NP-MRD: Showing NP-Card for β-zearalenol (NP0215106)

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Record Information

Version

1.0

Created at

2022-09-05 14:35:41 UTC

Updated at

2022-09-05 14:35:41 UTC

NP-MRD ID

NP0215106

Secondary Accession Numbers

None

Natural Product Identification

Common Name

β-zearalenol

Description

Beta-Zearalenol, also known as β-zearalenol, belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. Beta-Zearalenol is an extremely weak basic (essentially neutral) compound (based on its pKa). β-Zearalenol is about the same or slightly less potent as an estrogen relative to zearalenone. β-Zearalenol is a nonsteroidal estrogen of the resorcylic acid lactone group related to mycoestrogens found in Fusarium spp. A relatively high proportion of α-zearalenol is formed from zearalenone compared to β-zearalenol in humans. It is the β epimer of α-zearalenol and along with α-zearalenol is a major metabolite of zearalenone formed mainly in the liver but also to a lesser extent in the intestines during first-pass metabolism.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1572004161622442D          

 27 28  0  0  0  0            999 V2000
    5.9503   -4.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1484   -0.5752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3558   -0.8040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7429   -1.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1392   -2.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9411   -3.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1576   -1.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5355   -0.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9318   -2.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7705   -1.2617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7797   -2.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1484   -3.5498    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3650   -1.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1300   -1.4905    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9779   -1.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3742   -2.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1668   -2.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7613   -3.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9226   -1.2617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3834   -0.9184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1760   -3.6642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5631   -4.0074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539   -2.9778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7613   -0.2320    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7521   -2.1769    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3558   -3.7786    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7245   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  6  5  1  0  0  0  0
  7  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 12  1  1  6  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 13 10  2  0  0  0  0
 14  8  1  0  0  0  0
 14  9  1  0  0  0  0
 15 10  1  0  0  0  0
 15 11  2  0  0  0  0
 16 11  1  0  0  0  0
 17 13  1  0  0  0  0
 17 16  2  0  0  0  0
 18 17  1  0  0  0  0
 14 19  1  6  0  0  0
 20 15  1  0  0  0  0
 21 16  1  0  0  0  0
 22 18  2  0  0  0  0
 23 12  1  0  0  0  0
 23 18  1  0  0  0  0
 24  3  1  0  0  0  0
 25  7  1  0  0  0  0
 12 26  1  1  0  0  0
 14 27  1  1  0  0  0
M  END

     RDKit          3D

 47 48  0  0  0  0  0  0  0  0999 V2000
   -1.2465    2.8745    0.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3178    1.4675   -0.2011 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7280    1.3095   -0.6562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2371   -0.0764   -0.8087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3095   -0.7468    0.5327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7718   -2.1583    0.5474 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4948   -2.6569   -0.7225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6528   -2.2641    1.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3514   -2.7780    0.9373 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2375   -1.6442    0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1529   -2.0758   -0.9580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2264   -1.3734   -1.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7262   -0.1406   -0.6843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9881   -0.2608   -0.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6886    0.7745    0.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9459    0.5553    1.1050 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1437    2.0186    0.4558 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9146    2.2191   -0.1391 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4270    3.5304   -0.1439 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1992    1.1343   -0.7131 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9322    1.5542   -1.3470 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1813    2.4491   -2.2870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3588    1.2188   -1.1632 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9414    3.5408   -0.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2280    3.2191    0.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4498    2.9395    1.1658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1232    0.8004    0.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9133    1.8719   -1.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3933    1.8376    0.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6207   -0.6230   -1.5582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2955    0.0093   -1.1951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3921   -0.7355    0.8584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8072   -0.0991    1.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6165   -2.8136    0.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3458   -2.6719   -1.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9351   -2.9333    2.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4474   -1.2675    1.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6172   -3.5830    0.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3247   -3.1836    1.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5849   -0.8171    0.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6566   -1.2951   -0.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9559   -3.0022   -1.5406 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8486   -1.8689   -2.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5058   -1.2409   -0.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0469    0.3308    2.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6764    2.8674    0.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5444    3.7871   -0.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23  2  1  0
  2  1  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 20 13  1  0
 11 42  1  0
 12 43  1  0
 14 44  1  0
 16 45  1  0
 17 46  1  0
 19 47  1  0
  2 27  1  1
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  1
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
M  END


  Mrv1572004161622442D          

 27 28  0  0  0  0            999 V2000
    5.9503   -4.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1484   -0.5752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3558   -0.8040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7429   -1.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1392   -2.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9411   -3.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1576   -1.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5355   -0.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9318   -2.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7705   -1.2617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7797   -2.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1484   -3.5498    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3650   -1.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1300   -1.4905    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9779   -1.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3742   -2.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1668   -2.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7613   -3.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9226   -1.2617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3834   -0.9184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1760   -3.6642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5631   -4.0074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539   -2.9778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7613   -0.2320    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7521   -2.1769    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3558   -3.7786    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7245   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  6  5  1  0  0  0  0
  7  3  2  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 12  1  1  6  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 13 10  2  0  0  0  0
 14  8  1  0  0  0  0
 14  9  1  0  0  0  0
 15 10  1  0  0  0  0
 15 11  2  0  0  0  0
 16 11  1  0  0  0  0
 17 13  1  0  0  0  0
 17 16  2  0  0  0  0
 18 17  1  0  0  0  0
 14 19  1  6  0  0  0
 20 15  1  0  0  0  0
 21 16  1  0  0  0  0
 22 18  2  0  0  0  0
 23 12  1  0  0  0  0
 23 18  1  0  0  0  0
 24  3  1  0  0  0  0
 25  7  1  0  0  0  0
 12 26  1  1  0  0  0
 14 27  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0215106

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C1=C([H])/C2=CC(O)=CC(O)=C2C(=O)O[C@@]([H])(C)CCC[C@@]([H])(O)CCC1

> <INCHI_IDENTIFIER>
InChI=1S/C18H24O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h3,7,10-12,14,19-21H,2,4-6,8-9H2,1H3/b7-3+/t12-,14-/m0/s1

> <INCHI_KEY>
FPQFYIAXQDXNOR-PMRAARRBSA-N

> <FORMULA>
C18H24O5

> <MOLECULAR_WEIGHT>
320.385

> <EXACT_MASS>
320.162373873

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
34.484963367918034

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,7S)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-1-one

> <ALOGPS_LOGP>
3.27

> <JCHEM_LOGP>
4.166664804

> <ALOGPS_LOGS>
-3.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.383903089096375

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.537725924169745

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2452366966016095

> <JCHEM_POLAR_SURFACE_AREA>
86.99

> <JCHEM_REFRACTIVITY>
89.36759999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.46e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-zearalenol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-16         0                                  
HETATM    1  C   UNK     0      11.107  -8.121   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.477  -1.074   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.997  -1.501   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.587  -2.142   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.327  -4.704   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.957  -6.199   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.628  -2.996   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.066  -1.714   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.806  -4.277   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.038  -2.355   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.189  -4.277   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.477  -6.626   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.148  -3.423   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.176  -2.782   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.559  -2.782   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.298  -5.345   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.778  -4.918   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.888  -5.986   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      16.656  -2.355   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       4.449  -1.714   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.929  -6.840   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.518  -7.481   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      10.367  -5.558   0.000  0.00  0.00           O+0
HETATM   24  H   UNK     0       8.888  -0.433   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      10.737  -4.064   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       9.997  -7.053   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0      16.286  -3.850   0.000  0.00  0.00           H+0
CONECT    1   12                                                            
CONECT    2    3    4                                                       
CONECT    3    2    7   24                                                  
CONECT    4    2    8                                                       
CONECT    5    6    9                                                       
CONECT    6    5   12                                                       
CONECT    7    3   13   25                                                  
CONECT    8    4   14                                                       
CONECT    9    5   14                                                       
CONECT   10   13   15                                                       
CONECT   11   15   16                                                       
CONECT   12    1    6   23   26                                             
CONECT   13    7   10   17                                                  
CONECT   14    8    9   19   27                                             
CONECT   15   10   11   20                                                  
CONECT   16   11   17   21                                                  
CONECT   17   13   16   18                                                  
CONECT   18   17   22   23                                                  
CONECT   19   14                                                            
CONECT   20   15                                                            
CONECT   21   16                                                            
CONECT   22   18                                                            
CONECT   23   12   18                                                       
CONECT   24    3                                                            
CONECT   25    7                                                            
CONECT   26   12                                                            
CONECT   27   14                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

View in JSmol

Synonyms

Value	Source
beta-trans-Zearalenol	Kegg
b-trans-Zearalenol	Generator
Β-trans-zearalenol	Generator
b-Zearalenol	Generator
Β-zearalenol	Generator
alpha-Zearalenol, (cis)-isomer	MeSH
(3R,7R,11E)-7,14,16-Trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-1-one	MeSH
Zearalenol	MeSH
3,4,5,6,7,8,9,10-Octahydro-7,14,16-trihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1-one	MeSH
alpha-Zearalenol	MeSH
(-)-beta-Zearalenol	MeSH
beta-Zearalenol	MeSH

Chemical Formula

C₁₈H₂₄O₅

Average Mass

320.3850 Da

Monoisotopic Mass

320.16237 Da

IUPAC Name

(3S,7S)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-1-one

Traditional Name

β-zearalenol

CAS Registry Number

Not Available

SMILES

[H]\C1=C([H])/C2=CC(O)=CC(O)=C2C(=O)O[C@@]([H])(C)CCC[C@@]([H])(O)CCC1

InChI Identifier

InChI=1S/C18H24O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h3,7,10-12,14,19-21H,2,4-6,8-9H2,1H3/b7-3+/t12-,14-/m0/s1

InChI Key

FPQFYIAXQDXNOR-PMRAARRBSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Dihydroxybenzoic acid
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Vinylogous acid
Carboxylic acid ester
Lactone
Secondary alcohol
Carboxylic acid derivative
Polyol
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

macrolide (CHEBI:35072 )
Mycotoxins (C14751 )

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	3.27	ALOGPS
logP	4.17	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	8.54	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	89.37 m³·mol⁻¹	ChemAxon
Polarizability	34.48 Å³	ChemAxon
Number of Rings	2	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

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C14751

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Beta-Zearalenol

METLIN ID

Not Available

PubChem Compound

6437352

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for β-zearalenol (NP0215106)

MOL for NP0215106 (β-zearalenol)

3D MOL for NP0215106 (β-zearalenol)

3D SDF for NP0215106 (β-zearalenol)

3D-SDF for NP0215106 (β-zearalenol)

PDB for NP0215106 (β-zearalenol)

3D PDB for NP0215106 (β-zearalenol)

SMILES for NP0215106 (β-zearalenol)

INCHI for NP0215106 (β-zearalenol)

Structure for NP0215106 (β-zearalenol)

3D Structure for NP0215106 (β-zearalenol)