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

Details

• Internal ID: 99cdfce2-0b16-4e45-a610-fe162d24d033
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[2-(3,4-dihydroxyphenyl)ethenyl]-2-(3-methylbut-1-enyl)benzene-1,3-diol
• SMILES (Canonical): CC(C)C=CC1=C(C=C(C=C1O)C=CC2=CC(=C(C=C2)O)O)O
• SMILES (Isomeric): CC(C)C=CC1=C(C=C(C=C1O)C=CC2=CC(=C(C=C2)O)O)O
• InChI: InChI=1S/C19H20O4/c1-12(2)3-7-15-17(21)10-14(11-18(15)22)5-4-13-6-8-16(20)19(23)9-13/h3-12,20-23H,1-2H3
• InChI Key: YOWZUITYQFPEGQ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₄
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.13615911 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.35
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9638	96.38%
Caco-2	+	0.4920	49.20%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7103	71.03%
OATP2B1 inhibitior	-	0.5647	56.47%
OATP1B1 inhibitior	+	0.9546	95.46%
OATP1B3 inhibitior	+	0.9720	97.20%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9088	90.88%
BSEP inhibitior	+	0.7489	74.89%
P-glycoprotein inhibitior	-	0.6375	63.75%
P-glycoprotein substrate	-	0.9661	96.61%
CYP3A4 substrate	-	0.7069	70.69%
CYP2C9 substrate	-	0.5735	57.35%
CYP2D6 substrate	-	0.7559	75.59%
CYP3A4 inhibition	+	0.6417	64.17%
CYP2C9 inhibition	+	0.7993	79.93%
CYP2C19 inhibition	-	0.7750	77.50%
CYP2D6 inhibition	-	0.8724	87.24%
CYP1A2 inhibition	+	0.9372	93.72%
CYP2C8 inhibition	-	0.8844	88.44%
CYP inhibitory promiscuity	+	0.7599	75.99%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8023	80.23%
Carcinogenicity (trinary)	Non-required	0.6642	66.42%
Eye corrosion	-	0.9681	96.81%
Eye irritation	+	0.9237	92.37%
Skin irritation	-	0.7006	70.06%
Skin corrosion	+	0.5810	58.10%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5102	51.02%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	+	0.8151	81.51%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.7819	78.19%
Acute Oral Toxicity (c)	III	0.8074	80.74%
Estrogen receptor binding	+	0.9302	93.02%
Androgen receptor binding	+	0.9210	92.10%
Thyroid receptor binding	+	0.8052	80.52%
Glucocorticoid receptor binding	+	0.8652	86.52%
Aromatase binding	+	0.8814	88.14%
PPAR gamma	+	0.9009	90.09%
Honey bee toxicity	-	0.9036	90.36%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9922	99.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.29%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.48%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.53%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.39%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.16%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.61%	99.15%
CHEMBL3194	P02766	Transthyretin	86.77%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	86.51%	94.73%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.11%	90.24%
CHEMBL1907599	P05556	Integrin alpha-4/beta-1	82.95%	92.86%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.43%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.14%	94.45%

Plants that contains it

• Arachis hypogaea

Cross-Links

• PubChem: 72756702
• LOTUS: LTS0017808
• wikiData: Q105351583