1-[5-acetyl-2-hydroxy-3-[(1S)-1-hydroxy-3-methylbut-2-enyl]phenyl]-3-methylbutan-1-one

Details

• Internal ID: 8c118306-977d-4da4-ba9e-f847c4161c41
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[5-acetyl-2-hydroxy-3-[(1S)-1-hydroxy-3-methylbut-2-enyl]phenyl]-3-methylbutan-1-one
• InChI: InChI=1S/C18H24O4/c1-10(2)6-16(20)14-8-13(12(5)19)9-15(18(14)22)17(21)7-11(3)4/h6,8-9,11,16,20,22H,7H2,1-5H3/t16-/m0/s1
• InChI Key: BQPCSMCCVBBMJR-INIZCTEOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₄
• Molecular Weight: 304.40 g/mol
• Exact Mass: 304.16745924 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.82
• H-Bond Acceptor: 4
• 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	+	0.9681	96.81%
Caco-2	+	0.7279	72.79%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8015	80.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8398	83.98%
OATP1B3 inhibitior	+	0.9552	95.52%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5790	57.90%
P-glycoprotein inhibitior	-	0.8484	84.84%
P-glycoprotein substrate	-	0.7190	71.90%
CYP3A4 substrate	-	0.5759	57.59%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.8175	81.75%
CYP3A4 inhibition	+	0.7092	70.92%
CYP2C9 inhibition	+	0.7743	77.43%
CYP2C19 inhibition	+	0.8231	82.31%
CYP2D6 inhibition	-	0.6374	63.74%
CYP1A2 inhibition	+	0.8132	81.32%
CYP2C8 inhibition	-	0.8193	81.93%
CYP inhibitory promiscuity	+	0.6270	62.70%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.7426	74.26%
Carcinogenicity (trinary)	Non-required	0.7113	71.13%
Eye corrosion	-	0.9603	96.03%
Eye irritation	+	0.6056	60.56%
Skin irritation	-	0.7184	71.84%
Skin corrosion	-	0.8602	86.02%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5406	54.06%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5575	55.75%
skin sensitisation	+	0.7099	70.99%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.5903	59.03%
Acute Oral Toxicity (c)	III	0.4898	48.98%
Estrogen receptor binding	+	0.6993	69.93%
Androgen receptor binding	-	0.7458	74.58%
Thyroid receptor binding	+	0.5491	54.91%
Glucocorticoid receptor binding	+	0.7942	79.42%
Aromatase binding	+	0.6133	61.33%
PPAR gamma	+	0.7514	75.14%
Honey bee toxicity	-	0.8462	84.62%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	+	0.9900	99.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.10%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.95%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.60%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.91%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.94%	99.17%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.51%	97.21%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.35%	89.34%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.19%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	87.19%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.88%	86.33%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	85.13%	83.10%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.43%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.54%	89.00%
CHEMBL2535	P11166	Glucose transporter	81.33%	98.75%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	81.27%	87.67%
CHEMBL340	P08684	Cytochrome P450 3A4	81.18%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163052142
• LOTUS: LTS0254066
• wikiData: Q104944487