5-[2-(2,4-Dihydroxyphenyl)ethyl]-3,4-bis(3-methylbut-2-enyl)benzene-1,2-diol

Details

• Internal ID: 98729130-07e7-427a-b651-92a44f9c2c47
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[2-(2,4-dihydroxyphenyl)ethyl]-3,4-bis(3-methylbut-2-enyl)benzene-1,2-diol
• InChI: InChI=1S/C24H30O4/c1-15(2)5-11-20-18(8-7-17-9-10-19(25)14-22(17)26)13-23(27)24(28)21(20)12-6-16(3)4/h5-6,9-10,13-14,25-28H,7-8,11-12H2,1-4H3
• InChI Key: CQZSYWYQTMUXRN-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₄
• Molecular Weight: 382.50 g/mol
• Exact Mass: 382.21440943 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 5.31
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9588	95.88%
Caco-2	+	0.4912	49.12%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8218	82.18%
OATP2B1 inhibitior	-	0.5601	56.01%
OATP1B1 inhibitior	+	0.8356	83.56%
OATP1B3 inhibitior	+	0.9310	93.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9280	92.80%
P-glycoprotein inhibitior	+	0.5905	59.05%
P-glycoprotein substrate	-	0.7450	74.50%
CYP3A4 substrate	-	0.5774	57.74%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	+	0.3482	34.82%
CYP3A4 inhibition	-	0.5879	58.79%
CYP2C9 inhibition	+	0.7343	73.43%
CYP2C19 inhibition	+	0.6640	66.40%
CYP2D6 inhibition	-	0.7140	71.40%
CYP1A2 inhibition	+	0.7232	72.32%
CYP2C8 inhibition	+	0.5672	56.72%
CYP inhibitory promiscuity	+	0.6619	66.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8623	86.23%
Carcinogenicity (trinary)	Non-required	0.7430	74.30%
Eye corrosion	-	0.9863	98.63%
Eye irritation	+	0.5867	58.67%
Skin irritation	-	0.7580	75.80%
Skin corrosion	-	0.8455	84.55%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7927	79.27%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.5554	55.54%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7233	72.33%
Acute Oral Toxicity (c)	III	0.6334	63.34%
Estrogen receptor binding	+	0.9343	93.43%
Androgen receptor binding	+	0.9006	90.06%
Thyroid receptor binding	+	0.7319	73.19%
Glucocorticoid receptor binding	+	0.7493	74.93%
Aromatase binding	+	0.6718	67.18%
PPAR gamma	+	0.9074	90.74%
Honey bee toxicity	-	0.9022	90.22%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
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	99.30%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.16%	94.73%
CHEMBL2581	P07339	Cathepsin D	92.75%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.74%	86.33%
CHEMBL3194	P02766	Transthyretin	88.73%	90.71%
CHEMBL1929	P47989	Xanthine dehydrogenase	87.90%	96.12%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.71%	83.57%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.86%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.11%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.57%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.97%	91.71%
CHEMBL3038469	P24941	CDK2/Cyclin A	81.01%	91.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.93%	94.45%

Plants that contains it

• Broussonetia papyrifera

Cross-Links

• PubChem: 163091031
• LOTUS: LTS0149784
• wikiData: Q104968388