Mercurial > repos > recetox > biotransformer

changeset 2:3998017c374b draft

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"planemo upload for repository https://github.com/RECETOX/galaxytools/tree/master/tools/biotransformer commit 4ce18f4cd02f9fedd53ba3742934b2a63b7f2d6f"
author recetox
date Fri, 25 Sep 2020 14:32:24 +0000
parents 362a66a3889c
children 6080aee7c4f6
files biotransformer.xml test-data/output1.csv test-data/output2.csv test-data/output3.csv test-data/smiles.csv
diffstat 5 files changed, 543 insertions(+), 59 deletions(-) [+]
line wrap: on
line diff
--- a/biotransformer.xml	Tue Sep 22 14:42:15 2020 +0000
+++ b/biotransformer.xml	Fri Sep 25 14:32:24 2020 +0000
@@ -11,25 +11,10 @@
  -s $steps
  -t $tolerance
  -a
- #if $input.type_selector == "sdf"
-	-isdf $input.input_format
- #else if $input.type_selector == "csv"
-	-icsv $input.input_format
- #else
-	-ismi "$input.input_format"
- #end if
-
- #if $output.type_selector == "csv"
-   #if $input.type_selector == "csv"
-	-ocsv $output_file
-        -ocsvDup $output_file2
-        -ocsvDup2 $output_file3
-   #else if $input.type_selector == "smile"
-	-ocsv $output_file
-   #end if
- #else
-	-osdf $output_file
- #end if
+ -icsv $input_file
+ -ocsv $output_file
+ -ocsvDup $output_file2
+ -ocsvDup2 $output_file3
 
   ]]>
   </command>
@@ -49,45 +34,28 @@
     </param>
     <param name="steps" type="integer" value="1" label=" The number of steps for the prediction."/>
     <param name="tolerance" type="float" value="0.01" label="Mass tolerance for metabolite identification."/>
-
-    <conditional name="input">
-    	<param name="type_selector" type="select" label="Input format [SMILES, SDF, CSV].">
-        	<option value="smile" selected="true">SMILES</option>
-		<option value="sdf">SDF</option>
-		<option value="csv">CSV</option>
-        </param>
-        <when value="sdf">
-        	<param name="input_format" argument="-isdf" type="data" format="sdf" label="SDF"/>
-    	</when>
-    	<when value="smile">
-        	<param name="input_format" argument="-ismi" type="text" label="SMILES (example string format: CC(C)C1=CC=C(C)C=C1O )."/>
-    	</when>
-	<when value="csv">
-		<param name="input_format" argument="-csv" type="data" format="csv" label="CSV with one molecule (SMILES format) per line."/>
-	</when>
-    </conditional>
-
-    <conditional name="output">
-        <param name="type_selector" type="select" label="Output format [CSV, SDF].">
-                <option value="osdf" selected="true">SDF</option>
-                <option value="csv">CSV</option>
-        </param>
-    </conditional>
+    <param name="input_file" type="data" format="csv" label="Input CSV file."/>
   </inputs>
 
   <outputs>
-    <data format="csv" name="output_file" label="BioTransformer - output.">
-            <change_format>
-                <when input="output.type_selector" value="osdf" format="sdf" />
-            </change_format>
-    </data>
-    <data format="csv" name="output_file2" label="BioTransformer - filtered CSV output.">
-	  <filter>input['type_selector'] == 'csv'</filter>
-    </data>
-    <data format="csv" name="output_file3" label="BioTransformer - super-filtered CSV output.">
-	  <filter>input['type_selector'] == 'csv'</filter>
-    </data>
+    <data format="csv" name="output_file" label="BioTransformer - output."/>
+    <data format="csv" name="output_file2" label="BioTransformer - filtered CSV output."/>
+    <data format="csv" name="output_file3" label="BioTransformer - super-filtered CSV output."/>
   </outputs>
+
+  <tests>
+    <test>
+      <param name="k" value="pred"/>
+      <param name="b" value="allHuman"/>
+      <param name="steps" value="1"/>
+      <param name="tolerance" value="0.01"/>
+      <param name="input_file" value="smiles.csv"/>
+      <output name="output_file" value="output1.csv"/>
+      <output name="output_file2" value="output2.csv"/>
+      <output name="output_file3" value="output3.csv"/>
+    </test>
+  </tests>
+
   <help>
 BioTransformer is a software tool that predicts small molecule metabolism in mammals, their gut micr obiota,
 as well as the soil/aquatic microbiota. BioTransformer also assists scientists in metabolite identification,
@@ -105,8 +73,7 @@
 
 Parameters explanation:
 
-Input. User can chose from SDF, SMILES and CSV. CSV expects file with one moleluce in SMILES format per line. If CSV
-is selected, OUTPUT MUST BE CSV AS WELL!
+Input. Currently, only a CSV file with one SMILES per line is accepted.
 
 The type of description: Type of biotransformer - EC-based (ecbased), CYP450 (cyp450), Phase II (phaseII), Human gut
 microbial (hgut), human super transformer* (superbio, or allHuman), Environmental microbial (envimicro).
@@ -120,8 +87,6 @@
 duplicates based on 6 columns (InChI, InChIKey, Synonyms, Molecular formula, Major Isotope Mass, AlogP) and third with
 filtered duplicates based on 3 columns (Molecular formula, Major Isotope Mass, AlogP).
 
-Output of BioTransformer with SMILES as an input is 1 CSV file.
-
 (* ) While the 'superbio' option runs a set number of transformation steps in a pre-defined order (e.g. deconjugation
 first, then Oxidation/reduction, etc.), the 'allHuman' option predicts all possible metabolites from any applicable
 reaction(Oxidation, reduction, (de-)conjugation) at each step.
@@ -130,4 +95,3 @@
     <citation type="doi">https://doi.org/10.1186/s13321-018-0324-5</citation>
   </citations>
 </tool>
-
--- /dev/null	Thu Jan 01 00:00:00 1970 +0000
+++ b/test-data/output1.csv	Fri Sep 25 14:32:24 2020 +0000
@@ -0,0 +1,245 @@
+,SMILES query,SMILES target,InChI,InChIKey,SMILES,Synonyms,PUBCHEM_CID,Molecular formula,Major Isotope Mass,ALogP,Lipinski_Violations,Insecticide_Likeness_Violations,Post_Em_Herbicide_Likeness_Violations,Metabolite ID,cdk:Title,Reaction,Reaction ID,Enzyme(s),Biosystem,Precursor ID,Precursor SMILES,Precursor InChI,Precursor InChIKey,Precursor ALogP,Precursor Major Isotope Mass
+0,CC(C)C1=CC=C(C)C=C1O,"Cc1ccc(c(c1)O)C(C)(C)O	
+","InChI=1S/C10H14O2/c1-7-4-5-8(9(11)6-7)10(2,3)12/h4-6,11-12H,1-3H3",UWRRYLNXMGBJKK-UHFFFAOYSA-N,CC(C)(C1=CC=C(C)C=C1O)O,,,C10H14O2,166.099379688,2.0267999999999997,0,0,0,BTM00001,BTM00001,Hydroxylation of penultimate aliphatic carbon adjacent to aromatic carbon,BTMR1076,"CYP1A2
+CYP2C8
+CYP2C9
+CYP2C19
+CYP2D6",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+1,CC(C)C1=CC=C(C)C=C1O,"Cc1ccc(c(c1)O)C(C)(C)O	
+","InChI=1S/C10H14O2/c1-7-4-5-8(9(11)6-7)10(2,3)12/h4-6,11-12H,1-3H3",UWRRYLNXMGBJKK-UHFFFAOYSA-N,CC(C)(C1=CC=C(C)C=C1O)O,,,C10H14O2,166.099379688,2.0267999999999997,0,0,0,BTM00001,BTM00001,Hydroxylation of non-terminal aliphatic carbon adjacent to aromatic ring,BTMR1077,"CYP1A2
+CYP2C8
+CYP2C9
+CYP2D6
+CYP3A4",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+2,CC(C)C1=CC=C(C)C=C1O,"CC(C)c1cc(c(C)cc1O)O	
+","InChI=1S/C10H14O2/c1-6(2)8-5-9(11)7(3)4-10(8)12/h4-6,11-12H,1-3H3",OQIOHYHRGZNZCW-UHFFFAOYSA-N,CC(C)C1=CC(=C(C)C=C1O)O,"Thymohydroquinone
+Hydrothymoquinone
+Thymoquinol
+2217-60-9
+p-Cymene-2,5-diol
+1,4-Benzenediol, 2-methyl-5-(1-methylethyl)-
+2-Methyl-5-isopropylhydroquinone
+Hydroquinone, 5-isopropyl-2-methyl-
+NSC 34803
+UNII-1C2ICM1R8V
+BRN 2084452
+1C2ICM1R8V
+2-ISOPROPYL-5-METHYLBENZENE-1,4-DIOL
+Thymohydrochinon
+Thymohydroquinone (I)
+2-methyl-5-propan-2-ylbenzene-1,4-diol
+SCHEMBL69082
+p-Cymene-2,5-diol (8CI)
+CHEMBL4204349
+CTK8H6569
+DTXSID70176706
+WLN: QR DQ B1 EY1&1
+NSC34803
+1, 2-methyl-5-(1-methylethyl)-
+NSC-34803
+AKOS006274324
+ZINC100292063
+MCULE-6916835293
+2-isopropyl-5-methyl-benzene-1,4-diol
+LS-77299
+5-methyl-2-(methylethyl)benzene-1,4-diol
+2-methyl-5-(propan-2-yl)benzene-1,4-diol
+FT-0700031
+ST51045581
+IMW",95779.0,C10H14O2,166.099379688,2.198500000000001,0,0,0,BTM00002,BTM00002,p-Hydroxylation of phenol,BTMR1038,"CYP1A2
+CYP2A6
+CYP2B6
+CYP2C8
+CYP2C9
+CYP2C19
+CYP2D6
+CYP2E1
+CYP3A4",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+3,CC(C)C1=CC=C(C)C=C1O,"CC(C)c1ccc(cc1O)CO	
+","InChI=1S/C10H14O2/c1-7(2)9-4-3-8(6-11)5-10(9)12/h3-5,7,11-12H,6H2,1-2H3",UNNQYEJIPIBHFS-UHFFFAOYSA-N,CC(C)C1=CC=C(CO)C=C1O,"77311-68-3
+CTK2G0272
+5-hydroxymethyl-2-isopropylphenol
+DTXSID70554040
+2-Isopropyl-5-(hydroxymethyl)phenol
+5-(Hydroxymethyl)-2-(propan-2-yl)phenol
+Benzenemethanol, 3-hydroxy-4-(1-methylethyl)-",14002478.0,C10H14O2,166.099379688,1.3752000000000006,0,0,0,BTM00003,BTM00003,Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring,BTMR1058,"CYP1A2
+CYP2A6
+CYP2B6
+CYP2C8
+CYP2C9
+CYP2C19
+CYP2D6
+CYP2E1
+CYP3A4",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+4,CC(C)C1=CC=C(C)C=C1O,"CC(C)c1c(cc(C)cc1O)O	
+","InChI=1S/C10H14O2/c1-6(2)10-8(11)4-7(3)5-9(10)12/h4-6,11-12H,1-3H3",TUWRZVAMHVWRER-UHFFFAOYSA-N,CC(C)C1=C(C=C(C)C=C1O)O,SCHEMBL1494319,12310887.0,C10H14O2,166.099379688,2.198500000000001,0,0,0,BTM00004,BTM00004,Hydroxylation of benzene on carbon ortho to electron donating group,BTMR1045,"CYP1A2
+CYP2C8
+CYP2C9
+CYP2C19
+CYP2D6
+CYP3A4",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+5,CC(C)C1=CC=C(C)C=C1O,"CC(C)c1ccc(C)c(c1O)O	
+","InChI=1S/C10H14O2/c1-6(2)8-5-4-7(3)9(11)10(8)12/h4-6,11-12H,1-3H3",LYUBXLHGANLIMX-UHFFFAOYSA-N,CC(C)C1=CC=C(C)C(=C1O)O,"Cymopyrocatechol
+3-Isopropyl-6-methylpyrocatechol
+490-06-2
+p-cymene-2,3-diol
+NSC 40567
+Pyrocatechol, 2-isopropyl-6-methyl-
+BRN 2248022
+UNII-93XFQ715UL
+93XFQ715UL
+p-Cymene-2,3-diol (7CI,8CI)
+3-isopropyl-6-methylcatechol
+3-Isopropyl-6-Methyl-Benzene-1,2-Diol
+NSC40567
+3-methyl-6-propan-2-ylbenzene-1,2-diol
+SCHEMBL1494556
+1,2-Benzenediol, 3-methyl-6-(1-methylethyl)- (9CI)
+DTXSID10197652
+5722AF
+NSC-40567
+ZINC96035800
+AKOS006275160
+MCULE-2488475103
+3-methyl-6-propan-2-yl-benzene-1,2-diol
+LS-136440
+3-methyl-6-(propan-2-yl)benzene-1,2-diol
+1,2-Benzenediol, 3-methyl-6-(1-methylethyl)-
+A828568",95873.0,C10H14O2,166.099379688,2.198500000000001,0,0,0,BTM00005,BTM00005,Hydroxylation of benzene on carbon ortho to electron donating group,BTMR1045,"CYP1A2
+CYP2C8
+CYP2C9
+CYP2C19
+CYP2D6
+CYP3A4",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+6,CC(C)C1=CC=C(C)C=C1O,"Cc1ccc(C(C)CO)c(c1)O	
+","InChI=1S/C10H14O2/c1-7-3-4-9(8(2)6-11)10(12)5-7/h3-5,8,11-12H,6H2,1-2H3",CLJPRXFHCRIUKW-UHFFFAOYSA-N,C(C(C)C1=CC=C(C)C=C1O)O,"9-Hydroxythymol
+61955-76-8
+p-Mentha-1,3,5-triene-3,9-diol",14432748.0,C10H14O2,166.099379688,1.5777000000000003,0,0,0,BTM00006,BTM00006,Hydroxylation of terminal methyl,BTMR1061,"CYP1A2
+CYP2A6
+CYP2B6
+CYP2C8
+CYP2C9
+CYP2C19
+CYP2D6
+CYP2E1
+CYP3A4",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+7,CC(C)C1=CC=C(C)C=C1O,"C=C(C)c1ccc(C)cc1O	
+","InChI=1S/C10H12O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-6,11H,1H2,2-3H3",IHWFPRKZRRGTTI-UHFFFAOYSA-N,CC(=C)C1=CC=C(C)C=C1O,"8,9-Dehydrothymol
+2-isopropenyl-5-methylphenol
+18612-99-2
+Phenol, 5-methyl-2-(1-methylethenyl)-
+5-methyl-2-prop-1-en-2-ylphenol
+m-Cresol, 6-isopropenyl-
+SCHEMBL686122
+2-Isopropenyl-5-methyl-phenol
+CTK0E2283
+DTXSID60423892
+5-Methyl-2-(1-methylethenyl)phenol
+5-Methyl-2-(prop-1-en-2-yl)phenol",6429037.0,C10H12O,148.088815004,3.0469000000000004,0,0,0,BTM00007,BTM00007,Terminal desaturation,BTMR1190,"CYP1A2
+CYP2A6
+CYP2C9
+CYP2D6
+CYP3A4",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+8,CC(C)C1=CC=C(C)C=C1O,"CC(C)c1ccc(C)c(c1O)O	
+","InChI=1S/C10H14O2/c1-6(2)8-5-4-7(3)9(11)10(8)12/h4-6,11-12H,1-3H3",LYUBXLHGANLIMX-UHFFFAOYSA-N,CC(C)C1=CC=C(C)C(=C1O)O,"Cymopyrocatechol
+3-Isopropyl-6-methylpyrocatechol
+490-06-2
+p-cymene-2,3-diol
+NSC 40567
+Pyrocatechol, 2-isopropyl-6-methyl-
+BRN 2248022
+UNII-93XFQ715UL
+93XFQ715UL
+p-Cymene-2,3-diol (7CI,8CI)
+3-isopropyl-6-methylcatechol
+3-Isopropyl-6-Methyl-Benzene-1,2-Diol
+NSC40567
+3-methyl-6-propan-2-ylbenzene-1,2-diol
+SCHEMBL1494556
+1,2-Benzenediol, 3-methyl-6-(1-methylethyl)- (9CI)
+DTXSID10197652
+5722AF
+NSC-40567
+ZINC96035800
+AKOS006275160
+MCULE-2488475103
+3-methyl-6-propan-2-yl-benzene-1,2-diol
+LS-136440
+3-methyl-6-(propan-2-yl)benzene-1,2-diol
+1,2-Benzenediol, 3-methyl-6-(1-methylethyl)-
+A828568",95873.0,C10H14O2,166.099379688,2.198500000000001,0,0,0,BTM00005,BTM00005,O-Hydroxylation of phenol,BTMR1037,"CYP1A2
+CYP2A6
+CYP2B6
+CYP2C8
+CYP2C9
+CYP2C19
+CYP2D6
+CYP2E1
+CYP3A4",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+9,CC(C)C1=CC=C(C)C=C1O,"CC(C)C1=C(C=C(C)C2C1O2)O	
+","InChI=1S/C10H14O2/c1-5(2)8-7(11)4-6(3)9-10(8)12-9/h4-5,9-11H,1-3H3",DETRTAMOFLJUIH-UHFFFAOYSA-N,CC(C)C=1C2C(C(C)=CC1O)O2,,,C10H14O2,166.099379688,0.9412999999999996,0,0,0,BTM00008,BTM00008,Epoxidation of arene,BTMR1028,"CYP1A2
+CYP2B6
+CYP2C8
+CYP2C9
+CYP2C19
+CYP2E1
+CYP3A4",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+10,CC(C)C1=CC=C(C)C=C1O,"CC(C)c1ccc(cc1O)CO	
+","InChI=1S/C10H14O2/c1-7(2)9-4-3-8(6-11)5-10(9)12/h3-5,7,11-12H,6H2,1-2H3",UNNQYEJIPIBHFS-UHFFFAOYSA-N,CC(C)C1=CC=C(CO)C=C1O,"77311-68-3
+CTK2G0272
+5-hydroxymethyl-2-isopropylphenol
+DTXSID70554040
+2-Isopropyl-5-(hydroxymethyl)phenol
+5-(Hydroxymethyl)-2-(propan-2-yl)phenol
+Benzenemethanol, 3-hydroxy-4-(1-methylethyl)-",14002478.0,C10H14O2,166.099379688,1.3752000000000006,0,0,0,BTM00003,BTM00003,Allylic hydroxylation,BTMR0071,"CYP1A2
+CYP2B6
+CYP2C19
+CYP2D6
+CYP3A4",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+11,CC(C)C1=CC=C(C)C=C1O,"Cc1ccc(c(c1)O)C(C)(C)O	
+","InChI=1S/C10H14O2/c1-7-4-5-8(9(11)6-7)10(2,3)12/h4-6,11-12H,1-3H3",UWRRYLNXMGBJKK-UHFFFAOYSA-N,CC(C)(C1=CC=C(C)C=C1O)O,,,C10H14O2,166.099379688,2.0267999999999997,0,0,0,BTM00001,BTM00001,Allylic hydroxylation,BTMR0071,"CYP1A2
+CYP2B6
+CYP2C19
+CYP2D6
+CYP3A4",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+12,CC(C)C1=CC=C(C)C=C1O,"Cc1ccc(c(c1)O)C(C)(C)O	
+","InChI=1S/C10H14O2/c1-7-4-5-8(9(11)6-7)10(2,3)12/h4-6,11-12H,1-3H3",UWRRYLNXMGBJKK-UHFFFAOYSA-N,CC(C)(C1=CC=C(C)C=C1O)O,,,C10H14O2,166.099379688,2.0267999999999997,0,0,0,BTM00001,BTM00001,Hydroxylation of penultimate aliphatic tertiary carbon,BTMR1075,"CYP2A6
+CYP2B6
+CYP2C8
+CYP2C9
+CYP2D6
+CYP3A4",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+13,CC(C)C1=CC=C(C)C=C1O,"CC(C)c1ccc(C)cc1OC1C(C(C(C(C(=O)O)O1)O)O)O	
+","InChI=1S/C16H22O7/c1-7(2)9-5-4-8(3)6-10(9)22-16-13(19)11(17)12(18)14(23-16)15(20)21/h4-7,11-14,16-19H,1-3H3,(H,20,21)",ADQJSAVCKZSGMK-UHFFFAOYSA-N,CC(C)C1=CC=C(C)C=C1OC2OC(C(O)C(O)C2O)C(O)=O,"NSC404789
+NSC-404789
+3,5-trihydroxy-6-(2-isopropyl-5-methyl-phenoxy)tetrahydro-2H-pyran-2-carboxylic acid",346530.0,C16H22O7,326.13655304400004,0.6636999999999996,0,1,1,BTM00009,BTM00009,Aromatic OH-glucuronidation,BTMR0166,Bacterial UDP-glucuronosyltransferase,GUTMICRO,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+14,CC(C)C1=CC=C(C)C=C1O,"CC(C)c1ccc(C)cc1OC1C(C(C(C(C(=O)O)O1)O)O)O	
+","InChI=1S/C16H22O7/c1-7(2)9-5-4-8(3)6-10(9)22-16-13(19)11(17)12(18)14(23-16)15(20)21/h4-7,11-14,16-19H,1-3H3,(H,20,21)",ADQJSAVCKZSGMK-UHFFFAOYSA-N,CC(C)C1=CC=C(C)C=C1OC2OC(C(O)C(O)C2O)C(O)=O,"NSC404789
+NSC-404789
+3,5-trihydroxy-6-(2-isopropyl-5-methyl-phenoxy)tetrahydro-2H-pyran-2-carboxylic acid",346530.0,C16H22O7,326.13655304400004,0.6636999999999996,0,1,1,BTM00009,BTM00009,3-OH-Glucuronidation of a phenolic compound,BTMR1231,Bacterial UDP-glucuronosyltransferase,GUTMICRO,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+15,CC(C)C1=CC=C(C)C=C1O,"CC(C)c1ccc(C)cc1OS(=O)(=O)O	
+","InChI=1S/C10H14O4S/c1-7(2)9-5-4-8(3)6-10(9)14-15(11,12)13/h4-7H,1-3H3,(H,11,12,13)",NODSEPOUFZPJEQ-UHFFFAOYSA-N,CC(C)C1=CC=C(C)C=C1OS(O)(=O)=O,"thymol sulfate
+Thymol sulphate
+Thymol sulfuric acid
+Thymol sulphuric acid
+SCHEMBL235717
+CHEBI:82911
+5-methyl-2-(propan-2-yl)phenyl hydrogen sulfate
+Q27156452",12456386.0,C10H14O4S,230.061279928,2.0731,0,0,0,BTM00010,BTM00010,3-OH-Sulfonation of phenolic compound,BTMR0196,SULFOTRANSFERASE,GUTMICRO,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+16,CC(C)C1=CC=C(C)C=C1O,"CC(C)c1ccc(C)cc1OC1C(C(C(C(C(=O)O)O1)O)O)O	
+","InChI=1S/C16H22O7/c1-7(2)9-5-4-8(3)6-10(9)22-16-13(19)11(17)12(18)14(23-16)15(20)21/h4-7,11-14,16-19H,1-3H3,(H,20,21)",ADQJSAVCKZSGMK-UHFFFAOYSA-N,CC(C)C1=CC=C(C)C=C1OC2OC(C(O)C(O)C2O)C(O)=O,"NSC404789
+NSC-404789
+3,5-trihydroxy-6-(2-isopropyl-5-methyl-phenoxy)tetrahydro-2H-pyran-2-carboxylic acid",346530.0,C16H22O7,326.13655304400004,0.6636999999999996,0,1,1,BTM00009,BTM00009,Aromatic OH-glucuronidation,BTMR0166,EC 2.4.1.17,HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+17,CC(C)C1=CC=C(C)C=C1O,"CC(C)c1ccc(C)cc1OC1C(C(C(C(C(=O)O)O1)O)O)O	
+","InChI=1S/C16H22O7/c1-7(2)9-5-4-8(3)6-10(9)22-16-13(19)11(17)12(18)14(23-16)15(20)21/h4-7,11-14,16-19H,1-3H3,(H,20,21)",ADQJSAVCKZSGMK-UHFFFAOYSA-N,CC(C)C1=CC=C(C)C=C1OC2OC(C(O)C(O)C2O)C(O)=O,"NSC404789
+NSC-404789
+3,5-trihydroxy-6-(2-isopropyl-5-methyl-phenoxy)tetrahydro-2H-pyran-2-carboxylic acid",346530.0,C16H22O7,326.13655304400004,0.6636999999999996,0,1,1,BTM00009,BTM00009,3-OH-Glucuronidation of a phenolic compound,BTMR1231,EC 2.4.1.17,HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+18,CC(C)C1=CC=C(C)C=C1O,"CC(C)c1ccc(C)cc1OS(=O)(=O)O	
+","InChI=1S/C10H14O4S/c1-7(2)9-5-4-8(3)6-10(9)14-15(11,12)13/h4-7H,1-3H3,(H,11,12,13)",NODSEPOUFZPJEQ-UHFFFAOYSA-N,CC(C)C1=CC=C(C)C=C1OS(O)(=O)=O,"thymol sulfate
+Thymol sulphate
+Thymol sulfuric acid
+Thymol sulphuric acid
+SCHEMBL235717
+CHEBI:82911
+5-methyl-2-(propan-2-yl)phenyl hydrogen sulfate
+Q27156452",12456386.0,C10H14O4S,230.061279928,2.0731,0,0,0,BTM00010,BTM00010,3-OH-Sulfonation of phenolic compound,BTMR0196,EC 2.8.2.1,HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
--- /dev/null	Thu Jan 01 00:00:00 1970 +0000
+++ b/test-data/output2.csv	Fri Sep 25 14:32:24 2020 +0000
@@ -0,0 +1,157 @@
+,SMILES query,SMILES target,InChI,InChIKey,SMILES,Synonyms,PUBCHEM_CID,Molecular formula,Major Isotope Mass,ALogP,Lipinski_Violations,Insecticide_Likeness_Violations,Post_Em_Herbicide_Likeness_Violations,Metabolite ID,cdk:Title,Reaction,Reaction ID,Enzyme(s),Biosystem,Precursor ID,Precursor SMILES,Precursor InChI,Precursor InChIKey,Precursor ALogP,Precursor Major Isotope Mass
+0,CC(C)C1=CC=C(C)C=C1O,"Cc1ccc(c(c1)O)C(C)(C)O	
+","InChI=1S/C10H14O2/c1-7-4-5-8(9(11)6-7)10(2,3)12/h4-6,11-12H,1-3H3",UWRRYLNXMGBJKK-UHFFFAOYSA-N,CC(C)(C1=CC=C(C)C=C1O)O,,,C10H14O2,166.099379688,2.0267999999999997,0,0,0,BTM00001,BTM00001,Hydroxylation of penultimate aliphatic carbon adjacent to aromatic carbon,BTMR1076,"CYP1A2
+CYP2C8
+CYP2C9
+CYP2C19
+CYP2D6",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+2,CC(C)C1=CC=C(C)C=C1O,"CC(C)c1cc(c(C)cc1O)O	
+","InChI=1S/C10H14O2/c1-6(2)8-5-9(11)7(3)4-10(8)12/h4-6,11-12H,1-3H3",OQIOHYHRGZNZCW-UHFFFAOYSA-N,CC(C)C1=CC(=C(C)C=C1O)O,"Thymohydroquinone
+Hydrothymoquinone
+Thymoquinol
+2217-60-9
+p-Cymene-2,5-diol
+1,4-Benzenediol, 2-methyl-5-(1-methylethyl)-
+2-Methyl-5-isopropylhydroquinone
+Hydroquinone, 5-isopropyl-2-methyl-
+NSC 34803
+UNII-1C2ICM1R8V
+BRN 2084452
+1C2ICM1R8V
+2-ISOPROPYL-5-METHYLBENZENE-1,4-DIOL
+Thymohydrochinon
+Thymohydroquinone (I)
+2-methyl-5-propan-2-ylbenzene-1,4-diol
+SCHEMBL69082
+p-Cymene-2,5-diol (8CI)
+CHEMBL4204349
+CTK8H6569
+DTXSID70176706
+WLN: QR DQ B1 EY1&1
+NSC34803
+1, 2-methyl-5-(1-methylethyl)-
+NSC-34803
+AKOS006274324
+ZINC100292063
+MCULE-6916835293
+2-isopropyl-5-methyl-benzene-1,4-diol
+LS-77299
+5-methyl-2-(methylethyl)benzene-1,4-diol
+2-methyl-5-(propan-2-yl)benzene-1,4-diol
+FT-0700031
+ST51045581
+IMW",95779.0,C10H14O2,166.099379688,2.198500000000001,0,0,0,BTM00002,BTM00002,p-Hydroxylation of phenol,BTMR1038,"CYP1A2
+CYP2A6
+CYP2B6
+CYP2C8
+CYP2C9
+CYP2C19
+CYP2D6
+CYP2E1
+CYP3A4",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+3,CC(C)C1=CC=C(C)C=C1O,"CC(C)c1ccc(cc1O)CO	
+","InChI=1S/C10H14O2/c1-7(2)9-4-3-8(6-11)5-10(9)12/h3-5,7,11-12H,6H2,1-2H3",UNNQYEJIPIBHFS-UHFFFAOYSA-N,CC(C)C1=CC=C(CO)C=C1O,"77311-68-3
+CTK2G0272
+5-hydroxymethyl-2-isopropylphenol
+DTXSID70554040
+2-Isopropyl-5-(hydroxymethyl)phenol
+5-(Hydroxymethyl)-2-(propan-2-yl)phenol
+Benzenemethanol, 3-hydroxy-4-(1-methylethyl)-",14002478.0,C10H14O2,166.099379688,1.3752000000000006,0,0,0,BTM00003,BTM00003,Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring,BTMR1058,"CYP1A2
+CYP2A6
+CYP2B6
+CYP2C8
+CYP2C9
+CYP2C19
+CYP2D6
+CYP2E1
+CYP3A4",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+4,CC(C)C1=CC=C(C)C=C1O,"CC(C)c1c(cc(C)cc1O)O	
+","InChI=1S/C10H14O2/c1-6(2)10-8(11)4-7(3)5-9(10)12/h4-6,11-12H,1-3H3",TUWRZVAMHVWRER-UHFFFAOYSA-N,CC(C)C1=C(C=C(C)C=C1O)O,SCHEMBL1494319,12310887.0,C10H14O2,166.099379688,2.198500000000001,0,0,0,BTM00004,BTM00004,Hydroxylation of benzene on carbon ortho to electron donating group,BTMR1045,"CYP1A2
+CYP2C8
+CYP2C9
+CYP2C19
+CYP2D6
+CYP3A4",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+5,CC(C)C1=CC=C(C)C=C1O,"CC(C)c1ccc(C)c(c1O)O	
+","InChI=1S/C10H14O2/c1-6(2)8-5-4-7(3)9(11)10(8)12/h4-6,11-12H,1-3H3",LYUBXLHGANLIMX-UHFFFAOYSA-N,CC(C)C1=CC=C(C)C(=C1O)O,"Cymopyrocatechol
+3-Isopropyl-6-methylpyrocatechol
+490-06-2
+p-cymene-2,3-diol
+NSC 40567
+Pyrocatechol, 2-isopropyl-6-methyl-
+BRN 2248022
+UNII-93XFQ715UL
+93XFQ715UL
+p-Cymene-2,3-diol (7CI,8CI)
+3-isopropyl-6-methylcatechol
+3-Isopropyl-6-Methyl-Benzene-1,2-Diol
+NSC40567
+3-methyl-6-propan-2-ylbenzene-1,2-diol
+SCHEMBL1494556
+1,2-Benzenediol, 3-methyl-6-(1-methylethyl)- (9CI)
+DTXSID10197652
+5722AF
+NSC-40567
+ZINC96035800
+AKOS006275160
+MCULE-2488475103
+3-methyl-6-propan-2-yl-benzene-1,2-diol
+LS-136440
+3-methyl-6-(propan-2-yl)benzene-1,2-diol
+1,2-Benzenediol, 3-methyl-6-(1-methylethyl)-
+A828568",95873.0,C10H14O2,166.099379688,2.198500000000001,0,0,0,BTM00005,BTM00005,Hydroxylation of benzene on carbon ortho to electron donating group,BTMR1045,"CYP1A2
+CYP2C8
+CYP2C9
+CYP2C19
+CYP2D6
+CYP3A4",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+6,CC(C)C1=CC=C(C)C=C1O,"Cc1ccc(C(C)CO)c(c1)O	
+","InChI=1S/C10H14O2/c1-7-3-4-9(8(2)6-11)10(12)5-7/h3-5,8,11-12H,6H2,1-2H3",CLJPRXFHCRIUKW-UHFFFAOYSA-N,C(C(C)C1=CC=C(C)C=C1O)O,"9-Hydroxythymol
+61955-76-8
+p-Mentha-1,3,5-triene-3,9-diol",14432748.0,C10H14O2,166.099379688,1.5777000000000003,0,0,0,BTM00006,BTM00006,Hydroxylation of terminal methyl,BTMR1061,"CYP1A2
+CYP2A6
+CYP2B6
+CYP2C8
+CYP2C9
+CYP2C19
+CYP2D6
+CYP2E1
+CYP3A4",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+7,CC(C)C1=CC=C(C)C=C1O,"C=C(C)c1ccc(C)cc1O	
+","InChI=1S/C10H12O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-6,11H,1H2,2-3H3",IHWFPRKZRRGTTI-UHFFFAOYSA-N,CC(=C)C1=CC=C(C)C=C1O,"8,9-Dehydrothymol
+2-isopropenyl-5-methylphenol
+18612-99-2
+Phenol, 5-methyl-2-(1-methylethenyl)-
+5-methyl-2-prop-1-en-2-ylphenol
+m-Cresol, 6-isopropenyl-
+SCHEMBL686122
+2-Isopropenyl-5-methyl-phenol
+CTK0E2283
+DTXSID60423892
+5-Methyl-2-(1-methylethenyl)phenol
+5-Methyl-2-(prop-1-en-2-yl)phenol",6429037.0,C10H12O,148.088815004,3.0469000000000004,0,0,0,BTM00007,BTM00007,Terminal desaturation,BTMR1190,"CYP1A2
+CYP2A6
+CYP2C9
+CYP2D6
+CYP3A4",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+9,CC(C)C1=CC=C(C)C=C1O,"CC(C)C1=C(C=C(C)C2C1O2)O	
+","InChI=1S/C10H14O2/c1-5(2)8-7(11)4-6(3)9-10(8)12-9/h4-5,9-11H,1-3H3",DETRTAMOFLJUIH-UHFFFAOYSA-N,CC(C)C=1C2C(C(C)=CC1O)O2,,,C10H14O2,166.099379688,0.9412999999999996,0,0,0,BTM00008,BTM00008,Epoxidation of arene,BTMR1028,"CYP1A2
+CYP2B6
+CYP2C8
+CYP2C9
+CYP2C19
+CYP2E1
+CYP3A4",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+13,CC(C)C1=CC=C(C)C=C1O,"CC(C)c1ccc(C)cc1OC1C(C(C(C(C(=O)O)O1)O)O)O	
+","InChI=1S/C16H22O7/c1-7(2)9-5-4-8(3)6-10(9)22-16-13(19)11(17)12(18)14(23-16)15(20)21/h4-7,11-14,16-19H,1-3H3,(H,20,21)",ADQJSAVCKZSGMK-UHFFFAOYSA-N,CC(C)C1=CC=C(C)C=C1OC2OC(C(O)C(O)C2O)C(O)=O,"NSC404789
+NSC-404789
+3,5-trihydroxy-6-(2-isopropyl-5-methyl-phenoxy)tetrahydro-2H-pyran-2-carboxylic acid",346530.0,C16H22O7,326.13655304400004,0.6636999999999996,0,1,1,BTM00009,BTM00009,Aromatic OH-glucuronidation,BTMR0166,Bacterial UDP-glucuronosyltransferase,GUTMICRO,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+15,CC(C)C1=CC=C(C)C=C1O,"CC(C)c1ccc(C)cc1OS(=O)(=O)O	
+","InChI=1S/C10H14O4S/c1-7(2)9-5-4-8(3)6-10(9)14-15(11,12)13/h4-7H,1-3H3,(H,11,12,13)",NODSEPOUFZPJEQ-UHFFFAOYSA-N,CC(C)C1=CC=C(C)C=C1OS(O)(=O)=O,"thymol sulfate
+Thymol sulphate
+Thymol sulfuric acid
+Thymol sulphuric acid
+SCHEMBL235717
+CHEBI:82911
+5-methyl-2-(propan-2-yl)phenyl hydrogen sulfate
+Q27156452",12456386.0,C10H14O4S,230.061279928,2.0731,0,0,0,BTM00010,BTM00010,3-OH-Sulfonation of phenolic compound,BTMR0196,SULFOTRANSFERASE,GUTMICRO,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
--- /dev/null	Thu Jan 01 00:00:00 1970 +0000
+++ b/test-data/output3.csv	Fri Sep 25 14:32:24 2020 +0000
@@ -0,0 +1,117 @@
+,SMILES query,SMILES target,InChI,InChIKey,SMILES,Synonyms,PUBCHEM_CID,Molecular formula,Major Isotope Mass,ALogP,Lipinski_Violations,Insecticide_Likeness_Violations,Post_Em_Herbicide_Likeness_Violations,Metabolite ID,cdk:Title,Reaction,Reaction ID,Enzyme(s),Biosystem,Precursor ID,Precursor SMILES,Precursor InChI,Precursor InChIKey,Precursor ALogP,Precursor Major Isotope Mass
+0,CC(C)C1=CC=C(C)C=C1O,"Cc1ccc(c(c1)O)C(C)(C)O	
+","InChI=1S/C10H14O2/c1-7-4-5-8(9(11)6-7)10(2,3)12/h4-6,11-12H,1-3H3",UWRRYLNXMGBJKK-UHFFFAOYSA-N,CC(C)(C1=CC=C(C)C=C1O)O,,,C10H14O2,166.099379688,2.0267999999999997,0,0,0,BTM00001,BTM00001,Hydroxylation of penultimate aliphatic carbon adjacent to aromatic carbon,BTMR1076,"CYP1A2
+CYP2C8
+CYP2C9
+CYP2C19
+CYP2D6",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+2,CC(C)C1=CC=C(C)C=C1O,"CC(C)c1cc(c(C)cc1O)O	
+","InChI=1S/C10H14O2/c1-6(2)8-5-9(11)7(3)4-10(8)12/h4-6,11-12H,1-3H3",OQIOHYHRGZNZCW-UHFFFAOYSA-N,CC(C)C1=CC(=C(C)C=C1O)O,"Thymohydroquinone
+Hydrothymoquinone
+Thymoquinol
+2217-60-9
+p-Cymene-2,5-diol
+1,4-Benzenediol, 2-methyl-5-(1-methylethyl)-
+2-Methyl-5-isopropylhydroquinone
+Hydroquinone, 5-isopropyl-2-methyl-
+NSC 34803
+UNII-1C2ICM1R8V
+BRN 2084452
+1C2ICM1R8V
+2-ISOPROPYL-5-METHYLBENZENE-1,4-DIOL
+Thymohydrochinon
+Thymohydroquinone (I)
+2-methyl-5-propan-2-ylbenzene-1,4-diol
+SCHEMBL69082
+p-Cymene-2,5-diol (8CI)
+CHEMBL4204349
+CTK8H6569
+DTXSID70176706
+WLN: QR DQ B1 EY1&1
+NSC34803
+1, 2-methyl-5-(1-methylethyl)-
+NSC-34803
+AKOS006274324
+ZINC100292063
+MCULE-6916835293
+2-isopropyl-5-methyl-benzene-1,4-diol
+LS-77299
+5-methyl-2-(methylethyl)benzene-1,4-diol
+2-methyl-5-(propan-2-yl)benzene-1,4-diol
+FT-0700031
+ST51045581
+IMW",95779.0,C10H14O2,166.099379688,2.198500000000001,0,0,0,BTM00002,BTM00002,p-Hydroxylation of phenol,BTMR1038,"CYP1A2
+CYP2A6
+CYP2B6
+CYP2C8
+CYP2C9
+CYP2C19
+CYP2D6
+CYP2E1
+CYP3A4",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+3,CC(C)C1=CC=C(C)C=C1O,"CC(C)c1ccc(cc1O)CO	
+","InChI=1S/C10H14O2/c1-7(2)9-4-3-8(6-11)5-10(9)12/h3-5,7,11-12H,6H2,1-2H3",UNNQYEJIPIBHFS-UHFFFAOYSA-N,CC(C)C1=CC=C(CO)C=C1O,"77311-68-3
+CTK2G0272
+5-hydroxymethyl-2-isopropylphenol
+DTXSID70554040
+2-Isopropyl-5-(hydroxymethyl)phenol
+5-(Hydroxymethyl)-2-(propan-2-yl)phenol
+Benzenemethanol, 3-hydroxy-4-(1-methylethyl)-",14002478.0,C10H14O2,166.099379688,1.3752000000000006,0,0,0,BTM00003,BTM00003,Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring,BTMR1058,"CYP1A2
+CYP2A6
+CYP2B6
+CYP2C8
+CYP2C9
+CYP2C19
+CYP2D6
+CYP2E1
+CYP3A4",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+6,CC(C)C1=CC=C(C)C=C1O,"Cc1ccc(C(C)CO)c(c1)O	
+","InChI=1S/C10H14O2/c1-7-3-4-9(8(2)6-11)10(12)5-7/h3-5,8,11-12H,6H2,1-2H3",CLJPRXFHCRIUKW-UHFFFAOYSA-N,C(C(C)C1=CC=C(C)C=C1O)O,"9-Hydroxythymol
+61955-76-8
+p-Mentha-1,3,5-triene-3,9-diol",14432748.0,C10H14O2,166.099379688,1.5777000000000003,0,0,0,BTM00006,BTM00006,Hydroxylation of terminal methyl,BTMR1061,"CYP1A2
+CYP2A6
+CYP2B6
+CYP2C8
+CYP2C9
+CYP2C19
+CYP2D6
+CYP2E1
+CYP3A4",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+7,CC(C)C1=CC=C(C)C=C1O,"C=C(C)c1ccc(C)cc1O	
+","InChI=1S/C10H12O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-6,11H,1H2,2-3H3",IHWFPRKZRRGTTI-UHFFFAOYSA-N,CC(=C)C1=CC=C(C)C=C1O,"8,9-Dehydrothymol
+2-isopropenyl-5-methylphenol
+18612-99-2
+Phenol, 5-methyl-2-(1-methylethenyl)-
+5-methyl-2-prop-1-en-2-ylphenol
+m-Cresol, 6-isopropenyl-
+SCHEMBL686122
+2-Isopropenyl-5-methyl-phenol
+CTK0E2283
+DTXSID60423892
+5-Methyl-2-(1-methylethenyl)phenol
+5-Methyl-2-(prop-1-en-2-yl)phenol",6429037.0,C10H12O,148.088815004,3.0469000000000004,0,0,0,BTM00007,BTM00007,Terminal desaturation,BTMR1190,"CYP1A2
+CYP2A6
+CYP2C9
+CYP2D6
+CYP3A4",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+9,CC(C)C1=CC=C(C)C=C1O,"CC(C)C1=C(C=C(C)C2C1O2)O	
+","InChI=1S/C10H14O2/c1-5(2)8-7(11)4-6(3)9-10(8)12-9/h4-5,9-11H,1-3H3",DETRTAMOFLJUIH-UHFFFAOYSA-N,CC(C)C=1C2C(C(C)=CC1O)O2,,,C10H14O2,166.099379688,0.9412999999999996,0,0,0,BTM00008,BTM00008,Epoxidation of arene,BTMR1028,"CYP1A2
+CYP2B6
+CYP2C8
+CYP2C9
+CYP2C19
+CYP2E1
+CYP3A4",HUMAN,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+13,CC(C)C1=CC=C(C)C=C1O,"CC(C)c1ccc(C)cc1OC1C(C(C(C(C(=O)O)O1)O)O)O	
+","InChI=1S/C16H22O7/c1-7(2)9-5-4-8(3)6-10(9)22-16-13(19)11(17)12(18)14(23-16)15(20)21/h4-7,11-14,16-19H,1-3H3,(H,20,21)",ADQJSAVCKZSGMK-UHFFFAOYSA-N,CC(C)C1=CC=C(C)C=C1OC2OC(C(O)C(O)C2O)C(O)=O,"NSC404789
+NSC-404789
+3,5-trihydroxy-6-(2-isopropyl-5-methyl-phenoxy)tetrahydro-2H-pyran-2-carboxylic acid",346530.0,C16H22O7,326.13655304400004,0.6636999999999996,0,1,1,BTM00009,BTM00009,Aromatic OH-glucuronidation,BTMR0166,Bacterial UDP-glucuronosyltransferase,GUTMICRO,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
+15,CC(C)C1=CC=C(C)C=C1O,"CC(C)c1ccc(C)cc1OS(=O)(=O)O	
+","InChI=1S/C10H14O4S/c1-7(2)9-5-4-8(3)6-10(9)14-15(11,12)13/h4-7H,1-3H3,(H,11,12,13)",NODSEPOUFZPJEQ-UHFFFAOYSA-N,CC(C)C1=CC=C(C)C=C1OS(O)(=O)=O,"thymol sulfate
+Thymol sulphate
+Thymol sulfuric acid
+Thymol sulphuric acid
+SCHEMBL235717
+CHEBI:82911
+5-methyl-2-(propan-2-yl)phenyl hydrogen sulfate
+Q27156452",12456386.0,C10H14O4S,230.061279928,2.0731,0,0,0,BTM00010,BTM00010,3-OH-Sulfonation of phenolic compound,BTMR0196,SULFOTRANSFERASE,GUTMICRO,,CC(C)C1=CC=C(C)C=C1O,"InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)6-10(9)11/h4-7,11H,1-3H3",MGSRCZKZVOBKFT-UHFFFAOYSA-N,,150.1044
--- /dev/null	Thu Jan 01 00:00:00 1970 +0000
+++ b/test-data/smiles.csv	Fri Sep 25 14:32:24 2020 +0000
@@ -0,0 +1,1 @@
+CC(C)C1=CC=C(C)C=C1O
\ No newline at end of file