Methylhydroquinone

Details

• Internal ID: 748d7945-7e7d-43c5-9e72-e677da659ea6
• Taxonomy: Benzenoids > Phenols > Benzenediols > Hydroquinones
• IUPAC Name: 2-methylbenzene-1,4-diol
• SMILES (Canonical): CC1=C(C=CC(=C1)O)O
• SMILES (Isomeric): CC1=C(C=CC(=C1)O)O
• InChI: InChI=1S/C7H8O2/c1-5-4-6(8)2-3-7(5)9/h2-4,8-9H,1H3
• InChI Key: CNHDIAIOKMXOLK-UHFFFAOYSA-N
• Popularity: 358 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₈O₂
• Molecular Weight: 124.14 g/mol
• Exact Mass: 124.052429494 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 2-Methylhydroquinone
• 95-71-6
• 2-methylbenzene-1,4-diol
• 2,5-Dihydroxytoluene
• Toluhydroquinone
• p-Toluhydroquinone
• Toluquinol
• p-Toluquinol
• Tolylhydroquinone
• p-Toluhydroquinol
• 2,5-Toluenediol
• 2-Methyl-1,4-benzenediol
• Methyl-p-hydroquinone
• 1,4-Dihydroxy-2-methylbenzene
• 1,4-Benzenediol, 2-methyl-
• Hydroquinone, methyl-
• METHYL HYDROQUINONE
• Hydroquinone, tolyl-
• Pyrolin
• 2-Methyl-1,4-hydroquinone
• THQ (VAN)
• NSC 4962
• EINECS 202-443-7
• BRN 2041489
• UNII-332W51E0OC
• AI3-14932
• DTXSID4020876
• NSC4962
• 332W51E0OC
• NSC-4962
• EC 202-443-7
• 4-06-00-05866 (Beilstein Handbook Reference)
• MFCD00002345
• 2-Methyl-benzene-1,4-diol
• methylhydroquinon
• 3-methyl-1,4-dihydroxybenzene
• 2-methylhydroquinol
• 2-methylhydroquinon
• methyl-p-hydroquinol
• monomethylhydroquinone
• 2-methyl hydroquinone
• 2-Methyl-hydroquinone
• monomethyl hydroquinone
• 2-Methyl-p-hydroquinone
• Methylhydroquinone, 99%
• 3-methyl-4-hydroxyphenol
• 4-hydroxy-2-methylphenol
• 2-Methylbenzene-1,4-diole
• Methylhydroquinone, >=99%
• WLN: L6V DVJ X1
• SCHEMBL36349
• 2,5-DHTOP
• DTXCID00876
• 2-methyl-1,4-dihydroxybenzene
• CHEMBL450917
• WLN: L6V DVJ XR X1
• 3-metyl-1,4-dihydroxy benzene
• 2-methyl-1,4-dihydroxy benzene
• CHEBI:133842
• BDBM176768
• Tox21_200506
• AKOS015856210
• AC-4660
• CS-W013533
• HY-W012817
• LS-7520
• CAS-95-71-6
• NCGC00248664-01
• NCGC00258060-01
• AS-15442
• CAS# 95-71-6
• FT-0613052
• M0342
• Methylhydroquinone, purum, >=98.0% (HPLC)
• E83005
• EN300-124928
• US9688816, 8
• Q1925586
• W-109360
• F0001-2277
• N-a-Fmoc-N-?-allyloxycarbonyl-L-2,3-diaminopropionicacid
• InChI=1/C7H8O2/c1-5-4-6(8)2-3-7(5)9/h2-4,8-9H,1H
• 7DV

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.7741	77.41%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.9026	90.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9547	95.47%
OATP1B3 inhibitior	+	0.9703	97.03%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9605	96.05%
P-glycoprotein inhibitior	-	0.9884	98.84%
P-glycoprotein substrate	-	0.9755	97.55%
CYP3A4 substrate	-	0.7518	75.18%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.6905	69.05%
CYP3A4 inhibition	-	0.9116	91.16%
CYP2C9 inhibition	-	0.7400	74.00%
CYP2C19 inhibition	-	0.7900	79.00%
CYP2D6 inhibition	-	0.9659	96.59%
CYP1A2 inhibition	-	0.5701	57.01%
CYP2C8 inhibition	-	0.8454	84.54%
CYP inhibitory promiscuity	-	0.6170	61.70%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6242	62.42%
Carcinogenicity (trinary)	Non-required	0.5997	59.97%
Eye corrosion	+	0.9820	98.20%
Eye irritation	+	0.9963	99.63%
Skin irritation	+	0.9227	92.27%
Skin corrosion	+	0.9388	93.88%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7669	76.69%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	+	0.9807	98.07%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	+	0.4578	45.78%
Acute Oral Toxicity (c)	II	0.7090	70.90%
Estrogen receptor binding	-	0.8214	82.14%
Androgen receptor binding	+	0.5327	53.27%
Thyroid receptor binding	-	0.8142	81.42%
Glucocorticoid receptor binding	-	0.8344	83.44%
Aromatase binding	-	0.8641	86.41%
PPAR gamma	-	0.8044	80.44%
Honey bee toxicity	-	0.9786	97.86%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.8121	81.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.63%	91.11%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	91.56%	95.70%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.26%	99.15%
CHEMBL242	Q92731	Estrogen receptor beta	86.40%	98.35%
CHEMBL3401	O75469	Pregnane X receptor	86.36%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.30%	95.56%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	85.78%	91.79%
CHEMBL4208	P20618	Proteasome component C5	84.72%	90.00%
CHEMBL2581	P07339	Cathepsin D	83.18%	98.95%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.25%	93.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.62%	86.33%

Plants that contains it

• Panax ginseng
• Picrasma quassioides
• Pyrola calliantha
• Pyrola decorata
• Pyrola rotundifolia

Cross-Links

• PubChem: 7253
• NPASS: NPC29373
• LOTUS: LTS0005912
• wikiData: Q1925586