1-[2,6-Dihydroxy-4-[(3-methyl-2-butenyl)oxy]phenyl]-2-methyl-1-propanone

Details

• Internal ID: 204093ac-e181-40ee-bd14-39d47208641b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[2,6-dihydroxy-4-(3-methylbut-2-enoxy)phenyl]-2-methylpropan-1-one
• SMILES (Canonical): CC(C)C(=O)C1=C(C=C(C=C1O)OCC=C(C)C)O
• SMILES (Isomeric): CC(C)C(=O)C1=C(C=C(C=C1O)OCC=C(C)C)O
• InChI: InChI=1S/C15H20O4/c1-9(2)5-6-19-11-7-12(16)14(13(17)8-11)15(18)10(3)4/h5,7-8,10,16-17H,6H2,1-4H3
• InChI Key: COFMUAGYTGBRTR-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.28
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	+	0.8574	85.74%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8757	87.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9408	94.08%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7964	79.64%
P-glycoprotein inhibitior	-	0.8631	86.31%
P-glycoprotein substrate	-	0.9435	94.35%
CYP3A4 substrate	-	0.6072	60.72%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.8270	82.70%
CYP3A4 inhibition	-	0.5228	52.28%
CYP2C9 inhibition	+	0.7466	74.66%
CYP2C19 inhibition	+	0.8813	88.13%
CYP2D6 inhibition	-	0.7447	74.47%
CYP1A2 inhibition	+	0.9478	94.78%
CYP2C8 inhibition	-	0.9078	90.78%
CYP inhibitory promiscuity	+	0.8018	80.18%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7579	75.79%
Carcinogenicity (trinary)	Non-required	0.7780	77.80%
Eye corrosion	-	0.9759	97.59%
Eye irritation	+	0.5906	59.06%
Skin irritation	-	0.6919	69.19%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4173	41.73%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5342	53.42%
skin sensitisation	+	0.6817	68.17%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5165	51.65%
Acute Oral Toxicity (c)	III	0.6988	69.88%
Estrogen receptor binding	+	0.8128	81.28%
Androgen receptor binding	+	0.5291	52.91%
Thyroid receptor binding	+	0.6127	61.27%
Glucocorticoid receptor binding	+	0.6935	69.35%
Aromatase binding	+	0.8271	82.71%
PPAR gamma	+	0.8244	82.44%
Honey bee toxicity	-	0.8772	87.72%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7055	70.55%
Fish aquatic toxicity	+	0.9916	99.16%

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	98.11%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.42%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.21%	99.17%
CHEMBL2581	P07339	Cathepsin D	93.02%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.80%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.74%	96.09%
CHEMBL4208	P20618	Proteasome component C5	90.93%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.08%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.73%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.41%	95.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.97%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.55%	90.71%
CHEMBL2535	P11166	Glucose transporter	80.80%	98.75%

Plants that contains it

• Helichrysum asperum
• Helichrysum crispum
• Helichrysum spiralepis

Cross-Links

• PubChem: 14282610
• LOTUS: LTS0167208
• wikiData: Q104966861