6-Methylisoeugenol

Details

• Internal ID: 64a28146-22ac-4e19-b49f-ba42be904ff3
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 2-methoxy-6-methyl-4-[(E)-prop-1-enyl]phenol
• InChI: InChI=1S/C11H14O2/c1-4-5-9-6-8(2)11(12)10(7-9)13-3/h4-7,12H,1-3H3/b5-4+
• InChI Key: WNRFSDIWIBKOKJ-SNAWJCMRSA-N
• Popularity: 55 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₂
• Molecular Weight: 178.23 g/mol
• Exact Mass: 178.099379685 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 2-methoxy-6-methyl-4-(1-propen-1-yl)phenol
• 2-methoxy-6-methyl-4-(prop-1-en-1-yl)phenol
• CHEBI:59077
• A917699
• Q27126447

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.7741	77.41%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7651	76.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8727	87.27%
OATP1B3 inhibitior	+	0.9765	97.65%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7615	76.15%
P-glycoprotein inhibitior	-	0.9806	98.06%
P-glycoprotein substrate	-	0.9157	91.57%
CYP3A4 substrate	-	0.6409	64.09%
CYP2C9 substrate	+	0.6090	60.90%
CYP2D6 substrate	-	0.6893	68.93%
CYP3A4 inhibition	-	0.8447	84.47%
CYP2C9 inhibition	-	0.9751	97.51%
CYP2C19 inhibition	-	0.7724	77.24%
CYP2D6 inhibition	-	0.9132	91.32%
CYP1A2 inhibition	-	0.6180	61.80%
CYP2C8 inhibition	-	0.5575	55.75%
CYP inhibitory promiscuity	-	0.6190	61.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7409	74.09%
Carcinogenicity (trinary)	Non-required	0.5504	55.04%
Eye corrosion	+	0.5791	57.91%
Eye irritation	+	0.9578	95.78%
Skin irritation	+	0.7383	73.83%
Skin corrosion	-	0.7399	73.99%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6569	65.69%
Micronuclear	-	0.7967	79.67%
Hepatotoxicity	+	0.5983	59.83%
skin sensitisation	+	0.8357	83.57%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	-	0.8212	82.12%
Acute Oral Toxicity (c)	III	0.8828	88.28%
Estrogen receptor binding	-	0.7459	74.59%
Androgen receptor binding	-	0.6155	61.55%
Thyroid receptor binding	-	0.6888	68.88%
Glucocorticoid receptor binding	-	0.7154	71.54%
Aromatase binding	-	0.7942	79.42%
PPAR gamma	-	0.4835	48.35%
Honey bee toxicity	-	0.9018	90.18%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.8418	84.18%

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	94.99%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.94%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.33%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.05%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.61%	97.21%
CHEMBL3492	P49721	Proteasome Macropain subunit	87.47%	90.24%
CHEMBL3194	P02766	Transthyretin	84.62%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.51%	89.62%
CHEMBL3401	O75469	Pregnane X receptor	84.34%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.11%	96.09%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	80.63%	98.11%

Plants that contains it

• Acorus calamus
• Daucus carota

Cross-Links

• PubChem: 45266886
• LOTUS: LTS0239102
• wikiData: Q105309255