[4-(4-Butanoyl-3,5-dihydroxyphenoxy)-2-methylbut-2-enyl] acetate

Details

• Internal ID: 083989ef-de47-43e8-a429-e0f604421d92
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: [4-(4-butanoyl-3,5-dihydroxyphenoxy)-2-methylbut-2-enyl] acetate
• SMILES (Canonical): CCCC(=O)C1=C(C=C(C=C1O)OCC=C(C)COC(=O)C)O
• SMILES (Isomeric): CCCC(=O)C1=C(C=C(C=C1O)OCC=C(C)COC(=O)C)O
• InChI: InChI=1S/C17H22O6/c1-4-5-14(19)17-15(20)8-13(9-16(17)21)22-7-6-11(2)10-23-12(3)18/h6,8-9,20-21H,4-5,7,10H2,1-3H3
• InChI Key: GVAYSIWRNJOPFK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₆
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.14163842 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9601	96.01%
Caco-2	+	0.8348	83.48%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.9049	90.49%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8906	89.06%
OATP1B3 inhibitior	+	0.9358	93.58%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5076	50.76%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.8353	83.53%
CYP3A4 substrate	-	0.5315	53.15%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.5185	51.85%
CYP2C9 inhibition	-	0.6129	61.29%
CYP2C19 inhibition	+	0.6877	68.77%
CYP2D6 inhibition	-	0.7605	76.05%
CYP1A2 inhibition	+	0.7044	70.44%
CYP2C8 inhibition	+	0.5205	52.05%
CYP inhibitory promiscuity	-	0.5382	53.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7433	74.33%
Carcinogenicity (trinary)	Non-required	0.6741	67.41%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.6128	61.28%
Skin irritation	-	0.8202	82.02%
Skin corrosion	-	0.9674	96.74%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7519	75.19%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.6401	64.01%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6151	61.51%
Acute Oral Toxicity (c)	III	0.5866	58.66%
Estrogen receptor binding	+	0.7674	76.74%
Androgen receptor binding	+	0.6043	60.43%
Thyroid receptor binding	+	0.5772	57.72%
Glucocorticoid receptor binding	+	0.6373	63.73%
Aromatase binding	+	0.7071	70.71%
PPAR gamma	+	0.6954	69.54%
Honey bee toxicity	-	0.9018	90.18%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.9972	99.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	95.64%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.16%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.10%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.38%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	90.32%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.01%	86.33%
CHEMBL4208	P20618	Proteasome component C5	88.04%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	85.83%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.97%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.89%	95.56%
CHEMBL2535	P11166	Glucose transporter	82.70%	98.75%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.34%	93.10%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.77%	92.68%

Plants that contains it

• Helichrysum asperum

Cross-Links

• PubChem: 129863174
• LOTUS: LTS0027955
• wikiData: Q105020949