1-[4-hydroxy-3-[(E)-4-hydroxy-3-methylbut-2-enyl]phenyl]ethanone

Details

• Internal ID: 6e8d58f9-4275-43a3-b54d-fcaa85fdae68
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[4-hydroxy-3-[(E)-4-hydroxy-3-methylbut-2-enyl]phenyl]ethanone
• SMILES (Canonical): CC(=CCC1=C(C=CC(=C1)C(=O)C)O)CO
• SMILES (Isomeric): C/C(=C\CC1=C(C=CC(=C1)C(=O)C)O)/CO
• InChI: InChI=1S/C13H16O3/c1-9(8-14)3-4-12-7-11(10(2)15)5-6-13(12)16/h3,5-7,14,16H,4,8H2,1-2H3/b9-3+
• InChI Key: VJMQHXVUFSIHDR-YCRREMRBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.26 g/mol
• Exact Mass: 220.109944368 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.6882	68.82%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.9128	91.28%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.9461	94.61%
OATP1B3 inhibitior	+	0.9531	95.31%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8126	81.26%
P-glycoprotein inhibitior	-	0.9822	98.22%
P-glycoprotein substrate	-	0.8807	88.07%
CYP3A4 substrate	-	0.6628	66.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7801	78.01%
CYP3A4 inhibition	+	0.6348	63.48%
CYP2C9 inhibition	-	0.5288	52.88%
CYP2C19 inhibition	+	0.6332	63.32%
CYP2D6 inhibition	-	0.6302	63.02%
CYP1A2 inhibition	+	0.8887	88.87%
CYP2C8 inhibition	-	0.7194	71.94%
CYP inhibitory promiscuity	+	0.6352	63.52%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7563	75.63%
Carcinogenicity (trinary)	Non-required	0.7040	70.40%
Eye corrosion	-	0.9575	95.75%
Eye irritation	+	0.8456	84.56%
Skin irritation	-	0.7119	71.19%
Skin corrosion	-	0.9000	90.00%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6542	65.42%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	+	0.5933	59.33%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.4543	45.43%
Acute Oral Toxicity (c)	III	0.6325	63.25%
Estrogen receptor binding	-	0.6518	65.18%
Androgen receptor binding	-	0.5815	58.15%
Thyroid receptor binding	-	0.7496	74.96%
Glucocorticoid receptor binding	+	0.6741	67.41%
Aromatase binding	-	0.4858	48.58%
PPAR gamma	+	0.5410	54.10%
Honey bee toxicity	-	0.9764	97.64%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9964	99.64%

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	96.73%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	91.38%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.59%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.43%	94.73%
CHEMBL2581	P07339	Cathepsin D	86.86%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.52%	99.17%
CHEMBL4208	P20618	Proteasome component C5	86.45%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.56%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.57%	95.56%
CHEMBL2535	P11166	Glucose transporter	80.32%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.09%	96.09%

Plants that contains it

• Artemisia campestris
• Artemisia monosperma

Cross-Links

• PubChem: 14290630
• LOTUS: LTS0056105
• wikiData: Q105287365