

> <JCHEM_PKA_STRONGEST_BASIC>
5.549578288541499

> <JCHEM_POLAR_SURFACE_AREA>
46.61000000000001

> <JCHEM_REFRACTIVITY>
62.834700000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.15e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,7R,9S)-6-acetyl-12-methyl-4-oxa-12-azatricyclo[7.2.1.0^{2,7}]dodec-5-en-10-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 34 36  0  0  0  0  0  0  0  0999 V2000
   -3.1967   -3.7421    2.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1767   -2.7985    2.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0534   -2.7047    2.7677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5313   -1.9744    1.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6721   -2.1892    0.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0796   -1.5192   -0.7244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3538   -0.3141   -0.9994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8367   -0.5030   -0.8576 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0670    0.7836   -1.2562 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4588    0.6053   -1.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6747    0.9390    0.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7414    0.8229    0.8834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6318    1.4171    0.9192 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3578    0.2295    1.5652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5121   -0.9673    0.5899 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4281    1.8205   -0.2651 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0984    3.1748   -0.7118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3691   -4.5788    2.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8173   -4.1390    3.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1294   -3.2125    3.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4069   -2.9484    0.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7406    0.4711   -0.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6008   -0.0209   -2.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5396   -1.3134   -1.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3575    1.0674   -2.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7852   -0.4127   -1.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9947    1.3334   -1.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733    2.2369    1.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7989   -0.0936    2.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3440    0.5588    1.9195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5410   -1.4809    0.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0350    3.3231   -0.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3928    3.9013    0.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6673    3.4212   -1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 15  8  1  0
  4  2  1  0
  2  3  2  0
  8  7  1  0
  2  1  1  0
 15  4  1  0
  9 10  1  0
  4  5  2  0
 13 11  1  0
 10 11  1  0
  5  6  1  0
 11 12  2  0
  6  7  1  0
  8 24  1  6
 15 14  1  0
 15 31  1  6
  8  9  1  0
 13 28  1  1
  9 16  1  0
  9 25  1  6
 16 13  1  0
 16 17  1  0
  5 21  1  0
  7 22  1  0
  7 23  1  0
 14 29  1  0
 14 30  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
 10 26  1  0
 10 27  1  0
 17 32  1  0
 17 33  1  0
 17 34  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -3.197  -3.742   2.859  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.177  -2.799   2.273  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.053  -2.705   2.768  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.531  -1.974   1.072  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.672  -2.189   0.400  0.00  0.00           C+0
HETATM    6  O   UNK     0      -4.080  -1.519  -0.724  0.00  0.00           O+0
HETATM    7  C   UNK     0      -3.354  -0.314  -0.999  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.837  -0.503  -0.858  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.067   0.784  -1.256  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.459   0.605  -1.154  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.675   0.939   0.298  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.741   0.823   0.883  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.632   1.417   0.919  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.358   0.230   1.565  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.512  -0.967   0.590  0.00  0.00           C+0
HETATM   16  N   UNK     0      -1.428   1.821  -0.265  0.00  0.00           N+0
HETATM   17  C   UNK     0      -1.098   3.175  -0.712  0.00  0.00           C+0
HETATM   18  H   UNK     0      -3.369  -4.579   2.177  0.00  0.00           H+0
HETATM   19  H   UNK     0      -2.817  -4.139   3.806  0.00  0.00           H+0
HETATM   20  H   UNK     0      -4.129  -3.212   3.070  0.00  0.00           H+0
HETATM   21  H   UNK     0      -4.407  -2.948   0.638  0.00  0.00           H+0
HETATM   22  H   UNK     0      -3.741   0.471  -0.338  0.00  0.00           H+0
HETATM   23  H   UNK     0      -3.601  -0.021  -2.026  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.540  -1.313  -1.539  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.357   1.067  -2.275  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.785  -0.413  -1.377  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.995   1.333  -1.769  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.473   2.237   1.626  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.799  -0.094   2.452  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.344   0.559   1.920  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.541  -1.481   0.540  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.035   3.323  -0.927  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.393   3.901   0.054  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.667   3.421  -1.615  0.00  0.00           H+0
CONECT    1    2   18   19   20                                             
CONECT    2    4    3    1                                                  
CONECT    3    2                                                            
CONECT    4    2   15    5                                                  
CONECT    5    4    6   21                                                  
CONECT    6    5    7                                                       
CONECT    7    8    6   22   23                                             
CONECT    8   15    7   24    9                                             
CONECT    9   10    8   16   25                                             
CONECT   10    9   11   26   27                                             
CONECT   11   13   10   12                                                  
CONECT   12   11                                                            
CONECT   13   14   11   28   16                                             
CONECT   14   13   15   29   30                                             
CONECT   15    8    4   14   31                                             
CONECT   16    9   13   17                                                  
CONECT   17   16   32   33   34                                             
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    5                                                            
CONECT   22    7                                                            
CONECT   23    7                                                            
CONECT   24    8                                                            
CONECT   25    9                                                            
CONECT   26   10                                                            
CONECT   27   10                                                            
CONECT   28   13                                                            
CONECT   29   14                                                            
CONECT   30   14                                                            
CONECT   31   15                                                            
CONECT   32   17                                                            
CONECT   33   17                                                            
CONECT   34   17                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

RDKit          3D

34 36  0  0  0  0  0  0  0  0999 V2000
   -3.1967   -3.7421    2.8590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1767   -2.7985    2.2730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0534   -2.7047    2.7677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5313   -1.9744    1.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6721   -2.1892    0.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0796   -1.5192   -0.7244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3538   -0.3141   -0.9994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8367   -0.5030   -0.8576 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0670    0.7836   -1.2562 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4588    0.6053   -1.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6747    0.9390    0.2976 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7414    0.8229    0.8834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6318    1.4171    0.9192 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3578    0.2295    1.5652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5121   -0.9673    0.5899 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4281    1.8205   -0.2651 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0984    3.1748   -0.7118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3691   -4.5788    2.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8173   -4.1390    3.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1294   -3.2125    3.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4069   -2.9484    0.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7406    0.4711   -0.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6008   -0.0209   -2.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5396   -1.3134   -1.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3575    1.0674   -2.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7852   -0.4127   -1.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9947    1.3334   -1.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733    2.2369    1.6257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7989   -0.0936    2.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3440    0.5588    1.9195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5410   -1.4809    0.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0350    3.3231   -0.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3928    3.9013    0.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6673    3.4212   -1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 15  8  1  0
  4  2  1  0
  2  3  2  0
  8  7  1  0
  2  1  1  0
 15  4  1  0
  9 10  1  0
  4  5  2  0
 13 11  1  0
 10 11  1  0
  5  6  1  0
 11 12  2  0
  6  7  1  0
  8 24  1  6
 15 14  1  0
 15 31  1  6
  8  9  1  0
 13 28  1  1
  9 16  1  0
  9 25  1  6
 16 13  1  0
 16 17  1  0
  5 21  1  0
  7 22  1  0
  7 23  1  0
 14 29  1  0
 14 30  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
 10 26  1  0
 10 27  1  0
 17 32  1  0
 17 33  1  0
 17 34  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₃H₁₇NO₃

Average Mass

235.2830 Da

Monoisotopic Mass

235.12084 Da

IUPAC Name

(1S,2R,7R,9S)-6-acetyl-12-methyl-4-oxa-12-azatricyclo[7.2.1.0^{2,7}]dodec-5-en-10-one

Traditional Name

(1S,2R,7R,9S)-6-acetyl-12-methyl-4-oxa-12-azatricyclo[7.2.1.0^{2,7}]dodec-5-en-10-one

CAS Registry Number

Not Available

SMILES

[H]C1=C(C(=O)C([H])([H])[H])[C@]2([H])C([H])([H])[C@]3([H])N(C([H])([H])[H])[C@@]([H])(C([H])([H])C3=O)[C@]2([H])C([H])([H])O1

InChI Identifier

InChI=1S/C13H17NO3/c1-7(15)9-5-17-6-10-8(9)3-12-13(16)4-11(10)14(12)2/h5,8,10-12H,3-4,6H2,1-2H3/t8-,10+,11-,12-/m0/s1

InChI Key

JXSYWKVPVCKAFM-IELRGYKMSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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 macrophylla	JEOL database	Cheenpracha, S., et al, J. Nat. Prod. 76, 723 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as piperidines. Piperidines are compounds containing a piperidine ring, which is a saturated aliphatic six-member ring with one nitrogen atom and five carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperidines

Sub Class

Not Available

Direct Parent

Piperidines

Alternative Parents

Substituents

Piperidine
Pyrrolidone
3-pyrrolidone
N-alkylpyrrolidine
Pyrrolidine
Vinylogous ester
Ketone
Tertiary amine
Tertiary aliphatic amine
Oxacycle
Azacycle
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Carbonyl group
Amine
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	0.39	ALOGPS
logP	0.26	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	17.37	ChemAxon
pKa (Strongest Basic)	5.55	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	46.61 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	62.83 m³·mol⁻¹	ChemAxon
Polarizability	24.51 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

Not Available

Chemspider ID

29355669

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71665870

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Cheenpracha, S., et al. (2013). Cheenpracha, S., et al, J. Nat. Prod. 76, 723 (2013). J. Nat. Prod..

Showing NP-Card for alstoniaphylline A (NP0043349)

MOL for NP0043349 (alstoniaphylline A)

3D MOL for NP0043349 (alstoniaphylline A)

3D SDF for NP0043349 (alstoniaphylline A)

3D-SDF for NP0043349 (alstoniaphylline A)

PDB for NP0043349 (alstoniaphylline A)

3D PDB for NP0043349 (alstoniaphylline A)

SMILES for NP0043349 (alstoniaphylline A)

INCHI for NP0043349 (alstoniaphylline A)

Structure for NP0043349 (alstoniaphylline A)

3D Structure for NP0043349 (alstoniaphylline A)