NP-MRD: Showing NP-Card for Diacetoxyscirpenol (NP0051795)

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Record Information

Version

2.0

Created at

2022-04-27 23:01:34 UTC

Updated at

2022-04-27 23:01:34 UTC

NP-MRD ID

NP0051795

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Diacetoxyscirpenol

Description

Diacetoxyscirpenol, also known as anguidin, 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. Diacetoxyscirpenol is found in Albifimbria verrucaria, Cordyceps polyarthra, Cordyceps tenuipes, Fusarium diversispermum, Fusarium diversisporum, Fusarium graminearum, Fusarium sambucinum, Fusarium sambusinum, Fusarium sporotrichioides and Fusarium spp.. Based on a literature review very few articles have been published on Diacetoxyscirpenol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282201012D          

 26 29  0  0  1  0            999 V2000
    4.8900    0.5218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2529   -0.0023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4805    0.2874    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3451    1.1012    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9823    1.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7547    1.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6245    1.5028    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1423    0.6780    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1050   -0.2767    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9286   -0.3258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6300    0.3979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8612    1.1898    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2480    1.7417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4634    1.4866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1498    2.0385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2920    0.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8162    0.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3409    0.4823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5721    1.2742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6736    2.3264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2710    1.9229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9455    2.3979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8714    3.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228    3.5662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5459    3.6946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6625    0.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
  3 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 11 17  1  6  0  0  0
  8 18  1  0  0  0  0
 18 19  1  0  0  0  0
  8 19  1  6  0  0  0
  7 20  1  1  0  0  0
  4 21  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  1 26  1  0  0  0  0
M  END

     RDKit          3D

 52 55  0  0  0  0  0  0  0  0999 V2000
   -1.6848    4.2933    0.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9090    2.8064    0.2691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9058    2.3801   -0.3388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1311    1.9550    0.9292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9751    0.6660    1.2212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6084   -0.3850    0.2304 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6203   -0.5394   -0.8439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9707   -0.9761   -0.3420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9185   -2.0039    0.7314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2021   -2.7182    1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7883   -2.2786    1.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4671   -1.6689    1.0415 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2922   -2.6431    0.4458 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4837   -2.2783   -0.0903 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3250   -1.4025    0.8017 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2848   -1.7316    2.1288 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8727    0.0368    0.5271 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9059    0.6916   -0.2371 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4626    1.8618    0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5216    2.5162   -0.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0388    2.3142    1.3195 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7203   -0.1175   -0.4366 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7108    1.0789   -1.3425 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1547   -1.3007   -1.2285 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9804   -1.6939   -2.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2452   -1.1232   -2.0818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3074    4.7397    0.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0407    4.6729   -0.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6272    4.5523    0.3990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2302    0.5800    2.0801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9489    0.2507    1.7332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7418    0.3939   -1.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2616   -1.3421   -1.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6578   -0.1533   -0.0831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4768   -1.4795   -1.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8353   -2.7222    0.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6575   -2.2756    2.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9686   -3.7897    1.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7942   -3.0497    2.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0224   -1.3949    2.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0093   -3.1630   -0.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3887   -1.5381    0.4581 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2770   -0.9482    2.7018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6559    0.5931    1.4334 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3112    2.9780    0.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0316    1.7473   -1.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0988    3.2499   -1.3109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6809    2.0358   -0.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0179    1.0353   -2.1787 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7404    1.0963   -1.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5140   -1.0527   -3.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0270   -2.7554   -2.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  6  5  1  1
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 17 22  1  0
 22 23  1  6
 22 24  1  0
 24 25  1  0
 25 26  1  0
 12  6  1  0
 24 14  1  0
 24 26  1  6
 22  6  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  5 30  1  0
  5 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 10 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  1
 14 41  1  6
 15 42  1  6
 16 43  1  0
 17 44  1  1
 20 45  1  0
 20 46  1  0
 20 47  1  0
 23 48  1  0
 23 49  1  0
 23 50  1  0
 25 51  1  0
 25 52  1  0
M  END


  Mrv1652304282201012D          

 26 29  0  0  1  0            999 V2000
    4.8900    0.5218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2529   -0.0023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4805    0.2874    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3451    1.1012    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9823    1.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7547    1.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6245    1.5028    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1423    0.6780    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1050   -0.2767    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9286   -0.3258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6300    0.3979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8612    1.1898    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2480    1.7417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4634    1.4866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1498    2.0385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2920    0.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8162    0.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3409    0.4823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5721    1.2742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6736    2.3264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2710    1.9229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9455    2.3979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8714    3.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1228    3.5662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5459    3.6946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6625    0.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
  3 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 11 17  1  6  0  0  0
  8 18  1  0  0  0  0
 18 19  1  0  0  0  0
  8 19  1  6  0  0  0
  7 20  1  1  0  0  0
  4 21  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  1 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051795

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC[C@]12CCC(C)=C[C@H]1O[C@@H]1[C@H](O)[C@@H](OC(C)=O)[C@@]2(C)[C@]11CO1

> <INCHI_IDENTIFIER>
InChI=1S/C19H26O7/c1-10-5-6-18(8-23-11(2)20)13(7-10)26-16-14(22)15(25-12(3)21)17(18,4)19(16)9-24-19/h7,13-16,22H,5-6,8-9H2,1-4H3/t13-,14-,15-,16-,17-,18-,19+/m1/s1

> <INCHI_KEY>
AUGQEEXBDZWUJY-NMAPUUFXSA-N

> <FORMULA>
C19H26O7

> <MOLECULAR_WEIGHT>
366.41

> <EXACT_MASS>
366.167853177

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
37.289939011609455

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(1'S,2S,2'R,7'R,9'R,10'R,11'S)-11'-(acetyloxy)-10'-hydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^{2,7}]dodecan]-5'-en-2'-yl]methyl acetate

> <ALOGPS_LOGP>
1.03

> <JCHEM_LOGP>
0.3769996053333339

> <ALOGPS_LOGS>
-2.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.072307128184754

> <JCHEM_PKA_STRONGEST_BASIC>
-3.641972862131988

> <JCHEM_POLAR_SURFACE_AREA>
94.59

> <JCHEM_REFRACTIVITY>
89.0997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.03e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1'S,2S,2'R,7'R,9'R,10'R,11'S)-11'-(acetyloxy)-10'-hydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^{2,7}]dodecan]-5'-en-2'-ylmethyl acetate

> <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       9.128   0.974   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.939  -0.004   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.497   0.536   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.244   2.056   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.434   3.034   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.875   2.493   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.899   2.805   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.999   1.266   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.929  -0.516   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.467  -0.608   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.043   0.743   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.474   2.221   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.330   3.251   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.865   2.775   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.280   3.805   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.545   1.269   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.524   0.490   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.503   0.900   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.935   2.379   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.991   4.343   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.106   3.589   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.365   4.476   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.227   6.010   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.829   6.657   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.486   6.897   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.570   0.433   0.000  0.00  0.00           C+0
CONECT    1    2    6   26                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5    7   21                                             
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8   12   20                                             
CONECT    8    7    9   18   19                                             
CONECT    9    8   10   11                                                  
CONECT   10    9    3                                                       
CONECT   11    9   12   17                                                  
CONECT   12   11    7   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   11                                                            
CONECT   18    8   19                                                       
CONECT   19   18    8                                                       
CONECT   20    7                                                            
CONECT   21    4   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26    1                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Value	Source
4,15-Di-O-acetylscirpenol	MeSH
4,15-Diacetoxyscirp-9-en-3-ol	MeSH
4,15-Diacetoxyscirpen-3-ol	MeSH
Anguidin	MeSH
Anguidine	MeSH
Trichothec-9-ene-3alpha, 4beta, 15-triol, 12,13-epoxy-, 4,15-diacetate	MeSH

Chemical Formula

C₁₉H₂₆O₇

Average Mass

366.4100 Da

Monoisotopic Mass

366.16785 Da

IUPAC Name

[(1'S,2S,2'R,7'R,9'R,10'R,11'S)-11'-(acetyloxy)-10'-hydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^{2,7}]dodecan]-5'-en-2'-yl]methyl acetate

Traditional Name

(1'S,2S,2'R,7'R,9'R,10'R,11'S)-11'-(acetyloxy)-10'-hydroxy-1',5'-dimethyl-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^{2,7}]dodecan]-5'-en-2'-ylmethyl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC[C@]12CCC(C)=C[C@H]1O[C@@H]1[C@H](O)[C@@H](OC(C)=O)[C@@]2(C)[C@]11CO1

InChI Identifier

InChI=1S/C19H26O7/c1-10-5-6-18(8-23-11(2)20)13(7-10)26-16-14(22)15(25-12(3)21)17(18,4)19(16)9-24-19/h7,13-16,22H,5-6,8-9H2,1-4H3/t13-,14-,15-,16-,17-,18-,19+/m1/s1

InChI Key

AUGQEEXBDZWUJY-NMAPUUFXSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Albifimbria verrucaria	LOTUS Database	35616633
Cordyceps polyarthra	LOTUS Database	35616633
Cordyceps tenuipes	LOTUS Database	35616633
Fusarium diversispermum	Fungi	KNApSAcK
Fusarium diversisporum	Fungi	KNApSAcK
Fusarium graminearum	LOTUS Database	35616633
Fusarium sambucinum	LOTUS Database	35616633
Fusarium sambusinum	Fungi	KNApSAcK
Fusarium sporotrichioides	LOTUS Database	35616633
Fusarium spp.	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
Oxepane
Dicarboxylic acid or derivatives
Oxane
Cyclic alcohol
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Carbonyl group
Alcohol
Organooxygen compound
Organic oxygen compound
Organic oxide
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	1.03	ALOGPS
logP	0.38	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	13.07	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	94.59 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	89.1 m³·mol⁻¹	ChemAxon
Polarizability	37.29 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

C00003129

Chemspider ID

10204908

KEGG Compound ID

C09662

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Diacetoxyscirpenol

METLIN ID

Not Available

PubChem Compound

15571694

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

rw1847681

References

General References

Not Available

Showing NP-Card for Diacetoxyscirpenol (NP0051795)

MOL for NP0051795 (Diacetoxyscirpenol)

3D MOL for NP0051795 (Diacetoxyscirpenol)

3D SDF for NP0051795 (Diacetoxyscirpenol)

3D-SDF for NP0051795 (Diacetoxyscirpenol)

PDB for NP0051795 (Diacetoxyscirpenol)

3D PDB for NP0051795 (Diacetoxyscirpenol)

SMILES for NP0051795 (Diacetoxyscirpenol)

INCHI for NP0051795 (Diacetoxyscirpenol)

Structure for NP0051795 (Diacetoxyscirpenol)

3D Structure for NP0051795 (Diacetoxyscirpenol)