O-Xylene

Details

• Internal ID: 2fce8e9f-e2cf-442d-9b6d-2aabf9c9bd73
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Xylenes > o-Xylenes
• IUPAC Name: 1,2-xylene
• SMILES (Canonical): CC1=CC=CC=C1C
• SMILES (Isomeric): CC1=CC=CC=C1C
• InChI: InChI=1S/C8H10/c1-7-5-3-4-6-8(7)2/h3-6H,1-2H3
• InChI Key: CTQNGGLPUBDAKN-UHFFFAOYSA-N
• Popularity: 56,970 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₀
• Molecular Weight: 106.16 g/mol
• Exact Mass: 106.078250319 g/mol
• Topological Polar Surface Area (TPSA): 0.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 1,2-Dimethylbenzene
• 1,2-Xylene
• 95-47-6
• Ortho-Xylene
• o-Xylol
• o-Methyltoluene
• 2-Xylene
• o-Dimethylbenzene
• Benzene, 1,2-dimethyl-
• 3,4-Xylene
• 1,2-Dimethylbenzol
• o-Xylenes
• Xylene, o-
• Dimethylbenzene
• Benzene, o-dimethyl-
• 2-Methyltoluene
• CCRIS 905
• NSC 60920
• orthoxylene
• HSDB 134
• EINECS 202-422-2
• UNII-Z2474E14QP
• DTXSID3021807
• CHEBI:28063
• AI3-08197
• Z2474E14QP
• NSC-60920
• O-XYLENE-D4
• o-Xylene-dimethyl-13C2
• P-XYLENE-A,A,A-D3
• 1,2-XYLOL
• BENZENE,1,2-DIMETHYL
• CHEMBL45005
• DTXCID501807
• EC 202-422-2
• MFCD00008519
• O-XYLENE-ALPHA,ALPHA,ALPHA,ALPHA',ALPHA',ALPHA'-D6
• 26204-18-2
• 68411-84-7
• dimethyl benzene
• dimethyl-benzene
• o-xylen
• o-Xileno
• Xylenes ACS
• Xylene, o-isomer
• 1,2-dimethyl-benzene
• o-Xylene, HPLC Grade
• XLO (CHRIS Code)
• Benceno, 1,2-dimetil-
• O-XYLENE [MI]
• 2-XYLENE [HSDB]
• bmse000526
• o-Xylene, anhydrous, 97%
• o-Xylene, analytical standard
• o-Xylene, for HPLC, 98%
• WLN: 1R B1
• o-Xylene, for synthesis, 98%
• 188l
• o-Xylene, Spectrophotometric Grade
• CS-DA-00201
• NSC60920
• o-Xylene 10 microg/mL in Methanol
• Tox21_200658
• BDBM50008560
• STL264206
• o-Xylene 100 microg/mL in Methanol
• AKOS000269058
• o-Xylene, reagent grade, >=98.0%
• LS-1976
• CAS-95-47-6
• NCGC00091662-01
• NCGC00091662-02
• NCGC00091662-03
• NCGC00258212-01
• o-Xylene [UN1307] [Flammable liquid]
• o-Xylene, spectrophotometric grade, 98%
• BS-20678
• o-Xylene [UN1307] [Flammable liquid]
• o-Xylene, SAJ special grade, >=98.5%
• FT-0645147
• FT-0688168
• S0650
• X0012
• EN300-25617
• o-Xylene, puriss. p.a., >=99.0% (GC)
• C07212
• Q2988108
• F1908-0112
• InChI=1/C8H10/c1-7-5-3-4-6-8(7)2/h3-6H,1-2H
• o-Xylene, Pharmaceutical Secondary Standard; Certified Reference Material
• Xy

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	+	0.9707	97.07%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.9143	91.43%
Subcellular localzation	Mitochondria	0.5814	58.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9745	97.45%
OATP1B3 inhibitior	+	0.9689	96.89%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8776	87.76%
P-glycoprotein inhibitior	-	0.9912	99.12%
P-glycoprotein substrate	-	0.9909	99.09%
CYP3A4 substrate	-	0.8105	81.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7340	73.40%
CYP3A4 inhibition	-	0.9514	95.14%
CYP2C9 inhibition	-	0.9149	91.49%
CYP2C19 inhibition	-	0.8550	85.50%
CYP2D6 inhibition	-	0.9337	93.37%
CYP1A2 inhibition	-	0.6612	66.12%
CYP2C8 inhibition	-	0.9581	95.81%
CYP inhibitory promiscuity	-	0.6771	67.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5200	52.00%
Carcinogenicity (trinary)	Non-required	0.4658	46.58%
Eye corrosion	+	0.9894	98.94%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.9493	94.93%
Skin corrosion	-	0.9768	97.68%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7539	75.39%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.9000	90.00%
skin sensitisation	+	0.9711	97.11%
Respiratory toxicity	-	1.0000	100.00%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.9875	98.75%
Nephrotoxicity	+	0.5412	54.12%
Acute Oral Toxicity (c)	III	0.6693	66.93%
Estrogen receptor binding	-	0.9473	94.73%
Androgen receptor binding	-	0.9407	94.07%
Thyroid receptor binding	-	0.8525	85.25%
Glucocorticoid receptor binding	-	0.8962	89.62%
Aromatase binding	-	0.8199	81.99%
PPAR gamma	-	0.9097	90.97%
Honey bee toxicity	-	0.9866	98.66%
Biodegradation	+	0.8500	85.00%
Crustacea aquatic toxicity	+	0.9700	97.00%
Fish aquatic toxicity	+	0.9582	95.82%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL220	P22303	Acetylcholinesterase	4900 nM; 10 nM	IC50; IC50	PMID: 1738151; PMID: 1738151
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	12589.3 nM; 12589.3 nM	Potency; Potency	via CMAUP; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.25%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.73%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	84.50%	94.73%
CHEMBL2581	P07339	Cathepsin D	84.47%	98.95%

Plants that contains it

• Actinidia chinensis
• Artemisia argyi
• Artemisia montana
• Artemisia princeps
• Basella alba
• Carica papaya
• Chaenomeles sinensis
• Cynara cardunculus
• Dendrobium × superbiens
• Festuca arundinacea
• Garcinia mangostana
• Glycyrrhiza
• Gossypium hirsutum
• Juglans nigra
• Nerium oleander
• Panax ginseng
• Phaseolus vulgaris
• Polygonatum odoratum
• Psidium guajava
• Sorghum bicolor
• Tamarix aphylla
• Zea mays

Cross-Links

• PubChem: 7237
• NPASS: NPC238023
• ChEMBL: CHEMBL45005
• LOTUS: LTS0161849
• wikiData: Q2988108