1-[2,6-Dihydroxy-4-(4-hydroxy-3-methylbut-2-enoxy)phenyl]butan-1-one

Details

• Internal ID: 98232f6f-95d0-489d-a30a-79ca426e3d0d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[2,6-dihydroxy-4-(4-hydroxy-3-methylbut-2-enoxy)phenyl]butan-1-one
• SMILES (Canonical): CCCC(=O)C1=C(C=C(C=C1O)OCC=C(C)CO)O
• SMILES (Isomeric): CCCC(=O)C1=C(C=C(C=C1O)OCC=C(C)CO)O
• InChI: InChI=1S/C15H20O5/c1-3-4-12(17)15-13(18)7-11(8-14(15)19)20-6-5-10(2)9-16/h5,7-8,16,18-19H,3-4,6,9H2,1-2H3
• InChI Key: CNXHOIQCLATESF-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.40
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9795	97.95%
Caco-2	+	0.8755	87.55%
Blood Brain Barrier	-	0.5230	52.30%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8862	88.62%
OATP2B1 inhibitior	-	0.7163	71.63%
OATP1B1 inhibitior	+	0.8988	89.88%
OATP1B3 inhibitior	+	0.9505	95.05%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8088	80.88%
BSEP inhibitior	-	0.5907	59.07%
P-glycoprotein inhibitior	-	0.8438	84.38%
P-glycoprotein substrate	-	0.8457	84.57%
CYP3A4 substrate	-	0.5441	54.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8098	80.98%
CYP3A4 inhibition	+	0.5179	51.79%
CYP2C9 inhibition	-	0.6716	67.16%
CYP2C19 inhibition	+	0.6465	64.65%
CYP2D6 inhibition	-	0.7126	71.26%
CYP1A2 inhibition	+	0.8087	80.87%
CYP2C8 inhibition	-	0.6012	60.12%
CYP inhibitory promiscuity	+	0.7017	70.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8023	80.23%
Carcinogenicity (trinary)	Non-required	0.7236	72.36%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.5899	58.99%
Skin irritation	-	0.7556	75.56%
Skin corrosion	-	0.9653	96.53%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3627	36.27%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.5347	53.47%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.5941	59.41%
Acute Oral Toxicity (c)	III	0.6732	67.32%
Estrogen receptor binding	+	0.8812	88.12%
Androgen receptor binding	+	0.5196	51.96%
Thyroid receptor binding	+	0.5691	56.91%
Glucocorticoid receptor binding	+	0.8117	81.17%
Aromatase binding	+	0.8580	85.80%
PPAR gamma	+	0.8693	86.93%
Honey bee toxicity	-	0.9303	93.03%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6255	62.55%
Fish aquatic toxicity	+	0.9865	98.65%

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	95.56%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.83%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.25%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.37%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	87.21%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.96%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.94%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.89%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.32%	86.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.53%	91.71%
CHEMBL4208	P20618	Proteasome component C5	84.34%	90.00%
CHEMBL2535	P11166	Glucose transporter	81.70%	98.75%

Plants that contains it

• Helichrysum asperum

Cross-Links

• PubChem: 129863115
• LOTUS: LTS0014726
• wikiData: Q104966407