O-xylene - Compound Card

O-xylene

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O-xylene

Structure
Zoomed Structure
  • Family: Plantae - Burseraceae
  • Kingdom: Plantae
  • Class: Monoaromatic
Canonical Smiles Cc1ccccc1C
InChI InChI=1S/C8H10/c1-7-5-3-4-6-8(7)2/h3-6H,1-2H3
InChIKey CTQNGGLPUBDAKN-UHFFFAOYSA-N
Formula C8H10
HBA 0
HBD 0
MW 106.17
Rotatable Bonds 0
TPSA 0.0
LogP 2.3
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 8
Formal Charge 0
Fraction CSP3 0.25
Exact Mass 106.08
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Commiphora quadricincta Burseraceae Plantae 2248429

Showing of synonyms

  • Assad YOH, Torto B, et al. (1997). Seasonal variation in the essential oil composition of Commiphora quadricincta and its effect on the maturation of immature adults of the desert locust, Schistocerca gregaria. Phytochemistry,1997,44(5),833-841. [View] [PubMed]
Pubchem: 7237
Kegg Ligand: C07212
Chebi: 28063
Nmrshiftdb2: 10008608
Pdb Ligand: OXE
Bindingdb: 50008560
CPRiL: 22721
Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 106.17 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-3.94
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.29
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.32

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.76
Plasma Protein Binding
9.49
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
7.16
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
2.12
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
0.38
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.95
Micronucleos
Safe
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
3.37
Rat (Acute)
1.6
Rat (Chronic Oral)
2.06
Fathead Minnow
3.56
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
148.39
Hydration Free Energy
-0.98
Log(D) at pH=7.4
2.89
Log(P)
3.1
Log S
-2.8
Log(Vapor Pressure)
0.65
Melting Point
-27.87
pKa Acid
14.84
pKa Basic
7.26
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8963
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8963
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8850
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8850
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.8691
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.8691
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.8214
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.8214
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7981
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7981
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7870
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7870
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7857
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7857
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7832
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7832
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7827
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7827
Kynurenine 3-monooxygenase P38169 KMO_YEAST Saccharomyces cerevisiae 2 0.7718
Kynurenine 3-monooxygenase P38169 KMO_YEAST Saccharomyces cerevisiae 2 0.7718
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7700
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7700
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7668
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7668
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7654
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7654
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7609
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7609
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 2 0.7603
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 2 0.7603
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7602
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7602
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7563
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7563
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7555
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7555
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7547
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7547
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7538
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7538
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7519
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7519
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7499
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7499
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7485
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7485
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7482
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7482
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7477
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7477
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7463
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7463
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7461
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7461
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7446
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7446
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 2 0.7432
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 2 0.7432
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7372
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7372
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7371
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7371
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7368
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7368
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 2 0.7363
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 2 0.7363
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7358
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7358
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 2 0.7347
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 2 0.7347
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7336
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7336
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7333
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7333
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7323
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7323
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 2 0.7305
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 2 0.7305
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 2 0.7302
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 2 0.7302
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7292
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7292
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7283
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7283
D(3) dopamine receptor P35462 DRD3_HUMAN Homo sapiens 2 0.7273
D(3) dopamine receptor P35462 DRD3_HUMAN Homo sapiens 2 0.7273
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7265
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7265
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7264
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7264
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7259
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7259
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 2 0.7259
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 2 0.7259
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7256
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7256
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7253
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7253
cAMP-dependent protein kinase catalytic subunit alpha P17612 KAPCA_HUMAN Homo sapiens 2 0.7233
cAMP-dependent protein kinase catalytic subunit alpha P17612 KAPCA_HUMAN Homo sapiens 2 0.7233
Cytochrome P450 2E1 P05181 CP2E1_HUMAN Homo sapiens 2 0.7224
Cytochrome P450 2E1 P05181 CP2E1_HUMAN Homo sapiens 2 0.7224
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7220
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7220
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7170
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7170
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7164
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7164
Cytochrome P450 2A6 P11509 CP2A6_HUMAN Homo sapiens 2 0.7158
Cytochrome P450 2A6 P11509 CP2A6_HUMAN Homo sapiens 2 0.7158
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7130
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7130
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7121
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7121
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7117
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7117
Trichosurin Q29147 TRIC_TRIVU Trichosurus vulpecula 2 0.7112
Trichosurin Q29147 TRIC_TRIVU Trichosurus vulpecula 2 0.7112
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 2 0.7100
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 2 0.7100
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7081
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7081
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7079
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7079
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7076
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7076
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 2 0.7066
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 2 0.7066
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7049
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7049
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7034
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7034
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7032
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7032
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7023
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7023
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 2 0.7021
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 2 0.7021
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7019
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7019
4-chlorobenzoyl CoA ligase Q8GN86 Q8GN86_9BURK Alcaligenes sp. AL3007 2 0.7014
4-chlorobenzoyl CoA ligase Q8GN86 Q8GN86_9BURK Alcaligenes sp. AL3007 2 0.7014
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7001
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7001

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