methyl (E)-4-[3,5-dihydroxy-4-(2-methylpropanoyl)phenoxy]-2-methylbut-2-enoate

Details

• Internal ID: c3d47be0-1595-4f21-8018-2952224cc5b0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: methyl (E)-4-[3,5-dihydroxy-4-(2-methylpropanoyl)phenoxy]-2-methylbut-2-enoate
• SMILES (Canonical): CC(C)C(=O)C1=C(C=C(C=C1O)OCC=C(C)C(=O)OC)O
• SMILES (Isomeric): CC(C)C(=O)C1=C(C=C(C=C1O)OC/C=C(\C)/C(=O)OC)O
• InChI: InChI=1S/C16H20O6/c1-9(2)15(19)14-12(17)7-11(8-13(14)18)22-6-5-10(3)16(20)21-4/h5,7-9,17-18H,6H2,1-4H3/b10-5+
• InChI Key: ALHUIQBXXMKVQT-BJMVGYQFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₆
• Molecular Weight: 308.33 g/mol
• Exact Mass: 308.12598835 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9813	98.13%
Caco-2	+	0.7729	77.29%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8547	85.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9272	92.72%
OATP1B3 inhibitior	+	0.8905	89.05%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7735	77.35%
P-glycoprotein inhibitior	-	0.6726	67.26%
P-glycoprotein substrate	-	0.8508	85.08%
CYP3A4 substrate	-	0.5516	55.16%
CYP2C9 substrate	-	0.5844	58.44%
CYP2D6 substrate	-	0.8813	88.13%
CYP3A4 inhibition	-	0.7973	79.73%
CYP2C9 inhibition	+	0.6843	68.43%
CYP2C19 inhibition	+	0.7134	71.34%
CYP2D6 inhibition	-	0.7728	77.28%
CYP1A2 inhibition	+	0.7262	72.62%
CYP2C8 inhibition	-	0.8189	81.89%
CYP inhibitory promiscuity	-	0.5935	59.35%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7016	70.16%
Carcinogenicity (trinary)	Non-required	0.7788	77.88%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.8275	82.75%
Skin irritation	-	0.7560	75.60%
Skin corrosion	-	0.9666	96.66%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6588	65.88%
Micronuclear	-	0.5526	55.26%
Hepatotoxicity	-	0.5217	52.17%
skin sensitisation	-	0.5627	56.27%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5985	59.85%
Acute Oral Toxicity (c)	III	0.5439	54.39%
Estrogen receptor binding	+	0.8716	87.16%
Androgen receptor binding	-	0.5438	54.38%
Thyroid receptor binding	+	0.5945	59.45%
Glucocorticoid receptor binding	+	0.8092	80.92%
Aromatase binding	+	0.7969	79.69%
PPAR gamma	+	0.5782	57.82%
Honey bee toxicity	-	0.8190	81.90%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9933	99.33%

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	98.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.54%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.43%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	94.23%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.73%	99.15%
CHEMBL4208	P20618	Proteasome component C5	92.31%	90.00%
CHEMBL2581	P07339	Cathepsin D	90.56%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.65%	94.45%
CHEMBL2535	P11166	Glucose transporter	86.50%	98.75%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.51%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.23%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.10%	91.07%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.10%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.90%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.43%	90.71%

Plants that contains it

• Helichrysum asperum

Cross-Links

• PubChem: 14282622
• LOTUS: LTS0145838
• wikiData: Q104914134