NP-MRD: Showing NP-Card for [4beta(2Z,4E,6S,7R),15(E)]- 12,13-Epoxytrichothec-9-ene-4,15-diol 4-(6,7-dihydroxy-2,4-octadienoate) 15-(5-hydroxy-3-methyl-2-pentenoate) (NP0059169)

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Record Information

Version

2.0

Created at

2022-04-28 04:27:19 UTC

Updated at

2022-04-28 04:27:19 UTC

NP-MRD ID

NP0059169

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[4beta(2Z,4E,6S,7R),15(E)]- 12,13-Epoxytrichothec-9-ene-4,15-diol 4-(6,7-dihydroxy-2,4-octadienoate) 15-(5-hydroxy-3-methyl-2-pentenoate)

Description

(1'R,2R,2'R,7'R,9'R,11'R)-2'-({[(2E)-5-hydroxy-3-methylpent-2-enoyl]oxy}methyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]Dodecan]-5'-en-11'-yl (2Z,4E,6S,7R)-6,7-dihydroxyocta-2,4-dienoate belongs to the class of organic compounds known as trichothecenes. These are sesquiterpene mycotoxins structurally characterized by the presence of an epoxide ring and a benzopyran derivative with a variant number of hydroxyl, acetyl, or other substituents. The most important structural features causing the biological activities of trichothecenes are the 12,13-epoxy ring, the presence of hydroxyl or acetyl groups at appropriate positions on the trichothecene nucleus and the structure and position of the side-chain. [4beta(2Z,4E,6S,7R),15(E)]- 12,13-Epoxytrichothec-9-ene-4,15-diol 4-(6,7-dihydroxy-2,4-octadienoate) 15-(5-hydroxy-3-methyl-2-pentenoate) is found in Myrothecium verrucaria. Based on a literature review very few articles have been published on (1'R,2R,2'R,7'R,9'R,11'R)-2'-({[(2E)-5-hydroxy-3-methylpent-2-enoyl]oxy}methyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]Dodecan]-5'-en-11'-yl (2Z,4E,6S,7R)-6,7-dihydroxyocta-2,4-dienoate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304282206272D          

 38 41  0  0  1  0            999 V2000
    3.3584    0.4952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7212    1.0193    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8566    1.8331    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6290    2.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2661    1.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1308    0.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0386    1.8885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3047    2.4463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4811    2.3972    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5184    1.4425    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0006    0.6177    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2373    0.9307    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0061    1.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6241    0.3788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1605    0.6339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3319    1.4409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7737    0.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6024   -0.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1822   -0.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3536   -1.7871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1381   -2.0422    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7514   -1.4903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3095   -2.8492    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0941   -3.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6963   -3.4011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0498   -0.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9482    0.8463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7170    1.6383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6471    0.1976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3216   -0.2774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2475   -1.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4989   -1.4457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9220   -1.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8479   -2.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5224   -2.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4483   -3.6924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1228   -4.1674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0993   -2.7424    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
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  3  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  1  0  0  0
 12 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  1  0  0  0
 11 26  1  1  0  0  0
 10 27  1  6  0  0  0
 27 28  1  0  0  0  0
 10 28  1  0  0  0  0
  2 29  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 34 38  1  0  0  0  0
M  END


  Mrv1652304282206272D          

 38 41  0  0  1  0            999 V2000
    3.3584    0.4952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7212    1.0193    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8566    1.8331    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6290    2.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2661    1.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1308    0.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0386    1.8885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3047    2.4463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4811    2.3972    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5184    1.4425    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0006    0.6177    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2373    0.9307    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0061    1.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6241    0.3788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1605    0.6339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3319    1.4409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7737    0.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6024   -0.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1822   -0.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3536   -1.7871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1381   -2.0422    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7514   -1.4903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3095   -2.8492    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0941   -3.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6963   -3.4011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0498   -0.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9482    0.8463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7170    1.6383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6471    0.1976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3216   -0.2774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2475   -1.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4989   -1.4457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9220   -1.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8479   -2.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5224   -2.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4483   -3.6924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1228   -4.1674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0993   -2.7424    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
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  3  8  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  1  0  0  0
 12 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  1  0  0  0
 11 26  1  1  0  0  0
 10 27  1  6  0  0  0
 27 28  1  0  0  0  0
 10 28  1  0  0  0  0
  2 29  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 34 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0059169

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H](O)[C@@H](O)\C=C\C=C/C(=O)O[C@@H]1C[C@H]2O[C@@H]3C=C(C)CC[C@]3(COC(=O)\C=C(/C)CCO)[C@@]1(C)[C@@]21CO1

> <INCHI_IDENTIFIER>
InChI=1S/C29H40O9/c1-18-9-11-28(16-35-26(34)14-19(2)10-12-30)23(13-18)37-24-15-22(27(28,4)29(24)17-36-29)38-25(33)8-6-5-7-21(32)20(3)31/h5-8,13-14,20-24,30-32H,9-12,15-17H2,1-4H3/b7-5+,8-6-,19-14+/t20-,21+,22-,23-,24-,27+,28-,29-/m1/s1

> <INCHI_KEY>
SYKUAMFXVHJZSH-HWVXZXKSSA-N

> <FORMULA>
C29H40O9

> <MOLECULAR_WEIGHT>
532.63

> <EXACT_MASS>
532.267232868

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
44.278930232343185

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1'R,2R,2'R,7'R,9'R,11'R)-2'-({[(2E)-5-hydroxy-3-methylpent-2-enoyl]oxy}methyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^{2,7}]dodecan]-5'-en-11'-yl (2Z,4E,6S,7R)-6,7-dihydroxyocta-2,4-dienoate

> <ALOGPS_LOGP>
3.17

> <JCHEM_LOGP>
2.1037528756666646

> <ALOGPS_LOGS>
-4.40

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.406924140804904

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.743006307696277

> <JCHEM_PKA_STRONGEST_BASIC>
-1.8730337337277128

> <JCHEM_POLAR_SURFACE_AREA>
135.05

> <JCHEM_REFRACTIVITY>
141.93130000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.10e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1'R,2R,2'R,7'R,9'R,11'R)-2'-({[(2E)-5-hydroxy-3-methylpent-2-enoyl]oxy}methyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^{2,7}]dodecan]-5'-en-11'-yl (2Z,4E,6S,7R)-6,7-dihydroxyocta-2,4-dienoate

> <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       6.269   0.924   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.080   1.903   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.332   3.422   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.774   3.963   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.963   2.984   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.711   1.465   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.405   3.525   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.302   4.567   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.765   4.475   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.834   2.693   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.734   1.153   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.310   1.737   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.878   3.216   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.165   0.707   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.300   1.183   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.619   2.690   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.444   0.153   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.124  -1.353   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.340  -1.830   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.660  -3.336   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.125  -3.812   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.269  -2.782   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.444  -5.319   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.909  -5.795   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.300  -6.349   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.826  -0.384   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.770   1.580   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.338   3.058   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.941   0.369   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       6.200  -0.518   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       6.062  -2.052   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       4.665  -2.699   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       7.321  -2.938   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.183  -4.472   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.442  -5.359   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.303  -6.893   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       9.563  -7.779   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       5.785  -5.119   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   11   29                                             
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5                                                            
CONECT    8    3    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9   11   27   28                                             
CONECT   11   10    2   12   26                                             
CONECT   12   11   13   14                                                  
CONECT   13   12    9                                                       
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   11                                                            
CONECT   27   10   28                                                       
CONECT   28   27   10                                                       
CONECT   29    2   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35   38                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36                                                            
CONECT   38   34                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   82    0
END

View in JSmol

Synonyms

Value	Source
(1'r,2R,2'r,7'r,9'r,11'r)-2'-({[(2E)-5-hydroxy-3-methylpent-2-enoyl]oxy}methyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0,]dodecan]-5'-en-11'-yl (2Z,4E,6S,7R)-6,7-dihydroxyocta-2,4-dienoic acid	Generator

Chemical Formula

C₂₉H₄₀O₉

Average Mass

532.6300 Da

Monoisotopic Mass

532.26723 Da

IUPAC Name

(1'R,2R,2'R,7'R,9'R,11'R)-2'-({[(2E)-5-hydroxy-3-methylpent-2-enoyl]oxy}methyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^{2,7}]dodecan]-5'-en-11'-yl (2Z,4E,6S,7R)-6,7-dihydroxyocta-2,4-dienoate

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@@H](O)[C@@H](O)\C=C\C=C/C(=O)O[C@@H]1C[C@H]2O[C@@H]3C=C(C)CC[C@]3(COC(=O)\C=C(/C)CCO)[C@@]1(C)[C@@]21CO1

InChI Identifier

InChI=1S/C29H40O9/c1-18-9-11-28(16-35-26(34)14-19(2)10-12-30)23(13-18)37-24-15-22(27(28,4)29(24)17-36-29)38-25(33)8-6-5-7-21(32)20(3)31/h5-8,13-14,20-24,30-32H,9-12,15-17H2,1-4H3/b7-5+,8-6-,19-14+/t20-,21+,22-,23-,24-,27+,28-,29-/m1/s1

InChI Key

SYKUAMFXVHJZSH-HWVXZXKSSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Myrothecium verrucaria	Fungi	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as trichothecenes. These are sesquiterpene mycotoxins structurally characterized by the presence of an epoxide ring and a benzopyran derivative with a variant number of hydroxyl, acetyl, or other substituents. The most important structural features causing the biological activities of trichothecenes are the 12,13-epoxy ring, the presence of hydroxyl or acetyl groups at appropriate positions on the trichothecene nucleus and the structure and position of the side-chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Trichothecenes

Alternative Parents

Substituents

Trichothecene skeleton
Fatty alcohol
Oxepane
Fatty acid ester
Fatty acyl
Oxane
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	3.17	ALOGPS
logP	2.1	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	13.74	ChemAxon
pKa (Strongest Basic)	-1.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	135.05 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	141.93 m³·mol⁻¹	ChemAxon
Polarizability	44.28 Å³	ChemAxon
Number of Rings	4	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

162941380

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for [4beta(2Z,4E,6S,7R),15(E)]- 12,13-Epoxytrichothec-9-ene-4,15-diol 4-(6,7-dihydroxy-2,4-octadienoate) 15-(5-hydroxy-3-methyl-2-pentenoate) (NP0059169)

MOL for NP0059169 ([4beta(2Z,4E,6S,7R),15(E)]- 12,13-Epoxytrichothec-9-ene-4,15-diol 4-(6,7-dihydroxy-2,4-octadienoate) 15-(5-hydroxy-3-methyl-2-pentenoate))

3D MOL for NP0059169 ([4beta(2Z,4E,6S,7R),15(E)]- 12,13-Epoxytrichothec-9-ene-4,15-diol 4-(6,7-dihydroxy-2,4-octadienoate) 15-(5-hydroxy-3-methyl-2-pentenoate))

3D SDF for NP0059169 ([4beta(2Z,4E,6S,7R),15(E)]- 12,13-Epoxytrichothec-9-ene-4,15-diol 4-(6,7-dihydroxy-2,4-octadienoate) 15-(5-hydroxy-3-methyl-2-pentenoate))

3D-SDF for NP0059169 ([4beta(2Z,4E,6S,7R),15(E)]- 12,13-Epoxytrichothec-9-ene-4,15-diol 4-(6,7-dihydroxy-2,4-octadienoate) 15-(5-hydroxy-3-methyl-2-pentenoate))

PDB for NP0059169 ([4beta(2Z,4E,6S,7R),15(E)]- 12,13-Epoxytrichothec-9-ene-4,15-diol 4-(6,7-dihydroxy-2,4-octadienoate) 15-(5-hydroxy-3-methyl-2-pentenoate))

3D PDB for NP0059169 ([4beta(2Z,4E,6S,7R),15(E)]- 12,13-Epoxytrichothec-9-ene-4,15-diol 4-(6,7-dihydroxy-2,4-octadienoate) 15-(5-hydroxy-3-methyl-2-pentenoate))

SMILES for NP0059169 ([4beta(2Z,4E,6S,7R),15(E)]- 12,13-Epoxytrichothec-9-ene-4,15-diol 4-(6,7-dihydroxy-2,4-octadienoate) 15-(5-hydroxy-3-methyl-2-pentenoate))

INCHI for NP0059169 ([4beta(2Z,4E,6S,7R),15(E)]- 12,13-Epoxytrichothec-9-ene-4,15-diol 4-(6,7-dihydroxy-2,4-octadienoate) 15-(5-hydroxy-3-methyl-2-pentenoate))

Structure for NP0059169 ([4beta(2Z,4E,6S,7R),15(E)]- 12,13-Epoxytrichothec-9-ene-4,15-diol 4-(6,7-dihydroxy-2,4-octadienoate) 15-(5-hydroxy-3-methyl-2-pentenoate))

3D Structure for NP0059169 ([4beta(2Z,4E,6S,7R),15(E)]- 12,13-Epoxytrichothec-9-ene-4,15-diol 4-(6,7-dihydroxy-2,4-octadienoate) 15-(5-hydroxy-3-methyl-2-pentenoate))