2,4-Dimethoxy-5-[(S)-1-phenyl-2-propenyl]phenol

Details

• Internal ID: ee7dca3b-cb9c-428c-8950-41bff1937a15
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: 2,4-dimethoxy-5-(1-phenylprop-2-enyl)phenol
• SMILES (Canonical): COC1=CC(=C(C=C1C(C=C)C2=CC=CC=C2)O)OC
• SMILES (Isomeric): COC1=CC(=C(C=C1C(C=C)C2=CC=CC=C2)O)OC
• InChI: InChI=1S/C17H18O3/c1-4-13(12-8-6-5-7-9-12)14-10-15(18)17(20-3)11-16(14)19-2/h4-11,13,18H,1H2,2-3H3
• InChI Key: SLLCQEPKLKMZKP-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₃
• Molecular Weight: 270.32 g/mol
• Exact Mass: 270.125594432 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.73
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• CHEMBL451345
• 2,4-dimethoxy-5-(1-phenylallyl)phenol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.8099	80.99%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7899	78.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8985	89.85%
OATP1B3 inhibitior	+	0.9825	98.25%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5833	58.33%
P-glycoprotein inhibitior	-	0.7028	70.28%
P-glycoprotein substrate	-	0.9121	91.21%
CYP3A4 substrate	-	0.5756	57.56%
CYP2C9 substrate	-	0.7574	75.74%
CYP2D6 substrate	+	0.3888	38.88%
CYP3A4 inhibition	-	0.5230	52.30%
CYP2C9 inhibition	-	0.9121	91.21%
CYP2C19 inhibition	+	0.7226	72.26%
CYP2D6 inhibition	-	0.8964	89.64%
CYP1A2 inhibition	+	0.8106	81.06%
CYP2C8 inhibition	-	0.7383	73.83%
CYP inhibitory promiscuity	+	0.7054	70.54%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7721	77.21%
Carcinogenicity (trinary)	Non-required	0.6046	60.46%
Eye corrosion	-	0.9201	92.01%
Eye irritation	+	0.6765	67.65%
Skin irritation	-	0.5749	57.49%
Skin corrosion	-	0.8818	88.18%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3954	39.54%
Micronuclear	-	0.5367	53.67%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	+	0.4725	47.25%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	-	0.7004	70.04%
Acute Oral Toxicity (c)	III	0.7443	74.43%
Estrogen receptor binding	+	0.8221	82.21%
Androgen receptor binding	-	0.6450	64.50%
Thyroid receptor binding	+	0.7245	72.45%
Glucocorticoid receptor binding	+	0.6461	64.61%
Aromatase binding	+	0.7535	75.35%
PPAR gamma	+	0.6236	62.36%
Honey bee toxicity	-	0.6900	69.00%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9869	98.69%

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	97.82%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.06%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.17%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.83%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	90.07%	90.20%
CHEMBL2581	P07339	Cathepsin D	88.89%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.02%	94.08%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.45%	94.62%
CHEMBL2535	P11166	Glucose transporter	85.13%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.95%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.89%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.13%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.81%	95.50%

Plants that contains it

• Dalbergia cochinchinensis
• Dalbergia odorifera
• Dalbergia parviflora
• Ranunculus repens
• Vitex negundo

Cross-Links

• PubChem: 44559636
• LOTUS: LTS0181607
• wikiData: Q105255399