4-[2-[3-Hydroxy-5-methoxy-2,6-bis(3-methylbut-2-enyl)phenyl]ethenyl]benzene-1,2-diol

Details

• Internal ID: 02651661-8c21-49cf-8338-875acbaaeb1f
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 4-[2-[3-hydroxy-5-methoxy-2,6-bis(3-methylbut-2-enyl)phenyl]ethenyl]benzene-1,2-diol
• InChI: InChI=1S/C25H30O4/c1-16(2)6-10-20-19(12-8-18-9-13-22(26)24(28)14-18)21(11-7-17(3)4)25(29-5)15-23(20)27/h6-9,12-15,26-28H,10-11H2,1-5H3
• InChI Key: HVVFVBLYRGEPSP-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₄
• Molecular Weight: 394.50 g/mol
• Exact Mass: 394.21440943 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 6.00
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9889	98.89%
Caco-2	+	0.7847	78.47%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7739	77.39%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.9120	91.20%
OATP1B3 inhibitior	+	0.9176	91.76%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8813	88.13%
P-glycoprotein inhibitior	+	0.6548	65.48%
P-glycoprotein substrate	-	0.8657	86.57%
CYP3A4 substrate	-	0.5373	53.73%
CYP2C9 substrate	+	0.6039	60.39%
CYP2D6 substrate	-	0.6706	67.06%
CYP3A4 inhibition	-	0.8428	84.28%
CYP2C9 inhibition	+	0.6294	62.94%
CYP2C19 inhibition	+	0.7032	70.32%
CYP2D6 inhibition	-	0.7447	74.47%
CYP1A2 inhibition	+	0.5997	59.97%
CYP2C8 inhibition	+	0.5601	56.01%
CYP inhibitory promiscuity	+	0.6375	63.75%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8286	82.86%
Carcinogenicity (trinary)	Non-required	0.7138	71.38%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.5367	53.67%
Skin irritation	-	0.8217	82.17%
Skin corrosion	-	0.9355	93.55%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7995	79.95%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.6198	61.98%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.8226	82.26%
Acute Oral Toxicity (c)	III	0.7284	72.84%
Estrogen receptor binding	+	0.9409	94.09%
Androgen receptor binding	+	0.9045	90.45%
Thyroid receptor binding	+	0.7964	79.64%
Glucocorticoid receptor binding	+	0.8353	83.53%
Aromatase binding	+	0.6726	67.26%
PPAR gamma	+	0.9078	90.78%
Honey bee toxicity	-	0.8364	83.64%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.81%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.88%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	95.60%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.25%	86.33%
CHEMBL3194	P02766	Transthyretin	92.15%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	88.20%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.85%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.40%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.12%	98.95%
CHEMBL1929	P47989	Xanthine dehydrogenase	86.99%	96.12%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.40%	89.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.04%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.76%	99.17%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	81.75%	98.11%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.59%	92.68%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.49%	99.15%

Plants that contains it

• Artocarpus chama

Cross-Links

• PubChem: 73235533
• LOTUS: LTS0167896
• wikiData: Q105034458