NP-MRD: Showing NP-Card for 4-ethoxy-n-{2-[({11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methoxy)carbonyl]phenyl}-4-oxobutanimidic acid (NP0219575)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2022-09-05 20:37:20 UTC

Updated at

2022-09-05 20:37:20 UTC

NP-MRD ID

NP0219575

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-ethoxy-n-{2-[({11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methoxy)carbonyl]phenyl}-4-oxobutanimidic acid

Description

4-Ethoxy-N-{2-[({11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]Nonadecan-13-yl}methoxy)carbonyl]phenyl}-4-oxobutanimidic acid belongs to the class of organic compounds known as aconitane-type diterpenoid alkaloids. These are alkaloid diterpenoids with a structure based on the hexacyclic aconitane skeleton. These compounds have no oxygen functionality at the C7 atom. 4-ethoxy-n-{2-[({11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methoxy)carbonyl]phenyl}-4-oxobutanimidic acid is found in Aconitum leucostomum. It was first documented in 2022 (PMID: 36075691). Based on a literature review a significant number of articles have been published on 4-ethoxy-N-{2-[({11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]Nonadecan-13-yl}methoxy)carbonyl]phenyl}-4-oxobutanimidic acid (PMID: 36075690) (PMID: 36075689) (PMID: 36075688) (PMID: 36075687).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309052222372D          

 51 57  0  0  0  0            999 V2000
   -6.4805   -1.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6684   -1.3489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3879   -0.5731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5757   -0.4280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0440   -1.0589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2952    0.3478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4831    0.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2026    1.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7343    1.8995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3905    1.4137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1100    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6416    2.8204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3612    3.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5490    3.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0173    3.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2978    2.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7661    1.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0460    1.8488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0466    0.9279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4896    0.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3653   -0.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4391    0.7660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1981    1.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8551    0.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1205    1.4205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2713    2.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8260   -0.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7021    0.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5029    0.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3003   -0.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5065   -1.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3303   -1.3292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5268   -2.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8410   -1.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0330   -1.3161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0618   -2.1852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1766   -0.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8801    0.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2468    0.9338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9070    1.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1202   -1.5428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0226   -2.4109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1052   -1.2115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2152   -1.8736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7016   -1.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1527   -0.3196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5627   -1.3264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6255   -1.5556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5016   -2.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4493   -2.5872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0920   -0.8858    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  2  0  0  0  0
  4  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
  8 10  2  0  0  0  0
 10 11  1  4  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 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
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 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
 31 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
 28 37  1  0  0  0  0
 37 38  1  0  0  0  0
 30 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
 44 45  1  0  0  0  0
 43 46  1  0  0  0  0
 21 46  1  0  0  0  0
 27 46  1  0  0  0  0
 41 47  1  0  0  0  0
 27 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 48 51  1  0  0  0  0
 21 51  1  0  0  0  0
M  END


  Mrv1652309052222372D          

 51 57  0  0  0  0            999 V2000
   -6.4805   -1.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6684   -1.3489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3879   -0.5731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5757   -0.4280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0440   -1.0589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2952    0.3478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4831    0.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2026    1.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7343    1.8995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3905    1.4137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1100    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6416    2.8204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3612    3.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5490    3.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0173    3.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2978    2.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7661    1.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0460    1.8488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0466    0.9279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4896    0.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3653   -0.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4391    0.7660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1981    1.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8551    0.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1205    1.4205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2713    2.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8260   -0.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7021    0.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5029    0.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3003   -0.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5065   -1.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3303   -1.3292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5268   -2.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8410   -1.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0330   -1.3161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0618   -2.1852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1766   -0.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8801    0.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2468    0.9338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9070    1.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1202   -1.5428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0226   -2.4109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1052   -1.2115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2152   -1.8736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7016   -1.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1527   -0.3196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5627   -1.3264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6255   -1.5556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5016   -2.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4493   -2.5872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0920   -0.8858    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  2  0  0  0  0
  4  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
  8 10  2  0  0  0  0
 10 11  1  4  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 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
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 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
 31 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
 28 37  1  0  0  0  0
 37 38  1  0  0  0  0
 30 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
 44 45  1  0  0  0  0
 43 46  1  0  0  0  0
 21 46  1  0  0  0  0
 27 46  1  0  0  0  0
 41 47  1  0  0  0  0
 27 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 48 51  1  0  0  0  0
 21 51  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0219575

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOC(=O)CCC(O)=NC1=CC=CC=C1C(=O)OCC12CCC(OC)C34C5CC6C(OC)C5C(O)(CC6OC)C(O)(C(OC)C13)C4N(CC)C2

> <INCHI_IDENTIFIER>
InChI=1S/C38H54N2O11/c1-7-40-19-35(20-51-33(43)21-11-9-10-12-24(21)39-27(41)13-14-28(42)50-8-2)16-15-26(47-4)37-23-17-22-25(46-3)18-36(44,29(23)30(22)48-5)38(45,34(37)40)32(49-6)31(35)37/h9-12,22-23,25-26,29-32,34,44-45H,7-8,13-20H2,1-6H3,(H,39,41)

> <INCHI_KEY>
WBFCHBFKXWETKA-UHFFFAOYSA-N

> <FORMULA>
C38H54N2O11

> <MOLECULAR_WEIGHT>
714.853

> <EXACT_MASS>
714.372760567

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
105

> <JCHEM_AVERAGE_POLARIZABILITY>
77.64546697508231

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-ethoxy-N-{2-[({11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadecan-13-yl}methoxy)carbonyl]phenyl}-4-oxobutanimidic acid

> <JCHEM_LOGP>
-1.3772614848950002

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.219909460367145

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.984693220205122

> <JCHEM_PKA_STRONGEST_BASIC>
9.679573227076204

> <JCHEM_POLAR_SURFACE_AREA>
165.81

> <JCHEM_REFRACTIVITY>
186.16609999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
4-ethoxy-N-{2-[({11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadecan-13-yl}methoxy)carbonyl]phenyl}-4-oxobutanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0     -12.097  -2.789   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.581  -2.518   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0     -10.057  -1.070   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -8.541  -0.799   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -7.549  -1.977   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -8.018   0.649   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.502   0.920   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.978   2.368   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -6.971   3.546   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0      -4.462   2.639   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -3.939   4.087   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.931   5.265   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.408   6.713   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.891   6.984   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.899   5.806   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.423   4.358   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.430   3.180   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.086   3.451   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -1.954   1.732   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.914   0.498   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.682  -0.164   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.820   1.430   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.236   2.151   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.463   1.106   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.958   2.652   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       4.240   4.196   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.409  -0.607   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.044   0.067   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.539   1.001   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.027  -0.368   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.412  -1.983   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       9.950  -2.481   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      10.317  -4.027   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.170  -2.952   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.662  -2.457   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       5.715  -4.079   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       5.930  -0.939   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.243   0.297   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       7.927   1.743   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       9.160   2.774   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       3.958  -2.880   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       3.776  -4.500   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       2.063  -2.261   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       0.402  -3.497   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      -1.310  -3.296   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       2.152  -0.597   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       2.917  -2.476   0.000  0.00  0.00           C+0
HETATM   48  N   UNK     0       1.168  -2.904   0.000  0.00  0.00           N+0
HETATM   49  C   UNK     0       0.936  -4.568   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      -0.839  -4.830   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       0.172  -1.653   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11   17                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   46   51                                             
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24   28   46   47                                             
CONECT   28   27   29   37                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   38                                                  
CONECT   31   30   32   34                                                  
CONECT   32   31   33                                                       
CONECT   33   32                                                            
CONECT   34   31   35                                                       
CONECT   35   34   36   37   41                                             
CONECT   36   35                                                            
CONECT   37   35   28   38                                                  
CONECT   38   37   30   39                                                  
CONECT   39   38   40                                                       
CONECT   40   39                                                            
CONECT   41   35   42   43   47                                             
CONECT   42   41                                                            
CONECT   43   41   44   46                                                  
CONECT   44   43   45                                                       
CONECT   45   44                                                            
CONECT   46   43   21   27                                                  
CONECT   47   41   27   48                                                  
CONECT   48   47   49   51                                                  
CONECT   49   48   50                                                       
CONECT   50   49                                                            
CONECT   51   48   21                                                       
MASTER        0    0    0    0    0    0    0    0   51    0  114    0
END

View in JSmol

Synonyms

Value	Source
4-Ethoxy-N-{2-[({11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1,.0,.0,.0,]nonadecan-13-yl}methoxy)carbonyl]phenyl}-4-oxobutanimidate	Generator

Chemical Formula

C₃₈H₅₄N₂O₁₁

Average Mass

714.8530 Da

Monoisotopic Mass

714.37276 Da

IUPAC Name

4-ethoxy-N-{2-[({11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadecan-13-yl}methoxy)carbonyl]phenyl}-4-oxobutanimidic acid

Traditional Name

4-ethoxy-N-{2-[({11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadecan-13-yl}methoxy)carbonyl]phenyl}-4-oxobutanimidic acid

CAS Registry Number

Not Available

SMILES

CCOC(=O)CCC(O)=NC1=CC=CC=C1C(=O)OCC12CCC(OC)C34C5CC6C(OC)C5C(O)(CC6OC)C(O)(C(OC)C13)C4N(CC)C2

InChI Identifier

InChI=1S/C38H54N2O11/c1-7-40-19-35(20-51-33(43)21-11-9-10-12-24(21)39-27(41)13-14-28(42)50-8-2)16-15-26(47-4)37-23-17-22-25(46-3)18-36(44,29(23)30(22)48-5)38(45,34(37)40)32(49-6)31(35)37/h9-12,22-23,25-26,29-32,34,44-45H,7-8,13-20H2,1-6H3,(H,39,41)

InChI Key

WBFCHBFKXWETKA-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
Aconitum leucostomum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aconitane-type diterpenoid alkaloids. These are alkaloid diterpenoids with a structure based on the hexacyclic aconitane skeleton. These compounds have no oxygen functionality at the C7 atom.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Aconitane-type diterpenoid alkaloids

Alternative Parents

Substituents

Aconitane-type diterpenoid alkaloid
Benzoate ester
Quinolidine
Benzoic acid or derivatives
Alkaloid or derivatives
Benzoyl
Azepane
Fatty acid ester
Fatty acyl
Monocyclic benzene moiety
Benzenoid
Piperidine
Dicarboxylic acid or derivatives
Tertiary alcohol
Cyclic alcohol
1,2-diol
Amino acid or derivatives
1,2-aminoalcohol
Carboxylic acid ester
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Propargyl-type 1,3-dipolar organic compound
Dialkyl ether
Ether
Alcohol
Organic oxygen compound
Carbonyl group
Amine
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organopnictogen compound
Organonitrogen 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	-1.4	ChemAxon
pKa (Strongest Acidic)	4.98	ChemAxon
pKa (Strongest Basic)	9.68	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	165.81 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	186.17 m³·mol⁻¹	ChemAxon
Polarizability	77.65 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	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

14109238

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Abioye AI, Sudfeld CR, Hughes MD, Aboud S, Muhihi A, Ulenga N, Nagu TJ, Wang M, Mugusi F, Fawzi WW: Iron status among HIV-infected adults during the first year of antiretroviral therapy in Tanzania. HIV Med. 2022 Sep 8. doi: 10.1111/hiv.13396. [PubMed:36075691 ]
Authors unspecified: Resources Round-up. Altern Lab Anim. 2022 Sep 8:2611929221121256. doi: 10.1177/02611929221121256. [PubMed:36075690 ]
Kim JU, Khan W, Arowoshola L, Ahmad M: Correspondence. Eur Heart J Qual Care Clin Outcomes. 2022 Aug 26. pii: 6677390. doi: 10.1093/ehjqcco/qcac051. [PubMed:36075689 ]
DaVault L: Field Amputations Facilitated by a Surgical Extraction Team. Am Surg. 2022 Sep 8:31348221114521. doi: 10.1177/00031348221114521. [PubMed:36075688 ]
Szanyi J, Walles JK, Tesfaye F, Gudeta AN, Bjorkman P: Intrauterine HIV exposure is associated with linear growth restriction among Ethiopian children in the first 18 months of life. Trop Med Int Health. 2022 Sep;27(9):823-830. doi: 10.1111/tmi.13805. Epub 2022 Aug 17. [PubMed:36075687 ]
LOTUS database [Link]

Showing NP-Card for 4-ethoxy-n-{2-[({11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methoxy)carbonyl]phenyl}-4-oxobutanimidic acid (NP0219575)

MOL for NP0219575 (4-ethoxy-n-{2-[({11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methoxy)carbonyl]phenyl}-4-oxobutanimidic acid)

3D MOL for NP0219575 (4-ethoxy-n-{2-[({11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methoxy)carbonyl]phenyl}-4-oxobutanimidic acid)

3D SDF for NP0219575 (4-ethoxy-n-{2-[({11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methoxy)carbonyl]phenyl}-4-oxobutanimidic acid)

3D-SDF for NP0219575 (4-ethoxy-n-{2-[({11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methoxy)carbonyl]phenyl}-4-oxobutanimidic acid)

PDB for NP0219575 (4-ethoxy-n-{2-[({11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methoxy)carbonyl]phenyl}-4-oxobutanimidic acid)

3D PDB for NP0219575 (4-ethoxy-n-{2-[({11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methoxy)carbonyl]phenyl}-4-oxobutanimidic acid)

SMILES for NP0219575 (4-ethoxy-n-{2-[({11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methoxy)carbonyl]phenyl}-4-oxobutanimidic acid)

INCHI for NP0219575 (4-ethoxy-n-{2-[({11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methoxy)carbonyl]phenyl}-4-oxobutanimidic acid)

Structure for NP0219575 (4-ethoxy-n-{2-[({11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methoxy)carbonyl]phenyl}-4-oxobutanimidic acid)

3D Structure for NP0219575 (4-ethoxy-n-{2-[({11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methoxy)carbonyl]phenyl}-4-oxobutanimidic acid)