NP-MRD: Showing NP-Card for (2'r,3's,7'r,9'r,10'r,11's)-3',10',11'-trihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-one (NP0329132)

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Record Information

Version

2.0

Created at

2022-09-12 13:13:56 UTC

Updated at

2022-09-12 13:13:56 UTC

NP-MRD ID

NP0329132

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2'r,3's,7'r,9'r,10'r,11's)-3',10',11'-trihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-one

Description

NIVALENOL 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. (2'r,3's,7'r,9'r,10'r,11's)-3',10',11'-trihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-one is found in Fusarium culmorum, Fusarium graminearum and Fusarium tricinctum. (2'r,3's,7'r,9'r,10'r,11's)-3',10',11'-trihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-one was first documented in 2022 (PMID: 36006203). Based on a literature review a small amount of articles have been published on NIVALENOL (PMID: 36122196) (PMID: 36006189) (PMID: 35878201) (PMID: 35878194).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 45  0  0  0  0  0  0  0  0999 V2000
    4.3847    0.4938   -1.0936 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9364    0.3121   -0.8011 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1352    1.2947   -0.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6906    1.1296   -0.1483 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0162    1.6210   -1.2387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3706    1.3931   -1.1556 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9395    1.8639    0.1859 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4462    3.0818    0.5747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6307    0.7324    1.1258 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8299    0.3164    1.7423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1349   -0.4414    0.2619 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6391   -1.7208    0.8409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7407   -0.0795   -1.0694 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9203   -0.6115   -1.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6590   -0.8933   -2.1534 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3463   -0.3182    0.1387 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0675   -0.7248    1.3952 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7896   -2.0535    1.7068 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8904   -1.1232   -1.0225 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4715   -2.4270   -1.0167 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3938   -1.0417   -0.9232 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1239   -2.0468   -0.9430 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9784   -0.0908   -0.3724 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6301    1.5810   -1.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754    0.1295   -2.1282 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5849    2.2793   -0.3649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4642    1.7537    0.7334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8619    1.8569   -2.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0553    1.9025    0.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1721    3.7508    0.4814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9431    0.9778    1.9384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3000    1.1158    2.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4941   -1.7118    1.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7672   -1.6761    0.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3376   -2.6393    0.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5943    0.0541   -2.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4963   -1.4212   -1.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1565   -0.6339    1.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7559   -0.1037    2.2650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4314   -2.3909    2.3869 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6491   -0.5978   -1.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8932   -2.8933   -1.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  1  0
 14 15  1  0
 11 16  1  0
 16 17  1  1
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 21  2  1  0
 16  4  1  0
 13  6  1  0
 13 15  1  6
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  4 27  1  1
  6 28  1  6
  7 29  1  6
  8 30  1  0
  9 31  1  1
 10 32  1  0
 12 33  1  0
 12 34  1  0
 12 35  1  0
 14 36  1  0
 14 37  1  0
 17 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  6
 20 42  1  0
M  END


  Mrv1652309122215132D          

 22 25  0  0  1  0            999 V2000
    5.6625    1.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8900    1.1012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2529    1.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4805    1.3356    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9286    1.9488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1050    1.8996    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6300    1.2251    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8162    1.3604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8612    0.4332    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2480   -0.1187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6245    0.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6736   -0.7034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1423    0.9450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5721    0.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3409    1.1407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3451    0.5218    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2710   -0.2999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9455   -0.7749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9823   -0.0023    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3511   -0.7403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7547    0.2874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3919   -0.2367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  6 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 15  1  0  0  0  0
 11 16  1  0  0  0  0
  4 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
  2 21  1  0  0  0  0
 21 22  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0329132

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C[C@H]2O[C@@H]3[C@H](O)[C@@H](O)C(C)(C33CO3)[C@@]2(CO)[C@H](O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O7/c1-6-3-7-14(4-16,11(20)8(6)17)13(2)10(19)9(18)12(22-7)15(13)5-21-15/h3,7,9-12,16,18-20H,4-5H2,1-2H3/t7-,9-,10-,11-,12-,13?,14-,15?/m1/s1

> <INCHI_KEY>
UKOTXHQERFPCBU-NVRDWZTOSA-N

> <FORMULA>
C15H20O7

> <MOLECULAR_WEIGHT>
312.318

> <EXACT_MASS>
312.120902984

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
30.228825931360973

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2'R,3'S,7'R,9'R,10'R,11'S)-3',10',11'-trihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^{2,7}]dodecan]-5'-en-4'-one

> <JCHEM_LOGP>
-1.8876930373333338

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.123225225237078

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.232938883651498

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8436561041865334

> <JCHEM_POLAR_SURFACE_AREA>
119.75

> <JCHEM_REFRACTIVITY>
72.82809999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2'R,3'S,7'R,9'R,10'R,11'S)-3',10',11'-trihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^{2,7}]dodecan]-5'-en-4'-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0      10.570   2.596   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.128   2.056   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.939   3.034   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.497   2.493   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.467   3.638   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.929   3.546   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.043   2.287   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.524   2.540   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.474   0.809   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.330  -0.222   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.899   0.224   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.991  -1.313   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.999   1.764   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.935   0.651   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.503   2.129   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.244   0.974   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.106  -0.560   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       7.365  -1.447   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       7.434  -0.004   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.122  -1.382   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.875   0.536   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.065  -0.442   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   16                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13   16                                             
CONECT   12   11                                                            
CONECT   13   11    6   14   15                                             
CONECT   14   13   15                                                       
CONECT   15   14   13                                                       
CONECT   16   11    4   17   19                                             
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19    2   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₀O₇

Average Mass

312.3180 Da

Monoisotopic Mass

312.12090 Da

IUPAC Name

(2'R,3'S,7'R,9'R,10'R,11'S)-3',10',11'-trihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^{2,7}]dodecan]-5'-en-4'-one

Traditional Name

(2'R,3'S,7'R,9'R,10'R,11'S)-3',10',11'-trihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^{2,7}]dodecan]-5'-en-4'-one

CAS Registry Number

Not Available

SMILES

CC1=C[C@H]2O[C@@H]3[C@H](O)[C@@H](O)C(C)(C33CO3)[C@@]2(CO)[C@H](O)C1=O

InChI Identifier

InChI=1S/C15H20O7/c1-6-3-7-14(4-16,11(20)8(6)17)13(2)10(19)9(18)12(22-7)15(13)5-21-15/h3,7,9-12,16,18-20H,4-5H2,1-2H3/t7-,9-,10-,11-,12-,13?,14-,15?/m1/s1

InChI Key

UKOTXHQERFPCBU-NVRDWZTOSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Fusarium culmorum	LOTUS Database	35616633
Fusarium graminearum	LOTUS Database	35616633
Fusarium tricinctum	LOTUS Database	35616633

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
Cyclohexenone
Oxepane
Oxane
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Oxacycle
Organoheterocyclic compound
Polyol
Ether
Oxirane
Dialkyl ether
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	-1.9	ChemAxon
pKa (Strongest Acidic)	12.23	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	119.75 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	72.83 m³·mol⁻¹	ChemAxon
Polarizability	30.23 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

C00003167

Chemspider ID

21781921

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

138911428

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Dong F, Chen X, Lei X, Wu D, Zhang Y, Lee YW, Mokoena MP, Olaniran AO, Li Y, Shen G, Liu X, Xu JH, Shi JR: Effect of Crop Rotation on Fusarium Mycotoxins and Fusarium Species in Cereals in Sichuan Province (China). Plant Dis. 2023 Apr;107(4):1060-1066. doi: 10.1094/PDIS-01-22-0024-RE. Epub 2023 Apr 10. [PubMed:36122196 ]
Janaviciene S, Suproniene S, Kadziene G, Pavlenko R, Berzina Z, Bartkevics V: Toxigenicity of F. graminearum Residing on Host Plants Alternative to Wheat as Influenced by Environmental Conditions. Toxins (Basel). 2022 Aug 8;14(8):541. doi: 10.3390/toxins14080541. [PubMed:36006203 ]
Kumar P, Mahato DK, Gupta A, Pandey S, Paul V, Saurabh V, Pandey AK, Selvakumar R, Barua S, Kapri M, Kumar M, Kaur C, Tripathi AD, Gamlath S, Kamle M, Varzakas T, Agriopoulou S: Nivalenol Mycotoxin Concerns in Foods: An Overview on Occurrence, Impact on Human and Animal Health and Its Detection and Management Strategies. Toxins (Basel). 2022 Jul 31;14(8):527. doi: 10.3390/toxins14080527. [PubMed:36006189 ]
Islam MN, Banik M, Sura S, Tucker JR, Wang X: Implications of Crop Rotation and Fungicide on Fusarium and Mycotoxin Spectra in Manitoba Barley, 2017-2019. Toxins (Basel). 2022 Jul 6;14(7):463. doi: 10.3390/toxins14070463. [PubMed:35878201 ]
Schiwek S, Alhussein M, Rodemann C, Budragchaa T, Beule L, von Tiedemann A, Karlovsky P: Fusarium culmorum Produces NX-2 Toxin Simultaneously with Deoxynivalenol and 3-Acetyl-Deoxynivalenol or Nivalenol. Toxins (Basel). 2022 Jul 2;14(7):456. doi: 10.3390/toxins14070456. [PubMed:35878194 ]
LOTUS database [Link]

Showing NP-Card for (2'r,3's,7'r,9'r,10'r,11's)-3',10',11'-trihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-one (NP0329132)

MOL for NP0329132 ((2'r,3's,7'r,9'r,10'r,11's)-3',10',11'-trihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-one)

3D MOL for NP0329132 ((2'r,3's,7'r,9'r,10'r,11's)-3',10',11'-trihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-one)

3D SDF for NP0329132 ((2'r,3's,7'r,9'r,10'r,11's)-3',10',11'-trihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-one)

3D-SDF for NP0329132 ((2'r,3's,7'r,9'r,10'r,11's)-3',10',11'-trihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-one)

PDB for NP0329132 ((2'r,3's,7'r,9'r,10'r,11's)-3',10',11'-trihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-one)

3D PDB for NP0329132 ((2'r,3's,7'r,9'r,10'r,11's)-3',10',11'-trihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-one)

SMILES for NP0329132 ((2'r,3's,7'r,9'r,10'r,11's)-3',10',11'-trihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-one)

INCHI for NP0329132 ((2'r,3's,7'r,9'r,10'r,11's)-3',10',11'-trihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-one)

Structure for NP0329132 ((2'r,3's,7'r,9'r,10'r,11's)-3',10',11'-trihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-one)

3D Structure for NP0329132 ((2'r,3's,7'r,9'r,10'r,11's)-3',10',11'-trihydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-one)