NP-MRD: Showing NP-Card for {5,9,9-trimethyl-19-oxo-4,10-dioxa-18-azapentacyclo[9.8.0.0²,⁸.0³,⁵.0¹²,¹⁷]nonadeca-1(11),12,14,16-tetraen-18-yl}methyl acetate (NP0211485)

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Record Information

Version

2.0

Created at

2022-09-05 09:46:54 UTC

Updated at

2022-09-05 09:46:54 UTC

NP-MRD ID

NP0211485

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{5,9,9-trimethyl-19-oxo-4,10-dioxa-18-azapentacyclo[9.8.0.0²,⁸.0³,⁵.0¹²,¹⁷]nonadeca-1(11),12,14,16-tetraen-18-yl}methyl acetate

Description

{5,9,9-Trimethyl-19-oxo-4,10-dioxa-18-azapentacyclo[9.8.0.0²,⁸.0³,⁵.0¹²,¹⁷]Nonadeca-1(11),12,14,16-tetraen-18-yl}methyl acetate belongs to the class of organic compounds known as pyranoquinolines. These are polycyclic compounds containing a pyran ring fused to a quinoline moiety. Quinoline or benzo[b]pyridine is a bicyclic compound that consists of benzene fused to a pyridine. {5,9,9-trimethyl-19-oxo-4,10-dioxa-18-azapentacyclo[9.8.0.0²,⁸.0³,⁵.0¹²,¹⁷]nonadeca-1(11),12,14,16-tetraen-18-yl}methyl acetate is found in Eriostemon australasius and Halfordia kendack. {5,9,9-Trimethyl-19-oxo-4,10-dioxa-18-azapentacyclo[9.8.0.0²,⁸.0³,⁵.0¹²,¹⁷]Nonadeca-1(11),12,14,16-tetraen-18-yl}methyl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171520152D          

 28 32  0  0  0  0            999 V2000
    0.3800    3.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1326    3.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8016    3.8403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2162    2.5368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9688    2.1988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0524    1.3781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8050    1.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4740    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8887    0.2194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2197   -0.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3033   -1.0842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0559   -1.4221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5924   -2.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6475   -1.9971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7249   -0.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4775   -1.2773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1465   -0.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0628    0.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8836    0.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9792    0.8470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3102    0.3642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6413   -0.1186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4671    0.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7981   -0.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0455   -0.0703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0381    0.7505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6308    1.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3835    0.8953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  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  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
  9 22  1  0  0  0  0
 15 22  1  0  0  0  0
 10 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
  6 28  1  0  0  0  0
 23 28  1  0  0  0  0
M  END

     RDKit          3D

 53 57  0  0  0  0  0  0  0  0999 V2000
    5.9717   -2.6765    1.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2350   -2.0872    0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7064   -2.3055   -0.9939 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0826   -1.3293    0.3109 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4865   -0.8308   -0.8711 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2936   -0.0554   -0.6029 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0657   -0.6270   -0.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0315   -1.8686   -0.7829 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0813    0.0554   -0.3197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296    1.4054   -0.0870 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2254    2.0235   -0.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564    3.3804    0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4756    4.0161    0.1013 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6111    3.2852   -0.1533 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5565    1.9278   -0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3437    1.2741   -0.3734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1724    2.1244    0.1668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4164    1.6080   -0.2107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4672    2.3263    0.6469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7457    1.9327   -1.6478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5496    0.1387    0.0868 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7422   -0.4801   -0.6086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5817   -1.9827   -0.6040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7057   -2.5039    0.4807 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2813   -2.9829    1.7856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5395   -3.1431   -0.0046 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3476   -1.9088    0.5519 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3512   -0.6573   -0.3058 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9131   -3.7824    1.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5552   -2.3338    2.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0442   -2.3898    1.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1565   -1.7691   -1.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1954   -0.3501   -1.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3348    3.9262    0.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5688    5.0902    0.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5954    3.7562   -0.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4672    1.3734   -0.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2776    1.9795    1.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2697    3.4049    0.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4781    2.0330    0.3621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8564    1.8727   -1.7451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2248    1.3129   -2.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4489    2.9990   -1.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7301    0.0004    1.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6724   -0.1579   -1.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7007   -0.1319   -0.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3015   -2.3804   -1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6134   -2.3975   -0.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1435   -2.3581    2.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5422   -4.0540    1.7795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5429   -2.8372    2.6259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8466   -1.8272    1.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5119   -1.0382   -1.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  1
 24 26  1  0
 26 27  1  0
 27 28  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  6  1  0
 28  9  1  0
 16 11  1  0
 28 21  1  0
 27 24  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  5 32  1  0
  5 33  1  0
 19 38  1  0
 19 39  1  0
 19 40  1  0
 20 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  1
 22 45  1  0
 22 46  1  0
 23 47  1  0
 23 48  1  0
 25 49  1  0
 25 50  1  0
 25 51  1  0
 27 52  1  1
 28 53  1  6
 12 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
M  END


  Mrv1533004171520152D          

 28 32  0  0  0  0            999 V2000
    0.3800    3.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1326    3.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8016    3.8403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2162    2.5368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9688    2.1988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0524    1.3781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8050    1.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4740    1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8887    0.2194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2197   -0.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3033   -1.0842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0559   -1.4221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5924   -2.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6475   -1.9971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7249   -0.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4775   -1.2773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1465   -0.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0628    0.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8836    0.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9792    0.8470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3102    0.3642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6413   -0.1186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4671    0.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7981   -0.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0455   -0.0703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0381    0.7505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6308    1.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3835    0.8953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  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  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
  9 22  1  0  0  0  0
 15 22  1  0  0  0  0
 10 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
  6 28  1  0  0  0  0
 23 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0211485

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OCN1C(=O)C2=C(OC(C)(C)C3CCC4(C)OC4C23)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C22H25NO5/c1-12(24)26-11-23-15-8-6-5-7-13(15)18-17(20(23)25)16-14(21(2,3)27-18)9-10-22(4)19(16)28-22/h5-8,14,16,19H,9-11H2,1-4H3

> <INCHI_KEY>
HUTWRNCECFUQMQ-UHFFFAOYSA-N

> <FORMULA>
C22H25NO5

> <MOLECULAR_WEIGHT>
383.444

> <EXACT_MASS>
383.173272909

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
41.04047581904141

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{5,9,9-trimethyl-19-oxo-4,10-dioxa-18-azapentacyclo[9.8.0.0²,⁸.0³,⁵.0¹²,¹⁷]nonadeca-1(11),12,14,16-tetraen-18-yl}methyl acetate

> <ALOGPS_LOGP>
3.05

> <JCHEM_LOGP>
1.8813663923333337

> <ALOGPS_LOGS>
-3.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.58595292479657

> <JCHEM_PKA_STRONGEST_BASIC>
-0.39095420242552936

> <JCHEM_POLAR_SURFACE_AREA>
68.37

> <JCHEM_REFRACTIVITY>
102.0775

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.58e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{5,9,9-trimethyl-19-oxo-4,10-dioxa-18-azapentacyclo[9.8.0.0²,⁸.0³,⁵.0¹²,¹⁷]nonadeca-1(11),12,14,16-tetraen-18-yl}methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       0.709   6.898   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.114   6.267   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.363   7.169   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       2.270   4.735   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.675   4.105   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       3.831   2.572   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       5.236   1.942   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.485   2.843   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       5.392   0.410   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.143  -0.492   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.299  -2.024   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.704  -2.655   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.839  -3.929   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.809  -3.728   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.953  -1.753   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.358  -2.384   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.607  -1.483   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.451   0.049   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.983   0.205   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.295   1.581   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.046   0.680   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.797  -0.221   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.739   0.139   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.490  -0.762   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.085  -0.131   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.071   1.401   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.178   2.302   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.582   1.671   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   28                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   22                                                  
CONECT   10    9   11   23                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   18   22                                                  
CONECT   22   21    9   15                                                  
CONECT   23   10   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27    6   23                                                  
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

View in JSmol

Synonyms

Value	Source
{5,9,9-trimethyl-19-oxo-4,10-dioxa-18-azapentacyclo[9.8.0.0,.0,.0,]nonadeca-1(11),12,14,16-tetraen-18-yl}methyl acetic acid	Generator
{5,9,9-trimethyl-19-oxo-4,10-dioxa-18-azapentacyclo[9.8.0.0²,⁸.0³,⁵.0¹²,¹⁷]nonadeca-1(11),12,14,16-tetraen-18-yl}methyl acetic acid	Generator

Chemical Formula

C₂₂H₂₅NO₅

Average Mass

383.4440 Da

Monoisotopic Mass

383.17327 Da

IUPAC Name

{5,9,9-trimethyl-19-oxo-4,10-dioxa-18-azapentacyclo[9.8.0.0²,⁸.0³,⁵.0¹²,¹⁷]nonadeca-1(11),12,14,16-tetraen-18-yl}methyl acetate

Traditional Name

{5,9,9-trimethyl-19-oxo-4,10-dioxa-18-azapentacyclo[9.8.0.0²,⁸.0³,⁵.0¹²,¹⁷]nonadeca-1(11),12,14,16-tetraen-18-yl}methyl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OCN1C(=O)C2=C(OC(C)(C)C3CCC4(C)OC4C23)C2=CC=CC=C12

InChI Identifier

InChI=1S/C22H25NO5/c1-12(24)26-11-23-15-8-6-5-7-13(15)18-17(20(23)25)16-14(21(2,3)27-18)9-10-22(4)19(16)28-22/h5-8,14,16,19H,9-11H2,1-4H3

InChI Key

HUTWRNCECFUQMQ-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
Eriostemon australasius	LOTUS Database	35616633
Halfordia kendack	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranoquinolines. These are polycyclic compounds containing a pyran ring fused to a quinoline moiety. Quinoline or benzo[b]pyridine is a bicyclic compound that consists of benzene fused to a pyridine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Quinolones and derivatives

Direct Parent

Pyranoquinolines

Alternative Parents

Substituents

Pyranoquinoline
Dihydroquinolone
Dihydroquinoline
Pyranopyridine
Alkyl aryl ether
Oxepane
Pyridinone
Benzenoid
Pyridine
Pyran
Heteroaromatic compound
Vinylogous ester
Carboxylic acid ester
Lactam
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Oxacycle
Azacycle
Organopnictogen compound
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Organonitrogen compound
Organooxygen 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	3.05	ALOGPS
logP	1.88	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	19.59	ChemAxon
pKa (Strongest Basic)	-0.39	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	68.37 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	102.08 m³·mol⁻¹	ChemAxon
Polarizability	41.04 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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for {5,9,9-trimethyl-19-oxo-4,10-dioxa-18-azapentacyclo[9.8.0.0²,⁸.0³,⁵.0¹²,¹⁷]nonadeca-1(11),12,14,16-tetraen-18-yl}methyl acetate (NP0211485)

MOL for NP0211485 ({5,9,9-trimethyl-19-oxo-4,10-dioxa-18-azapentacyclo[9.8.0.0²,⁸.0³,⁵.0¹²,¹⁷]nonadeca-1(11),12,14,16-tetraen-18-yl}methyl acetate)

3D MOL for NP0211485 ({5,9,9-trimethyl-19-oxo-4,10-dioxa-18-azapentacyclo[9.8.0.0²,⁸.0³,⁵.0¹²,¹⁷]nonadeca-1(11),12,14,16-tetraen-18-yl}methyl acetate)

3D SDF for NP0211485 ({5,9,9-trimethyl-19-oxo-4,10-dioxa-18-azapentacyclo[9.8.0.0²,⁸.0³,⁵.0¹²,¹⁷]nonadeca-1(11),12,14,16-tetraen-18-yl}methyl acetate)

3D-SDF for NP0211485 ({5,9,9-trimethyl-19-oxo-4,10-dioxa-18-azapentacyclo[9.8.0.0²,⁸.0³,⁵.0¹²,¹⁷]nonadeca-1(11),12,14,16-tetraen-18-yl}methyl acetate)

PDB for NP0211485 ({5,9,9-trimethyl-19-oxo-4,10-dioxa-18-azapentacyclo[9.8.0.0²,⁸.0³,⁵.0¹²,¹⁷]nonadeca-1(11),12,14,16-tetraen-18-yl}methyl acetate)

3D PDB for NP0211485 ({5,9,9-trimethyl-19-oxo-4,10-dioxa-18-azapentacyclo[9.8.0.0²,⁸.0³,⁵.0¹²,¹⁷]nonadeca-1(11),12,14,16-tetraen-18-yl}methyl acetate)

SMILES for NP0211485 ({5,9,9-trimethyl-19-oxo-4,10-dioxa-18-azapentacyclo[9.8.0.0²,⁸.0³,⁵.0¹²,¹⁷]nonadeca-1(11),12,14,16-tetraen-18-yl}methyl acetate)

INCHI for NP0211485 ({5,9,9-trimethyl-19-oxo-4,10-dioxa-18-azapentacyclo[9.8.0.0²,⁸.0³,⁵.0¹²,¹⁷]nonadeca-1(11),12,14,16-tetraen-18-yl}methyl acetate)

Structure for NP0211485 ({5,9,9-trimethyl-19-oxo-4,10-dioxa-18-azapentacyclo[9.8.0.0²,⁸.0³,⁵.0¹²,¹⁷]nonadeca-1(11),12,14,16-tetraen-18-yl}methyl acetate)

3D Structure for NP0211485 ({5,9,9-trimethyl-19-oxo-4,10-dioxa-18-azapentacyclo[9.8.0.0²,⁸.0³,⁵.0¹²,¹⁷]nonadeca-1(11),12,14,16-tetraen-18-yl}methyl acetate)