5-[2-(4-Hydroxyphenyl)ethenyl]-3-methoxy-2-(3-methylbut-2-enyl)phenol

Details

• Internal ID: 2f0d6a03-29e1-45c8-b649-a4e53d7733ec
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[2-(4-hydroxyphenyl)ethenyl]-3-methoxy-2-(3-methylbut-2-enyl)phenol
• SMILES (Canonical): CC(=CCC1=C(C=C(C=C1OC)C=CC2=CC=C(C=C2)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C=C(C=C1OC)C=CC2=CC=C(C=C2)O)O)C
• InChI: InChI=1S/C20H22O3/c1-14(2)4-11-18-19(22)12-16(13-20(18)23-3)6-5-15-7-9-17(21)10-8-15/h4-10,12-13,21-22H,11H2,1-3H3
• InChI Key: RHQKGEKHZVAFRO-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₃
• Molecular Weight: 310.40 g/mol
• Exact Mass: 310.15689456 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.79
• H-Bond Acceptor: 3
• 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	+	0.9971	99.71%
Caco-2	+	0.7081	70.81%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7975	79.75%
OATP2B1 inhibitior	-	0.8480	84.80%
OATP1B1 inhibitior	+	0.9004	90.04%
OATP1B3 inhibitior	+	0.9048	90.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8448	84.48%
P-glycoprotein inhibitior	-	0.4518	45.18%
P-glycoprotein substrate	-	0.8424	84.24%
CYP3A4 substrate	-	0.5428	54.28%
CYP2C9 substrate	+	0.6048	60.48%
CYP2D6 substrate	+	0.3626	36.26%
CYP3A4 inhibition	-	0.7744	77.44%
CYP2C9 inhibition	+	0.7463	74.63%
CYP2C19 inhibition	+	0.8969	89.69%
CYP2D6 inhibition	-	0.7449	74.49%
CYP1A2 inhibition	+	0.6928	69.28%
CYP2C8 inhibition	+	0.6903	69.03%
CYP inhibitory promiscuity	+	0.9126	91.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7149	71.49%
Carcinogenicity (trinary)	Non-required	0.6826	68.26%
Eye corrosion	-	0.9901	99.01%
Eye irritation	+	0.6468	64.68%
Skin irritation	-	0.8190	81.90%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7224	72.24%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.5768	57.68%
skin sensitisation	-	0.5625	56.25%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.6337	63.37%
Acute Oral Toxicity (c)	III	0.7989	79.89%
Estrogen receptor binding	+	0.9323	93.23%
Androgen receptor binding	+	0.8591	85.91%
Thyroid receptor binding	+	0.8233	82.33%
Glucocorticoid receptor binding	+	0.8635	86.35%
Aromatase binding	+	0.7917	79.17%
PPAR gamma	+	0.9322	93.22%
Honey bee toxicity	-	0.8495	84.95%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9962	99.62%

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%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.73%	96.00%
CHEMBL3194	P02766	Transthyretin	94.31%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.02%	86.33%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	91.86%	92.68%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.76%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.35%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.33%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.75%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.61%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.23%	89.62%
CHEMBL3401	O75469	Pregnane X receptor	87.18%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.82%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	83.43%	91.49%
CHEMBL4208	P20618	Proteasome component C5	80.84%	90.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	80.60%	96.12%

Plants that contains it

• Artocarpus gomezianus

Cross-Links

• PubChem: 85517574
• LOTUS: LTS0252826
• wikiData: Q105236577