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changeset 1:296bd426527f draft

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planemo upload for repository https://github.com/RECETOX/galaxytools/tree/master/tools/biotransformer commit 4083dcac523ed229543c802acbe1e8d2ffa46358
author recetox
date Thu, 22 Jun 2023 15:18:35 +0000
parents 0b86600b715e
children 90dc951da294
files biotransformer.xml test-data/output1.tsv test-data/output2.tsv test-data/output3.tsv
diffstat 4 files changed, 19 insertions(+), 613 deletions(-) [+]
line wrap: on
line diff
--- a/biotransformer.xml	Tue Jun 06 11:23:51 2023 +0000
+++ b/biotransformer.xml	Thu Jun 22 15:18:35 2023 +0000
@@ -1,4 +1,4 @@
-<tool id="biotransformer" name="BioTransformer" version="@TOOL_VERSION@+galaxy0" profile="21.09">
+<tool id="biotransformer" name="BioTransformer" version="@TOOL_VERSION@+galaxy1" profile="21.09">
     <macros>
         <import>macros.xml</import>
     </macros>
@@ -54,9 +54,24 @@
             <param name="steps" value="1"/>
             <param name="tolerance" value="0.01"/>
             <param name="input_file" value="smiles.csv"/>
-            <output name="output_file" value="output1.tsv"/>
-            <output name="output_file2" value="output2.tsv"/>
-            <output name="output_file3" value="output3.tsv"/>
+            <output name="output_file">
+                <assert_contents>
+                    <has_size value="8600" delta="100"/>
+                    <has_n_lines n="225" delta="10"/>
+                </assert_contents>
+            </output>
+            <output name="output_file2">
+                <assert_contents>
+                    <has_size value="8600" delta="100"/>
+                    <has_n_lines n="225" delta="10"/>
+                </assert_contents>
+            </output>
+            <output name="output_file3">
+                <assert_contents>
+                    <has_size value="7400" delta="100"/>
+                    <has_n_lines n="186" delta="10"/>
+                </assert_contents>
+            </output>
         </test>
     </tests>
     <help>
--- a/test-data/output1.tsv	Tue Jun 06 11:23:51 2023 +0000
+++ /dev/null	Thu Jan 01 00:00:00 1970 +0000
@@ -1,215 +0,0 @@
-	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	"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)=O)C(C(C2O)O)O	"NSC404789
-NSC-404789
-(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(5-methyl-2-propan-2-ylphenoxy)oxane-2-carboxylic acid
-3,5-trihydroxy-6-(2-isopropyl-5-methyl-phenoxy)tetrahydro-2H-pyran-2-carboxylic acid"	346530	C16H22O7	326.13655304400004	1.5474999999999992	0	1	1	BTM00001	BTM00001	Aromatic OH-glucuronidation	BTMR0166	EC 2.4.1.17	HUMAN	NSC404789	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	"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-ylphenyl) hydrogen sulfate
-5-methyl-2-(propan-2-yl)phenyl hydrogen sulfate
-Q27156452"	12456386	C10H14O4S	230.061279928	2.5061999999999993	0	0	0	BTM00002	BTM00002	Sulfonation of phenolic compound	BTMR1376	EC 2.8.2.1	HUMAN	NSC404789	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)c1ccc(C)cc1OC	
-"	InChI=1S/C11H16O/c1-8(2)10-6-5-9(3)7-11(10)12-4/h5-8H,1-4H3	LSQXNMXDFRRDSJ-UHFFFAOYSA-N	CC(C)C1=CC=C(C)C=C1OC	"Thymol methyl ether
-2-Isopropyl-5-methylanisole
-1076-56-8
-O-Methylthymol
-Thymyl methyl ether
-Methyl thymyl ether
-3-Methoxy-p-cymene
-4-Isopropyl-3-methoxytoluene
-1-Isopropyl-2-methoxy-4-methylbenzene
-Methyl thymol ether
-Benzene, 2-methoxy-4-methyl-1-(1-methylethyl)-
-ANISOLE, 2-ISOPROPYL-5-METHYL-
-2-methoxy-4-methyl-1-propan-2-ylbenzene
-1-Methyl-3-methoxy-4-isopropylbenzene
-Benzene,2-methoxy-4-methyl-1-(1-methylethyl)-
-methylthymol
-FEMA No. 3436
-Thymol methyl
-thymol Me ether
-2-Methoxy-4-methyl-1-(1-methylethyl)benzene
-2-methoxy-4-methyl-1-(propan-2-yl)benzene
-Fema3436
-VTE0C4390U
-DTXSID5047617
-NSC-404221
-Methylthymol, o-
-EINECS 214-063-9
-NSC 404221
-BRN 2042889
-UNII-VTE0C4390U
-AI3-03431
-thymyl methyl oxide
-Methyl THYMYL oxide
-starbld0009587
-Thymol derivative, 21
-4-06-00-03335 (Beilstein Handbook Reference)
-3-METHOXY-PARA-CYMENE
-SCHEMBL196752
-2-Isopropyl-5-methyl-Anisole
-CHEMBL2424841
-DTXCID3027617
-CHEBI:167336
-BDBM248170
-Tox21_302575
-MFCD01674973
-NSC404221
-2-ISO PROPYL-5-METHYLANISOLE
-AKOS015914183
-Thymol methyl ether (= methyl thymol)
-NCGC00256877-01
-LS-13985
-CAS-1076-56-8
-CS-0335474
-FT-0754651
-I0996
-1-Methyl-3-methoxy-4-isopropylbenzene, 98%
-D91215
-Q27292012
-1-METHYL-3-METHOXY-4-ISOPROPYL BENZENE [FHFI]
-1-Isopropyl-2-methoxy-4-methylbenzene, analytical standard"	14104	C11H16O	164.120115132	3.493999999999998	0	0	0	BTM00003	BTM00003	Methylation of phenolic compound	BTMR1377	EC 2.1.1.25	HUMAN	NSC404789	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	"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	"SCHEMBL22652590
-2-(2-hydroxypropan-2-yl)-5-methylphenol
-EN300-1838871
-4478-33-5"	11332674	C10H14O2	166.099379688	2.0267999999999997	0	0	0	BTM00004	BTM00004	Hydroxylation of non-terminal aliphatic carbon adjacent to aromatic ring	BTMR1077	"CYP1A2
-CYP2C8
-CYP2C9
-CYP2D6
-CYP3A4"	HUMAN	NSC404789	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)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
-2217-60-9
-Hydrothymoquinone
-Thymoquinol
-p-Cymene-2,5-diol
-1,4-Benzenediol, 2-methyl-5-(1-methylethyl)-
-2-Methyl-5-isopropylhydroquinone
-Hydroquinone, 5-isopropyl-2-methyl-
-2-methyl-5-(propan-2-yl)benzene-1,4-diol
-NSC 34803
-2-ISOPROPYL-5-METHYLBENZENE-1,4-DIOL
-1C2ICM1R8V
-2-methyl-5-(1-methylethyl)-1,4-benzenediol
-NSC-34803
-BRN 2084452
-Thymohydrochinon
-2-methyl-5-propan-2-ylbenzene-1,4-diol
-2-hydroxythymol
-2,5-DIHYDROXY-P-CYMENE
-Thymohydroquinone (I)
-UNII-1C2ICM1R8V
-SCHEMBL69082
-CHEMBL4204349
-2-isopropyl-5-methylhydroquinone
-DTXSID70176706
-WLN: QR DQ B1 EY1&1
-NSC34803
-1, 2-methyl-5-(1-methylethyl)-
-AKOS006274324
-2-isopropyl-5-methyl-benzene-1,4-diol
-CS-0259073
-FT-0700031
-4-HYDROXY-5-ISOPROPYL-2-METHYLPHENOL
-EN300-722422
-Z1198148655
-2-Methyl-5-(1-Methylethyl)cyclohexa-2,5-Diene-1,4-Dione
-9J9
-IMW"	95779	C10H14O2	166.099379688	2.9756	0	0	0	BTM00005	BTM00005	p-Hydroxylation of phenol	BTMR1038	"CYP1A2
-CYP2A6
-CYP2B6
-CYP2C8
-CYP2C9
-CYP2C19
-CYP2D6
-CYP2E1
-CYP3A4"	HUMAN	NSC404789	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(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
-5-(Hydroxymethyl)-2-(propan-2-yl)phenol
-5-hydroxymethyl-2-isopropylphenol
-DTXSID70554040
-2-Isopropyl-5-(hydroxymethyl)phenol"	14002478	C10H14O2	166.099379688	2.1523000000000003	0	0	0	BTM00006	BTM00006	Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring	BTMR1058	"CYP1A2
-CYP2A6
-CYP2B6
-CYP2C8
-CYP2C9
-CYP2C19
-CYP2D6
-CYP2E1
-CYP3A4"	HUMAN	NSC404789	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
-2-(1-hydroxypropan-2-yl)-5-methylphenol
-p-cymene-3,8-diol
-HY-N10925
-p-Mentha-1,3,5-triene-3,9-diol
-CS-0637580"	14432748	C10H14O2	166.099379688	2.0848000000000004	0	0	0	BTM00007	BTM00007	Hydroxylation of terminal methyl	BTMR1061	"CYP1A2
-CYP2A6
-CYP2B6
-CYP2C8
-CYP2C9
-CYP2C19
-CYP2D6
-CYP2E1
-CYP3A4"	HUMAN	NSC404789	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
-5-methyl-2-prop-1-en-2-ylphenol
-Phenol, 5-methyl-2-(1-methylethenyl)-
-m-Cresol, 6-isopropenyl-
-SCHEMBL686122
-2-Isopropenyl-5-methyl-phenol
-DTXSID60423892
-5-Methyl-2-(1-methylethenyl)phenol
-5-Methyl-2-(prop-1-en-2-yl)phenol"	6429037	C10H12O	148.088815004	3.0469000000000004	0	0	0	BTM00008	BTM00008	Terminal desaturation	BTMR1190	"CYP1A2
-CYP2A6
-CYP2C9
-CYP2D6
-CYP3A4"	HUMAN	NSC404789	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
-490-06-2
-3-Isopropyl-6-methylpyrocatechol
-p-cymene-2,3-diol
-3-isopropyl-6-methylbenzene-1,2-diol
-3-isopropyl-6-methylcatechol
-Pyrocatechol, 2-isopropyl-6-methyl-
-93XFQ715UL
-3-methyl-6-(propan-2-yl)benzene-1,2-diol
-1,2-Benzenediol, 3-methyl-6-(1-methylethyl)-
-NSC-40567
-NSC 40567
-BRN 2248022
-3-methyl-6-propan-2-ylbenzene-1,2-diol
-NSC40567
-UNII-93XFQ715UL
-SCHEMBL1494556
-2,3-DIHYDROXY-P-CYMENE
-DTXSID10197652
-AKOS006275160
-3-isopropyl-6-methyl-1,2-benzenediol
-3-methyl-6-propan-2-yl-benzene-1,2-diol
-CS-0353716
-EN300-1599484
-2,3-DIHYDROXY-4-ISOPROPYL-1-METHYLBENZENE
-A828568
-3-METHYL-6-(1-METHYLETHYL)-1,2-BENZENEDIOL"	95873	C10H14O2	166.099379688	2.9756	0	0	0	BTM00009	BTM00009	O-Hydroxylation of phenol	BTMR1037	"CYP1A2
-CYP2A6
-CYP2B6
-CYP2C8
-CYP2C9
-CYP2C19
-CYP2D6
-CYP2E1
-CYP3A4"	HUMAN	NSC404789	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
--- a/test-data/output2.tsv	Tue Jun 06 11:23:51 2023 +0000
+++ /dev/null	Thu Jan 01 00:00:00 1970 +0000
@@ -1,215 +0,0 @@
-	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	"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)=O)C(C(C2O)O)O	"NSC404789
-NSC-404789
-(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(5-methyl-2-propan-2-ylphenoxy)oxane-2-carboxylic acid
-3,5-trihydroxy-6-(2-isopropyl-5-methyl-phenoxy)tetrahydro-2H-pyran-2-carboxylic acid"	346530	C16H22O7	326.13655304400004	1.5474999999999992	0	1	1	BTM00001	BTM00001	Aromatic OH-glucuronidation	BTMR0166	EC 2.4.1.17	HUMAN	NSC404789	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	"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-ylphenyl) hydrogen sulfate
-5-methyl-2-(propan-2-yl)phenyl hydrogen sulfate
-Q27156452"	12456386	C10H14O4S	230.061279928	2.5061999999999993	0	0	0	BTM00002	BTM00002	Sulfonation of phenolic compound	BTMR1376	EC 2.8.2.1	HUMAN	NSC404789	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)c1ccc(C)cc1OC	
-"	InChI=1S/C11H16O/c1-8(2)10-6-5-9(3)7-11(10)12-4/h5-8H,1-4H3	LSQXNMXDFRRDSJ-UHFFFAOYSA-N	CC(C)C1=CC=C(C)C=C1OC	"Thymol methyl ether
-2-Isopropyl-5-methylanisole
-1076-56-8
-O-Methylthymol
-Thymyl methyl ether
-Methyl thymyl ether
-3-Methoxy-p-cymene
-4-Isopropyl-3-methoxytoluene
-1-Isopropyl-2-methoxy-4-methylbenzene
-Methyl thymol ether
-Benzene, 2-methoxy-4-methyl-1-(1-methylethyl)-
-ANISOLE, 2-ISOPROPYL-5-METHYL-
-2-methoxy-4-methyl-1-propan-2-ylbenzene
-1-Methyl-3-methoxy-4-isopropylbenzene
-Benzene,2-methoxy-4-methyl-1-(1-methylethyl)-
-methylthymol
-FEMA No. 3436
-Thymol methyl
-thymol Me ether
-2-Methoxy-4-methyl-1-(1-methylethyl)benzene
-2-methoxy-4-methyl-1-(propan-2-yl)benzene
-Fema3436
-VTE0C4390U
-DTXSID5047617
-NSC-404221
-Methylthymol, o-
-EINECS 214-063-9
-NSC 404221
-BRN 2042889
-UNII-VTE0C4390U
-AI3-03431
-thymyl methyl oxide
-Methyl THYMYL oxide
-starbld0009587
-Thymol derivative, 21
-4-06-00-03335 (Beilstein Handbook Reference)
-3-METHOXY-PARA-CYMENE
-SCHEMBL196752
-2-Isopropyl-5-methyl-Anisole
-CHEMBL2424841
-DTXCID3027617
-CHEBI:167336
-BDBM248170
-Tox21_302575
-MFCD01674973
-NSC404221
-2-ISO PROPYL-5-METHYLANISOLE
-AKOS015914183
-Thymol methyl ether (= methyl thymol)
-NCGC00256877-01
-LS-13985
-CAS-1076-56-8
-CS-0335474
-FT-0754651
-I0996
-1-Methyl-3-methoxy-4-isopropylbenzene, 98%
-D91215
-Q27292012
-1-METHYL-3-METHOXY-4-ISOPROPYL BENZENE [FHFI]
-1-Isopropyl-2-methoxy-4-methylbenzene, analytical standard"	14104	C11H16O	164.120115132	3.493999999999998	0	0	0	BTM00003	BTM00003	Methylation of phenolic compound	BTMR1377	EC 2.1.1.25	HUMAN	NSC404789	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	"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	"SCHEMBL22652590
-2-(2-hydroxypropan-2-yl)-5-methylphenol
-EN300-1838871
-4478-33-5"	11332674	C10H14O2	166.099379688	2.0267999999999997	0	0	0	BTM00004	BTM00004	Hydroxylation of non-terminal aliphatic carbon adjacent to aromatic ring	BTMR1077	"CYP1A2
-CYP2C8
-CYP2C9
-CYP2D6
-CYP3A4"	HUMAN	NSC404789	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)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
-2217-60-9
-Hydrothymoquinone
-Thymoquinol
-p-Cymene-2,5-diol
-1,4-Benzenediol, 2-methyl-5-(1-methylethyl)-
-2-Methyl-5-isopropylhydroquinone
-Hydroquinone, 5-isopropyl-2-methyl-
-2-methyl-5-(propan-2-yl)benzene-1,4-diol
-NSC 34803
-2-ISOPROPYL-5-METHYLBENZENE-1,4-DIOL
-1C2ICM1R8V
-2-methyl-5-(1-methylethyl)-1,4-benzenediol
-NSC-34803
-BRN 2084452
-Thymohydrochinon
-2-methyl-5-propan-2-ylbenzene-1,4-diol
-2-hydroxythymol
-2,5-DIHYDROXY-P-CYMENE
-Thymohydroquinone (I)
-UNII-1C2ICM1R8V
-SCHEMBL69082
-CHEMBL4204349
-2-isopropyl-5-methylhydroquinone
-DTXSID70176706
-WLN: QR DQ B1 EY1&1
-NSC34803
-1, 2-methyl-5-(1-methylethyl)-
-AKOS006274324
-2-isopropyl-5-methyl-benzene-1,4-diol
-CS-0259073
-FT-0700031
-4-HYDROXY-5-ISOPROPYL-2-METHYLPHENOL
-EN300-722422
-Z1198148655
-2-Methyl-5-(1-Methylethyl)cyclohexa-2,5-Diene-1,4-Dione
-9J9
-IMW"	95779	C10H14O2	166.099379688	2.9756	0	0	0	BTM00005	BTM00005	p-Hydroxylation of phenol	BTMR1038	"CYP1A2
-CYP2A6
-CYP2B6
-CYP2C8
-CYP2C9
-CYP2C19
-CYP2D6
-CYP2E1
-CYP3A4"	HUMAN	NSC404789	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(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
-5-(Hydroxymethyl)-2-(propan-2-yl)phenol
-5-hydroxymethyl-2-isopropylphenol
-DTXSID70554040
-2-Isopropyl-5-(hydroxymethyl)phenol"	14002478	C10H14O2	166.099379688	2.1523000000000003	0	0	0	BTM00006	BTM00006	Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring	BTMR1058	"CYP1A2
-CYP2A6
-CYP2B6
-CYP2C8
-CYP2C9
-CYP2C19
-CYP2D6
-CYP2E1
-CYP3A4"	HUMAN	NSC404789	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
-2-(1-hydroxypropan-2-yl)-5-methylphenol
-p-cymene-3,8-diol
-HY-N10925
-p-Mentha-1,3,5-triene-3,9-diol
-CS-0637580"	14432748	C10H14O2	166.099379688	2.0848000000000004	0	0	0	BTM00007	BTM00007	Hydroxylation of terminal methyl	BTMR1061	"CYP1A2
-CYP2A6
-CYP2B6
-CYP2C8
-CYP2C9
-CYP2C19
-CYP2D6
-CYP2E1
-CYP3A4"	HUMAN	NSC404789	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
-5-methyl-2-prop-1-en-2-ylphenol
-Phenol, 5-methyl-2-(1-methylethenyl)-
-m-Cresol, 6-isopropenyl-
-SCHEMBL686122
-2-Isopropenyl-5-methyl-phenol
-DTXSID60423892
-5-Methyl-2-(1-methylethenyl)phenol
-5-Methyl-2-(prop-1-en-2-yl)phenol"	6429037	C10H12O	148.088815004	3.0469000000000004	0	0	0	BTM00008	BTM00008	Terminal desaturation	BTMR1190	"CYP1A2
-CYP2A6
-CYP2C9
-CYP2D6
-CYP3A4"	HUMAN	NSC404789	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
-490-06-2
-3-Isopropyl-6-methylpyrocatechol
-p-cymene-2,3-diol
-3-isopropyl-6-methylbenzene-1,2-diol
-3-isopropyl-6-methylcatechol
-Pyrocatechol, 2-isopropyl-6-methyl-
-93XFQ715UL
-3-methyl-6-(propan-2-yl)benzene-1,2-diol
-1,2-Benzenediol, 3-methyl-6-(1-methylethyl)-
-NSC-40567
-NSC 40567
-BRN 2248022
-3-methyl-6-propan-2-ylbenzene-1,2-diol
-NSC40567
-UNII-93XFQ715UL
-SCHEMBL1494556
-2,3-DIHYDROXY-P-CYMENE
-DTXSID10197652
-AKOS006275160
-3-isopropyl-6-methyl-1,2-benzenediol
-3-methyl-6-propan-2-yl-benzene-1,2-diol
-CS-0353716
-EN300-1599484
-2,3-DIHYDROXY-4-ISOPROPYL-1-METHYLBENZENE
-A828568
-3-METHYL-6-(1-METHYLETHYL)-1,2-BENZENEDIOL"	95873	C10H14O2	166.099379688	2.9756	0	0	0	BTM00009	BTM00009	O-Hydroxylation of phenol	BTMR1037	"CYP1A2
-CYP2A6
-CYP2B6
-CYP2C8
-CYP2C9
-CYP2C19
-CYP2D6
-CYP2E1
-CYP3A4"	HUMAN	NSC404789	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
--- a/test-data/output3.tsv	Tue Jun 06 11:23:51 2023 +0000
+++ /dev/null	Thu Jan 01 00:00:00 1970 +0000
@@ -1,179 +0,0 @@
-	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	"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)=O)C(C(C2O)O)O	"NSC404789
-NSC-404789
-(2S,3S,4S,5R)-3,4,5-trihydroxy-6-(5-methyl-2-propan-2-ylphenoxy)oxane-2-carboxylic acid
-3,5-trihydroxy-6-(2-isopropyl-5-methyl-phenoxy)tetrahydro-2H-pyran-2-carboxylic acid"	346530	C16H22O7	326.13655304400004	1.5474999999999992	0	1	1	BTM00001	BTM00001	Aromatic OH-glucuronidation	BTMR0166	EC 2.4.1.17	HUMAN	NSC404789	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	"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-ylphenyl) hydrogen sulfate
-5-methyl-2-(propan-2-yl)phenyl hydrogen sulfate
-Q27156452"	12456386	C10H14O4S	230.061279928	2.5061999999999993	0	0	0	BTM00002	BTM00002	Sulfonation of phenolic compound	BTMR1376	EC 2.8.2.1	HUMAN	NSC404789	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)c1ccc(C)cc1OC	
-"	InChI=1S/C11H16O/c1-8(2)10-6-5-9(3)7-11(10)12-4/h5-8H,1-4H3	LSQXNMXDFRRDSJ-UHFFFAOYSA-N	CC(C)C1=CC=C(C)C=C1OC	"Thymol methyl ether
-2-Isopropyl-5-methylanisole
-1076-56-8
-O-Methylthymol
-Thymyl methyl ether
-Methyl thymyl ether
-3-Methoxy-p-cymene
-4-Isopropyl-3-methoxytoluene
-1-Isopropyl-2-methoxy-4-methylbenzene
-Methyl thymol ether
-Benzene, 2-methoxy-4-methyl-1-(1-methylethyl)-
-ANISOLE, 2-ISOPROPYL-5-METHYL-
-2-methoxy-4-methyl-1-propan-2-ylbenzene
-1-Methyl-3-methoxy-4-isopropylbenzene
-Benzene,2-methoxy-4-methyl-1-(1-methylethyl)-
-methylthymol
-FEMA No. 3436
-Thymol methyl
-thymol Me ether
-2-Methoxy-4-methyl-1-(1-methylethyl)benzene
-2-methoxy-4-methyl-1-(propan-2-yl)benzene
-Fema3436
-VTE0C4390U
-DTXSID5047617
-NSC-404221
-Methylthymol, o-
-EINECS 214-063-9
-NSC 404221
-BRN 2042889
-UNII-VTE0C4390U
-AI3-03431
-thymyl methyl oxide
-Methyl THYMYL oxide
-starbld0009587
-Thymol derivative, 21
-4-06-00-03335 (Beilstein Handbook Reference)
-3-METHOXY-PARA-CYMENE
-SCHEMBL196752
-2-Isopropyl-5-methyl-Anisole
-CHEMBL2424841
-DTXCID3027617
-CHEBI:167336
-BDBM248170
-Tox21_302575
-MFCD01674973
-NSC404221
-2-ISO PROPYL-5-METHYLANISOLE
-AKOS015914183
-Thymol methyl ether (= methyl thymol)
-NCGC00256877-01
-LS-13985
-CAS-1076-56-8
-CS-0335474
-FT-0754651
-I0996
-1-Methyl-3-methoxy-4-isopropylbenzene, 98%
-D91215
-Q27292012
-1-METHYL-3-METHOXY-4-ISOPROPYL BENZENE [FHFI]
-1-Isopropyl-2-methoxy-4-methylbenzene, analytical standard"	14104	C11H16O	164.120115132	3.493999999999998	0	0	0	BTM00003	BTM00003	Methylation of phenolic compound	BTMR1377	EC 2.1.1.25	HUMAN	NSC404789	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	"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	"SCHEMBL22652590
-2-(2-hydroxypropan-2-yl)-5-methylphenol
-EN300-1838871
-4478-33-5"	11332674	C10H14O2	166.099379688	2.0267999999999997	0	0	0	BTM00004	BTM00004	Hydroxylation of non-terminal aliphatic carbon adjacent to aromatic ring	BTMR1077	"CYP1A2
-CYP2C8
-CYP2C9
-CYP2D6
-CYP3A4"	HUMAN	NSC404789	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)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
-2217-60-9
-Hydrothymoquinone
-Thymoquinol
-p-Cymene-2,5-diol
-1,4-Benzenediol, 2-methyl-5-(1-methylethyl)-
-2-Methyl-5-isopropylhydroquinone
-Hydroquinone, 5-isopropyl-2-methyl-
-2-methyl-5-(propan-2-yl)benzene-1,4-diol
-NSC 34803
-2-ISOPROPYL-5-METHYLBENZENE-1,4-DIOL
-1C2ICM1R8V
-2-methyl-5-(1-methylethyl)-1,4-benzenediol
-NSC-34803
-BRN 2084452
-Thymohydrochinon
-2-methyl-5-propan-2-ylbenzene-1,4-diol
-2-hydroxythymol
-2,5-DIHYDROXY-P-CYMENE
-Thymohydroquinone (I)
-UNII-1C2ICM1R8V
-SCHEMBL69082
-CHEMBL4204349
-2-isopropyl-5-methylhydroquinone
-DTXSID70176706
-WLN: QR DQ B1 EY1&1
-NSC34803
-1, 2-methyl-5-(1-methylethyl)-
-AKOS006274324
-2-isopropyl-5-methyl-benzene-1,4-diol
-CS-0259073
-FT-0700031
-4-HYDROXY-5-ISOPROPYL-2-METHYLPHENOL
-EN300-722422
-Z1198148655
-2-Methyl-5-(1-Methylethyl)cyclohexa-2,5-Diene-1,4-Dione
-9J9
-IMW"	95779	C10H14O2	166.099379688	2.9756	0	0	0	BTM00005	BTM00005	p-Hydroxylation of phenol	BTMR1038	"CYP1A2
-CYP2A6
-CYP2B6
-CYP2C8
-CYP2C9
-CYP2C19
-CYP2D6
-CYP2E1
-CYP3A4"	HUMAN	NSC404789	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(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
-5-(Hydroxymethyl)-2-(propan-2-yl)phenol
-5-hydroxymethyl-2-isopropylphenol
-DTXSID70554040
-2-Isopropyl-5-(hydroxymethyl)phenol"	14002478	C10H14O2	166.099379688	2.1523000000000003	0	0	0	BTM00006	BTM00006	Aliphatic hydroxylation of methyl carbon adjacent to aromatic ring	BTMR1058	"CYP1A2
-CYP2A6
-CYP2B6
-CYP2C8
-CYP2C9
-CYP2C19
-CYP2D6
-CYP2E1
-CYP3A4"	HUMAN	NSC404789	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
-2-(1-hydroxypropan-2-yl)-5-methylphenol
-p-cymene-3,8-diol
-HY-N10925
-p-Mentha-1,3,5-triene-3,9-diol
-CS-0637580"	14432748	C10H14O2	166.099379688	2.0848000000000004	0	0	0	BTM00007	BTM00007	Hydroxylation of terminal methyl	BTMR1061	"CYP1A2
-CYP2A6
-CYP2B6
-CYP2C8
-CYP2C9
-CYP2C19
-CYP2D6
-CYP2E1
-CYP3A4"	HUMAN	NSC404789	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
-5-methyl-2-prop-1-en-2-ylphenol
-Phenol, 5-methyl-2-(1-methylethenyl)-
-m-Cresol, 6-isopropenyl-
-SCHEMBL686122
-2-Isopropenyl-5-methyl-phenol
-DTXSID60423892
-5-Methyl-2-(1-methylethenyl)phenol
-5-Methyl-2-(prop-1-en-2-yl)phenol"	6429037	C10H12O	148.088815004	3.0469000000000004	0	0	0	BTM00008	BTM00008	Terminal desaturation	BTMR1190	"CYP1A2
-CYP2A6
-CYP2C9
-CYP2D6
-CYP3A4"	HUMAN	NSC404789	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