2-Methoxy-4-methylphenol

Details

• Internal ID: 193e94ce-0e48-4c8d-98d6-3cbb09ad99b0
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 2-methoxy-4-methylphenol
• SMILES (Canonical): CC1=CC(=C(C=C1)O)OC
• SMILES (Isomeric): CC1=CC(=C(C=C1)O)OC
• InChI: InChI=1S/C8H10O2/c1-6-3-4-7(9)8(5-6)10-2/h3-5,9H,1-2H3
• InChI Key: PETRWTHZSKVLRE-UHFFFAOYSA-N
• Popularity: 774 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₀O₂
• Molecular Weight: 138.16 g/mol
• Exact Mass: 138.068079557 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.71
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 93-51-6
• Creosol
• 4-Methylguaiacol
• 2-Methoxy-p-cresol
• 4-Methyl guaiacol
• Phenol, 2-methoxy-4-methyl-
• p-Methylguaiacol
• p-Creosol
• Homoguaiacol
• 2-Methoxy-4-cresol
• 4-Hydroxy-3-methoxytoluene
• p-Cresol, 2-methoxy-
• 4-Methyl-2-methoxyphenol
• 2-methoxy-4-methyl-phenol
• 3-Methoxy-4-hydroxytoluene
• Rohkcrsol
• Kreosol
• Cresolum drudum
• 4-Hydroxy-3-methoxy-1-methylbenzene
• Valspice
• Homocatechol monomethyl ether
• Kreosol [German]
• 1-Hydroxy-2-methoxy-4-methylbenzene
• FEMA No. 2671
• 2-Hydroxy-5-methylanisole
• NSC 4969
• MFCD00002378
• EINECS 202-252-9
• UNII-W9GW1KZG6N
• W9GW1KZG6N
• 2-methoxy-4-methyl phenol
• BRN 1862340
• Phenol, 4-methyl-2-methoxy
• AI3-15891
• DTXSID6047105
• CHEBI:89886
• 2-Methoxy-4-Methylphenol--d3,OD
• NSC-4969
• 2-2-Methoxy-4-methylphenol
• P-Methylguaicol
• Homocatechol methyl ester
• CREOSOL [MI]
• 3-Methoxy-4-methyl-Phenol
• Fenol, 2-metoxi-4-metil-
• SCHEMBL92236
• 2-METHOXY-P- CRESOL
• 2 - methoxy - p - cresol
• CHEMBL3182715
• DTXCID4027105
• 2-Methoxy-4-methylphenol, 9CI
• FEMA 2671
• NSC4969
• BCP19090
• 2-Methoxy-4-methylphenol (creosol)
• Tox21_302681
• 2-Methoxy-4-methylphenol, >=98%
• AKOS000120520
• CS-W021711
• HY-W040971
• CAS-93-51-6
• 2-METHOXY-4-METHYLPHENOL [FHFI]
• NCGC00256731-01
• 2-Methoxy-4-methylphenol, >=98%, FG
• AS-15967
• LS-55413
• SY036778
• 2-Methoxy-4-methylphenol (4-methylguaiacol)
• 4-Methyl-2-methoxyphenol (4-methylguaiacol)
• FT-0612795
• M0114
• 2-Methoxy-4-methylphenol, analytical standard
• EN300-18155
• 2-Methoxy-4-methylphenol, natural, 97%, FG
• D70655
• Q403037
• Q-100894
• Z57234300
• F0001-2237
• InChI=1/C8H10O2/c1-6-3-4-7(9)8(5-6)10-2/h3-5,9H,1-2H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	+	0.8164	81.64%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8802	88.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9554	95.54%
OATP1B3 inhibitior	+	0.9797	97.97%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9329	93.29%
P-glycoprotein inhibitior	-	0.9781	97.81%
P-glycoprotein substrate	-	0.9863	98.63%
CYP3A4 substrate	-	0.7213	72.13%
CYP2C9 substrate	-	0.7529	75.29%
CYP2D6 substrate	+	0.3984	39.84%
CYP3A4 inhibition	-	0.9492	94.92%
CYP2C9 inhibition	-	0.9801	98.01%
CYP2C19 inhibition	-	0.7699	76.99%
CYP2D6 inhibition	-	0.9291	92.91%
CYP1A2 inhibition	-	0.6602	66.02%
CYP2C8 inhibition	-	0.6999	69.99%
CYP inhibitory promiscuity	-	0.7954	79.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7178	71.78%
Carcinogenicity (trinary)	Non-required	0.5209	52.09%
Eye corrosion	+	0.9014	90.14%
Eye irritation	+	0.9964	99.64%
Skin irritation	+	0.8870	88.70%
Skin corrosion	-	0.5231	52.31%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6553	65.53%
Micronuclear	-	0.8267	82.67%
Hepatotoxicity	+	0.5853	58.53%
skin sensitisation	+	0.9333	93.33%
Respiratory toxicity	-	0.9889	98.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.9750	97.50%
Nephrotoxicity	+	0.4729	47.29%
Acute Oral Toxicity (c)	III	0.8852	88.52%
Estrogen receptor binding	-	0.7951	79.51%
Androgen receptor binding	-	0.7990	79.90%
Thyroid receptor binding	-	0.8402	84.02%
Glucocorticoid receptor binding	-	0.9084	90.84%
Aromatase binding	-	0.8713	87.13%
PPAR gamma	-	0.8378	83.78%
Honey bee toxicity	-	0.9794	97.94%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	+	0.7500	75.00%
Fish aquatic toxicity	+	0.6395	63.95%

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	94.76%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.17%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.08%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.07%	89.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.59%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.69%	94.00%
CHEMBL3194	P02766	Transthyretin	81.84%	90.71%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	80.84%	95.70%
CHEMBL2535	P11166	Glucose transporter	80.76%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.22%	86.33%
CHEMBL4208	P20618	Proteasome component C5	80.20%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.02%	99.17%

Plants that contains it

• Atractylodes macrocephala
• Capsicum annuum
• Daphne odora
• Geum heterocarpum
• Jasminum grandiflorum
• Musa × paradisiaca
• Prunus mume
• Rosa chinensis

Cross-Links

• PubChem: 7144
• NPASS: NPC7097
• LOTUS: LTS0051403
• wikiData: Q403037