NP-MRD: Showing NP-Card for Delavaine A (NP0050781)

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Record Information

Version

1.0

Created at

2022-04-27 22:06:40 UTC

Updated at

2022-04-27 22:06:40 UTC

NP-MRD ID

NP0050781

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Delavaine A

Description

(2R)-N-[2-({[(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-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-methoxy-2-methyl-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. Delavaine A is found in Delphinium andersonii, Delphinium delavayi, Delphinium delavayi var. pogonanthum, Delphinium dissectum and Delphinium fangshanense W.T.. Based on a literature review very few articles have been published on (2R)-N-[2-({[(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-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-methoxy-2-methyl-4-oxobutanimidic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304282200062D          

 51 57  0  0  1  0            999 V2000
   -4.4191   -1.4585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0937   -0.9837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0198   -0.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2712    0.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5966   -0.2900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6705   -1.1117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9959   -1.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0698   -2.4083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2473   -1.2398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5371   -1.7397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6138   -1.7742    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2009   -1.7085    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8077   -1.4449    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4745   -0.5800    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3558   -0.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9140   -0.9736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1888    0.2885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1213    1.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4476   -0.7834    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0963   -1.1216    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3031   -1.9438    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5610   -2.4846    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5081   -2.5591    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0471   -3.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9127   -3.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8657   -3.3277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9650   -2.4748    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1926   -3.0339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5578   -2.6212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4602   -3.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020   -4.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1388   -1.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5372   -1.1688    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9980   -0.4617    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5019   -0.2213    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9046    0.5763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5273    1.1767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9961   -0.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4346   -1.0704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1352   -1.6033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7500   -2.7264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4930   -2.2802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2416   -2.6270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9162   -2.1522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3155   -3.4487    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0641   -3.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1380   -4.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4634   -5.0921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8866   -4.9640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9605   -5.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6409   -3.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  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  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  6  0  0  0
 17 18  1  0  0  0  0
 13 19  1  1  0  0  0
 20 19  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 12 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  1  0  0  0  0
 22 26  1  1  0  0  0
 22 27  1  0  0  0  0
 13 27  1  0  0  0  0
 27 28  1  1  0  0  0
 28 29  1  0  0  0  0
 11 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 21 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
 20 35  1  0  0  0  0
 35 36  1  1  0  0  0
 36 37  1  0  0  0  0
 34 38  1  6  0  0  0
 19 38  1  6  0  0  0
 33 39  1  1  0  0  0
 39 40  1  0  0  0  0
 21 41  1  1  0  0  0
  1 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 47 49  1  0  0  0  0
 49 50  1  0  0  0  0
 45 51  1  6  0  0  0
M  END


  Mrv1652304282200062D          

 51 57  0  0  1  0            999 V2000
   -4.4191   -1.4585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0937   -0.9837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0198   -0.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2712    0.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5966   -0.2900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6705   -1.1117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9959   -1.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0698   -2.4083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2473   -1.2398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5371   -1.7397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6138   -1.7742    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2009   -1.7085    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8077   -1.4449    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4745   -0.5800    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3558   -0.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9140   -0.9736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1888    0.2885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1213    1.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4476   -0.7834    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0963   -1.1216    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3031   -1.9438    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5610   -2.4846    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5081   -2.5591    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0471   -3.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9127   -3.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8657   -3.3277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9650   -2.4748    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1926   -3.0339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5578   -2.6212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4602   -3.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020   -4.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1388   -1.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5372   -1.1688    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9980   -0.4617    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5019   -0.2213    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9046    0.5763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5273    1.1767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9961   -0.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4346   -1.0704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1352   -1.6033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7500   -2.7264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4930   -2.2802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2416   -2.6270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9162   -2.1522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3155   -3.4487    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0641   -3.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1380   -4.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4634   -5.0921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8866   -4.9640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9605   -5.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6409   -3.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  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  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  6  0  0  0
 17 18  1  0  0  0  0
 13 19  1  1  0  0  0
 20 19  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 12 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  1  0  0  0  0
 22 26  1  1  0  0  0
 22 27  1  0  0  0  0
 13 27  1  0  0  0  0
 27 28  1  1  0  0  0
 28 29  1  0  0  0  0
 11 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 21 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
 20 35  1  0  0  0  0
 35 36  1  1  0  0  0
 36 37  1  0  0  0  0
 34 38  1  6  0  0  0
 19 38  1  6  0  0  0
 33 39  1  1  0  0  0
 39 40  1  0  0  0  0
 21 41  1  1  0  0  0
  1 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 47 49  1  0  0  0  0
 49 50  1  0  0  0  0
 45 51  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0050781

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCN1C[C@]2(COC(=O)C3=CC=CC=C3NC(=O)[C@H](C)CC(=O)OC)CC[C@H](OC)[C@@]34[C@@H]5C[C@H]6[C@H](OC)[C@@H]5[C@](O)(C[C@@H]6OC)[C@@](O)([C@@H](OC)[C@H]23)[C@@H]14

> <INCHI_IDENTIFIER>
InChI=1S/C38H54N2O11/c1-8-40-18-35(19-51-33(43)21-11-9-10-12-24(21)39-32(42)20(2)15-27(41)48-5)14-13-26(47-4)37-23-16-22-25(46-3)17-36(44,28(23)29(22)49-6)38(45,34(37)40)31(50-7)30(35)37/h9-12,20,22-23,25-26,28-31,34,44-45H,8,13-19H2,1-7H3,(H,39,42)/t20-,22-,23-,25+,26+,28-,29+,30-,31+,34+,35+,36-,37+,38-/m1/s1

> <INCHI_KEY>
JCUPDVBWNHFOAD-RBTYOVNSSA-N

> <FORMULA>
C38H54N2O11

> <MOLECULAR_WEIGHT>
714.853

> <EXACT_MASS>
714.372760567

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
105

> <JCHEM_AVERAGE_POLARIZABILITY>
77.25294442762686

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-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]methyl 2-[(2R)-2-methyl-3-(methyl carboxy)propanamido]benzoate

> <ALOGPS_LOGP>
2.26

> <JCHEM_LOGP>
1.461743174333333

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.56085598517106

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.963692194168893

> <JCHEM_PKA_STRONGEST_BASIC>
9.66612601896121

> <JCHEM_POLAR_SURFACE_AREA>
162.32

> <JCHEM_REFRACTIVITY>
185.23690000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.60e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-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]methyl 2-[(2R)-2-methyl-3-(methyl carboxy)propanamido]benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      -8.249  -2.723   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.508  -1.836   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.370  -0.302   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.973   0.345   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.714  -0.541   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.852  -2.075   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.592  -2.962   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -5.730  -4.495   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -4.195  -2.314   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.869  -3.248   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.146  -3.312   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.375  -3.189   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.508  -2.697   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.886  -1.083   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.664  -0.649   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.706  -1.817   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.352   0.538   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.226   2.055   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.702  -1.462   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.913  -2.094   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.299  -3.628   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.914  -4.638   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.949  -4.777   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.088  -6.533   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -1.704  -7.014   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.483  -6.212   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.801  -4.620   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       0.360  -5.663   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      -1.041  -4.893   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.859  -7.307   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.564  -8.442   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.859  -3.569   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.603  -2.182   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.596  -0.862   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.670  -0.413   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       5.422   1.076   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       6.584   2.197   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       3.726  -0.065   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       8.278  -1.998   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       9.586  -2.993   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       5.133  -5.089   0.000  0.00  0.00           O+0
HETATM   42  N   UNK     0      -8.387  -4.256   0.000  0.00  0.00           N+0
HETATM   43  C   UNK     0      -9.784  -4.904   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0     -11.044  -4.017   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      -9.922  -6.438   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -11.320  -7.085   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -11.458  -8.619   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0     -10.198  -9.505   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0     -12.855  -9.266   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0     -12.993 -10.800   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -8.663  -7.324   0.000  0.00  0.00           C+0
CONECT    1    2    6   42                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   16   29                                             
CONECT   12   11   13   23                                                  
CONECT   13   12   14   19   27                                             
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17   14   18                                                       
CONECT   18   17                                                            
CONECT   19   13   20   38                                                  
CONECT   20   19   21   35                                                  
CONECT   21   20   22   32   41                                             
CONECT   22   21   23   26   27                                             
CONECT   23   22   12   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   22                                                            
CONECT   27   22   13   28                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28   11                                                       
CONECT   30   28   31                                                       
CONECT   31   30                                                            
CONECT   32   21   33                                                       
CONECT   33   32   34   39                                                  
CONECT   34   33   35   38                                                  
CONECT   35   34   20   36                                                  
CONECT   36   35   37                                                       
CONECT   37   36                                                            
CONECT   38   34   19                                                       
CONECT   39   33   40                                                       
CONECT   40   39                                                            
CONECT   41   21                                                            
CONECT   42    1   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46   51                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   50                                                       
CONECT   50   49                                                            
CONECT   51   45                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  114    0
END

View in JSmol

Synonyms

Value	Source
(2R)-N-[2-({[(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-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-methoxy-2-methyl-4-oxobutanimidate	Generator

Chemical Formula

C₃₈H₅₄N₂O₁₁

Average Mass

714.8530 Da

Monoisotopic Mass

714.37276 Da

IUPAC Name

[(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-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]methyl 2-[(2R)-2-methyl-3-(methyl carboxy)propanamido]benzoate

Traditional Name

CAS Registry Number

Not Available

SMILES

CCN1C[C@]2(COC(=O)C3=CC=CC=C3NC(=O)[C@H](C)CC(=O)OC)CC[C@H](OC)[C@@]34[C@@H]5C[C@H]6[C@H](OC)[C@@H]5[C@](O)(C[C@@H]6OC)[C@@](O)([C@@H](OC)[C@H]23)[C@@H]14

InChI Identifier

InChI=1S/C38H54N2O11/c1-8-40-18-35(19-51-33(43)21-11-9-10-12-24(21)39-32(42)20(2)15-27(41)48-5)14-13-26(47-4)37-23-16-22-25(46-3)17-36(44,28(23)29(22)49-6)38(45,34(37)40)31(50-7)30(35)37/h9-12,20,22-23,25-26,28-31,34,44-45H,8,13-19H2,1-7H3,(H,39,42)/t20-,22-,23-,25+,26+,28-,29+,30-,31+,34+,35+,36-,37+,38-/m1/s1

InChI Key

JCUPDVBWNHFOAD-RBTYOVNSSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Delphinium andersonii	LOTUS Database	35616633
Delphinium delavayi	LOTUS Database	35616633
Delphinium delavayi var. pogonanthum	Plant	KNApSAcK
Delphinium dissectum	Plant	KNApSAcK
Delphinium fangshanense W.T.	Plant	KNApSAcK

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
Quinolidine
Benzoate ester
Alkaloid or derivatives
Benzoic acid or derivatives
Benzoyl
Azepane
Fatty acid ester
Fatty acid methyl ester
Fatty acyl
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Piperidine
Benzenoid
Cyclic alcohol
Tertiary alcohol
Methyl ester
Tertiary amine
1,2-diol
1,2-aminoalcohol
Tertiary aliphatic amine
Amino acid or derivatives
Carboxylic acid ester
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
Organopnictogen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
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	2.26	ALOGPS
logP	1.46	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	11.96	ChemAxon
pKa (Strongest Basic)	9.67	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	162.32 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	185.24 m³·mol⁻¹	ChemAxon
Polarizability	77.25 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

162849282

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Delavaine A (NP0050781)

MOL for NP0050781 (Delavaine A)

3D MOL for NP0050781 (Delavaine A)

3D SDF for NP0050781 (Delavaine A)

3D-SDF for NP0050781 (Delavaine A)

PDB for NP0050781 (Delavaine A)

3D PDB for NP0050781 (Delavaine A)

SMILES for NP0050781 (Delavaine A)

INCHI for NP0050781 (Delavaine A)

Structure for NP0050781 (Delavaine A)

3D Structure for NP0050781 (Delavaine A)