4-Methylcatechol

Details

• Internal ID: cce0d10a-3eee-46a0-a947-4ad14fa3706e
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: 4-methylbenzene-1,2-diol
• SMILES (Canonical): CC1=CC(=C(C=C1)O)O
• SMILES (Isomeric): CC1=CC(=C(C=C1)O)O
• InChI: InChI=1S/C7H8O2/c1-5-2-3-6(8)7(9)4-5/h2-4,8-9H,1H3
• InChI Key: ZBCATMYQYDCTIZ-UHFFFAOYSA-N
• Popularity: 1,023 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: 1.40
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 452-86-8
• 4-methylbenzene-1,2-diol
• 3,4-Dihydroxytoluene
• Homocatechol
• p-Methylcatechol
• 4-Methyl-1,2-benzenediol
• Homopyrocatechol
• 4-METHYLPYROCATECHOL
• Toluene-3,4-diol
• 1,2-Dihydroxy-4-methylbenzene
• p-Methylpyrocatechol
• 1,2-Benzenediol, 4-methyl-
• 4-Methyl-1,2-dihydroxybenzene
• Pyrocatechol, 4-methyl-
• 2-Hydroxy-4-methylphenol
• CHEBI:17254
• NSC 17489
• CCRIS 3333
• 1-Methyl-3,4-dihydroxybenzene
• UNII-12GLI7JGB3
• EINECS 207-214-5
• 12GLI7JGB3
• BRN 0636512
• DTXSID5020861
• NSC-17489
• METHYL CATECHOL, 4-
• DTXCID30861
• CHEMBL158766
• HMDB00873
• 4-METHYL-D3-CATECHOL
• MFCD00002205
• 5-methylcatechol
• 1219803-18-5
• DROXIDOPA METABOLITE (3,4-DIHYDROXYTOLUENE)
• MCT
• 4-Methylcatehol
• 4-Metylcatechol
• 4-methyl catechol
• 4-methyl-catechol
• 4-methyl pyrocatechol
• 4-methyl-Pyrocatechol
• 4k7n
• bmse000475
• Epitope ID:150928
• 4-methyl-benzene-1,2-diol
• SCHEMBL12388
• 4-Methylcatechol, >=95%
• MLS001066329
• 4-Methylbenzene-1,2-diol #
• 1,2-dihydroxy-5-methylbenzene
• 4-methyl-1,2-dihydroxy benzene
• HMS3886M12
• AMY25678
• NSC17489
• Tox21_200632
• BDBM50548723
• c0126
• s5616
• AKOS000121479
• CCG-266087
• CS-W013530
• DB04120
• HY-W012814
• LS-1269
• NCGC00248773-01
• NCGC00258186-01
• AC-12438
• AS-11944
• CAS-452-86-8
• SMR000471857
• SY012747
• FT-0618974
• M0413
• EN300-21094
• C06730
• D70562
• A872403
• W-106144
• Q15303189
• F0001-1227
• Z104490128
• InChI=1/C7H8O2/c1-5-2-3-6(8)7(9)4-5/h2-4,8-9H,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	+	0.7654	76.54%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8486	84.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9709	97.09%
OATP1B3 inhibitior	+	0.9756	97.56%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9543	95.43%
P-glycoprotein inhibitior	-	0.9816	98.16%
P-glycoprotein substrate	-	0.9944	99.44%
CYP3A4 substrate	-	0.7927	79.27%
CYP2C9 substrate	-	0.7905	79.05%
CYP2D6 substrate	-	0.7194	71.94%
CYP3A4 inhibition	-	0.9502	95.02%
CYP2C9 inhibition	-	0.8843	88.43%
CYP2C19 inhibition	-	0.9398	93.98%
CYP2D6 inhibition	-	0.9635	96.35%
CYP1A2 inhibition	-	0.8081	80.81%
CYP2C8 inhibition	-	0.9549	95.49%
CYP inhibitory promiscuity	-	0.7503	75.03%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6808	68.08%
Carcinogenicity (trinary)	Warning	0.5329	53.29%
Eye corrosion	+	0.9627	96.27%
Eye irritation	+	0.9949	99.49%
Skin irritation	+	0.9176	91.76%
Skin corrosion	+	0.9766	97.66%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7665	76.65%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	+	0.9826	98.26%
Respiratory toxicity	-	0.8444	84.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.8750	87.50%
Nephrotoxicity	-	0.5737	57.37%
Acute Oral Toxicity (c)	II	0.5777	57.77%
Estrogen receptor binding	-	0.6604	66.04%
Androgen receptor binding	-	0.5300	53.00%
Thyroid receptor binding	-	0.8239	82.39%
Glucocorticoid receptor binding	-	0.8228	82.28%
Aromatase binding	-	0.8571	85.71%
PPAR gamma	-	0.8393	83.93%
Honey bee toxicity	-	0.9830	98.30%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.8000	80.00%
Fish aquatic toxicity	+	0.7914	79.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	95.02%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.46%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.61%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.12%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.03%	99.15%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	82.19%	95.70%
CHEMBL2581	P07339	Cathepsin D	81.67%	98.95%
CHEMBL4208	P20618	Proteasome component C5	81.37%	90.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.38%	93.65%

Plants that contains it

• Camellia sinensis
• Persicaria bistorta
• Rosa chinensis

Cross-Links

• PubChem: 9958
• NPASS: NPC107522
• LOTUS: LTS0237737
• wikiData: Q15303189