NP-MRD: Showing NP-Card for Tumonolide (NP0333702)

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Record Information

Version

2.0

Created at

2024-08-06 14:45:14 UTC

Updated at

2024-09-16 10:46:57 UTC

NP-MRD ID

NP0333702

Natural Product DOI

https://doi.org/10.57994/3181

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tumonolide

Description

Tumonolide belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating. Tumonolide was first documented in 2024 (PMID: 39023398). Based on a literature review very few articles have been published on Tumonolide.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 04202317182D          

 41 41  0  0  1  0            999 V2000
    2.4263    3.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2053    3.3834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8300    3.9222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3596    2.5729    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2183    2.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9857    2.5972    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1918    3.3960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5109    1.9609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0680    1.2648    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8728    1.0833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4324    1.6895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1788    0.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5425   -0.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6792   -0.9699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4521   -1.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0429   -1.4951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1796   -2.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5433   -2.8338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7704   -2.5454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1341   -3.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3612   -2.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7249   -3.3073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7696    0.1321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7233    2.0478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8600    1.2342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2237    0.7090    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4508    0.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3141    1.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5412    2.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9504    2.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3604   -0.1046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1333   -0.3930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7241   -0.6297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8608   -1.4433    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0879   -1.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4516   -1.6801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9512   -0.3413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2245   -1.9685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4297   -2.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2684    0.0579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6329    0.9457    0.0000 O   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
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 13 23  2  0  0  0  0
  4 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 25  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 26 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 34 33  1  0  0  0  0
 34 35  1  6  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 34 38  1  1  0  0  0
 21 38  1  0  0  0  0
 38 39  1  0  0  0  0
 33 40  2  0  0  0  0
 25 41  2  0  0  0  0
M  END


  Mrv2104 04202317182D          

 41 41  0  0  1  0            999 V2000
    2.4263    3.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2053    3.3834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8300    3.9222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3596    2.5729    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2183    2.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9857    2.5972    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1918    3.3960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5109    1.9609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0680    1.2648    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8728    1.0833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4324    1.6895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1788    0.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5425   -0.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6792   -0.9699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4521   -1.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0429   -1.4951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1796   -2.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5433   -2.8338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7704   -2.5454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1341   -3.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3612   -2.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7249   -3.3073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7696    0.1321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7233    2.0478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8600    1.2342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2237    0.7090    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4508    0.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3141    1.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5412    2.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9504    2.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3604   -0.1046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1333   -0.3930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7241   -0.6297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8608   -1.4433    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0879   -1.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4516   -1.6801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9512   -0.3413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2245   -1.9685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4297   -2.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2684    0.0579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6329    0.9457    0.0000 O   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
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 13 23  2  0  0  0  0
  4 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 25  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 26 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 34 33  1  0  0  0  0
 34 35  1  6  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 34 38  1  1  0  0  0
 21 38  1  0  0  0  0
 38 39  1  0  0  0  0
 33 40  2  0  0  0  0
 25 41  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0333702

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@@H]1C[C@@H](C)C[C@@H](OC(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)CCC\C=C\N(C)C(=O)C1)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C32H57N3O6/c1-21(2)17-26-32(39)41-27(22(3)4)19-24(7)18-25(40-11)20-29(37)33(8)16-14-12-13-15-28(36)35(10)30(23(5)6)31(38)34(26)9/h14,16,21-27,30H,12-13,15,17-20H2,1-11H3/b16-14+/t24-,25?,26+,27-,30?/m1/s1

> <INCHI_KEY>
DIHWHTXKERRMKX-BGMHIKFRSA-N

> <FORMULA>
C32H57N3O6

> <MOLECULAR_WEIGHT>
579.823

> <EXACT_MASS>
579.424736567

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
98

> <JCHEM_AVERAGE_POLARIZABILITY>
65.58420743033363

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,6S,12E,17R,19R,21R)-17-methoxy-4,7,14,19-tetramethyl-3-(2-methylpropyl)-6,21-bis(propan-2-yl)-1-oxa-4,7,14-triazacyclohenicos-12-ene-2,5,8,15-tetrone

> <JCHEM_LOGP>
4.547764736333331

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.41185692158137

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7799504657808692

> <JCHEM_POLAR_SURFACE_AREA>
96.46000000000001

> <JCHEM_REFRACTIVITY>
161.84790000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3S,6S,12E,17R,19R,21R)-6,21-diisopropyl-17-methoxy-4,7,14,19-tetramethyl-3-(2-methylpropyl)-1-oxa-4,7,14-triazacyclohenicos-12-ene-2,5,8,15-tetrone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-23         0                                  
HETATM    1  C   UNK     0       4.529   6.823   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.983   6.316   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.149   7.321   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.271   4.803   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.874   4.283   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.307   4.848   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.691   6.339   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.287   3.660   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.460   2.361   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      10.963   2.022   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      12.007   3.154   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.667   0.689   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.479  -0.292   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       8.735  -1.811   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      10.177  -2.349   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.547  -2.791   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.802  -4.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.614  -5.290   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.171  -4.751   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.984  -5.732   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.541  -5.193   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.353  -6.174   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       7.037   0.247   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.084   3.823   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.339   2.304   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.151   1.324   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.708   1.862   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.453   3.381   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.010   3.919   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.641   4.361   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0       4.406  -0.195   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0       5.849  -0.734   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.218  -1.176   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.473  -2.694   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.031  -2.156   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.843  -3.136   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.776  -0.637   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0       2.286  -3.675   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0       0.802  -4.087   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       2.368   0.108   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       6.781   1.765   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   24                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9   13                                                       
CONECT   13   12   14   23                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   38                                                  
CONECT   22   21                                                            
CONECT   23   13                                                            
CONECT   24    4   25                                                       
CONECT   25   24   26   41                                                  
CONECT   26   25   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   26   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   40                                                  
CONECT   34   33   35   38                                                  
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   34   21   39                                                  
CONECT   39   38                                                            
CONECT   40   33                                                            
CONECT   41   25                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   82    0
END

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Synonyms

Not Available

Chemical Formula

C₃₂H₅₇N₃O₆

Average Mass

579.8230 Da

Monoisotopic Mass

579.42474 Da

IUPAC Name

(3S,6S,12E,17R,19R,21R)-17-methoxy-4,7,14,19-tetramethyl-3-(2-methylpropyl)-6,21-bis(propan-2-yl)-1-oxa-4,7,14-triazacyclohenicos-12-ene-2,5,8,15-tetrone

Traditional Name

(3S,6S,12E,17R,19R,21R)-6,21-diisopropyl-17-methoxy-4,7,14,19-tetramethyl-3-(2-methylpropyl)-1-oxa-4,7,14-triazacyclohenicos-12-ene-2,5,8,15-tetrone

CAS Registry Number

Not Available

SMILES

CO[C@@H]1C[C@@H](C)C[C@@H](OC(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)CCC\C=C\N(C)C(=O)C1)C(C)C

InChI Identifier

InChI=1S/C32H57N3O6/c1-21(2)17-26-32(39)41-27(22(3)4)19-24(7)18-25(40-11)20-29(37)33(8)16-14-12-13-15-28(36)35(10)30(23(5)6)31(38)34(26)9/h14,16,21-27,30H,12-13,15,17-20H2,1-11H3/b16-14+/t24-,25?,26+,27-,30?/m1/s1

InChI Key

DIHWHTXKERRMKX-BGMHIKFRSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
MLEV NMR	[¹H, ¹H] NMR Spectrum (2D, 601 MHz, CDCl3, experimental)	skokkaliari@cop.ufl.edu	University of Florida	Sofia Kokkaliari	2024-08-06	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	skokkaliari@cop.ufl.edu	University of Florida	Sofia Kokkaliari	2024-08-06	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	skokkaliari@cop.ufl.edu	University of Florida	Sofia Kokkaliari	2024-08-06	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	skokkaliari@cop.ufl.edu	University of Florida	Sofia Kokkaliari	2024-08-06	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	skokkaliari@cop.ufl.edu	University of Florida	Sofia Kokkaliari	2024-08-06	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	skokkaliari@cop.ufl.edu	University of Florida	Sofia Kokkaliari	2024-08-06	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 601 MHz, CDCl3, experimental)	skokkaliari@cop.ufl.edu	University of Florida	Sofia Kokkaliari	2024-08-06	View Spectrum
FAILED_TO_DETECT NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	skokkaliari@cop.ufl.edu	University of Florida	Sofia Kokkaliari	2024-08-06	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	skokkaliari@cop.ufl.edu	University of Florida	Sofia Kokkaliari	2024-08-06	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	skokkaliari@cop.ufl.edu	University of Florida	Sofia Kokkaliari	2024-08-06	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	skokkaliari@cop.ufl.edu	University of Florida	Sofia Kokkaliari	2024-08-06	View Spectrum
FAILED_TO_DETECT NMR	[¹H, ¹H] NMR Spectrum (2D, 601 MHz, CDCl3, experimental)	skokkaliari@cop.ufl.edu	University of Florida	Sofia Kokkaliari	2024-08-06	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	skokkaliari@cop.ufl.edu	University of Florida	Sofia Kokkaliari	2024-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	skokkaliari@cop.ufl.edu	University of Florida	Sofia Kokkaliari	2024-08-06	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
sp.		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Depsipeptides

Direct Parent

Cyclic depsipeptides

Alternative Parents

Substituents

Cyclic depsipeptide
Leucine or derivatives
Valine or derivatives
Macrolactam
Alpha-amino acid ester
Alpha-amino acid or derivatives
Fatty acid ester
Fatty acyl
N-acyl-amine
Tertiary carboxylic acid amide
Lactone
Lactam
Carboxylic acid ester
Carboxamide group
Oxacycle
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	4.55	ChemAxon
pKa (Strongest Acidic)	19.41	ChemAxon
pKa (Strongest Basic)	-0.78	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	96.46 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	161.85 m³·mol⁻¹	ChemAxon
Polarizability	65.58 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

Kokkaliari S, Grauso L, Mangoni A, Seabra G, Paul VJ, Luesch H: Isolation, Structure Elucidation, and Biological Activity of the Selective TACR2 Antagonist Tumonolide and its Aldehyde from a Marine Cyanobacterium. Chemistry. 2024 Jul 18:e202401393. doi: 10.1002/chem.202401393. [PubMed:39023398 ]

Showing NP-Card for Tumonolide (NP0333702)

MOL for NP0333702 (Tumonolide)

3D MOL for NP0333702 (Tumonolide)

3D SDF for NP0333702 (Tumonolide)

3D-SDF for NP0333702 (Tumonolide)

PDB for NP0333702 (Tumonolide)

3D PDB for NP0333702 (Tumonolide)

SMILES for NP0333702 (Tumonolide)

INCHI for NP0333702 (Tumonolide)

Structure for NP0333702 (Tumonolide)

3D Structure for NP0333702 (Tumonolide)