Np mrd loader

Showing NP-Card for 4-Propanoyl-HT2 toxin (NP0335917)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2024-09-11 03:51:21 UTC
Updated at2024-09-11 03:51:21 UTC
NP-MRD IDNP0335917
Secondary Accession NumbersNone
Natural Product Identification
Common Name4-Propanoyl-HT2 toxin
Description4-Propanoyl-HT2 toxin 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. Based on a literature review very few articles have been published on 4-Propanoyl-HT2 toxin.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0335917 (4-Propanoyl-HT2 toxin)


  Mrv2104 05262306232D          

 34 37  0  0  0  0            999 V2000
    1.6455   -3.9764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8525    0.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3543   -0.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3097   -1.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1372    1.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0801    0.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8104   -3.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4436    0.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9007   -1.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6257   -0.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7057    0.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2087    0.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2168    0.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5364   -1.1209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9501    1.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3989   -0.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1275   -1.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1928   -2.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8079   -0.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1197   -1.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7400   -1.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6396   -0.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0605   -0.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9900   -0.5456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4999   -0.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4787    2.2701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4103   -2.8825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9454   -0.8827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4878   -2.2009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2343    0.8623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5114    0.7076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0346    0.2184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6113   -0.9304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3576   -1.8128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  3  1  0  0  0  0
 13  8  1  0  0  0  0
 14  4  1  0  0  0  0
 14  9  2  0  0  0  0
 15  5  1  0  0  0  0
 16 10  1  0  0  0  0
 16 14  1  0  0  0  0
 17  9  1  0  0  0  0
 18  7  1  0  0  0  0
 19  8  1  0  0  0  0
 21 20  1  0  0  0  0
 22 20  1  0  0  0  0
 23  6  1  0  0  0  0
 23 21  1  0  0  0  0
 24 10  1  0  0  0  0
 24 11  1  0  0  0  0
 24 17  1  0  0  0  0
 24 23  1  0  0  0  0
 25 12  1  0  0  0  0
 25 22  1  0  0  0  0
 25 23  1  0  0  0  0
 26 15  2  0  0  0  0
 27 18  2  0  0  0  0
 28 19  2  0  0  0  0
 29 20  1  0  0  0  0
 30 11  1  0  0  0  0
 30 15  1  0  0  0  0
 31 12  1  0  0  0  0
 31 25  1  0  0  0  0
 32 16  1  0  0  0  0
 32 19  1  0  0  0  0
 33 17  1  0  0  0  0
 33 22  1  0  0  0  0
 34 18  1  0  0  0  0
 34 21  1  0  0  0  0
M  END
Download

3D MOL for NP0335917 (4-Propanoyl-HT2 toxin)

Download
3D SDF for NP0335917 (4-Propanoyl-HT2 toxin)

  Mrv2104 05262306232D          

 34 37  0  0  0  0            999 V2000
    1.6455   -3.9764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8525    0.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3543   -0.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3097   -1.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1372    1.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0801    0.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8104   -3.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4436    0.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9007   -1.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6257   -0.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7057    0.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2087    0.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2168    0.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5364   -1.1209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9501    1.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3989   -0.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1275   -1.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1928   -2.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8079   -0.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1197   -1.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7400   -1.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6396   -0.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0605   -0.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9900   -0.5456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4999   -0.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4787    2.2701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4103   -2.8825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9454   -0.8827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4878   -2.2009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2343    0.8623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5114    0.7076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0346    0.2184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6113   -0.9304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3576   -1.8128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  3  1  0  0  0  0
 13  8  1  0  0  0  0
 14  4  1  0  0  0  0
 14  9  2  0  0  0  0
 15  5  1  0  0  0  0
 16 10  1  0  0  0  0
 16 14  1  0  0  0  0
 17  9  1  0  0  0  0
 18  7  1  0  0  0  0
 19  8  1  0  0  0  0
 21 20  1  0  0  0  0
 22 20  1  0  0  0  0
 23  6  1  0  0  0  0
 23 21  1  0  0  0  0
 24 10  1  0  0  0  0
 24 11  1  0  0  0  0
 24 17  1  0  0  0  0
 24 23  1  0  0  0  0
 25 12  1  0  0  0  0
 25 22  1  0  0  0  0
 25 23  1  0  0  0  0
 26 15  2  0  0  0  0
 27 18  2  0  0  0  0
 28 19  2  0  0  0  0
 29 20  1  0  0  0  0
 30 11  1  0  0  0  0
 30 15  1  0  0  0  0
 31 12  1  0  0  0  0
 31 25  1  0  0  0  0
 32 16  1  0  0  0  0
 32 19  1  0  0  0  0
 33 17  1  0  0  0  0
 33 22  1  0  0  0  0
 34 18  1  0  0  0  0
 34 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335917

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(=O)OC1C(O)C2OC3C=C(C)C(CC3(COC(C)=O)C1(C)C21CO1)OC(=O)CC(C)C

> <INCHI_IDENTIFIER>
InChI=1/C25H36O9/c1-7-18(27)34-21-20(29)22-25(12-31-25)23(21,6)24(11-30-15(5)26)10-16(14(4)9-17(24)33-22)32-19(28)8-13(2)3/h9,13,16-17,20-22,29H,7-8,10-12H2,1-6H3

> <INCHI_KEY>
HHSVPRXLNYVHLR-UHFFFAOYNA-N

> <FORMULA>
C25H36O9

> <MOLECULAR_WEIGHT>
480.554

> <EXACT_MASS>
480.235932739

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
50.51311879323263

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2'-[(acetyloxy)methyl]-10'-hydroxy-1',5'-dimethyl-11'-(propanoyloxy)-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^{2,7}]dodecan]-5'-en-4'-yl 3-methylbutanoate

> <JCHEM_LOGP>
1.7199734040000014

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.072290588522188

> <JCHEM_PKA_STRONGEST_BASIC>
-3.641980096580394

> <JCHEM_POLAR_SURFACE_AREA>
120.89000000000001

> <JCHEM_REFRACTIVITY>
118.17009999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2'-[(acetyloxy)methyl]-10'-hydroxy-1',5'-dimethyl-11'-(propanoyloxy)-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^{2,7}]dodecan]-5'-en-4'-yl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0335917 (4-Propanoyl-HT2 toxin)
Download
PDB for NP0335917 (4-Propanoyl-HT2 toxin)
HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0       3.072  -7.423   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.791   1.297   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.861  -1.203   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.045  -2.629   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.123   3.319   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.016   0.556   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.379  -5.914   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.161   0.852   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.415  -3.074   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.901  -0.037   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.184   0.427   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.390   0.570   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.605   0.315   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.601  -2.092   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.640   3.055   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.345  -0.574   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.971  -2.537   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.227  -4.893   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.975  -0.129   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.223  -3.066   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.381  -2.363   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.194  -1.737   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.980  -1.040   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.715  -1.018   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.933  -0.219   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.627   4.238   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.766  -5.381   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       9.231  -1.648   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -0.911  -4.108   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       4.171   1.610   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       0.955   1.321   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       7.531   0.408   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       3.008  -1.737   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       2.534  -3.384   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2   13                                                            
CONECT    3   13                                                            
CONECT    4   14                                                            
CONECT    5   15                                                            
CONECT    6   23                                                            
CONECT    7    1   18                                                       
CONECT    8   13   19                                                       
CONECT    9   14   17                                                       
CONECT   10   16   24                                                       
CONECT   11   24   30                                                       
CONECT   12   25   31                                                       
CONECT   13    2    3    8                                                  
CONECT   14    4    9   16                                                  
CONECT   15    5   26   30                                                  
CONECT   16   10   14   32                                                  
CONECT   17    9   24   33                                                  
CONECT   18    7   27   34                                                  
CONECT   19    8   28   32                                                  
CONECT   20   21   22   29                                                  
CONECT   21   20   23   34                                                  
CONECT   22   20   25   33                                                  
CONECT   23    6   21   24   25                                             
CONECT   24   10   11   17   23                                             
CONECT   25   12   22   23   31                                             
CONECT   26   15                                                            
CONECT   27   18                                                            
CONECT   28   19                                                            
CONECT   29   20                                                            
CONECT   30   11   15                                                       
CONECT   31   12   25                                                       
CONECT   32   16   19                                                       
CONECT   33   17   22                                                       
CONECT   34   18   21                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

Download
3D PDB for NP0335917 (4-Propanoyl-HT2 toxin)
Download
SMILES for NP0335917 (4-Propanoyl-HT2 toxin)
CCC(=O)OC1C(O)C2OC3C=C(C)C(CC3(COC(C)=O)C1(C)C21CO1)OC(=O)CC(C)C
Download
INCHI for NP0335917 (4-Propanoyl-HT2 toxin)
InChI=1/C25H36O9/c1-7-18(27)34-21-20(29)22-25(12-31-25)23(21,6)24(11-30-15(5)26)10-16(14(4)9-17(24)33-22)32-19(28)8-13(2)3/h9,13,16-17,20-22,29H,7-8,10-12H2,1-6H3
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC25H36O9
Average Mass480.5540 Da
Monoisotopic Mass480.23593 Da
IUPAC Name2'-[(acetyloxy)methyl]-10'-hydroxy-1',5'-dimethyl-11'-(propanoyloxy)-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^{2,7}]dodecan]-5'-en-4'-yl 3-methylbutanoate
Traditional Name2'-[(acetyloxy)methyl]-10'-hydroxy-1',5'-dimethyl-11'-(propanoyloxy)-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^{2,7}]dodecan]-5'-en-4'-yl 3-methylbutanoate
CAS Registry NumberNot Available
SMILES
CCC(=O)OC1C(O)C2OC3C=C(C)C(CC3(COC(C)=O)C1(C)C21CO1)OC(=O)CC(C)C
InChI Identifier
InChI=1/C25H36O9/c1-7-18(27)34-21-20(29)22-25(12-31-25)23(21,6)24(11-30-15(5)26)10-16(14(4)9-17(24)33-22)32-19(28)8-13(2)3/h9,13,16-17,20-22,29H,7-8,10-12H2,1-6H3
InChI KeyHHSVPRXLNYVHLR-UHFFFAOYNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound 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.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassSesquiterpenoids  
Direct ParentTrichothecenes  
Alternative Parents
Substituents
  • Trichothecene skeleton
    • 

  • Tricarboxylic acid or derivatives
    • 

  • Fatty acid ester
    • 

  • Oxepane
    • 

  • Oxane
    • 

  • Fatty acyl
    • 

  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • Carboxylic acid ester
    • 

  • Oxacycle
    • 

  • Ether
    • 

  • Oxirane
    • 

  • Dialkyl ether
    • 

  • Carboxylic acid derivative
    • 

  • Organoheterocyclic compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organooxygen compound
    • 

  • Organic oxygen compound
    • 

  • Alcohol
    • 

  • Carbonyl group
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.72ChemAxon
pKa (Strongest Acidic)13.07ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area120.89 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity118.17 m³·mol⁻¹ChemAxon
Polarizability50.51 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References