P-Xylene

Details

• Internal ID: 2aab5034-10d9-4597-a576-86b5892aac81
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Xylenes > p-Xylenes
• IUPAC Name: 1,4-xylene
• SMILES (Canonical): CC1=CC=C(C=C1)C
• SMILES (Isomeric): CC1=CC=C(C=C1)C
• InChI: InChI=1S/C8H10/c1-7-3-5-8(2)6-4-7/h3-6H,1-2H3
• InChI Key: URLKBWYHVLBVBO-UHFFFAOYSA-N
• Popularity: 8,587 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: 3.20
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 1,4-Dimethylbenzene
• Para-Xylene
• 106-42-3
• 1,4-Xylene
• p-Methyltoluene
• p-Dimethylbenzene
• p-Xylol
• Benzene, 1,4-dimethyl-
• 4-Xylene
• 4-Methyltoluene
• Chromar
• Scintillar
• 1,4-Dimethylbenzol
• paraxylene
• Xylene, p-
• Benzene, p-dimethyl-
• CCRIS 910
• NSC 72419
• HSDB 136
• p-Xylenes
• Xylene, p-isomer
• EINECS 203-396-5
• UNII-6WAC1O477V
• 6WAC1O477V
• DTXSID2021868
• CHEBI:27417
• AI3-52255
• NSC-72419
• CHEMBL31561
• p-Xylene-alpha,alpha'-13C2
• DTXCID701868
• 68650-36-2
• EC 203-396-5
• p-Xylene-2,3,5,6-d4
• 68411-39-2
• PXY
• Solvent xylene
• p-xylen
• p-Xileno
• MFCD00008556
• p-Xylol (DOT)
• 1,4-dimethyl benzene
• 1,4-dimethyl-benzene
• XLP (CHRIS Code)
• Benceno, 1,4-dimetil-
• P-XYLENE [MI]
• 4-XYLENE [HSDB]
• bmse000834
• p-Xylene, analytical standard
• BENZENE,1,4-DIMETHYL
• WLN: 1R D1
• p-Xylene, anhydrous, >=99%
• p-Xylene, for synthesis, 99%
• 187l
• p-Xylene, for HPLC, >=99%
• p-Xylene, ReagentPlus(R), 99%
• NSC72419
• p-Xylene 10 microg/mL in Methanol
• Tox21_201113
• BDBM50008567
• Benzene, 1,2(or 1,4)-dimethyl-
• c0083
• LS-397
• STL264212
• AKOS000121124
• p-Xylene 5000 microg/mL in Methanol
• p-Xylene, purum, >=98.0% (GC)
• NCGC00091661-01
• NCGC00091661-02
• NCGC00258665-01
• p-Xylene [UN1307] [Flammable liquid]
• CAS-106-42-3
• p-Xylene, SAJ first grade, >=99.0%
• p-Xylene [UN1307] [Flammable liquid]
• p-Xylene, SAJ special grade, >=99.0%
• FT-0689271
• S0649
• X0014
• X0044
• EN300-24549
• p-Xylene, puriss. p.a., >=99.0% (GC)
• C06756
• J-001588
• J-524068
• Q3314420
• F0001-0120
• Z199056432
• InChI=1/C8H10/c1-7-3-5-8(2)6-4-7/h3-6H,1-2H
• p-Xylene, Pharmaceutical Secondary Standard; Certified Reference Material
• 136777-61-2
• 25951-90-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.9567	95.67%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	+	0.9571	95.71%
Subcellular localzation	Lysosomes	0.5921	59.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9739	97.39%
OATP1B3 inhibitior	+	0.9691	96.91%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8688	86.88%
P-glycoprotein inhibitior	-	0.9819	98.19%
P-glycoprotein substrate	-	0.9955	99.55%
CYP3A4 substrate	-	0.8524	85.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7340	73.40%
CYP3A4 inhibition	-	0.9492	94.92%
CYP2C9 inhibition	-	0.9531	95.31%
CYP2C19 inhibition	-	0.9518	95.18%
CYP2D6 inhibition	-	0.9372	93.72%
CYP1A2 inhibition	-	0.8121	81.21%
CYP2C8 inhibition	-	0.9929	99.29%
CYP inhibitory promiscuity	-	0.8367	83.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5364	53.64%
Carcinogenicity (trinary)	Warning	0.5067	50.67%
Eye corrosion	+	0.9972	99.72%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.9482	94.82%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.9800	98.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7675	76.75%
Micronuclear	-	0.9568	95.68%
Hepatotoxicity	+	0.9625	96.25%
skin sensitisation	+	0.9661	96.61%
Respiratory toxicity	-	0.9889	98.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.9750	97.50%
Nephrotoxicity	+	0.6481	64.81%
Acute Oral Toxicity (c)	III	0.7483	74.83%
Estrogen receptor binding	-	0.9229	92.29%
Androgen receptor binding	-	0.8512	85.12%
Thyroid receptor binding	-	0.8697	86.97%
Glucocorticoid receptor binding	-	0.9163	91.63%
Aromatase binding	-	0.8233	82.33%
PPAR gamma	-	0.8558	85.58%
Honey bee toxicity	-	0.9861	98.61%
Biodegradation	+	0.8250	82.50%
Crustacea aquatic toxicity	+	0.9300	93.00%
Fish aquatic toxicity	+	0.8869	88.69%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL220	P22303	Acetylcholinesterase	4900 nM; 39.81 nM	IC50; IC50	PMID: 1738151; PMID: 1738151
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	39810.7 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.80%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	82.12%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.05%	93.65%
CHEMBL2581	P07339	Cathepsin D	80.99%	98.95%

Plants that contains it

• Acorus calamus var. angustatus
• Acorus gramineus
• Actinidia chinensis
• Angelica acutiloba
• Angelica gigas
• Angelica sinensis
• Arachis hypogaea
• Artemisia argyi
• Artemisia capillaris
• Artemisia montana
• Artemisia princeps
• Basella alba
• Chaenomeles sinensis
• Citrus × aurantium
• Dendrobium × superbiens
• Elsholtzia splendens
• Ephedra sinica
• Garcinia mangostana
• Glycyrrhiza
• Helianthus tuberosus
• Humulus lupulus
• Ixora chinensis
• Lepidium meyenii
• Mangifera indica
• Polygala sibirica
• Polygala tenuifolia
• Psidium guajava
• Sophora flavescens

Cross-Links

• PubChem: 7809
• NPASS: NPC8235
• ChEMBL: CHEMBL31561
• LOTUS: LTS0005367
• wikiData: Q3314420