NP-MRD: Showing NP-Card for {11-ethyl-8,9,18-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)benzoate (NP0221407)

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Record Information

Version

1.0

Created at

2022-09-05 22:58:47 UTC

Updated at

2022-09-05 22:58:47 UTC

NP-MRD ID

NP0221407

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{11-ethyl-8,9,18-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)benzoate

Description

{11-Ethyl-8,9,18-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]Nonadecan-13-yl}methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)benzoate belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. {11-ethyl-8,9,18-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)benzoate is found in Delphinium glaucescens and Delphinium macrocentrum. {11-Ethyl-8,9,18-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]Nonadecan-13-yl}methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)benzoate is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004161514392D          

 48 55  0  0  0  0            999 V2000
   -0.3274   -2.3893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4962   -2.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8666   -1.6043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4197   -0.8647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7821   -0.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0090    0.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1282    1.0120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9013    1.2999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5372    0.7744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0385    2.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4026    2.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5397    3.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3129    3.7405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9488    3.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8116    2.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4475    1.8758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2465    2.0814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5498    2.8486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6889    1.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1633    0.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3689   -0.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3961    1.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8706    0.4165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0155    0.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8202    0.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3453    0.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1498    0.5079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3937    1.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1346   -0.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9178   -0.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6456    0.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4646   -0.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7393   -1.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1200   -1.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3060   -1.4797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3073   -2.3047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3899   -0.6478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0354    0.0925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9630    0.9143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6386    1.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3984   -1.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3670   -2.5363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3902   -1.3704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5665   -1.3238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4816   -0.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8221   -1.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5387   -1.3033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7618   -2.0976    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  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  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 16 22  1  0  0  0  0
 22 23  2  0  0  0  0
  5 24  1  0  0  0  0
 24 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
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 30 37  1  0  0  0  0
 37 38  1  0  0  0  0
 32 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 35 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
  5 45  1  0  0  0  0
 29 45  1  0  0  0  0
 41 46  1  0  0  0  0
  3 46  1  0  0  0  0
 29 46  1  0  0  0  0
 33 47  1  0  0  0  0
 47 48  1  0  0  0  0
M  END


  Mrv1533004161514392D          

 48 55  0  0  0  0            999 V2000
   -0.3274   -2.3893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4962   -2.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8666   -1.6043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4197   -0.8647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7821   -0.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0090    0.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1282    1.0120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9013    1.2999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5372    0.7744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0385    2.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4026    2.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5397    3.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3129    3.7405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9488    3.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8116    2.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4475    1.8758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2465    2.0814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5498    2.8486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6889    1.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1633    0.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3689   -0.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3961    1.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8706    0.4165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0155    0.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8202    0.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3453    0.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1498    0.5079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3937    1.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1346   -0.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9178   -0.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6456    0.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4646   -0.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7393   -1.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1200   -1.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3060   -1.4797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3073   -2.3047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3899   -0.6478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0354    0.0925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9630    0.9143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6386    1.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3984   -1.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3670   -2.5363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3902   -1.3704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5665   -1.3238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4816   -0.4669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8221   -1.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5387   -1.3033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7618   -2.0976    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  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  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 16 22  1  0  0  0  0
 22 23  2  0  0  0  0
  5 24  1  0  0  0  0
 24 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
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 30 37  1  0  0  0  0
 37 38  1  0  0  0  0
 32 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 35 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
  5 45  1  0  0  0  0
 29 45  1  0  0  0  0
 41 46  1  0  0  0  0
  3 46  1  0  0  0  0
 29 46  1  0  0  0  0
 33 47  1  0  0  0  0
 47 48  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0221407

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCN1CC2(COC(=O)C3=CC=CC=C3N3C(=O)CC(C)C3=O)CCC(OC)C34C5CC6C(OC)C5C(O)(CC6OC)C(O)(C(O)C23)C14

> <INCHI_IDENTIFIER>
InChI=1S/C36H48N2O10/c1-6-37-16-33(17-48-31(42)19-9-7-8-10-22(19)38-25(39)13-18(2)30(38)41)12-11-24(46-4)35-21-14-20-23(45-3)15-34(43,26(21)27(20)47-5)36(44,32(35)37)29(40)28(33)35/h7-10,18,20-21,23-24,26-29,32,40,43-44H,6,11-17H2,1-5H3

> <INCHI_KEY>
SIUYRGJHHSURRD-UHFFFAOYSA-N

> <FORMULA>
C36H48N2O10

> <MOLECULAR_WEIGHT>
668.784

> <EXACT_MASS>
668.330895754

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
96

> <JCHEM_AVERAGE_POLARIZABILITY>
71.16938071661602

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{11-ethyl-8,9,18-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)benzoate

> <ALOGPS_LOGP>
1.42

> <JCHEM_LOGP>
-0.1249333623333352

> <ALOGPS_LOGS>
-3.80

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.817247273716436

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.20089041877519

> <JCHEM_PKA_STRONGEST_BASIC>
9.277072843165286

> <JCHEM_POLAR_SURFACE_AREA>
155.3

> <JCHEM_REFRACTIVITY>
170.85799999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.07e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{11-ethyl-8,9,18-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)benzoate

> <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      -0.611  -4.460   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.926  -4.371   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       1.618  -2.995   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       0.783  -1.614   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.460  -0.167   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.017   0.370   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.239   1.889   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.682   2.427   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.869   1.446   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.938   3.945   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.751   4.926   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.008   6.445   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.451   6.982   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.638   6.001   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.382   4.483   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -4.569   3.502   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -6.060   3.885   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -6.626   5.317   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -6.886   2.585   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.905   1.398   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.289  -0.093   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.473   1.965   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -3.492   0.777   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.896   1.372   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.398   1.802   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.378   0.607   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.880   0.948   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.335   2.419   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.985  -0.999   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.447  -0.204   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.805   0.849   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.334  -0.473   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.847  -2.052   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.691  -3.146   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.171  -2.762   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       6.174  -4.302   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       6.328  -1.209   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.533   0.173   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       7.398   1.707   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       8.659   2.591   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       4.477  -3.195   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       4.418  -4.734   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       2.595  -2.558   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       1.058  -2.471   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       2.766  -0.872   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       3.401  -2.823   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      10.339  -2.433   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      10.755  -3.915   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   46                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   24   45                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10   16                                                  
CONECT   16   15   17   22                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   16   23                                                  
CONECT   23   22                                                            
CONECT   24    5   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26   30   45   46                                             
CONECT   30   29   31   37                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   38                                                  
CONECT   33   32   34   47                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   37   41                                             
CONECT   36   35                                                            
CONECT   37   35   30   38                                                  
CONECT   38   37   32   39                                                  
CONECT   39   38   40                                                       
CONECT   40   39                                                            
CONECT   41   35   42   43   46                                             
CONECT   42   41                                                            
CONECT   43   41   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43    5   29                                                  
CONECT   46   41    3   29                                                  
CONECT   47   33   48                                                       
CONECT   48   47                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  110    0
END

View in JSmol

Synonyms

Value	Source
{11-ethyl-8,9,18-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1,.0,.0,.0,]nonadecan-13-yl}methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)benzoic acid	Generator
{11-ethyl-8,9,18-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)benzoic acid	Generator

Chemical Formula

C₃₆H₄₈N₂O₁₀

Average Mass

668.7840 Da

Monoisotopic Mass

668.33090 Da

IUPAC Name

{11-ethyl-8,9,18-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)benzoate

Traditional Name

{11-ethyl-8,9,18-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)benzoate

CAS Registry Number

Not Available

SMILES

CCN1CC2(COC(=O)C3=CC=CC=C3N3C(=O)CC(C)C3=O)CCC(OC)C34C5CC6C(OC)C5C(O)(CC6OC)C(O)(C(O)C23)C14

InChI Identifier

InChI=1S/C36H48N2O10/c1-6-37-16-33(17-48-31(42)19-9-7-8-10-22(19)38-25(39)13-18(2)30(38)41)12-11-24(46-4)35-21-14-20-23(45-3)15-34(43,26(21)27(20)47-5)36(44,32(35)37)29(40)28(33)35/h7-10,18,20-21,23-24,26-29,32,40,43-44H,6,11-17H2,1-5H3

InChI Key

SIUYRGJHHSURRD-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
Delphinium glaucescens	LOTUS Database	35616633
Delphinium macrocentrum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Prostaglandins and related compounds

Alternative Parents

Substituents

Prostaglandin skeleton
Long-chain fatty acid
Fatty alcohol
Hydroxy fatty acid
Cyclopentanol
Cyclic alcohol
Cyclic ketone
Ketone
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.42	ALOGPS
logP	-0.12	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	9.28	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	155.3 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	170.86 m³·mol⁻¹	ChemAxon
Polarizability	71.17 Å³	ChemAxon
Number of Rings	8	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-ethyl-8,9,18-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)benzoate (NP0221407)

MOL for NP0221407 ({11-ethyl-8,9,18-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)benzoate)

3D MOL for NP0221407 ({11-ethyl-8,9,18-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)benzoate)

3D SDF for NP0221407 ({11-ethyl-8,9,18-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)benzoate)

3D-SDF for NP0221407 ({11-ethyl-8,9,18-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)benzoate)

PDB for NP0221407 ({11-ethyl-8,9,18-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)benzoate)

3D PDB for NP0221407 ({11-ethyl-8,9,18-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)benzoate)

SMILES for NP0221407 ({11-ethyl-8,9,18-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)benzoate)

INCHI for NP0221407 ({11-ethyl-8,9,18-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)benzoate)

Structure for NP0221407 ({11-ethyl-8,9,18-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)benzoate)

3D Structure for NP0221407 ({11-ethyl-8,9,18-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)benzoate)