NP-MRD: Showing NP-Card for 6'-ethyl-7'-hydroxy-1-methoxy-2-oxo-10'-oxa-5'-azaspiro[indole-3,2'-tricyclo[5.3.1.0⁴,⁸]undecan]-5'-en-11'-yl acetate (NP0257152)

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Record Information

Version

2.0

Created at

2022-09-07 22:11:34 UTC

Updated at

2022-09-07 22:11:34 UTC

NP-MRD ID

NP0257152

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6'-ethyl-7'-hydroxy-1-methoxy-2-oxo-10'-oxa-5'-azaspiro[indole-3,2'-tricyclo[5.3.1.0⁴,⁸]undecan]-5'-en-11'-yl acetate

Description

6'-Ethyl-7'-hydroxy-1-methoxy-2-oxo-1,2-dihydro-10'-oxa-5'-azaspiro[indole-3,2'-tricyclo[5.3.1.0⁴,⁸]Undecan]-5'-en-11'-yl acetate belongs to the class of organic compounds known as indoles and derivatives. These are organic compounds containing an indole, which is a bicyclic ring system made up of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. 6'-ethyl-7'-hydroxy-1-methoxy-2-oxo-10'-oxa-5'-azaspiro[indole-3,2'-tricyclo[5.3.1.0⁴,⁸]undecan]-5'-en-11'-yl acetate is found in Gelsemium elegans. 6'-Ethyl-7'-hydroxy-1-methoxy-2-oxo-1,2-dihydro-10'-oxa-5'-azaspiro[indole-3,2'-tricyclo[5.3.1.0⁴,⁸]Undecan]-5'-en-11'-yl acetate is a strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161518182D          

 29 33  0  0  0  0            999 V2000
   -1.7352    0.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1357    0.2226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2718    0.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2625    0.9607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9627    0.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6198    1.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4119    0.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2772   -0.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2965   -0.9626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5031   -1.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0505   -0.5280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4716   -0.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0048   -0.8040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4236   -0.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1046    0.9764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5617    1.6870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2564    1.5811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8791    2.4485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4939    1.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3113    2.4651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.7266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6542    2.5124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4951    2.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7161    1.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5240    0.8468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7829    0.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2341   -0.5524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4262   -0.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1673    0.3983    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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  8 14  1  0  0  0  0
 14 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
  7 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
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
  7 29  1  0  0  0  0
 24 29  1  0  0  0  0
M  END

     RDKit          3D

 53 57  0  0  0  0  0  0  0  0999 V2000
   -4.8390   -1.6336    1.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5620   -1.3275    2.0283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3833   -1.2697    1.1513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2989   -1.9722    1.1425 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8917   -2.2325   -0.2278 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5740   -2.0803   -0.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0948   -0.6876   -0.2614 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6561   -0.4664    1.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0881   -0.5187    2.2309 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0502   -0.1508    1.0288 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8847    0.1171    2.0855 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0604    1.4750    2.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4082   -0.1767   -0.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6629    0.0629   -0.9087 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7993   -0.0172   -2.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7499   -0.3227   -3.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5252   -0.5534   -2.4900 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3245   -0.4867   -1.1126 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1479    0.3821   -0.6400 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1868    0.2075   -1.9828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1511   -0.7242   -2.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7531   -1.3392   -1.0284 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1842   -0.3331    0.0127 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3456    0.3343   -0.3348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0232    0.6199    0.2379 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5022    1.9578    0.1569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5644    2.8453    1.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0996    4.2007    0.8918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1791    2.4821    2.3104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6073   -1.9011    2.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1821   -0.8144    0.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6841   -2.5237    0.5789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7455   -0.3143    2.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4509   -2.0948    2.8084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1660   -3.2846   -0.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0884   -2.7223    0.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8553   -2.4641   -1.4146 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3885    1.8510    1.1740 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1139    1.9535    2.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8733    1.6616    2.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5231    0.3061   -0.3080 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7660    0.1631   -2.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8295   -0.3929   -4.1670 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6310   -0.8051   -3.0820 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7437    1.3463   -0.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9885   -0.1805   -2.7670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8623   -1.5363   -2.9336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6943   -1.8716   -1.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0712    1.0416   -0.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7249    0.4866    1.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6529    4.9644    1.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8425    4.4681   -0.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2023    4.2714    1.0299 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  6
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
  7  8  1  1
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 23  3  1  0
 18 13  1  0
 22  5  1  0
 18  7  1  0
 25 19  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  5 35  1  6
  6 36  1  0
  6 37  1  0
 19 45  1  6
 21 46  1  0
 21 47  1  0
 22 48  1  6
 24 49  1  0
 25 50  1  1
 28 51  1  0
 28 52  1  0
 28 53  1  0
 12 38  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  0
 15 42  1  0
 16 43  1  0
 17 44  1  0
M  END


  Mrv1533004161518182D          

 29 33  0  0  0  0            999 V2000
   -1.7352    0.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1357    0.2226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2718    0.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2625    0.9607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9627    0.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6198    1.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4119    0.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2772   -0.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2965   -0.9626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5031   -1.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0505   -0.5280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4716   -0.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0048   -0.8040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4236   -0.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1046    0.9764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5617    1.6870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2564    1.5811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8791    2.4485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4939    1.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3113    2.4651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.7266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6542    2.5124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4951    2.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7161    1.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5240    0.8468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7829    0.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2341   -0.5524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4262   -0.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1673    0.3983    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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  8 14  1  0  0  0  0
 14 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
  7 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
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
  7 29  1  0  0  0  0
 24 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0257152

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC1=NC2CC3(C4OCC2C1(O)C4OC(C)=O)C(=O)N(OC)C1=CC=CC=C31

> <INCHI_IDENTIFIER>
InChI=1S/C21H24N2O6/c1-4-16-21(26)13-10-28-17(18(21)29-11(2)24)20(9-14(13)22-16)12-7-5-6-8-15(12)23(27-3)19(20)25/h5-8,13-14,17-18,26H,4,9-10H2,1-3H3

> <INCHI_KEY>
LHVWPEXUHTWXHW-UHFFFAOYSA-N

> <FORMULA>
C21H24N2O6

> <MOLECULAR_WEIGHT>
400.431

> <EXACT_MASS>
400.163436501

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
40.39854683315275

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6'-ethyl-7'-hydroxy-1-methoxy-2-oxo-1,2-dihydro-10'-oxa-5'-azaspiro[indole-3,2'-tricyclo[5.3.1.0⁴,⁸]undecan]-5'-en-11'-yl acetate

> <ALOGPS_LOGP>
1.30

> <JCHEM_LOGP>
1.0583972600000002

> <ALOGPS_LOGS>
-3.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.352215735338557

> <JCHEM_PKA_STRONGEST_BASIC>
4.773297699484044

> <JCHEM_POLAR_SURFACE_AREA>
97.66

> <JCHEM_REFRACTIVITY>
100.21329999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.39e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6'-ethyl-7'-hydroxy-1-methoxy-2-oxo-10'-oxa-5'-azaspiro[indole-3,2'-tricyclo[5.3.1.0⁴,⁸]undecan]-5'-en-11'-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      -3.239   1.537   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.120   0.416   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.507   0.607   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       0.490   1.793   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       1.797   0.847   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.024   1.920   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.502   1.363   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.251  -0.205   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.287  -1.797   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.806  -2.340   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.961  -0.986   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.880  -0.107   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.009  -1.501   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.657  -0.048   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.062   1.823   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.049   3.149   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.479   2.951   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.641   4.571   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.655   2.895   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.314   4.601   0.000  0.00  0.00           O+0
HETATM   21  N   UNK     0       6.160   3.223   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0       6.821   4.690   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.391   5.165   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.937   1.893   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.445   1.581   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.928   0.119   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.904  -1.031   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.396  -0.719   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.912   0.743   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   12                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   19   29                                             
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    5   12                                                  
CONECT   12   11    3   13   14                                             
CONECT   13   12                                                            
CONECT   14   12    8   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19    7   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28    7   24                                                  
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

View in JSmol

Synonyms

Value	Source
6'-Ethyl-7'-hydroxy-1-methoxy-2-oxo-1,2-dihydro-10'-oxa-5'-azaspiro[indole-3,2'-tricyclo[5.3.1.0,]undecan]-5'-en-11'-yl acetic acid	Generator
6'-Ethyl-7'-hydroxy-1-methoxy-2-oxo-1,2-dihydro-10'-oxa-5'-azaspiro[indole-3,2'-tricyclo[5.3.1.0⁴,⁸]undecan]-5'-en-11'-yl acetic acid	Generator

Chemical Formula

C₂₁H₂₄N₂O₆

Average Mass

400.4310 Da

Monoisotopic Mass

400.16344 Da

IUPAC Name

6'-ethyl-7'-hydroxy-1-methoxy-2-oxo-1,2-dihydro-10'-oxa-5'-azaspiro[indole-3,2'-tricyclo[5.3.1.0⁴,⁸]undecan]-5'-en-11'-yl acetate

Traditional Name

6'-ethyl-7'-hydroxy-1-methoxy-2-oxo-10'-oxa-5'-azaspiro[indole-3,2'-tricyclo[5.3.1.0⁴,⁸]undecan]-5'-en-11'-yl acetate

CAS Registry Number

Not Available

SMILES

CCC1=NC2CC3(C4OCC2C1(O)C4OC(C)=O)C(=O)N(OC)C1=CC=CC=C31

InChI Identifier

InChI=1S/C21H24N2O6/c1-4-16-21(26)13-10-28-17(18(21)29-11(2)24)20(9-14(13)22-16)12-7-5-6-8-15(12)23(27-3)19(20)25/h5-8,13-14,17-18,26H,4,9-10H2,1-3H3

InChI Key

LHVWPEXUHTWXHW-UHFFFAOYSA-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
Gelsemium elegans	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indoles and derivatives. These are organic compounds containing an indole, which is a bicyclic ring system made up of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Not Available

Direct Parent

Indoles and derivatives

Alternative Parents

Substituents

Indole or derivatives
Oxepane
Oxane
Benzenoid
Cyclic alcohol
Pyrroline
Tertiary alcohol
Carboxylic acid ester
Ketimine
Carboxylic acid derivative
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Oxacycle
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic oxide
Organopnictogen compound
Imine
Alcohol
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Organic oxygen compound
Carbonyl group
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	1.3	ALOGPS
logP	1.06	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	12.35	ChemAxon
pKa (Strongest Basic)	4.77	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	97.66 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	100.21 m³·mol⁻¹	ChemAxon
Polarizability	40.4 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

73036172

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6'-ethyl-7'-hydroxy-1-methoxy-2-oxo-10'-oxa-5'-azaspiro[indole-3,2'-tricyclo[5.3.1.0⁴,⁸]undecan]-5'-en-11'-yl acetate (NP0257152)

MOL for NP0257152 (6'-ethyl-7'-hydroxy-1-methoxy-2-oxo-10'-oxa-5'-azaspiro[indole-3,2'-tricyclo[5.3.1.0⁴,⁸]undecan]-5'-en-11'-yl acetate)

3D MOL for NP0257152 (6'-ethyl-7'-hydroxy-1-methoxy-2-oxo-10'-oxa-5'-azaspiro[indole-3,2'-tricyclo[5.3.1.0⁴,⁸]undecan]-5'-en-11'-yl acetate)

3D SDF for NP0257152 (6'-ethyl-7'-hydroxy-1-methoxy-2-oxo-10'-oxa-5'-azaspiro[indole-3,2'-tricyclo[5.3.1.0⁴,⁸]undecan]-5'-en-11'-yl acetate)

3D-SDF for NP0257152 (6'-ethyl-7'-hydroxy-1-methoxy-2-oxo-10'-oxa-5'-azaspiro[indole-3,2'-tricyclo[5.3.1.0⁴,⁸]undecan]-5'-en-11'-yl acetate)

PDB for NP0257152 (6'-ethyl-7'-hydroxy-1-methoxy-2-oxo-10'-oxa-5'-azaspiro[indole-3,2'-tricyclo[5.3.1.0⁴,⁸]undecan]-5'-en-11'-yl acetate)

3D PDB for NP0257152 (6'-ethyl-7'-hydroxy-1-methoxy-2-oxo-10'-oxa-5'-azaspiro[indole-3,2'-tricyclo[5.3.1.0⁴,⁸]undecan]-5'-en-11'-yl acetate)

SMILES for NP0257152 (6'-ethyl-7'-hydroxy-1-methoxy-2-oxo-10'-oxa-5'-azaspiro[indole-3,2'-tricyclo[5.3.1.0⁴,⁸]undecan]-5'-en-11'-yl acetate)

INCHI for NP0257152 (6'-ethyl-7'-hydroxy-1-methoxy-2-oxo-10'-oxa-5'-azaspiro[indole-3,2'-tricyclo[5.3.1.0⁴,⁸]undecan]-5'-en-11'-yl acetate)

Structure for NP0257152 (6'-ethyl-7'-hydroxy-1-methoxy-2-oxo-10'-oxa-5'-azaspiro[indole-3,2'-tricyclo[5.3.1.0⁴,⁸]undecan]-5'-en-11'-yl acetate)

3D Structure for NP0257152 (6'-ethyl-7'-hydroxy-1-methoxy-2-oxo-10'-oxa-5'-azaspiro[indole-3,2'-tricyclo[5.3.1.0⁴,⁸]undecan]-5'-en-11'-yl acetate)