1-(3,6-Dihydroxy-2-methoxyphenyl)ethanone

Details

• Internal ID: b319631e-36ac-4535-9e81-356f81f3e2c1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-(3,6-dihydroxy-2-methoxyphenyl)ethanone
• SMILES (Canonical): CC(=O)C1=C(C=CC(=C1OC)O)O
• SMILES (Isomeric): CC(=O)C1=C(C=CC(=C1OC)O)O
• InChI: InChI=1S/C9H10O4/c1-5(10)8-6(11)3-4-7(12)9(8)13-2/h3-4,11-12H,1-2H3
• InChI Key: WXOYSNLFYSJUDB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₀O₄
• Molecular Weight: 182.17 g/mol
• Exact Mass: 182.05790880 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.31
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 33539-20-7
• 1-(3,6-dihydroxy-2-methoxyphenyl)ethan-1-one
• SCHEMBL3307526
• MFCD11109166
• AKOS006308703
• SY470761
• DB-328477
• 1-(3,6-dihydroxy-2-methoxy-phenyl)-ethanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9814	98.14%
Caco-2	-	0.5644	56.44%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8858	88.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9718	97.18%
OATP1B3 inhibitior	+	0.9798	97.98%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9575	95.75%
P-glycoprotein inhibitior	-	0.9552	95.52%
P-glycoprotein substrate	-	0.9842	98.42%
CYP3A4 substrate	-	0.6873	68.73%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8116	81.16%
CYP3A4 inhibition	-	0.8877	88.77%
CYP2C9 inhibition	-	0.9279	92.79%
CYP2C19 inhibition	-	0.5494	54.94%
CYP2D6 inhibition	-	0.9041	90.41%
CYP1A2 inhibition	-	0.6081	60.81%
CYP2C8 inhibition	-	0.9209	92.09%
CYP inhibitory promiscuity	-	0.7607	76.07%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7394	73.94%
Carcinogenicity (trinary)	Non-required	0.6735	67.35%
Eye corrosion	+	0.7376	73.76%
Eye irritation	+	0.9773	97.73%
Skin irritation	+	0.7252	72.52%
Skin corrosion	-	0.8809	88.09%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7122	71.22%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.5947	59.47%
skin sensitisation	-	0.6352	63.52%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	+	0.4709	47.09%
Acute Oral Toxicity (c)	III	0.6566	65.66%
Estrogen receptor binding	-	0.6709	67.09%
Androgen receptor binding	-	0.7736	77.36%
Thyroid receptor binding	-	0.7105	71.05%
Glucocorticoid receptor binding	-	0.8274	82.74%
Aromatase binding	-	0.8277	82.77%
PPAR gamma	-	0.6840	68.40%
Honey bee toxicity	-	0.9664	96.64%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8055	80.55%
Fish aquatic toxicity	+	0.8380	83.80%

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	95.96%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.58%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.74%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.58%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.12%	94.45%
CHEMBL4208	P20618	Proteasome component C5	80.19%	90.00%

Plants that contains it

• Fraxinus floribunda

Cross-Links

• PubChem: 11206155
• LOTUS: LTS0254347
• wikiData: Q105314806