[3-hydroxy-2-[11-oxo-11-(2,4,6-trihydroxyphenyl)undecyl]phenyl] Acetate

Details

• Internal ID: b92cd75c-2440-479c-9453-41923433b0d0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: [3-hydroxy-2-[11-oxo-11-(2,4,6-trihydroxyphenyl)undecyl]phenyl] acetate
• SMILES (Canonical): CC(=O)OC1=CC=CC(=C1CCCCCCCCCCC(=O)C2=C(C=C(C=C2O)O)O)O
• SMILES (Isomeric): CC(=O)OC1=CC=CC(=C1CCCCCCCCCCC(=O)C2=C(C=C(C=C2O)O)O)O
• InChI: InChI=1S/C25H32O7/c1-17(26)32-24-14-10-13-20(28)19(24)11-8-6-4-2-3-5-7-9-12-21(29)25-22(30)15-18(27)16-23(25)31/h10,13-16,27-28,30-31H,2-9,11-12H2,1H3
• InChI Key: QNGAJXWLOOFLKM-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₂O₇
• Molecular Weight: 444.50 g/mol
• Exact Mass: 444.21480336 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 5.37
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 13

Synonyms

• Ardisinone A
• CHEBI:188561
• 1-Undecanone, 11-[2-(acetyloxy)-6-hydroxyphenyl]-1-(2,4,6-trihydroxyphenyl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8685	86.85%
Caco-2	-	0.7569	75.69%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.9515	95.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9161	91.61%
OATP1B3 inhibitior	+	0.9035	90.35%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6342	63.42%
P-glycoprotein inhibitior	+	0.6435	64.35%
P-glycoprotein substrate	-	0.6630	66.30%
CYP3A4 substrate	+	0.5752	57.52%
CYP2C9 substrate	-	0.5852	58.52%
CYP2D6 substrate	-	0.8655	86.55%
CYP3A4 inhibition	-	0.6147	61.47%
CYP2C9 inhibition	+	0.5672	56.72%
CYP2C19 inhibition	+	0.5663	56.63%
CYP2D6 inhibition	-	0.8651	86.51%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.7154	71.54%
CYP inhibitory promiscuity	-	0.7736	77.36%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8477	84.77%
Carcinogenicity (trinary)	Non-required	0.7611	76.11%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.7532	75.32%
Skin irritation	-	0.8010	80.10%
Skin corrosion	-	0.9197	91.97%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7448	74.48%
Micronuclear	-	0.7041	70.41%
Hepatotoxicity	+	0.5211	52.11%
skin sensitisation	-	0.9254	92.54%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5476	54.76%
Acute Oral Toxicity (c)	III	0.6765	67.65%
Estrogen receptor binding	+	0.6932	69.32%
Androgen receptor binding	+	0.7327	73.27%
Thyroid receptor binding	+	0.5291	52.91%
Glucocorticoid receptor binding	+	0.6707	67.07%
Aromatase binding	+	0.5575	55.75%
PPAR gamma	+	0.6952	69.52%
Honey bee toxicity	-	0.8933	89.33%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5645	56.45%
Fish aquatic toxicity	+	0.9946	99.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.78%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.13%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.43%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.34%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.74%	99.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.26%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.58%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.37%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	88.89%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.76%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.54%	89.00%
CHEMBL2535	P11166	Glucose transporter	84.04%	98.75%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.74%	94.62%
CHEMBL3194	P02766	Transthyretin	82.66%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	82.02%	94.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.04%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.69%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.34%	99.23%

Plants that contains it

• Ardisia elliptica

Cross-Links

• PubChem: 11328243
• LOTUS: LTS0121538
• wikiData: Q105224413