Phenol, 2-methoxy(2-propenyl)-

Details

• Internal ID: ea3adb1b-972d-4984-a2e0-d9bbc943c737
• Taxonomy: Benzenoids > Phenols > Methoxyphenols
• IUPAC Name: 2-methoxy-3-prop-2-enylphenol
• SMILES (Canonical): COC1=C(C=CC=C1O)CC=C
• SMILES (Isomeric): COC1=C(C=CC=C1O)CC=C
• InChI: InChI=1S/C10H12O2/c1-3-5-8-6-4-7-9(11)10(8)12-2/h3-4,6-7,11H,1,5H2,2H3
• InChI Key: HKHVWTUGAJEQNP-UHFFFAOYSA-N
• Popularity: 17 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.20 g/mol
• Exact Mass: 164.083729621 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 2-Methoxy-3-allylphenol
• 3-Allyl-2-methoxyphenol #
• SCHEMBL3739900
• DTXSID70344382
• HKHVWTUGAJEQNP-UHFFFAOYSA-N
• 2-methoxy-3-(2-propenyl)-phenol
• Phenol, 2-methoxy-3-(2-propenyl)-
• 2-METHOXY-3-(PROP-2-EN-1-YL)PHENOL
• 1941-12-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9885	98.85%
Caco-2	+	0.9166	91.66%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7849	78.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9271	92.71%
OATP1B3 inhibitior	+	0.9654	96.54%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9563	95.63%
P-glycoprotein inhibitior	-	0.9889	98.89%
P-glycoprotein substrate	-	0.9521	95.21%
CYP3A4 substrate	-	0.6360	63.60%
CYP2C9 substrate	-	0.6092	60.92%
CYP2D6 substrate	+	0.4730	47.30%
CYP3A4 inhibition	-	0.8203	82.03%
CYP2C9 inhibition	-	0.8212	82.12%
CYP2C19 inhibition	-	0.5628	56.28%
CYP2D6 inhibition	-	0.8507	85.07%
CYP1A2 inhibition	-	0.5888	58.88%
CYP2C8 inhibition	-	0.6565	65.65%
CYP inhibitory promiscuity	+	0.6116	61.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7009	70.09%
Carcinogenicity (trinary)	Non-required	0.5722	57.22%
Eye corrosion	+	0.5266	52.66%
Eye irritation	+	0.9498	94.98%
Skin irritation	+	0.6921	69.21%
Skin corrosion	+	0.5092	50.92%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5255	52.55%
Micronuclear	-	0.7578	75.78%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	+	0.8286	82.86%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	-	0.6718	67.18%
Acute Oral Toxicity (c)	III	0.8634	86.34%
Estrogen receptor binding	-	0.7799	77.99%
Androgen receptor binding	-	0.8860	88.60%
Thyroid receptor binding	-	0.7440	74.40%
Glucocorticoid receptor binding	-	0.9278	92.78%
Aromatase binding	-	0.7819	78.19%
PPAR gamma	-	0.5758	57.58%
Honey bee toxicity	-	0.9237	92.37%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9103	91.03%

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	97.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.79%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.94%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.77%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.17%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.11%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	87.41%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.54%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	82.12%	91.49%
CHEMBL1937	Q92769	Histone deacetylase 2	80.30%	94.75%

Plants that contains it

• Perilla frutescens

Cross-Links

• PubChem: 596373
• NPASS: NPC58553