NP-MRD: Showing NP-Card for Alstovine (NP0068967)

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Record Information

Version

2.0

Created at

2022-04-28 14:14:38 UTC

Updated at

2022-04-28 14:14:38 UTC

NP-MRD ID

NP0068967

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Alstovine

Description

Methyl (1R,11R,12R,17S)-12-hydroxy-12-[(1S)-1-hydroxyethyl]-5-methoxy-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]Octadeca-2(7),3,5,9-tetraene-10-carboxylate belongs to the class of organic compounds known as strychnos alkaloids. These are alkaloids having a core structure based on the strychnan, stemmadenine (seco-curan), or the akuammicine (curan) skeleton. Alstovine is found in Alstonia angustifolia, Alstonia angustifolia var.latifolia and Alstonia vitiensis. Based on a literature review very few articles have been published on methyl (1R,11R,12R,17S)-12-hydroxy-12-[(1S)-1-hydroxyethyl]-5-methoxy-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]Octadeca-2(7),3,5,9-tetraene-10-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282216142D          

 28 32  0  0  1  0            999 V2000
    4.8509    1.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2442    1.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8128    0.3660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9881    0.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5948    1.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0262    1.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7182    1.0454    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6418    0.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8380   -0.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0336    0.1640    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4286    0.6350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9361    1.2509    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5206    1.9288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2296    2.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9129    1.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6763    1.7136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4426    0.8548    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3549    1.0662    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9367    0.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5706    1.8625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1879    0.3227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8364   -1.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1212   -1.4919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5501   -1.4945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5486   -2.3195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4017   -0.1957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0689    1.0471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5003    1.7504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  7  5  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 12 11  1  6  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  7 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 18 20  1  6  0  0  0
 17 21  1  1  0  0  0
  9 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
  8 26  1  0  0  0  0
  4 26  1  0  0  0  0
  2 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

     RDKit          3D

 54 58  0  0  0  0  0  0  0  0999 V2000
   -3.8554   -3.5148    0.5396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2168   -2.2821    0.6583 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8963   -2.1085    0.3463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3248   -3.1952   -0.0615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1359   -0.8900    0.4338 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1740   -0.9413    0.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1761   -1.9392    0.2439 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4555   -1.3288    0.1245 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7299   -1.8089    0.3269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8350   -0.9688    0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0944   -1.4767    0.5128 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2091   -0.6242    0.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6349    0.3650    0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3777    0.8895   -0.1299 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2869    0.0062   -0.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8669    0.2334   -0.4554 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7234    0.3630   -1.9653 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3946    1.8283   -2.1557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4500    2.1105   -0.9708 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7040    1.4544   -1.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4471    1.2616    0.0106 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3434    2.5599    0.6576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9133    1.0914   -0.1623 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5271    1.0789    1.2457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3668   -0.0077   -0.8076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7227    0.3644    0.9222 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4639    1.2087    1.3269 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3186    1.5133    0.0699 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2200   -3.9268    1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7715   -3.3970   -0.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2492   -4.2994    0.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9818   -2.9672    0.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9099   -2.8503    0.5064 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1585   -1.1791    0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0970    0.0845    1.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2956   -0.0417   -0.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5139    1.0229    0.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2223    1.9266   -0.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7659    0.2484   -2.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0480   -0.3401   -2.4262 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3054    2.4521   -2.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1591    2.0270   -3.0872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2670    2.2120   -1.9101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6136    0.5393   -1.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6532    3.2017   -0.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3167    2.0317   -0.6350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0393    1.8449    1.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2591    0.0859    1.6722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6268    1.2065    1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2565   -0.2592   -0.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2268    0.2345    1.9160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1442    0.5809    1.9787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8104    2.0905    1.8745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1172    2.2294    0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  6
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 23 25  1  0
 21 26  1  0
 26 27  1  0
 27 28  1  0
 26  5  1  0
 16  6  1  0
 28 16  1  0
 15  8  1  0
 28 19  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  7 32  1  0
  9 33  1  0
 12 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 20 43  1  0
 20 44  1  0
 22 45  1  0
 23 46  1  6
 24 47  1  0
 24 48  1  0
 24 49  1  0
 25 50  1  0
 26 51  1  1
 27 52  1  0
 27 53  1  0
 28 54  1  1
M  END


  Mrv1652304282216142D          

 28 32  0  0  1  0            999 V2000
    4.8509    1.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2442    1.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8128    0.3660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9881    0.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5948    1.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0262    1.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7182    1.0454    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6418    0.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8380   -0.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0336    0.1640    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4286    0.6350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9361    1.2509    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5206    1.9288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2296    2.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9129    1.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6763    1.7136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4426    0.8548    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3549    1.0662    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9367    0.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5706    1.8625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1879    0.3227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8364   -1.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1212   -1.4919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5501   -1.4945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5486   -2.3195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4017   -0.1957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0689    1.0471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5003    1.7504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  7  5  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 12 11  1  6  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  7 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 18 20  1  6  0  0  0
 17 21  1  1  0  0  0
  9 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
  8 26  1  0  0  0  0
  4 26  1  0  0  0  0
  2 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0068967

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C2NC3=CC(OC)=CC=C3[C@@]22CCN3C[C@@](O)([C@H](C)O)[C@@H]1C[C@@H]23

> <INCHI_IDENTIFIER>
InChI=1S/C21H26N2O5/c1-11(24)21(26)10-23-7-6-20-13-5-4-12(27-2)8-15(13)22-18(20)17(19(25)28-3)14(21)9-16(20)23/h4-5,8,11,14,16,22,24,26H,6-7,9-10H2,1-3H3/t11-,14+,16-,20+,21+/m0/s1

> <INCHI_KEY>
NFIFPWIZYHMYPQ-YVPYWHSZSA-N

> <FORMULA>
C21H26N2O5

> <MOLECULAR_WEIGHT>
386.448

> <EXACT_MASS>
386.184171945

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
41.077603443216134

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1R,11R,12R,17S)-12-hydroxy-12-[(1S)-1-hydroxyethyl]-5-methoxy-8,14-diazapentacyclo[9.5.2.0^{1,9}.0^{2,7}.0^{14,17}]octadeca-2,4,6,9-tetraene-10-carboxylate

> <ALOGPS_LOGP>
1.42

> <JCHEM_LOGP>
-0.05563965366666686

> <ALOGPS_LOGS>
-2.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.687682126730454

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.959861107276058

> <JCHEM_PKA_STRONGEST_BASIC>
9.361939891734044

> <JCHEM_POLAR_SURFACE_AREA>
91.26

> <JCHEM_REFRACTIVITY>
105.1105

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.74e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,11R,12R,17S)-12-hydroxy-12-[(1S)-1-hydroxyethyl]-5-methoxy-8,14-diazapentacyclo[9.5.2.0^{1,9}.0^{2,7}.0^{14,17}]octadeca-2,4,6,9-tetraene-10-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       9.055   3.350   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.789   1.996   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.984   0.683   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.444   0.724   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.710   2.078   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.516   3.391   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.074   1.951   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.931   0.298   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.431  -0.477   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.929   0.306   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   1.185   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.614   2.335   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       2.838   3.600   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       4.162   4.522   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.437   3.581   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.262   3.199   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.826   1.596   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.662   1.990   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.748   0.898   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.065   3.477   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -0.351   0.602   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.428  -2.017   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.093  -2.785   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.760  -2.790   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.757  -4.330   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       6.350  -0.365   0.000  0.00  0.00           N+0
HETATM   27  O   UNK     0      11.329   1.955   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      12.134   3.267   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   27                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   26                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   12   15                                             
CONECT    8    7    9   26                                                  
CONECT    9    8   10   22                                                  
CONECT   10    9   11   17                                                  
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14    7                                                       
CONECT   16   13   17                                                       
CONECT   17   16   10   18   21                                             
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   17                                                            
CONECT   22    9   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24                                                            
CONECT   26    8    4                                                       
CONECT   27    2   28                                                       
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

View in JSmol

Synonyms

Value	Source
Methyl (1R,11R,12R,17S)-12-hydroxy-12-[(1S)-1-hydroxyethyl]-5-methoxy-8,14-diazapentacyclo[9.5.2.0,.0,.0,]octadeca-2(7),3,5,9-tetraene-10-carboxylic acid	Generator

Chemical Formula

C₂₁H₂₆N₂O₅

Average Mass

386.4480 Da

Monoisotopic Mass

386.18417 Da

IUPAC Name

methyl (1R,11R,12R,17S)-12-hydroxy-12-[(1S)-1-hydroxyethyl]-5-methoxy-8,14-diazapentacyclo[9.5.2.0^{1,9}.0^{2,7}.0^{14,17}]octadeca-2,4,6,9-tetraene-10-carboxylate

Traditional Name

methyl (1R,11R,12R,17S)-12-hydroxy-12-[(1S)-1-hydroxyethyl]-5-methoxy-8,14-diazapentacyclo[9.5.2.0^{1,9}.0^{2,7}.0^{14,17}]octadeca-2,4,6,9-tetraene-10-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C2NC3=CC(OC)=CC=C3[C@@]22CCN3C[C@@](O)([C@H](C)O)[C@@H]1C[C@@H]23

InChI Identifier

InChI=1S/C21H26N2O5/c1-11(24)21(26)10-23-7-6-20-13-5-4-12(27-2)8-15(13)22-18(20)17(19(25)28-3)14(21)9-16(20)23/h4-5,8,11,14,16,22,24,26H,6-7,9-10H2,1-3H3/t11-,14+,16-,20+,21+/m0/s1

InChI Key

NFIFPWIZYHMYPQ-YVPYWHSZSA-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
Alstonia angustifolia	Plant	KNApSAcK
Alstonia angustifolia var.latifolia	Plant	KNApSAcK
Alstonia vitiensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as strychnos alkaloids. These are alkaloids having a core structure based on the strychnan, stemmadenine (seco-curan), or the akuammicine (curan) skeleton.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Strychnos alkaloids

Sub Class

Not Available

Direct Parent

Strychnos alkaloids

Alternative Parents

Substituents

Strychnan skeleton
Akuammicine-skeleton
Stemmadenine-skeleton
Carbazole
Indole or derivatives
Dihydroindole
Indolizidine
Anisole
Secondary aliphatic/aromatic amine
Alkyl aryl ether
Aralkylamine
Benzenoid
N-alkylpyrrolidine
Piperidine
Methyl ester
Pyrrolidine
Tertiary alcohol
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Vinylogous amide
1,3-aminoalcohol
1,2-aminoalcohol
1,2-diol
Amino acid or derivatives
Carboxylic acid ester
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Organoheterocyclic compound
Azacycle
Secondary amine
Ether
Enamine
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Alcohol
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Amine
Organic nitrogen compound
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	1.42	ALOGPS
logP	-0.056	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	12.96	ChemAxon
pKa (Strongest Basic)	9.36	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	91.26 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	105.11 m³·mol⁻¹	ChemAxon
Polarizability	41.08 Å³	ChemAxon
Number of Rings	5	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

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

162844767

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Alstovine (NP0068967)

MOL for NP0068967 (Alstovine)

3D MOL for NP0068967 (Alstovine)

3D SDF for NP0068967 (Alstovine)

3D-SDF for NP0068967 (Alstovine)

PDB for NP0068967 (Alstovine)

3D PDB for NP0068967 (Alstovine)

SMILES for NP0068967 (Alstovine)

INCHI for NP0068967 (Alstovine)

Structure for NP0068967 (Alstovine)

3D Structure for NP0068967 (Alstovine)