NP-MRD: Showing NP-Card for methyl (1's,2s,3's,9's)-9'-[(1r)-1-hydroxyethyl]-6-methoxy-3-oxo-1h-7'-azaspiro[indole-2,4'-tricyclo[5.3.1.0³,⁸]undecane]-3'-carboxylate (NP0255107)

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Record Information

Version

2.0

Created at

2022-09-07 19:28:39 UTC

Updated at

2022-09-07 19:28:39 UTC

NP-MRD ID

NP0255107

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (1's,2s,3's,9's)-9'-[(1r)-1-hydroxyethyl]-6-methoxy-3-oxo-1h-7'-azaspiro[indole-2,4'-tricyclo[5.3.1.0³,⁸]undecane]-3'-carboxylate

Description

Ervatine belongs to the class of organic compounds known as quinolizidines. Quinolizidines are compounds containing a quinolizidine moiety, which is a octahydro-2H-quinolizine derivative. methyl (1's,2s,3's,9's)-9'-[(1r)-1-hydroxyethyl]-6-methoxy-3-oxo-1h-7'-azaspiro[indole-2,4'-tricyclo[5.3.1.0³,⁸]undecane]-3'-carboxylate is found in Tabernaemontana alternifolia. methyl (1's,2s,3's,9's)-9'-[(1r)-1-hydroxyethyl]-6-methoxy-3-oxo-1h-7'-azaspiro[indole-2,4'-tricyclo[5.3.1.0³,⁸]undecane]-3'-carboxylate was first documented in 2001 (PMID: 11509989). Based on a literature review very few articles have been published on Ervatine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072221282D          

 29 33  0  0  1  0            999 V2000
    1.3960   -2.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9028   -2.1565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5583   -1.3080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1262   -0.5376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7744   -0.6126    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5261   -1.3764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2783   -1.4824    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8563   -0.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6988    0.1586    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2632    0.8677    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2615    1.7389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1520    0.9248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1181    0.0786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3550   -0.2233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1661    0.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0889    0.6582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4154   -0.1124    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0620    0.4000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7491   -0.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5482    0.1483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1253   -0.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9718   -0.2535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6185   -0.8045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9033   -1.2358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1042   -1.4408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5271   -0.8513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7028   -0.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0874   -1.6376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8210   -1.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
 10 12  1  6  0  0  0
  9 13  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  5 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 19 26  1  0  0  0  0
 26 27  1  0  0  0  0
 17 27  1  0  0  0  0
 27 28  2  0  0  0  0
 14 29  1  0  0  0  0
  7 29  1  0  0  0  0
M  END

     RDKit          3D

 57 61  0  0  0  0  0  0  0  0999 V2000
   -0.7663   -4.5708    0.7455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7354   -3.1764    0.8702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6759   -2.2133   -0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6536   -2.8876   -1.1693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6363   -0.7334   -0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5883   -0.4317   -1.4002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0461   -0.8738   -1.7394 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6222    0.5438   -1.9895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4229    1.1045   -0.5821 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1237    2.5522   -0.5793 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9306    3.1503    0.7992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0906    3.0202   -1.3480 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7285    0.2036    0.3672 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7177   -0.8381    0.6838 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2207   -1.2623    1.8936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7838   -1.0266    2.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2018   -0.5848    1.1575 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7704    0.7111    1.4173 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0067    0.8033    0.7254 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7783    1.8254    0.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9754    1.5978   -0.4256 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7596    2.6206   -0.9405 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9669    2.3410   -1.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4127    0.2819   -0.5619 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6484   -0.7474   -0.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4347   -0.5280    0.5953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4434   -1.3987    1.2130 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6906   -2.5369    1.6491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8768   -1.3869   -0.5598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3650   -4.9596    1.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1891   -4.9279   -0.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2946   -4.9257    0.8746 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0364   -1.1599   -2.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2900    0.5120   -1.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1078   -1.5213   -2.5859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6436    0.5136   -2.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9728    1.0525   -2.7209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5087    1.1060   -0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0419    3.0849   -0.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3414    4.2069    0.8211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8655    3.2664    1.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5394    2.5980    1.5168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7426    3.8705   -1.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6410    0.8072    1.2791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6729   -2.1907    2.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7625   -0.5275    2.6151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3955   -1.9450    2.7873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6403   -0.2412    3.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3828    1.4875    2.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4446    2.8416    0.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7197    1.8325   -2.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5989    1.6340   -0.9713 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5602    3.2522   -1.7893 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3381    0.0331   -1.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9890   -1.7827   -0.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9370   -1.0037   -0.8479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1770   -2.4726   -0.6507 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
  5  3  1  6
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 14 29  1  0
 13  5  1  0
 17 27  1  6
 17  5  1  0
 26 19  1  0
 29  7  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  6
  8 36  1  0
  8 37  1  0
  9 38  1  1
 10 39  1  6
 11 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  1
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 18 49  1  0
 20 50  1  0
 23 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 29 56  1  0
 29 57  1  0
M  END


  Mrv1652309072221282D          

 29 33  0  0  1  0            999 V2000
    1.3960   -2.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9028   -2.1565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5583   -1.3080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1262   -0.5376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7744   -0.6126    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5261   -1.3764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2783   -1.4824    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8563   -0.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6988    0.1586    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2632    0.8677    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2615    1.7389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1520    0.9248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1181    0.0786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3550   -0.2233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1661    0.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0889    0.6582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4154   -0.1124    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0620    0.4000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7491   -0.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5482    0.1483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1253   -0.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9718   -0.2535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6185   -0.8045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9033   -1.2358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1042   -1.4408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5271   -0.8513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7028   -0.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0874   -1.6376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8210   -1.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
 10 12  1  6  0  0  0
  9 13  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  5 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 19 26  1  0  0  0  0
 26 27  1  0  0  0  0
 17 27  1  0  0  0  0
 27 28  2  0  0  0  0
 14 29  1  0  0  0  0
  7 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0255107

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@@]12C[C@@H]3C[C@H]([C@@H](C)O)C1N(CC[C@]21NC2=CC(OC)=CC=C2C1=O)C3

> <INCHI_IDENTIFIER>
InChI=1S/C22H28N2O5/c1-12(25)16-8-13-10-21(20(27)29-3)18(16)24(11-13)7-6-22(21)19(26)15-5-4-14(28-2)9-17(15)23-22/h4-5,9,12-13,16,18,23,25H,6-8,10-11H2,1-3H3/t12-,13+,16-,18?,21-,22-/m1/s1

> <INCHI_KEY>
JHHVBOHRLGSLAJ-CISRQMPOSA-N

> <FORMULA>
C22H28N2O5

> <MOLECULAR_WEIGHT>
400.475

> <EXACT_MASS>
400.19982201

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
43.03799194708044

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1'S,2S,3'S,9'S)-9'-[(1R)-1-hydroxyethyl]-6-methoxy-3-oxo-1,3-dihydro-7'-azaspiro[indole-2,4'-tricyclo[5.3.1.0^{3,8}]undecane]-3'-carboxylate

> <JCHEM_LOGP>
1.514781714000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.218616175999419

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.864379339086323

> <JCHEM_PKA_STRONGEST_BASIC>
8.07980896342868

> <JCHEM_POLAR_SURFACE_AREA>
88.1

> <JCHEM_REFRACTIVITY>
107.89609999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1'S,2S,3'S,9'S)-9'-[(1R)-1-hydroxyethyl]-6-methoxy-3-oxo-1H-7'-azaspiro[indole-2,4'-tricyclo[5.3.1.0^{3,8}]undecane]-3'-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       2.606  -5.241   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.552  -4.025   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.909  -2.442   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.969  -1.004   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.446  -1.143   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.982  -2.569   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.519  -2.767   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.598  -1.201   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.304   0.296   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.358   1.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.355   3.246   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.017   1.726   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.220   0.147   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -0.663  -0.417   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       0.310   1.277   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.033   1.229   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.642  -0.210   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       3.849   0.747   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       5.132  -0.106   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.623   0.277   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.701  -0.824   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.281  -0.473   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      10.488  -1.502   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.286  -2.307   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.794  -2.690   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.717  -1.589   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.179  -1.653   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.030  -3.057   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -1.533  -2.038   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   13   17                                             
CONECT    6    5    7                                                       
CONECT    7    6    8   29                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    9    5   14                                                  
CONECT   14   13   15   29                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16    5   18   27                                             
CONECT   18   17   19                                                       
CONECT   19   18   20   26                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   19   27                                                  
CONECT   27   26   17   28                                                  
CONECT   28   27                                                            
CONECT   29   14    7                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₈N₂O₅

Average Mass

400.4750 Da

Monoisotopic Mass

400.19982 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)[C@@]12C[C@@H]3C[C@H]([C@@H](C)O)C1N(CC[C@]21NC2=CC(OC)=CC=C2C1=O)C3

InChI Identifier

InChI=1S/C22H28N2O5/c1-12(25)16-8-13-10-21(20(27)29-3)18(16)24(11-13)7-6-22(21)19(26)15-5-4-14(28-2)9-17(15)23-22/h4-5,9,12-13,16,18,23,25H,6-8,10-11H2,1-3H3/t12-,13+,16-,18?,21-,22-/m1/s1

InChI Key

JHHVBOHRLGSLAJ-CISRQMPOSA-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
Tabernaemontana alternifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinolizidines. Quinolizidines are compounds containing a quinolizidine moiety, which is a octahydro-2H-quinolizine derivative.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolizidines

Sub Class

Not Available

Direct Parent

Quinolizidines

Alternative Parents

Substituents

Quinolidine
Quinolizidine
Indole or derivatives
Dihydroindole
Piperidinecarboxylic acid
Anisole
Phenol ether
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Secondary aliphatic/aromatic amine
Piperidine
Benzenoid
Methyl ester
1,3-aminoalcohol
Vinylogous amide
Secondary alcohol
Tertiary aliphatic amine
Tertiary amine
Amino acid or derivatives
Ketone
Carboxylic acid ester
Secondary amine
Azacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Ether
Alcohol
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organonitrogen compound
Amine
Organic nitrogen compound
Organooxygen 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

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

101133884

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Srivastava S, Singh MM, Kulshreshtha DK: A new alkaloid and other anti-implantation principles from Tabernaemontana heyneana. Planta Med. 2001 Aug;67(6):577-9. doi: 10.1055/s-2001-16495. [PubMed:11509989 ]
LOTUS database [Link]

Showing NP-Card for methyl (1's,2s,3's,9's)-9'-[(1r)-1-hydroxyethyl]-6-methoxy-3-oxo-1h-7'-azaspiro[indole-2,4'-tricyclo[5.3.1.0³,⁸]undecane]-3'-carboxylate (NP0255107)

MOL for NP0255107 (methyl (1's,2s,3's,9's)-9'-[(1r)-1-hydroxyethyl]-6-methoxy-3-oxo-1h-7'-azaspiro[indole-2,4'-tricyclo[5.3.1.0³,⁸]undecane]-3'-carboxylate)

3D MOL for NP0255107 (methyl (1's,2s,3's,9's)-9'-[(1r)-1-hydroxyethyl]-6-methoxy-3-oxo-1h-7'-azaspiro[indole-2,4'-tricyclo[5.3.1.0³,⁸]undecane]-3'-carboxylate)

3D SDF for NP0255107 (methyl (1's,2s,3's,9's)-9'-[(1r)-1-hydroxyethyl]-6-methoxy-3-oxo-1h-7'-azaspiro[indole-2,4'-tricyclo[5.3.1.0³,⁸]undecane]-3'-carboxylate)

3D-SDF for NP0255107 (methyl (1's,2s,3's,9's)-9'-[(1r)-1-hydroxyethyl]-6-methoxy-3-oxo-1h-7'-azaspiro[indole-2,4'-tricyclo[5.3.1.0³,⁸]undecane]-3'-carboxylate)

PDB for NP0255107 (methyl (1's,2s,3's,9's)-9'-[(1r)-1-hydroxyethyl]-6-methoxy-3-oxo-1h-7'-azaspiro[indole-2,4'-tricyclo[5.3.1.0³,⁸]undecane]-3'-carboxylate)

3D PDB for NP0255107 (methyl (1's,2s,3's,9's)-9'-[(1r)-1-hydroxyethyl]-6-methoxy-3-oxo-1h-7'-azaspiro[indole-2,4'-tricyclo[5.3.1.0³,⁸]undecane]-3'-carboxylate)

SMILES for NP0255107 (methyl (1's,2s,3's,9's)-9'-[(1r)-1-hydroxyethyl]-6-methoxy-3-oxo-1h-7'-azaspiro[indole-2,4'-tricyclo[5.3.1.0³,⁸]undecane]-3'-carboxylate)

INCHI for NP0255107 (methyl (1's,2s,3's,9's)-9'-[(1r)-1-hydroxyethyl]-6-methoxy-3-oxo-1h-7'-azaspiro[indole-2,4'-tricyclo[5.3.1.0³,⁸]undecane]-3'-carboxylate)

Structure for NP0255107 (methyl (1's,2s,3's,9's)-9'-[(1r)-1-hydroxyethyl]-6-methoxy-3-oxo-1h-7'-azaspiro[indole-2,4'-tricyclo[5.3.1.0³,⁸]undecane]-3'-carboxylate)

3D Structure for NP0255107 (methyl (1's,2s,3's,9's)-9'-[(1r)-1-hydroxyethyl]-6-methoxy-3-oxo-1h-7'-azaspiro[indole-2,4'-tricyclo[5.3.1.0³,⁸]undecane]-3'-carboxylate)