3-Methylcatechol

Details

• Internal ID: 53d6ddc9-bdd1-4309-8afa-533d33140784
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: 3-methylbenzene-1,2-diol
• SMILES (Canonical): CC1=C(C(=CC=C1)O)O
• SMILES (Isomeric): CC1=C(C(=CC=C1)O)O
• InChI: InChI=1S/C7H8O2/c1-5-3-2-4-6(8)7(5)9/h2-4,8-9H,1H3
• InChI Key: PGSWEKYNAOWQDF-UHFFFAOYSA-N
• Popularity: 509 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: 1.80
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 3-methylbenzene-1,2-diol
• 488-17-5
• 2,3-dihydroxytoluene
• 3-Methylpyrocatechol
• 2,3-Toluenediol
• 1,2-Benzenediol, 3-methyl-
• 1,2-Dihydroxy-3-methylbenzene
• Pyrocatechol, 3-methyl-
• Catechol, 3-methyl-
• Dihydroxytoluene
• 3-Methyl-1,2-dihydroxybenzene
• 3-Methyl-1,2-benzenediol
• 3-METHYL CATECHOL
• NSC 66523
• CHEBI:18404
• UNII-0HUZ4Q9R8C
• 3-METHYL-BENZENE-1,2-DIOL
• EINECS 207-672-6
• 0HUZ4Q9R8C
• BRN 0774602
• AI3-61047
• NSC-66523
• CHEMBL1173328
• NSC 66523-d3
• 4-06-00-05860 (Beilstein Handbook Reference)
• 2, 3-Toluenediol
• 3-Methylcatechol, 98%
• 2-Hydroxy-3-methylphenol
• bmse000334
• WLN: QR BQ C1
• SCHEMBL67369
• DTXSID9060071
• SCHEMBL10526382
• 1, 2-Dihydroxy-3-methylbenzene
• 3-Methyl-1, 2-dihydroxybenzene
• 3-methyl-1,2-dihydroxy benzene
• HMS1789D12
• NSC66523
• STR09012
• BDBM50548725
• MFCD00016435
• AKOS000121356
• CS-W013531
• DB03454
• HY-W012815
• 28930-19-0
• AC-22587
• AM808211
• PD007518
• LS-136442
• FT-0612043
• FT-0671610
• M0184
• (S)-3-AMINO-5,5-DIMETHYLHEXANOICACID
• EN300-16625
• C02923
• A827610
• W-106038
• Q15303191
• Z56347229
• F0001-1277
• 2,3-Dihydroxytoluene; 3-Methylbenzene-1,2-diol;3-Methylbenzene-1,2-diol
• InChI=1/C7H8O2/c1-5-3-2-4-6(8)7(5)9/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	+	0.8243	82.43%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8486	84.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9499	94.99%
OATP1B3 inhibitior	+	0.9756	97.56%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9589	95.89%
P-glycoprotein inhibitior	-	0.9891	98.91%
P-glycoprotein substrate	-	0.9759	97.59%
CYP3A4 substrate	-	0.7136	71.36%
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	-	0.8862	88.62%
CYP inhibitory promiscuity	-	0.7503	75.03%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6808	68.08%
Carcinogenicity (trinary)	Warning	0.5329	53.29%
Eye corrosion	+	0.9627	96.27%
Eye irritation	+	0.9878	98.78%
Skin irritation	+	0.9176	91.76%
Skin corrosion	+	0.9766	97.66%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8214	82.14%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.8375	83.75%
skin sensitisation	+	0.9826	98.26%
Respiratory toxicity	-	0.9111	91.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.8750	87.50%
Nephrotoxicity	-	0.7482	74.82%
Acute Oral Toxicity (c)	II	0.5777	57.77%
Estrogen receptor binding	-	0.8339	83.39%
Androgen receptor binding	-	0.7126	71.26%
Thyroid receptor binding	-	0.8362	83.62%
Glucocorticoid receptor binding	-	0.8152	81.52%
Aromatase binding	-	0.9136	91.36%
PPAR gamma	-	0.8219	82.19%
Honey bee toxicity	-	0.9951	99.51%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.89%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.47%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.95%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.82%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.27%	99.15%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.21%	93.65%
CHEMBL1951	P21397	Monoamine oxidase A	82.22%	91.49%

Plants that contains it

• Verbascum lychnitis

Cross-Links

• PubChem: 340
• NPASS: NPC124846
• LOTUS: LTS0208737
• wikiData: Q15303191