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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:17 UTC

Update Date

2022-03-07 02:53:26 UTC

HMDB ID

HMDB0032702

Secondary Accession Numbers

HMDB32702

Metabolite Identification

Common Name

Zeranol

Description

Zeranol is isolated from Fusarium species. It is an anabolic agent and estrogenic agent (mainly veterinary use). Zeranol is used as a growth promoter for food animals. It was banned by the EU in 1989, but is still permitted in the USA and some other countries. It may also arise in livestock by ingestion of Fusarium contaminated pasture or feeds

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0249153
     RDKit          3D
beta-Zearalanol
 49 50  0  0  0  0  0  0  0  0999 V2000
    0.4662   -2.9066   -1.4681 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2033   -2.3037   -0.2625 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3980   -1.5499   -0.8358 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4501   -1.1793    0.1259 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1784   -0.2304    1.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1716    1.2545    0.7971 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1812    1.3796   -0.1580 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8158    1.5568    0.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2274    2.9003    0.5061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3036    2.6534    0.4590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7967    2.2209   -0.8702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9253    0.7661   -1.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0837    0.1782   -0.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3045    0.7022   -0.8044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5102    0.2909   -0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7087    0.8600   -0.7199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4766   -0.6838    0.6871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2496   -1.2097    1.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2639   -2.2061    2.0753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0349   -0.7947    0.5533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8028   -1.4313    1.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9595   -1.8891    2.2978 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3681   -1.5723    0.4781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3458   -3.5380   -1.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1397   -2.1371   -2.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1949   -3.5767   -2.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6931   -3.2099    0.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0846   -0.8042   -1.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8829   -2.3493   -1.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7786   -2.1459    0.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3541   -0.8843   -0.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2354   -0.4660    1.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9837   -0.3108    1.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4412    1.8870    1.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7795    1.1349   -1.0297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8781    1.4418   -0.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1256    0.8558    0.7784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5079    3.6773   -0.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4116    3.2912    1.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5456    1.9108    1.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7482    3.6105    0.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2706    2.7482   -1.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8433    2.6505   -0.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2128    0.7049   -2.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0404    0.1482   -1.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3783    1.4722   -1.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6000    0.6002   -0.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3900   -1.0302    1.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1561   -2.4869    2.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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
 11 12  1  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
 20 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  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  0
  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
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 14 46  1  0
 16 47  1  0
 17 48  1  0
 19 49  1  0
M  END

  Mrv0541 09061400452D          

 23 24  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  0  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  0  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
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  6  5  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 12  1  1  0  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
 19 14  1  0  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
M  END
> <DATABASE_ID>
HMDB0032702

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCCC(O)CCCCCC2=CC(O)=CC(O)=C2C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C18H26O5/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/h10-12,14,19-21H,2-9H2,1H3

> <INCHI_KEY>
DWTTZBARDOXEAM-UHFFFAOYSA-N

> <FORMULA>
C18H26O5

> <MOLECULAR_WEIGHT>
322.396

> <EXACT_MASS>
322.178023942

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
35.52464030055078

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10,11,12-decahydro-1H-2-benzoxacyclotetradecin-1-one

> <ALOGPS_LOGP>
3.23

> <JCHEM_LOGP>
4.4458864606666655

> <ALOGPS_LOGS>
-3.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.533984116672944

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.677321911758112

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2748463853225807

> <JCHEM_POLAR_SURFACE_AREA>
86.99

> <JCHEM_REFRACTIVITY>
88.25099999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.64e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10,11,12-decahydro-2-benzoxacyclotetradecin-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249153
     RDKit          3D
beta-Zearalanol
 49 50  0  0  0  0  0  0  0  0999 V2000
    0.4662   -2.9066   -1.4681 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2033   -2.3037   -0.2625 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3980   -1.5499   -0.8358 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4501   -1.1793    0.1259 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1784   -0.2304    1.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1716    1.2545    0.7971 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1812    1.3796   -0.1580 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8158    1.5568    0.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2274    2.9003    0.5061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3036    2.6534    0.4590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7967    2.2209   -0.8702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9253    0.7661   -1.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0837    0.1782   -0.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3045    0.7022   -0.8044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5102    0.2909   -0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7087    0.8600   -0.7199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4766   -0.6838    0.6871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2496   -1.2097    1.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2639   -2.2061    2.0753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0349   -0.7947    0.5533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8028   -1.4313    1.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9595   -1.8891    2.2978 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3681   -1.5723    0.4781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3458   -3.5380   -1.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1397   -2.1371   -2.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1949   -3.5767   -2.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6931   -3.2099    0.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0846   -0.8042   -1.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8829   -2.3493   -1.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7786   -2.1459    0.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3541   -0.8843   -0.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2354   -0.4660    1.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9837   -0.3108    1.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4412    1.8870    1.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7795    1.1349   -1.0297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8781    1.4418   -0.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1256    0.8558    0.7784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5079    3.6773   -0.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4116    3.2912    1.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5456    1.9108    1.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7482    3.6105    0.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2706    2.7482   -1.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8433    2.6505   -0.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2128    0.7049   -2.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0404    0.1482   -1.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3783    1.4722   -1.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6000    0.6002   -0.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3900   -1.0302    1.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1561   -2.4869    2.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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
 11 12  1  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
 20 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  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  0
  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
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 14 46  1  0
 16 47  1  0
 17 48  1  0
 19 49  1  0
M  END

HEADER    PROTEIN                                 06-SEP-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-14         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
CONECT    1   12                                                            
CONECT    2    3    4                                                       
CONECT    3    2    7                                                       
CONECT    4    2    8                                                       
CONECT    5    6    9                                                       
CONECT    6    5   12                                                       
CONECT    7    3   13                                                       
CONECT    8    4   14                                                       
CONECT    9    5   14                                                       
CONECT   10   13   15                                                       
CONECT   11   15   16                                                       
CONECT   12    1    6   23                                                  
CONECT   13    7   10   17                                                  
CONECT   14    8    9   19                                                  
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                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0249153
HETATM    1  C1  UNL     1       0.466  -2.907  -1.468  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.203  -2.304  -0.262  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.398  -1.550  -0.836  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.450  -1.179   0.126  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.178  -0.230   1.208  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.172   1.255   0.797  1.00  0.00           C  
HETATM    7  O1  UNL     1       4.181   1.380  -0.158  1.00  0.00           O  
HETATM    8  C7  UNL     1       1.816   1.557   0.242  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.227   2.900   0.506  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.304   2.653   0.459  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.797   2.221  -0.870  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.925   0.766  -1.136  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.084   0.178  -0.407  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.304   0.702  -0.804  1.00  0.00           C  
HETATM   15  C14 UNL     1      -4.510   0.291  -0.276  1.00  0.00           C  
HETATM   16  O2  UNL     1      -5.709   0.860  -0.720  1.00  0.00           O  
HETATM   17  C15 UNL     1      -4.477  -0.684   0.687  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.250  -1.210   1.086  1.00  0.00           C  
HETATM   19  O3  UNL     1      -3.264  -2.206   2.075  1.00  0.00           O  
HETATM   20  C17 UNL     1      -2.035  -0.795   0.553  1.00  0.00           C  
HETATM   21  C18 UNL     1      -0.803  -1.431   1.079  1.00  0.00           C  
HETATM   22  O4  UNL     1      -0.960  -1.889   2.298  1.00  0.00           O  
HETATM   23  O5  UNL     1       0.368  -1.572   0.478  1.00  0.00           O  
HETATM   24  H1  UNL     1      -0.346  -3.538  -1.065  1.00  0.00           H  
HETATM   25  H2  UNL     1       0.140  -2.137  -2.168  1.00  0.00           H  
HETATM   26  H3  UNL     1       1.195  -3.577  -2.001  1.00  0.00           H  
HETATM   27  H4  UNL     1       1.693  -3.210   0.211  1.00  0.00           H  
HETATM   28  H5  UNL     1       2.085  -0.804  -1.564  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.883  -2.349  -1.496  1.00  0.00           H  
HETATM   30  H7  UNL     1       3.779  -2.146   0.622  1.00  0.00           H  
HETATM   31  H8  UNL     1       4.354  -0.884  -0.458  1.00  0.00           H  
HETATM   32  H9  UNL     1       2.235  -0.466   1.741  1.00  0.00           H  
HETATM   33  H10 UNL     1       3.984  -0.311   1.968  1.00  0.00           H  
HETATM   34  H11 UNL     1       3.441   1.887   1.667  1.00  0.00           H  
HETATM   35  H12 UNL     1       3.779   1.135  -1.030  1.00  0.00           H  
HETATM   36  H13 UNL     1       1.878   1.442  -0.835  1.00  0.00           H  
HETATM   37  H14 UNL     1       1.126   0.856   0.778  1.00  0.00           H  
HETATM   38  H15 UNL     1       1.508   3.677  -0.203  1.00  0.00           H  
HETATM   39  H16 UNL     1       1.412   3.291   1.526  1.00  0.00           H  
HETATM   40  H17 UNL     1      -0.546   1.911   1.256  1.00  0.00           H  
HETATM   41  H18 UNL     1      -0.748   3.610   0.802  1.00  0.00           H  
HETATM   42  H19 UNL     1      -0.271   2.748  -1.719  1.00  0.00           H  
HETATM   43  H20 UNL     1      -1.843   2.650  -0.959  1.00  0.00           H  
HETATM   44  H21 UNL     1      -1.213   0.705  -2.253  1.00  0.00           H  
HETATM   45  H22 UNL     1      -0.040   0.148  -1.106  1.00  0.00           H  
HETATM   46  H23 UNL     1      -3.378   1.472  -1.563  1.00  0.00           H  
HETATM   47  H24 UNL     1      -6.600   0.600  -0.373  1.00  0.00           H  
HETATM   48  H25 UNL     1      -5.390  -1.030   1.122  1.00  0.00           H  
HETATM   49  H26 UNL     1      -4.156  -2.487   2.443  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   23   27
CONECT    3    4   28   29
CONECT    4    5   30   31
CONECT    5    6   32   33
CONECT    6    7    8   34
CONECT    7   35
CONECT    8    9   36   37
CONECT    9   10   38   39
CONECT   10   11   40   41
CONECT   11   12   42   43
CONECT   12   13   44   45
CONECT   13   14   14   20
CONECT   14   15   46
CONECT   15   16   17   17
CONECT   16   47
CONECT   17   18   48
CONECT   18   19   20   20
CONECT   19   49
CONECT   20   21
CONECT   21   22   22   23
END

HMDB0249153
     RDKit          3D
beta-Zearalanol
 49 50  0  0  0  0  0  0  0  0999 V2000
    0.4662   -2.9066   -1.4681 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2033   -2.3037   -0.2625 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3980   -1.5499   -0.8358 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4501   -1.1793    0.1259 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1784   -0.2304    1.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1716    1.2545    0.7971 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1812    1.3796   -0.1580 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8158    1.5568    0.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2274    2.9003    0.5061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3036    2.6534    0.4590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7967    2.2209   -0.8702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9253    0.7661   -1.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0837    0.1782   -0.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3045    0.7022   -0.8044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5102    0.2909   -0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7087    0.8600   -0.7199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4766   -0.6838    0.6871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2496   -1.2097    1.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2639   -2.2061    2.0753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0349   -0.7947    0.5533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8028   -1.4313    1.0790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9595   -1.8891    2.2978 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3681   -1.5723    0.4781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3458   -3.5380   -1.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1397   -2.1371   -2.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1949   -3.5767   -2.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6931   -3.2099    0.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0846   -0.8042   -1.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8829   -2.3493   -1.4956 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7786   -2.1459    0.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3541   -0.8843   -0.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2354   -0.4660    1.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9837   -0.3108    1.9677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4412    1.8870    1.6668 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7795    1.1349   -1.0297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8781    1.4418   -0.8352 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1256    0.8558    0.7784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5079    3.6773   -0.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4116    3.2912    1.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5456    1.9108    1.2558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7482    3.6105    0.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2706    2.7482   -1.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8433    2.6505   -0.9591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2128    0.7049   -2.2534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0404    0.1482   -1.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3783    1.4722   -1.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6000    0.6002   -0.3730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3900   -1.0302    1.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1561   -2.4869    2.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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
 11 12  1  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
 20 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  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  0
  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
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 14 46  1  0
 16 47  1  0
 17 48  1  0
 19 49  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-(6,10-Dihydroxyundecyl)-beta-resorcylic acid, mu-lactone	HMDB
a-Zearalanol	HMDB
alpha Zearalanol	HMDB
alpha-Zearalanol	HMDB
alpha-Zeranol	HMDB
Dihydroxyundecyl resorcylic acid lactone	HMDB
Frideron	HMDB
MK 188	HMDB
p 1496	HMDB
Ralabol	HMDB
Ralgro	HMDB
Ralone	HMDB
Taleranol	HMDB
Xeranol	HMDB
Zearalanol	HMDB
Zearanol	HMDB
Zerano	HMDB
Zeranol, ban, inn, usan	HMDB
Zeranol	MeSH

Chemical Formula

C₁₈H₂₆O₅

Average Molecular Weight

322.396

Monoisotopic Molecular Weight

322.178023942

IUPAC Name

7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10,11,12-decahydro-1H-2-benzoxacyclotetradecin-1-one

Traditional Name

7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10,11,12-decahydro-2-benzoxacyclotetradecin-1-one

CAS Registry Number

26538-44-3

SMILES

CC1CCCC(O)CCCCCC2=CC(O)=CC(O)=C2C(=O)O1

InChI Identifier

InChI=1S/C18H26O5/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/h10-12,14,19-21H,2-9H2,1H3

InChI Key

DWTTZBARDOXEAM-UHFFFAOYSA-N

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

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	182 - 184 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.16 g/L	ALOGPS
logP	3.23	ALOGPS
logP	4.45	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	8.68	ChemAxon
pKa (Strongest Basic)	-1.3	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	88.25 m³·mol⁻¹	ChemAxon
Polarizability	35.52 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	177.527	31661259
DarkChem	[M-H]-	176.116	31661259
DeepCCS	[M+H]+	177.276	30932474
DeepCCS	[M-H]-	174.79	30932474
DeepCCS	[M-2H]-	207.93	30932474
DeepCCS	[M+Na]+	184.328	30932474
AllCCS	[M+H]+	181.0	32859911
AllCCS	[M+H-H2O]+	177.5	32859911
AllCCS	[M+NH4]+	184.1	32859911
AllCCS	[M+Na]+	185.0	32859911
AllCCS	[M-H]-	185.1	32859911
AllCCS	[M+Na-2H]-	185.6	32859911
AllCCS	[M+HCOO]-	186.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Zeranol	CC1CCCC(O)CCCCCC2=CC(O)=CC(O)=C2C(=O)O1	3550.1	Standard polar	33892256
Zeranol	CC1CCCC(O)CCCCCC2=CC(O)=CC(O)=C2C(=O)O1	2809.3	Standard non polar	33892256
Zeranol	CC1CCCC(O)CCCCCC2=CC(O)=CC(O)=C2C(=O)O1	2826.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Zeranol,1TMS,isomer #1	CC1CCCC(O[Si](C)(C)C)CCCCCC2=CC(O)=CC(O)=C2C(=O)O1	2791.7	Semi standard non polar	33892256
Zeranol,1TMS,isomer #2	CC1CCCC(O)CCCCCC2=CC(O[Si](C)(C)C)=CC(O)=C2C(=O)O1	2828.8	Semi standard non polar	33892256
Zeranol,1TMS,isomer #3	CC1CCCC(O)CCCCCC2=CC(O)=CC(O[Si](C)(C)C)=C2C(=O)O1	2843.0	Semi standard non polar	33892256
Zeranol,2TMS,isomer #1	CC1CCCC(O[Si](C)(C)C)CCCCCC2=CC(O[Si](C)(C)C)=CC(O)=C2C(=O)O1	2808.6	Semi standard non polar	33892256
Zeranol,2TMS,isomer #2	CC1CCCC(O[Si](C)(C)C)CCCCCC2=CC(O)=CC(O[Si](C)(C)C)=C2C(=O)O1	2808.7	Semi standard non polar	33892256
Zeranol,2TMS,isomer #3	CC1CCCC(O)CCCCCC2=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C2C(=O)O1	2861.9	Semi standard non polar	33892256
Zeranol,3TMS,isomer #1	CC1CCCC(O[Si](C)(C)C)CCCCCC2=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C2C(=O)O1	2858.9	Semi standard non polar	33892256
Zeranol,1TBDMS,isomer #1	CC1CCCC(O[Si](C)(C)C(C)(C)C)CCCCCC2=CC(O)=CC(O)=C2C(=O)O1	3037.2	Semi standard non polar	33892256
Zeranol,1TBDMS,isomer #2	CC1CCCC(O)CCCCCC2=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C2C(=O)O1	3100.3	Semi standard non polar	33892256
Zeranol,1TBDMS,isomer #3	CC1CCCC(O)CCCCCC2=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)O1	3077.1	Semi standard non polar	33892256
Zeranol,2TBDMS,isomer #1	CC1CCCC(O[Si](C)(C)C(C)(C)C)CCCCCC2=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C2C(=O)O1	3282.7	Semi standard non polar	33892256
Zeranol,2TBDMS,isomer #2	CC1CCCC(O[Si](C)(C)C(C)(C)C)CCCCCC2=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)O1	3257.7	Semi standard non polar	33892256
Zeranol,2TBDMS,isomer #3	CC1CCCC(O)CCCCCC2=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)O1	3336.8	Semi standard non polar	33892256
Zeranol,3TBDMS,isomer #1	CC1CCCC(O[Si](C)(C)C(C)(C)C)CCCCCC2=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)O1	3541.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Zeranol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pi0-0039000000-13fad28bcc84596403c8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zeranol GC-MS (3 TMS) - 70eV, Positive	splash10-00xr-9400750000-880938071e9cf0d46601	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zeranol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zeranol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zeranol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zeranol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zeranol GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zeranol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zeranol GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zeranol GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zeranol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zeranol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zeranol GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zeranol GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zeranol GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zeranol GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zeranol GC-MS (TBDMS_3_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zeranol 10V, Positive-QTOF	splash10-0ab9-0119000000-dfc5ec37377b5cb44b1f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zeranol 20V, Positive-QTOF	splash10-06di-9467000000-8c76013cb1dc4d675963	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zeranol 40V, Positive-QTOF	splash10-0cdv-9810000000-436eeea064627406d1c2	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zeranol 10V, Negative-QTOF	splash10-00di-0009000000-c6fef88c1fc77cd2daeb	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zeranol 20V, Negative-QTOF	splash10-0fk9-1119000000-ba401efa49d57ecccd16	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zeranol 40V, Negative-QTOF	splash10-054k-2390000000-42d3932aa047c309abda	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zeranol 10V, Negative-QTOF	splash10-00di-0009000000-97dc86be510de646590c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zeranol 20V, Negative-QTOF	splash10-0udi-0009000000-2cd138540b8019f5060d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zeranol 40V, Negative-QTOF	splash10-0gbl-7098000000-932554e8d65256b31a67	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zeranol 10V, Positive-QTOF	splash10-0a4i-0009000000-b59a570e604dc41d65bf	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zeranol 20V, Positive-QTOF	splash10-0a4i-0009000000-43ce6ed6cc07dfd96e01	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zeranol 40V, Positive-QTOF	splash10-0a4i-0093000000-db5e6ea92c271bf7050f	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Zeranol

METLIN ID

Not Available

PubChem Compound

22283

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Roeder RA, Gunn JM: Effects of zeranol on protein turnover in L6 myotubes. Domest Anim Endocrinol. 1987 Jan;4(1):61-7. [PubMed:3333934 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Enzymes

Enzyme Details

1. Sulfotransferase family cytosolic 2B member 1

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of many hormones, neurotransmitters, drugs and xenobiotic compounds. Sulfonation increases the water solubility of most compounds, and therefore their renal excretion, but it can also result in bioactivation to form active metabolites. Sulfates hydroxysteroids like DHEA. Isoform 1 preferentially sulfonates cholesterol, and isoform 2 avidly sulfonates pregnenolone but not cholesterol.
Gene Name:: SULT2B1
Uniprot ID:: O00204
Molecular weight:: 39598.595

Reactions

Zeranol → (14,16-dihydroxy-3-methyl-1-oxo-3,4,5,6,7,8,9,10,11,12-decahydro-1H-2-benzoxacyclotetradecin-7-yl)oxidanesulfonic acid	details

Enzyme Details

2. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Zeranol → 6-[(7,14-dihydroxy-3-methyl-1-oxo-3,4,5,6,7,8,9,10,11,12-decahydro-1H-2-benzoxacyclotetradecin-16-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Zeranol → 6-[(7,16-dihydroxy-3-methyl-1-oxo-3,4,5,6,7,8,9,10,11,12-decahydro-1H-2-benzoxacyclotetradecin-14-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Showing metabocard for Zeranol (HMDB0032702)

MOL for HMDB0032702 (Zeranol)

3D MOL for HMDB0032702 (Zeranol)

3D SDF for HMDB0032702 (Zeranol)

3D-SDF for HMDB0032702 (Zeranol)

PDB for HMDB0032702 (Zeranol)

3D PDB for HMDB0032702 (Zeranol)

SMILES for HMDB0032702 (Zeranol)

INCHI for HMDB0032702 (Zeranol)

Structure for HMDB0032702 (Zeranol)

3D Structure for HMDB0032702 (Zeranol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions