NP-MRD: Showing NP-Card for Shawurenine D (NP0331491)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2023-02-06 16:01:36 UTC

Updated at

2024-09-03 04:15:54 UTC

NP-MRD ID

NP0331491

Natural Product DOI

https://doi.org/10.57994/0447

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Shawurenine D

Description

Shawurenine D belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Shawurenine D was first documented in 2023 (PMID: 36696143). Based on a literature review very few articles have been published on Shawurenine D.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652302062317012D          

 49 55  0  0  1  0            999 V2000
    4.2526    1.8254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0416    0.9683    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9334    0.6915    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7958    0.7710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2043    1.5176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8674   -0.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2740   -0.5772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9747   -1.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193   -0.6945    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3276    0.0952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1878    0.1664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6706    0.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4198   -0.9147    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6368   -1.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1183   -2.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0968    0.5698    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2709    1.2043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5687    2.1802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9988   -0.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1213   -0.4071    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2284   -1.2957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8749   -2.0661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0535   -2.1432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7095   -2.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1869   -3.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8429   -4.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0215   -4.3927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4559   -3.7199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1119   -2.9700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5893   -2.2972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4107   -2.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7547   -3.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5761   -3.2011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0535   -2.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9201   -3.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7415   -4.0279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0855   -4.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4427   -4.6238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8881   -1.7014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5761   -1.4703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0404    0.5483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7768    1.0908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3960    0.9677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4793   -0.0235    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6008    0.4310    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6512    1.5934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9743    2.3389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7141   -0.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5279    0.3971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  6  0  0  0
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  9 13  1  0  0  0  0
  6 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
  2 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  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  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 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
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 35 38  2  0  0  0  0
 31 39  2  0  0  0  0
 23 40  2  0  0  0  0
 20 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
  2 43  1  0  0  0  0
 44 43  1  6  0  0  0
 19 44  1  0  0  0  0
  7 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  6  0  0  0
 46 47  1  0  0  0  0
 45 48  1  0  0  0  0
 48 49  1  0  0  0  0
 20 49  1  0  0  0  0
M  END


  Mrv1652302062317012D          

 49 55  0  0  1  0            999 V2000
    4.2526    1.8254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0416    0.9683    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9334    0.6915    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7958    0.7710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2043    1.5176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8674   -0.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2740   -0.5772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9747   -1.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193   -0.6945    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3276    0.0952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1878    0.1664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6706    0.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4198   -0.9147    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6368   -1.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1183   -2.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0968    0.5698    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2709    1.2043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5687    2.1802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9988   -0.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1213   -0.4071    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2284   -1.2957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8749   -2.0661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0535   -2.1432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7095   -2.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1869   -3.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8429   -4.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0215   -4.3927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4559   -3.7199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1119   -2.9700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5893   -2.2972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4107   -2.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7547   -3.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5761   -3.2011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0535   -2.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9201   -3.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7415   -4.0279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0855   -4.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4427   -4.6238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8881   -1.7014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5761   -1.4703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0404    0.5483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7768    1.0908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3960    0.9677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4793   -0.0235    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6008    0.4310    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6512    1.5934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9743    2.3389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7141   -0.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5279    0.3971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  6  0  0  0
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  9 13  1  0  0  0  0
  6 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
  2 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  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  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 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
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 35 38  2  0  0  0  0
 31 39  2  0  0  0  0
 23 40  2  0  0  0  0
 20 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
  2 43  1  0  0  0  0
 44 43  1  6  0  0  0
 19 44  1  0  0  0  0
  7 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  6  0  0  0
 46 47  1  0  0  0  0
 45 48  1  0  0  0  0
 48 49  1  0  0  0  0
 20 49  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331491

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@H]1[C@@H]2CC3C1[C@](O)(CC2OC)[C@@]1(O)[C@@H](OC)C2[C@]33C1NC[C@]2(COC(=O)C1=CC=CC=C1NC(=O)CC(C)C(=O)OC)CC[C@@H]3OC

> <INCHI_IDENTIFIER>
InChI=1S/C36H50N2O11/c1-18(30(40)48-6)13-25(39)38-22-10-8-7-9-19(22)31(41)49-17-33-12-11-24(45-3)35-21-14-20-23(44-2)15-34(42,26(21)27(20)46-4)36(43,32(35)37-16-33)29(47-5)28(33)35/h7-10,18,20-21,23-24,26-29,32,37,42-43H,11-17H2,1-6H3,(H,38,39)/t18?,20-,21?,23?,24+,26?,27+,28?,29+,32?,33+,34-,35+,36-/m1/s1

> <INCHI_KEY>
XBJQTIURIJYKCP-QCGLWRHBSA-N

> <FORMULA>
C36H50N2O11

> <MOLECULAR_WEIGHT>
686.799

> <EXACT_MASS>
686.341460438

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
99

> <JCHEM_AVERAGE_POLARIZABILITY>
73.34478225007537

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
0.721887282333332

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.611988112385152

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.001006647635412

> <JCHEM_PKA_STRONGEST_BASIC>
9.325135162442232

> <JCHEM_POLAR_SURFACE_AREA>
171.10999999999999

> <JCHEM_REFRACTIVITY>
175.19359999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-FEB-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-FEB-23         0                                  
HETATM    1  O   UNK     0       7.938   3.407   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       7.544   1.808   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.209   1.291   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.819   1.439   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       9.715   2.833   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       9.086  -0.232   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.978  -1.077   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.286  -2.288   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.049  -1.296   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.812   0.178   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      13.417   0.311   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      14.318   1.613   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.117  -1.707   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.522  -3.337   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      11.421  -4.623   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.781   1.064   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.239   2.248   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.795   4.070   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.598  -0.745   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.960  -0.760   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.160  -2.419   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.500  -3.857   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.967  -4.001   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.324  -5.400   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.216  -6.656   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.573  -8.056   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.040  -8.200   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.851  -6.944   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.209  -5.544   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0      -1.100  -4.288   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0      -2.633  -4.432   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -3.275  -5.832   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -4.809  -5.975   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -5.700  -4.719   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -5.451  -7.375   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -6.984  -7.519   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -7.626  -8.919   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -4.560  -8.631   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -3.524  -3.176   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       1.075  -2.745   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       3.809   1.023   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0       5.183   2.036   0.000  0.00  0.00           N+0
HETATM   43  C   UNK     0       6.339   1.806   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       6.495  -0.044   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       4.855   0.805   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       4.949   2.974   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       3.685   4.366   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       3.200  -0.326   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       2.852   0.741   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   16   43                                             
CONECT    3    2    4    5    6                                             
CONECT    4    3   10                                                       
CONECT    5    3                                                            
CONECT    6    3    7   13                                                  
CONECT    7    6    8   44                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9    4   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13    9    6   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16    2   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   20   44                                                  
CONECT   20   19   21   41   49                                             
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   40                                                  
CONECT   24   23   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   24   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   39                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   38                                                  
CONECT   36   35   37                                                       
CONECT   37   36                                                            
CONECT   38   35                                                            
CONECT   39   31                                                            
CONECT   40   23                                                            
CONECT   41   20   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42    2   44                                                  
CONECT   44   43   19    7   45                                             
CONECT   45   44   46   48                                                  
CONECT   46   45   47                                                       
CONECT   47   46                                                            
CONECT   48   45   49                                                       
CONECT   49   48   20                                                       
MASTER        0    0    0    0    0    0    0    0   49    0  110    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₆H₅₀N₂O₁₁

Average Mass

686.7990 Da

Monoisotopic Mass

686.34146 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CO[C@H]1[C@@H]2CC3C1[C@](O)(CC2OC)[C@@]1(O)[C@@H](OC)C2[C@]33C1NC[C@]2(COC(=O)C1=CC=CC=C1NC(=O)CC(C)C(=O)OC)CC[C@@H]3OC

InChI Identifier

InChI=1S/C36H50N2O11/c1-18(30(40)48-6)13-25(39)38-22-10-8-7-9-19(22)31(41)49-17-33-12-11-24(45-3)35-21-14-20-23(44-2)15-34(42,26(21)27(20)46-4)36(43,32(35)37-16-33)29(47-5)28(33)35/h7-10,18,20-21,23-24,26-29,32,37,42-43H,11-17H2,1-6H3,(H,38,39)/t18?,20-,21?,23?,24+,26?,27+,28?,29+,32?,33+,34-,35+,36-/m1/s1

InChI Key

XBJQTIURIJYKCP-QCGLWRHBSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	nurfida@126.com	Not Available	Not Available	2024-05-11	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	nurfida@126.com	Not Available	Not Available	2024-05-11	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	nurfida@126.com	Not Available	Not Available	2024-05-11	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	nurfida@126.com	Not Available	Not Available	2024-05-11	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)	nurfida@126.com	Not Available	Not Available	2024-05-11	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	nurfida@126.com	Not Available	Not Available	2024-05-11	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 150.82, CD₃OD, simulated)	Not Available	Not Available	Not Available	2024-05-11	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
shawurense		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Acylaminobenzoic acid or derivatives
Quinolidine
Benzoate ester
Alkaloid or derivatives
Methoxyaniline
Anilide
Benzoic acid or derivatives
N-arylamide
Benzoyl
Fatty acid ester
Azepane
Fatty acyl
Benzenoid
Piperidine
N-acyl-amine
Fatty amide
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Vinylogous amide
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Tertiary alcohol
Cyclic alcohol
Carboxylic acid ester
Carboxamide group
Amino acid or derivatives
Azacycle
Organoheterocyclic compound
Secondary amine
Ether
Secondary aliphatic amine
Dialkyl ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Amine
Alcohol
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	0.72	ChemAxon
pKa (Strongest Acidic)	12	ChemAxon
pKa (Strongest Basic)	9.33	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	171.11 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	175.19 m³·mol⁻¹	ChemAxon
Polarizability	73.34 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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ablajan N, Xue WJ, Zhao JY, Sardorbek A, Boymirzayevich Begmatov N, Sagdullaev S, Zhao B, Akber Aisa H: Two New C(19) -Diterpenoid Alkaloids from Delphinium shawurense. Chem Biodivers. 2023 Mar;20(3):e202200936. doi: 10.1002/cbdv.202200936. Epub 2023 Feb 9. [PubMed:36696143 ]

Showing NP-Card for Shawurenine D (NP0331491)

MOL for NP0331491 (Shawurenine D)

3D MOL for NP0331491 (Shawurenine D)

3D SDF for NP0331491 (Shawurenine D)

3D-SDF for NP0331491 (Shawurenine D)

PDB for NP0331491 (Shawurenine D)

3D PDB for NP0331491 (Shawurenine D)

SMILES for NP0331491 (Shawurenine D)

INCHI for NP0331491 (Shawurenine D)

Structure for NP0331491 (Shawurenine D)

3D Structure for NP0331491 (Shawurenine D)