[(3R)-4-(5-acetyl-2-hydroxyphenyl)-3-hydroxy-2-methylidenebutyl] acetate

Details

• Internal ID: c7f07e1d-c1dc-4e4d-af9e-f958f5b78acf
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: [(3R)-4-(5-acetyl-2-hydroxyphenyl)-3-hydroxy-2-methylidenebutyl] acetate
• SMILES (Canonical): CC(=O)C1=CC(=C(C=C1)O)CC(C(=C)COC(=O)C)O
• SMILES (Isomeric): CC(=O)C1=CC(=C(C=C1)O)C[C@H](C(=C)COC(=O)C)O
• InChI: InChI=1S/C15H18O5/c1-9(8-20-11(3)17)15(19)7-13-6-12(10(2)16)4-5-14(13)18/h4-6,15,18-19H,1,7-8H2,2-3H3/t15-/m1/s1
• InChI Key: PRGQXORAHVYSHZ-OAHLLOKOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.62
• H-Bond Acceptor: 5
• 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	+	0.9920	99.20%
Caco-2	-	0.5749	57.49%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.9083	90.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9432	94.32%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8749	87.49%
P-glycoprotein inhibitior	-	0.9057	90.57%
P-glycoprotein substrate	-	0.8319	83.19%
CYP3A4 substrate	-	0.5728	57.28%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8301	83.01%
CYP3A4 inhibition	-	0.6396	63.96%
CYP2C9 inhibition	-	0.6993	69.93%
CYP2C19 inhibition	-	0.5389	53.89%
CYP2D6 inhibition	-	0.7730	77.30%
CYP1A2 inhibition	+	0.5332	53.32%
CYP2C8 inhibition	+	0.5327	53.27%
CYP inhibitory promiscuity	-	0.8541	85.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7851	78.51%
Carcinogenicity (trinary)	Non-required	0.7717	77.17%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.5419	54.19%
Skin irritation	-	0.7649	76.49%
Skin corrosion	-	0.9611	96.11%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5917	59.17%
Micronuclear	-	0.6241	62.41%
Hepatotoxicity	-	0.6046	60.46%
skin sensitisation	+	0.6082	60.82%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.6157	61.57%
Acute Oral Toxicity (c)	III	0.5923	59.23%
Estrogen receptor binding	-	0.6113	61.13%
Androgen receptor binding	-	0.5525	55.25%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6802	68.02%
Aromatase binding	-	0.6028	60.28%
PPAR gamma	-	0.7015	70.15%
Honey bee toxicity	-	0.9139	91.39%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8700	87.00%
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
CHEMBL1951	P21397	Monoamine oxidase A	97.49%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.93%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.10%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.93%	98.95%
CHEMBL4208	P20618	Proteasome component C5	92.05%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.83%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.48%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.54%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	86.21%	91.19%
CHEMBL4040	P28482	MAP kinase ERK2	85.79%	83.82%

Plants that contains it

• Artemisia campestris

Cross-Links

• PubChem: 162907066
• LOTUS: LTS0166378
• wikiData: Q105213686