Toluene

Details

• Internal ID: 7f8a460d-2a20-44c4-a7a8-705d67ae61f5
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Toluenes
• IUPAC Name: toluene
• SMILES (Canonical): CC1=CC=CC=C1
• SMILES (Isomeric): CC1=CC=CC=C1
• InChI: InChI=1S/C7H8/c1-7-5-3-2-4-6-7/h2-6H,1H3
• InChI Key: YXFVVABEGXRONW-UHFFFAOYSA-N
• Popularity: 114,672 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₈
• Molecular Weight: 92.14 g/mol
• Exact Mass: 92.062600255 g/mol
• Topological Polar Surface Area (TPSA): 0.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.00
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• methylbenzene
• toluol
• 108-88-3
• Phenylmethane
• methacide
• methylbenzol
• Benzene, methyl-
• antisal 1a
• Toluen
• tolu-sol
• Methane, phenyl-
• Tolueen
• Toluolo
• phenyl methane
• 1-Methylbenzene
• monomethyl benzene
• RCRA waste number U220
• Tolueno
• methyl-Benzene
• Caswell No. 859
• p-toluene
• NCI-C07272
• Tolueen [Dutch]
• Toluen [Czech]
• Tolueno [Spanish]
• Toluolo [Italian]
• CP 25
• CCRIS 2366
• HSDB 131
• methyl benzene
• NSC 406333
• Methyl benzol
• UN 1294
• 4-methylbenzene
• Benzene, methyl
• EINECS 203-625-9
• UNII-3FPU23BG52
• EPA Pesticide Chemical Code 080601
• NSC-406333
• PHME
• 3FPU23BG52
• DTXSID7021360
• CHEBI:17578
• AI3-02261
• Toluene-13C6
• UN1294
• RCRA waste no. U220
• TOLUENE (RING-D5)
• CHEMBL9113
• DTXCID501360
• EC 203-625-9
• Toluene, anhydrous
• MFCD00008512
• NCGC00090939-02
• TOLUENE (IARC)
• TOLUENE [IARC]
• TOLUENE (MART.)
• TOLUENE [MART.]
• Toluene, analytical standard
• Otoline
• para-toluene
• Toluene, ACS reagent, >=99.5%
• Toluene 1000 microg/mL in Methanol
• CAS-108-88-3
• RAMIPRIL IMPURITY G (EP IMPURITY)
• RAMIPRIL IMPURITY G [EP IMPURITY]
• methylbenzenes
• Dracyl
• phenyl-methane
• toluene solvent
• Tolune
• 2-methylbenzene
• toluene-
• MePh
• Benceno, metil-
• Titration Solvent
• 2-methyl benzene
• 4-methyl-benzene
• Cc1ccccc1
• Benzylidyne radical
• Toluene ACS Grade
• Methylcyclohexatriene
• Toluene HPLC grade
• Methylbenzene, 9CI
• Toluene (Technical)
• Toluene, for HPLC
• BENZENE,METHYL
• PhCH3
• Toluene, ACS reagent
• Toluene, HPLC Grade
• 4i7k
• TOL (CHRIS Code)
• TOLUENE [HSDB]
• TOLUENE [INCI]
• Toluene, 99.5%
• TOLOULE OR TOLUOL
• TOLUENE [MI]
• TOLUENE [USP-RS]
• D0T0HH
• Toluene Reagent Grade ACS
• CP 25 (SOLVENT)
• Toluene, Environmental Grade
• Toluene, Semiconductor Grade
• Toluene, LR, >=99%
• C6H5CH3
• TOLUENE [GREEN BOOK]
• WLN: 1R
• BIDD:ER0288
• Toluene, anhydrous, 99.8%
• Toluene, ASTM, 99.5%
• Toluene, p.a., 99.5%
• GTPL5481
• Toluene, AR, >=99.5%
• Toluene, for HPLC, 99.9%
• Toluene, LR, rectified, 99%
• CHEBI:38975
• DTXSID00184990
• Toluene, HPLC grade, 99.8%
• Toluene, Spectrophotometric Grade
• LS-26
• Toluene 10 microg/mL in Methanol
• Toluene, LR, sulfur free, 99%
• Toluene, AR, rectified, 99.5%
• Toluene, technical grade, 95.0%
• BCP16202
• Toluene, for HPLC, >=99.8%
• Toluene, for HPLC, >=99.9%
• Toluene, histology grade, practical
• Toluene, PRA grade, >=99.8%
• Toluene 100 microg/mL in Methanol
• Tox21_111042
• Tox21_201224
• BDBM50008558
• NA1294
• NSC406333
• Toluene, purification grade, 99.8%
• AKOS015840411
• DB11558
• Toluene, anhydrous, (water < 50ppm)
• Toluene [UN1294] [Flammable liquid]
• Toluene, puriss., >=99.5% (GC)
• Toluene, SAJ first grade, >=99.0%
• NCGC00090939-01
• NCGC00090939-03
• NCGC00258776-01
• Toluene [UN1294] [Flammable liquid]
• Toluene, JIS special grade, >=99.5%
• Toluene, Laboratory Reagent, >=99.3%
• 50643-04-4
• Toluene, for HPLC, >=99.7% (GC)
• Toluene, UV HPLC spectroscopic, 99.5%
• Toluene, anhydrous, ZerO2(TM), 99.8%
• FT-0688208
• T0260
• Toluene, suitable for determination of dioxins
• C01455
• Q15779
• Toluene, suitable for scintillation, >=99.7%
• Toluene liquid density, NIST(R) SRM(R) 211d
• A801937
• SR-01000944565
• Toluene, ACS spectrophotometric grade, >=99.5%
• SR-01000944565-1
• Toluene, p.a., ACS reagent, reag. ISO, 99.5%
• InChI=1/C7H8/c1-7-5-3-2-4-6-7/h2-6H,1H
• TOLUENE (SEE ALSO TOLUENE (TECHNICAL), NTP 11617-L)
• Toluene, p.a., ACS reagent, reag. ISO, reag. Ph. Eur., 99.5%
• TOLUENE (TECHNICAL) (SEE ALSOTOLUENE (NITRATION GRADE) NTP10009-V)
• Toluene, absolute, over molecular sieve (H2O <=0.005%), >=99.7% (GC)
• Toluene, Pharmaceutical Secondary Standard; Certified Reference Material
• Residual Solvent - Toluene, Pharmaceutical Secondary Standard; Certified Reference Material
• Toluene, puriss. p.a., ACS reagent, reag. ISO, reag. Ph. Eur., >=99.7% (GC)
• 25013-04-1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.9604	96.04%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	+	0.9429	94.29%
Subcellular localzation	Lysosomes	0.5483	54.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9755	97.55%
OATP1B3 inhibitior	+	0.9717	97.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8725	87.25%
P-glycoprotein inhibitior	-	0.9908	99.08%
P-glycoprotein substrate	-	0.9955	99.55%
CYP3A4 substrate	-	0.8300	83.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7340	73.40%
CYP3A4 inhibition	-	0.9660	96.60%
CYP2C9 inhibition	-	0.9548	95.48%
CYP2C19 inhibition	-	0.9690	96.90%
CYP2D6 inhibition	-	0.9634	96.34%
CYP1A2 inhibition	-	0.7665	76.65%
CYP2C8 inhibition	-	0.9661	96.61%
CYP inhibitory promiscuity	-	0.8270	82.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5464	54.64%
Carcinogenicity (trinary)	Warning	0.5357	53.57%
Eye corrosion	+	1.0000	100.00%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.9725	97.25%
Skin corrosion	-	0.6669	66.69%
Ames mutagenesis	-	0.9900	99.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8263	82.63%
Micronuclear	-	0.9350	93.50%
Hepatotoxicity	+	0.9125	91.25%
skin sensitisation	+	0.9693	96.93%
Respiratory toxicity	-	0.9667	96.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.9125	91.25%
Nephrotoxicity	+	0.6339	63.39%
Acute Oral Toxicity (c)	III	0.8751	87.51%
Estrogen receptor binding	-	0.9553	95.53%
Androgen receptor binding	-	0.9337	93.37%
Thyroid receptor binding	-	0.8893	88.93%
Glucocorticoid receptor binding	-	0.9029	90.29%
Aromatase binding	-	0.9128	91.28%
PPAR gamma	-	0.9122	91.22%
Honey bee toxicity	-	0.9892	98.92%
Biodegradation	+	0.9000	90.00%
Crustacea aquatic toxicity	+	0.9100	91.00%
Fish aquatic toxicity	+	0.8683	86.83%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL220	P22303	Acetylcholinesterase	4900 nM; 5.248 nM	IC50; IC50	PMID: 1738151; PMID: 1738151
CHEMBL3687	P18054	Arachidonate 12-lipoxygenase	39810.7 nM	Potency	via CMAUP
CHEMBL1293235	P02545	Prelamin-A/C	6309.6 nM	Potency	via CMAUP
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	92.85%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.47%	94.62%
CHEMBL2581	P07339	Cathepsin D	87.11%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	83.43%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	81.68%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.43%	86.33%

Plants that contains it

• Actinidia chinensis
• Anethum graveolens
• Artemisia argyi
• Artemisia montana
• Artemisia princeps
• Atractylodes lancea
• Atractylodes macrocephala
• Basella alba
• Capsicum annuum
• Carica papaya
• Centella asiatica
• Cicuta virosa
• Clinopodium suaveolens
• Curcuma longa
• Dendrobium × superbiens
• Echinophora tenuifolia
• Elettaria cardamomum
• Elsholtzia ciliata
• Etlingera elatior
• Garcinia mangostana
• Gossypium hirsutum
• Helianthus tuberosus
• Hippophae rhamnoides
• Isodon henryi
• Juglans nigra
• Mangifera indica
• Manilkara zapota
• Opuntia ficus-indica
• Panax ginseng
• Phaseolus vulgaris
• Psidium guajava
• Pyrus pyrifolia
• Santalum album
• Senna alexandrina
• Sorghum bicolor
• Vaccinium corymbosum
• Vitis rotundifolia
• Wurfbainia neoaurantiaca
• Wurfbainia villosa
• Zanthoxylum bungeanum
• Zanthoxylum schinifolium
• Zingiber mioga

Cross-Links

• PubChem: 1140
• NPASS: NPC277704
• ChEMBL: CHEMBL9113
• LOTUS: LTS0047403
• wikiData: Q15779