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

Details

• Internal ID: ed61965c-c8ea-41b3-a640-277f31e0fe9d
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[(E)-2-[4-hydroxy-2-methoxy-3,5-bis(3-methylbut-2-enyl)phenyl]ethenyl]benzene-1,3-diol
• SMILES (Canonical): CC(=CCC1=CC(=C(C(=C1O)CC=C(C)C)OC)C=CC2=CC(=CC(=C2)O)O)C
• SMILES (Isomeric): CC(=CCC1=CC(=C(C(=C1O)CC=C(C)C)OC)/C=C/C2=CC(=CC(=C2)O)O)C
• InChI: InChI=1S/C25H30O4/c1-16(2)6-9-19-14-20(10-8-18-12-21(26)15-22(27)13-18)25(29-5)23(24(19)28)11-7-17(3)4/h6-8,10,12-15,26-28H,9,11H2,1-5H3/b10-8+
• InChI Key: CCIWZQUNKHABCW-CSKARUKUSA-N
• Popularity: 1 reference 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	+	0.9903	99.03%
Caco-2	+	0.7465	74.65%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7496	74.96%
OATP2B1 inhibitior	-	0.5707	57.07%
OATP1B1 inhibitior	+	0.7771	77.71%
OATP1B3 inhibitior	+	0.8965	89.65%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9086	90.86%
P-glycoprotein inhibitior	+	0.7225	72.25%
P-glycoprotein substrate	-	0.8564	85.64%
CYP3A4 substrate	-	0.5166	51.66%
CYP2C9 substrate	+	0.6048	60.48%
CYP2D6 substrate	+	0.3626	36.26%
CYP3A4 inhibition	-	0.6785	67.85%
CYP2C9 inhibition	+	0.7761	77.61%
CYP2C19 inhibition	+	0.8597	85.97%
CYP2D6 inhibition	-	0.7193	71.93%
CYP1A2 inhibition	+	0.6685	66.85%
CYP2C8 inhibition	+	0.5638	56.38%
CYP inhibitory promiscuity	+	0.8851	88.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7916	79.16%
Carcinogenicity (trinary)	Non-required	0.7572	75.72%
Eye corrosion	-	0.9887	98.87%
Eye irritation	+	0.6433	64.33%
Skin irritation	-	0.8313	83.13%
Skin corrosion	-	0.9306	93.06%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8883	88.83%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5622	56.22%
skin sensitisation	-	0.6355	63.55%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6992	69.92%
Acute Oral Toxicity (c)	III	0.7141	71.41%
Estrogen receptor binding	+	0.9008	90.08%
Androgen receptor binding	+	0.7318	73.18%
Thyroid receptor binding	+	0.7715	77.15%
Glucocorticoid receptor binding	+	0.7805	78.05%
Aromatase binding	+	0.6840	68.40%
PPAR gamma	+	0.8806	88.06%
Honey bee toxicity	-	0.8462	84.62%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
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	99.16%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.20%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.61%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.40%	94.45%
CHEMBL3194	P02766	Transthyretin	90.58%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	90.44%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.87%	96.09%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	89.32%	92.68%
CHEMBL2581	P07339	Cathepsin D	88.12%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.86%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.00%	95.56%

Plants that contains it

• Artocarpus altilis

Cross-Links

• PubChem: 101583548
• LOTUS: LTS0041287
• wikiData: Q104953371