2-[1-(3-Hydroxyphenyl)prop-2-enyl]-4,5-dimethoxyphenol

Details

• Internal ID: fa2ead45-de11-4b02-89ab-abb6ca6f29ee
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: 2-[1-(3-hydroxyphenyl)prop-2-enyl]-4,5-dimethoxyphenol
• SMILES (Canonical): COC1=C(C=C(C(=C1)C(C=C)C2=CC(=CC=C2)O)O)OC
• SMILES (Isomeric): COC1=C(C=C(C(=C1)C(C=C)C2=CC(=CC=C2)O)O)OC
• InChI: InChI=1S/C17H18O4/c1-4-13(11-6-5-7-12(18)8-11)14-9-16(20-2)17(21-3)10-15(14)19/h4-10,13,18-19H,1H2,2-3H3
• InChI Key: PAABGNJBLNEJLL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₄
• Molecular Weight: 286.32 g/mol
• Exact Mass: 286.12050905 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9818	98.18%
Caco-2	+	0.8163	81.63%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7279	72.79%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.9177	91.77%
OATP1B3 inhibitior	+	0.9750	97.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6458	64.58%
P-glycoprotein inhibitior	-	0.6868	68.68%
P-glycoprotein substrate	-	0.7547	75.47%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7574	75.74%
CYP2D6 substrate	+	0.3888	38.88%
CYP3A4 inhibition	+	0.5954	59.54%
CYP2C9 inhibition	-	0.6096	60.96%
CYP2C19 inhibition	+	0.7326	73.26%
CYP2D6 inhibition	-	0.8414	84.14%
CYP1A2 inhibition	+	0.8529	85.29%
CYP2C8 inhibition	-	0.7043	70.43%
CYP inhibitory promiscuity	+	0.7722	77.22%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.7621	76.21%
Carcinogenicity (trinary)	Non-required	0.6445	64.45%
Eye corrosion	-	0.9570	95.70%
Eye irritation	+	0.6467	64.67%
Skin irritation	-	0.6992	69.92%
Skin corrosion	-	0.8152	81.52%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3908	39.08%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.5860	58.60%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	-	0.7325	73.25%
Acute Oral Toxicity (c)	III	0.7037	70.37%
Estrogen receptor binding	+	0.8007	80.07%
Androgen receptor binding	-	0.5732	57.32%
Thyroid receptor binding	+	0.7727	77.27%
Glucocorticoid receptor binding	+	0.7144	71.44%
Aromatase binding	+	0.7892	78.92%
PPAR gamma	+	0.6240	62.40%
Honey bee toxicity	-	0.6546	65.46%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9904	99.04%

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	95.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.78%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.75%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.43%	86.33%
CHEMBL2535	P11166	Glucose transporter	90.23%	98.75%
CHEMBL2581	P07339	Cathepsin D	89.36%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.33%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	88.56%	90.20%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.76%	89.62%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	84.12%	100.00%
CHEMBL4208	P20618	Proteasome component C5	82.30%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.05%	94.45%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.05%	99.18%

Plants that contains it

• Dalbergia parviflora

Cross-Links

• PubChem: 74317903
• LOTUS: LTS0152623
• wikiData: Q105204298