3-hydroxytoluene - Compound Card

3-hydroxytoluene

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3-hydroxytoluene

Structure
Zoomed Structure
  • Family: Fungi - Hypocreaceae
  • Kingdom: Fungi
  • Class: Phenolic
Canonical Smiles Cc1cccc(c1)O
InChI InChI=1S/C7H8O/c1-6-3-2-4-7(8)5-6/h2-5,8H,1H3
InChIKey RLSSMJSEOOYNOY-UHFFFAOYSA-N
Formula C7H8O
HBA 1
HBD 1
MW 108.14
Rotatable Bonds 0
TPSA 20.23
LogP 1.7
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 8
Formal Charge 0
Fraction CSP3 0.14
Exact Mass 108.06
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Geosmithia langdonii Incertae sedis Fungi 240214
2 Hypocrea lixii Hypocreaceae Fungi 1491472

Showing of synonyms

  • Malak LG, Ibrahim MA, et al. (2014). Antileishmanial metabolites from geosmithia langdonii. Journal of Natural Products,2014,77(9),1987-1991. [View] [PubMed]
  • Chebet ON, Omosa LK, et al. (2021). Mechanism of Action of Endophytic Fungi Hypocrea lixii and Beauveria bassiana in Phaseolus vulgaris as Biopesticides against Pea Leafminer and Fall Armyworm. Molecules 2021, 26(18), 5694. [View] [PubMed]
Pubchem: 342
Kegg Ligand: C01467
Chebi: 17231
Nmrshiftdb2: 10008599
Metabolights: MTBLC17231
Drugbank: DB01776
Pdb Ligand: CRS
Bindingdb: 50008548
CPRiL: 9572
Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 108.14 g/mol

Anti-leishmanial

Absorption

Caco-2 (logPapp)
-4.29
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.78
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.69

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.44
Plasma Protein Binding
37.95
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.31
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.88
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
1.08
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.11
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
3.07
Rat (Acute)
2.43
Rat (Chronic Oral)
2.23
Fathead Minnow
3.65
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
206.22
Hydration Free Energy
-6.16
Log(D) at pH=7.4
2.27
Log(P)
2.03
Log S
-0.77
Log(Vapor Pressure)
-1.0
Melting Point
30.73
pKa Acid
10.07
pKa Basic
6.31
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.9538
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.9538
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.9479
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.9479
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.9434
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.9434
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9400
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9400
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9344
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9344
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 3 0.9242
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 3 0.9242
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.9221
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.9221
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8875
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8875
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8875
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8875
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 3 0.8802
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 3 0.8802
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.8642
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.8642
Cytochrome P450 2E1 P05181 CP2E1_HUMAN Homo sapiens 3 0.8624
Cytochrome P450 2E1 P05181 CP2E1_HUMAN Homo sapiens 3 0.8624
glutaryl-CoA dehydrogenase (ETF) Q3JP94 Q3JP94_BURP1 Burkholderia pseudomallei 2 0.8456
glutaryl-CoA dehydrogenase (ETF) Q3JP94 Q3JP94_BURP1 Burkholderia pseudomallei 2 0.8456
rRNA methylase Q8DSS3 Q8DSS3_STRMU Streptococcus mutans serotype c 2 0.8325
rRNA methylase Q8DSS3 Q8DSS3_STRMU Streptococcus mutans serotype c 2 0.8325
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.8189
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.8189
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7936
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7936
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7905
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7905
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7876
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7876
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7855
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7855
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7793
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7793
Fructose-1,6-bisphosphatase 1 P00636 F16P1_PIG Sus scrofa 3 0.7790
Fructose-1,6-bisphosphatase 1 P00636 F16P1_PIG Sus scrofa 3 0.7790
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7766
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7766
Class 10 plant pathogenesis-related protein 2B Q9LLQ2 P102B_LUPLU Lupinus luteus 2 0.7752
Class 10 plant pathogenesis-related protein 2B Q9LLQ2 P102B_LUPLU Lupinus luteus 2 0.7752
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7748
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7748
Catechol 2,3-dioxygenase Q6REQ5 Q6REQ5_9NOCA Rhodococcus sp. DK17 3 0.7735
Catechol 2,3-dioxygenase Q6REQ5 Q6REQ5_9NOCA Rhodococcus sp. DK17 3 0.7735
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 2 0.7731
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 2 0.7731
Dicamba O-demethylase, oxygenase component Q5S3I3 DDMC_STEMA Stenotrophomonas maltophilia 2 0.7671
Dicamba O-demethylase, oxygenase component Q5S3I3 DDMC_STEMA Stenotrophomonas maltophilia 2 0.7671
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7669
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7669
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7626
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7626
Glutathione S-transferase A1 P08263 GSTA1_HUMAN Homo sapiens 2 0.7609
Glutathione S-transferase A1 P08263 GSTA1_HUMAN Homo sapiens 2 0.7609
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7606
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7606
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7596
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7596
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7591
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7591
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 2 0.7583
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 2 0.7583
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7547
Naphthalene 1,2-dioxygenase system, large oxygenase component P0A110 NDOB_PSEPU Pseudomonas putida 2 0.7547
Naphthalene 1,2-dioxygenase system, large oxygenase component P0A110 NDOB_PSEPU Pseudomonas putida 2 0.7547
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7547
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 2 0.7546
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 2 0.7546
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 2 0.7542
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 2 0.7542
Albumin P14639 ALBU_SHEEP Ovis aries 2 0.7512
Albumin P14639 ALBU_SHEEP Ovis aries 2 0.7512
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 2 0.7490
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 2 0.7490
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 2 0.7460
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 2 0.7460
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7447
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7447
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7416
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7416
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7411
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7411
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7371
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7371
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7367
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7367
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7356
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7356
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7340
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7340
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7306
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7306
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7303
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7303
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7295
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7295
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 2 0.7278
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 2 0.7278
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7274
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7274
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7269
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7269
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7261
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7261
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7260
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7260
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7259
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7259
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 2 0.7244
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7244
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 2 0.7244
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7244
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 2 0.7234
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7234
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 2 0.7234
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7234
D(3) dopamine receptor P35462 DRD3_HUMAN Homo sapiens 2 0.7229
D(3) dopamine receptor P35462 DRD3_HUMAN Homo sapiens 2 0.7229
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7197
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7197
Lactoylglutathione lyase Q04760 LGUL_HUMAN Homo sapiens 2 0.7192
Lactoylglutathione lyase Q04760 LGUL_HUMAN Homo sapiens 2 0.7192
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7186
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7186
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7165
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7165
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7154
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 2 0.7154
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7154
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 2 0.7154
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7152
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7152
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7150
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7150
Kynurenine 3-monooxygenase P38169 KMO_YEAST Saccharomyces cerevisiae 2 0.7143
Kynurenine 3-monooxygenase P38169 KMO_YEAST Saccharomyces cerevisiae 2 0.7143
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7142
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7142
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7121
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7121
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7107
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7107
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 2 0.7097
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 2 0.7097
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 2 0.7096
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 2 0.7096
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7083
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7083
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7077
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7077
Holliday junction branch migration complex subunit RuvB Q9PMT7 RUVB_CAMJE Campylobacter jejuni subsp. jejuni serotype O:2 2 0.7063
Holliday junction branch migration complex subunit RuvB Q9PMT7 RUVB_CAMJE Campylobacter jejuni subsp. jejuni serotype O:2 2 0.7063
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7062
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7062
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 2 0.7051
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 2 0.7051
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7051
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7051
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7049
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7049
Aspartate aminotransferase P00509 AAT_ECOLI Escherichia coli 2 0.7039
Aspartate aminotransferase P00509 AAT_ECOLI Escherichia coli 2 0.7039
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 2 0.7032
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 2 0.7032
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7025
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7025
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7013
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7013
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 2 0.7002
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 2 0.7002

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