[(E)-3-[4-acetyloxy-3-[(Z)-1-(4-acetyloxy-3-methoxyphenyl)prop-1-en-2-yl]-5-methoxyphenyl]prop-2-enyl] acetate

Details

• Internal ID: 3aa77165-92f6-48c5-9ccf-ce853cb2f10c
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: [(E)-3-[4-acetyloxy-3-[(Z)-1-(4-acetyloxy-3-methoxyphenyl)prop-1-en-2-yl]-5-methoxyphenyl]prop-2-enyl] acetate
• SMILES (Canonical): CC(=CC1=CC(=C(C=C1)OC(=O)C)OC)C2=C(C(=CC(=C2)C=CCOC(=O)C)OC)OC(=O)C
• SMILES (Isomeric): C/C(=C/C1=CC(=C(C=C1)OC(=O)C)OC)/C2=C(C(=CC(=C2)/C=C/COC(=O)C)OC)OC(=O)C
• InChI: InChI=1S/C26H28O8/c1-16(12-21-9-10-23(33-18(3)28)24(14-21)30-5)22-13-20(8-7-11-32-17(2)27)15-25(31-6)26(22)34-19(4)29/h7-10,12-15H,11H2,1-6H3/b8-7+,16-12-
• InChI Key: WIHBKKZAZRGEBB-GLMVTYHNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₈
• Molecular Weight: 468.50 g/mol
• Exact Mass: 468.17841785 g/mol
• Topological Polar Surface Area (TPSA): 97.40 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.69
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.5565	55.65%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8445	84.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8905	89.05%
OATP1B3 inhibitior	+	0.9282	92.82%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9830	98.30%
P-glycoprotein inhibitior	+	0.9485	94.85%
P-glycoprotein substrate	-	0.7512	75.12%
CYP3A4 substrate	+	0.5349	53.49%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.8431	84.31%
CYP3A4 inhibition	-	0.5455	54.55%
CYP2C9 inhibition	+	0.6801	68.01%
CYP2C19 inhibition	+	0.8691	86.91%
CYP2D6 inhibition	-	0.7722	77.22%
CYP1A2 inhibition	+	0.8778	87.78%
CYP2C8 inhibition	+	0.6947	69.47%
CYP inhibitory promiscuity	+	0.8091	80.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7398	73.98%
Carcinogenicity (trinary)	Non-required	0.7117	71.17%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8091	80.91%
Skin irritation	-	0.8597	85.97%
Skin corrosion	-	0.9883	98.83%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7659	76.59%
Micronuclear	-	0.5034	50.34%
Hepatotoxicity	+	0.5930	59.30%
skin sensitisation	-	0.8002	80.02%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	-	0.5792	57.92%
Acute Oral Toxicity (c)	III	0.5352	53.52%
Estrogen receptor binding	+	0.8997	89.97%
Androgen receptor binding	+	0.7857	78.57%
Thyroid receptor binding	+	0.7041	70.41%
Glucocorticoid receptor binding	+	0.8732	87.32%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7199	71.99%
Honey bee toxicity	-	0.7902	79.02%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5207	52.07%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.46%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.96%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.12%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.25%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.22%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.43%	99.17%
CHEMBL2535	P11166	Glucose transporter	87.25%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.23%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.58%	89.00%

Plants that contains it

• Pinus taeda

Cross-Links

• PubChem: 101932975
• LOTUS: LTS0139691
• wikiData: Q105306227