1-(2,6-Dihydroxy-4-methoxy-3,5-dimethylphenyl)propan-1-one

Details

• Internal ID: 4add6732-5d2f-4bb3-a008-5d27a3b3a243
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-(2,6-dihydroxy-4-methoxy-3,5-dimethylphenyl)propan-1-one
• SMILES (Canonical): CCC(=O)C1=C(C(=C(C(=C1O)C)OC)C)O
• SMILES (Isomeric): CCC(=O)C1=C(C(=C(C(=C1O)C)OC)C)O
• InChI: InChI=1S/C12H16O4/c1-5-8(13)9-10(14)6(2)12(16-4)7(3)11(9)15/h14-15H,5H2,1-4H3
• InChI Key: SJZDPWGFCKVKAP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₄
• Molecular Weight: 224.25 g/mol
• Exact Mass: 224.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.32
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9550	95.50%
Caco-2	+	0.6598	65.98%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8729	87.29%
OATP2B1 inhibitior	-	0.8475	84.75%
OATP1B1 inhibitior	+	0.8709	87.09%
OATP1B3 inhibitior	+	0.9585	95.85%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9164	91.64%
P-glycoprotein inhibitior	-	0.9001	90.01%
P-glycoprotein substrate	-	0.9498	94.98%
CYP3A4 substrate	-	0.6164	61.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7801	78.01%
CYP3A4 inhibition	+	0.5662	56.62%
CYP2C9 inhibition	-	0.7182	71.82%
CYP2C19 inhibition	+	0.8238	82.38%
CYP2D6 inhibition	-	0.6291	62.91%
CYP1A2 inhibition	+	0.6158	61.58%
CYP2C8 inhibition	-	0.8437	84.37%
CYP inhibitory promiscuity	+	0.6030	60.30%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7634	76.34%
Carcinogenicity (trinary)	Non-required	0.7434	74.34%
Eye corrosion	-	0.8809	88.09%
Eye irritation	+	0.9409	94.09%
Skin irritation	-	0.7158	71.58%
Skin corrosion	-	0.9130	91.30%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6705	67.05%
Micronuclear	-	0.6041	60.41%
Hepatotoxicity	-	0.5966	59.66%
skin sensitisation	-	0.7148	71.48%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	+	0.5641	56.41%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.8344	83.44%
Acute Oral Toxicity (c)	III	0.7025	70.25%
Estrogen receptor binding	-	0.5950	59.50%
Androgen receptor binding	-	0.6981	69.81%
Thyroid receptor binding	-	0.6483	64.83%
Glucocorticoid receptor binding	-	0.5313	53.13%
Aromatase binding	-	0.5901	59.01%
PPAR gamma	-	0.5417	54.17%
Honey bee toxicity	-	0.9755	97.55%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7255	72.55%
Fish aquatic toxicity	+	0.8182	81.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.14%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.77%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.11%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.10%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.63%	99.17%
CHEMBL2581	P07339	Cathepsin D	82.71%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.65%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.35%	95.56%

Plants that contains it

• Myrica gale

Cross-Links

• PubChem: 101687716
• LOTUS: LTS0164173
• wikiData: Q105254658