2-(3,7-Dimethylocta-2,6-dienyl)-5-[2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol

Details

• Internal ID: 0df23322-b98b-4f9d-a411-4ae8d0923135
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 2-(3,7-dimethylocta-2,6-dienyl)-5-[2-(4-hydroxyphenyl)ethenyl]benzene-1,3-diol
• InChI: InChI=1S/C24H28O3/c1-17(2)5-4-6-18(3)7-14-22-23(26)15-20(16-24(22)27)9-8-19-10-12-21(25)13-11-19/h5,7-13,15-16,25-27H,4,6,14H2,1-3H3
• InChI Key: BBTTUQSLOSGAHM-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₃
• Molecular Weight: 364.50 g/mol
• Exact Mass: 364.20384475 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 6.21
• H-Bond Acceptor: 3
• 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	+	0.9949	99.49%
Caco-2	-	0.6011	60.11%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8056	80.56%
OATP2B1 inhibitior	-	0.5682	56.82%
OATP1B1 inhibitior	+	0.8697	86.97%
OATP1B3 inhibitior	+	0.9055	90.55%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9766	97.66%
P-glycoprotein inhibitior	+	0.6780	67.80%
P-glycoprotein substrate	-	0.9081	90.81%
CYP3A4 substrate	-	0.5617	56.17%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	-	0.6697	66.97%
CYP3A4 inhibition	+	0.6553	65.53%
CYP2C9 inhibition	+	0.7179	71.79%
CYP2C19 inhibition	+	0.7172	71.72%
CYP2D6 inhibition	-	0.7880	78.80%
CYP1A2 inhibition	+	0.7748	77.48%
CYP2C8 inhibition	+	0.4611	46.11%
CYP inhibitory promiscuity	+	0.8441	84.41%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8062	80.62%
Carcinogenicity (trinary)	Non-required	0.7142	71.42%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.6062	60.62%
Skin irritation	-	0.7766	77.66%
Skin corrosion	-	0.8192	81.92%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7827	78.27%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6643	66.43%
skin sensitisation	+	0.5205	52.05%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6603	66.03%
Acute Oral Toxicity (c)	III	0.6128	61.28%
Estrogen receptor binding	+	0.9071	90.71%
Androgen receptor binding	+	0.9116	91.16%
Thyroid receptor binding	+	0.7501	75.01%
Glucocorticoid receptor binding	+	0.8619	86.19%
Aromatase binding	+	0.7957	79.57%
PPAR gamma	+	0.9346	93.46%
Honey bee toxicity	-	0.8978	89.78%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL235	P37231	Peroxisome proliferator-activated receptor gamma	110 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.48%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.16%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	93.51%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.85%	92.08%
CHEMBL2581	P07339	Cathepsin D	92.64%	98.95%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	92.23%	93.10%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.23%	96.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	89.88%	92.68%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.81%	86.33%
CHEMBL3194	P02766	Transthyretin	84.89%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.34%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.42%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.81%	95.56%
CHEMBL242	Q92731	Estrogen receptor beta	81.81%	98.35%

Plants that contains it

• Milicia excelsa

Cross-Links

• PubChem: 72727703
• LOTUS: LTS0245643
• wikiData: Q104923053