NP-MRD: Showing NP-Card for 11,12,16-trimethyl 18-formyl-12,17-dihydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),18-tetraene-11,12,16-tricarboxylate (NP0282541)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 09:24:53 UTC

Updated at

2022-09-09 09:24:53 UTC

NP-MRD ID

NP0282541

Secondary Accession Numbers

None

Natural Product Identification

Common Name

11,12,16-trimethyl 18-formyl-12,17-dihydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),18-tetraene-11,12,16-tricarboxylate

Description

11,12,16-Trimethyl 18-formyl-12,17-dihydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]Tricosa-2(10),3,5(9),18-tetraene-11,12,16-tricarboxylate belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. 11,12,16-trimethyl 18-formyl-12,17-dihydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),18-tetraene-11,12,16-tricarboxylate is found in Kopsia singapurensis. 11,12,16-Trimethyl 18-formyl-12,17-dihydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]Tricosa-2(10),3,5(9),18-tetraene-11,12,16-tricarboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004181500272D          

 39 44  0  0  0  0            999 V2000
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5004   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9853    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5004    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5122   -0.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1854    0.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8499    0.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6741   -2.3784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8995   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0750   -2.4072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3367   -3.0781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9494   -3.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6085   -0.9112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  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
  7 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  6 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
 17 18  1  0  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  2  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 15 28  1  0  0  0  0
 28 29  1  0  0  0  0
  5 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 25 35  1  0  0  0  0
 15 35  1  0  0  0  0
 18 35  1  0  0  0  0
 25 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
M  END

     RDKit          3D

 67 72  0  0  0  0  0  0  0  0999 V2000
   -5.8633    1.4292   -0.6873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6239    0.7505   -0.7664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6474    0.9665    0.1503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9139    1.8117    1.0795 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3632    0.3847    0.2219 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0068   -0.6080   -0.7284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7025   -0.5631   -1.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3859   -1.5181   -2.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3137   -2.4683   -2.5979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5809   -2.4815   -2.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9408   -1.5483   -1.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2544   -1.7470   -0.7234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8069   -2.6475   -1.6672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6959   -3.2904   -2.2669 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1884    0.4785   -0.7646 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3409    1.7725   -1.4395 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8040    2.1732   -2.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8921    1.8598   -1.4867 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9335    2.6276   -0.9878 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0076    2.0432   -0.4941 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0913    2.8557    0.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0157    4.1096    0.0106 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0231    0.5754   -0.5154 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8257    0.1588    0.5710 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6311   -0.0064   -0.2113 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8849   -1.4546   -0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4213   -2.2846   -0.8779 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6918   -1.9277    0.9372 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9609   -3.3091    1.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3394    0.4491    1.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9405   -0.1398    1.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0082    0.7394    0.6968 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3729    0.7633    1.2138 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7500    1.9860    1.7838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4768   -0.2464    2.3182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1833   -1.4394    2.0442 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8690    0.0569    3.5925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9307   -0.9948    4.5668 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6163    0.4435   -1.1745 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4569    1.1191    0.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6520    2.5286   -0.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4351    1.3610   -1.6360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5999   -1.4822   -2.6122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9979   -3.1779   -3.3335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4155   -2.0940   -2.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4149   -3.3816   -1.1063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2796    1.6196   -1.9625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4366    2.5961   -0.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7446    3.2260   -2.6540 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8027    1.4848   -3.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9124    3.7275   -0.9808 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9847    2.4195    0.4377 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4419    0.1349   -1.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7808    0.3138    0.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3194   -3.8755    0.3898 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0162   -3.4734    0.7826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -3.5744    2.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1063    0.0324    1.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2313    1.5351    1.2772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9847   -1.1818    1.1158 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7415   -0.1056    2.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4123    1.8010    0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    2.6185    1.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6030   -0.7398    5.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2835   -1.9354    4.0847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9239   -1.1987    4.9932 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7905   -0.0575   -2.1405 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  1  0
  6 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  2  0
  7 15  1  0
 15 16  1  6
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 20 23  1  0
 23 24  1  0
 23 25  1  0
 25 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  1
 33 35  1  0
 35 36  2  0
 35 37  1  0
 37 38  1  0
 25 39  1  0
 25 26  1  1
 26 27  2  0
 26 28  1  0
 28 29  1  0
 33  5  1  0
  7  6  1  0
 32 15  1  0
 10 11  1  0
 39 15  1  0
 39 18  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
 13 45  1  0
 13 46  1  0
  9 44  1  0
  8 43  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 19 51  1  0
 21 52  1  0
 23 53  1  6
 24 54  1  0
 30 58  1  0
 30 59  1  0
 31 60  1  0
 31 61  1  0
 32 62  1  6
 34 63  1  0
 38 64  1  0
 38 65  1  0
 38 66  1  0
 39 67  1  6
 29 55  1  0
 29 56  1  0
 29 57  1  0
M  END


  Mrv1533004181500272D          

 39 44  0  0  0  0            999 V2000
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5004   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9853    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5004    1.0799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5122   -0.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1854    0.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8499    0.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6741   -2.3784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8995   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0750   -2.4072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3367   -3.0781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9494   -3.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6085   -0.9112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  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
  7 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  6 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
 17 18  1  0  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  2  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 15 28  1  0  0  0  0
 28 29  1  0  0  0  0
  5 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 25 35  1  0  0  0  0
 15 35  1  0  0  0  0
 18 35  1  0  0  0  0
 25 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0282541

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)N1C2=C3OCOC3=CC=C2C23CCN4C=C(C=O)C(O)C(CCC2C1(O)C(=O)OC)(C34)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C26H28N2O11/c1-35-21(31)25-7-6-16-24(8-9-27(20(24)25)10-13(11-29)19(25)30)14-4-5-15-18(39-12-38-15)17(14)28(23(33)37-3)26(16,34)22(32)36-2/h4-5,10-11,16,19-20,30,34H,6-9,12H2,1-3H3

> <INCHI_KEY>
NGEOGYFJDBXHGB-UHFFFAOYSA-N

> <FORMULA>
C26H28N2O11

> <MOLECULAR_WEIGHT>
544.513

> <EXACT_MASS>
544.16930973

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
52.221082577139114

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
11,12,16-trimethyl 18-formyl-12,17-dihydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2,4,9,18-tetraene-11,12,16-tricarboxylate

> <ALOGPS_LOGP>
0.55

> <JCHEM_LOGP>
0.13295434600000056

> <ALOGPS_LOGS>
-2.38

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.614181264216114

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.348373104864601

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6882541530333016

> <JCHEM_POLAR_SURFACE_AREA>
161.36999999999998

> <JCHEM_REFRACTIVITY>
128.6942

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.26e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11,12,16-trimethyl 18-formyl-12,17-dihydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2,4,9,18-tetraene-11,12,16-tricarboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 18-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-APR-15         0                                  
HETATM    1  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      10.669  -4.620   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      12.003  -2.310   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       9.336  -2.310   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      12.134  -0.476   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      13.039   0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      12.134   2.016   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.423  -0.113   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.813   0.260   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.186   1.667   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       5.335   1.540   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       8.725  -4.440   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       7.279  -4.440   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       5.740  -4.493   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       8.095  -5.746   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       7.372  -7.105   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       1.136  -1.701   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       1.334  -3.850   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   29                                                  
CONECT    6    5    7   14                                                  
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    7   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    6   15                                                  
CONECT   15   14   16   28   35                                             
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   35                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   35   36                                             
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   15   29                                                  
CONECT   29   28    5   30   31                                             
CONECT   30   29                                                            
CONECT   31   29   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33                                                            
CONECT   35   25   15   18                                                  
CONECT   36   25   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   88    0
END

View in JSmol

Synonyms

Value	Source
11,12,16-Trimethyl 18-formyl-12,17-dihydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0,.0,.0,.0,]tricosa-2(10),3,5(9),18-tetraene-11,12,16-tricarboxylic acid	Generator
11,12,16-Trimethyl 18-formyl-12,17-dihydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),18-tetraene-11,12,16-tricarboxylic acid	Generator

Chemical Formula

C₂₆H₂₈N₂O₁₁

Average Mass

544.5130 Da

Monoisotopic Mass

544.16931 Da

IUPAC Name

11,12,16-trimethyl 18-formyl-12,17-dihydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2,4,9,18-tetraene-11,12,16-tricarboxylate

Traditional Name

11,12,16-trimethyl 18-formyl-12,17-dihydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2,4,9,18-tetraene-11,12,16-tricarboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)N1C2=C3OCOC3=CC=C2C23CCN4C=C(C=O)C(O)C(CCC2C1(O)C(=O)OC)(C34)C(=O)OC

InChI Identifier

InChI=1S/C26H28N2O11/c1-35-21(31)25-7-6-16-24(8-9-27(20(24)25)10-13(11-29)19(25)30)14-4-5-15-18(39-12-38-15)17(14)28(23(33)37-3)26(16,34)22(32)36-2/h4-5,10-11,16,19-20,30,34H,6-9,12H2,1-3H3

InChI Key

NGEOGYFJDBXHGB-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
Kopsia singapurensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
Alkyl aryl ether
Monocyclic benzene moiety
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Ether
Azacycle
Hydrocarbon derivative
Organopnictogen compound
Alcohol
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
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	0.55	ALOGPS
logP	0.13	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	10.35	ChemAxon
pKa (Strongest Basic)	-0.69	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	161.37 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	128.69 m³·mol⁻¹	ChemAxon
Polarizability	52.22 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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 11,12,16-trimethyl 18-formyl-12,17-dihydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),18-tetraene-11,12,16-tricarboxylate (NP0282541)

MOL for NP0282541 (11,12,16-trimethyl 18-formyl-12,17-dihydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),18-tetraene-11,12,16-tricarboxylate)

3D MOL for NP0282541 (11,12,16-trimethyl 18-formyl-12,17-dihydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),18-tetraene-11,12,16-tricarboxylate)

3D SDF for NP0282541 (11,12,16-trimethyl 18-formyl-12,17-dihydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),18-tetraene-11,12,16-tricarboxylate)

3D-SDF for NP0282541 (11,12,16-trimethyl 18-formyl-12,17-dihydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),18-tetraene-11,12,16-tricarboxylate)

PDB for NP0282541 (11,12,16-trimethyl 18-formyl-12,17-dihydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),18-tetraene-11,12,16-tricarboxylate)

3D PDB for NP0282541 (11,12,16-trimethyl 18-formyl-12,17-dihydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),18-tetraene-11,12,16-tricarboxylate)

SMILES for NP0282541 (11,12,16-trimethyl 18-formyl-12,17-dihydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),18-tetraene-11,12,16-tricarboxylate)

INCHI for NP0282541 (11,12,16-trimethyl 18-formyl-12,17-dihydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),18-tetraene-11,12,16-tricarboxylate)

Structure for NP0282541 (11,12,16-trimethyl 18-formyl-12,17-dihydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),18-tetraene-11,12,16-tricarboxylate)

3D Structure for NP0282541 (11,12,16-trimethyl 18-formyl-12,17-dihydroxy-6,8-dioxa-11,20-diazahexacyclo[14.6.1.0¹,¹³.0²,¹⁰.0⁵,⁹.0²⁰,²³]tricosa-2(10),3,5(9),18-tetraene-11,12,16-tricarboxylate)