1-[2-Hydroxy-4-(hydroxymethyl)phenyl]ethanone

Details

• Internal ID: 8773f0f4-b3e0-44ec-ae00-ef6ff3715625
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[2-hydroxy-4-(hydroxymethyl)phenyl]ethanone
• SMILES (Canonical): CC(=O)C1=C(C=C(C=C1)CO)O
• SMILES (Isomeric): CC(=O)C1=C(C=C(C=C1)CO)O
• InChI: InChI=1S/C9H10O3/c1-6(11)8-3-2-7(5-10)4-9(8)12/h2-4,10,12H,5H2,1H3
• InChI Key: CEKCNQSWPNISHG-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.17 g/mol
• Exact Mass: 166.062994177 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.09
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 1-[2-hydroxy-4-(hydroxymethyl)phenyl]ethanone
• CHEBI:67435
• 1-(2-Hydroxy-4-(hydroxymethyl)phenyl)ethanone
• 1-[2-hydroxy-4-(hydroxymethyl)phenyl]ethan-1-one
• orb1680992
• CHEMBL1795999
• SCHEMBL11938337
• AKOS040762898
• Q27135900

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	+	0.8152	81.52%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.9379	93.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9270	92.70%
OATP1B3 inhibitior	+	0.9782	97.82%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9465	94.65%
P-glycoprotein inhibitior	-	0.9841	98.41%
P-glycoprotein substrate	-	0.9252	92.52%
CYP3A4 substrate	-	0.7090	70.90%
CYP2C9 substrate	-	0.7992	79.92%
CYP2D6 substrate	-	0.8439	84.39%
CYP3A4 inhibition	-	0.8001	80.01%
CYP2C9 inhibition	-	0.8219	82.19%
CYP2C19 inhibition	-	0.6000	60.00%
CYP2D6 inhibition	-	0.9413	94.13%
CYP1A2 inhibition	+	0.5299	52.99%
CYP2C8 inhibition	-	0.8938	89.38%
CYP inhibitory promiscuity	-	0.6382	63.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7136	71.36%
Carcinogenicity (trinary)	Non-required	0.7389	73.89%
Eye corrosion	-	0.7095	70.95%
Eye irritation	+	0.9283	92.83%
Skin irritation	+	0.7293	72.93%
Skin corrosion	-	0.8327	83.27%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8203	82.03%
Micronuclear	-	0.6641	66.41%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	+	0.6625	66.25%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6467	64.67%
Acute Oral Toxicity (c)	III	0.6602	66.02%
Estrogen receptor binding	-	0.8386	83.86%
Androgen receptor binding	-	0.6652	66.52%
Thyroid receptor binding	-	0.8020	80.20%
Glucocorticoid receptor binding	-	0.7311	73.11%
Aromatase binding	-	0.6275	62.75%
PPAR gamma	-	0.7401	74.01%
Honey bee toxicity	-	0.9479	94.79%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.7940	79.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.16%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.13%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.03%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.34%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	85.09%	94.73%
CHEMBL4208	P20618	Proteasome component C5	84.15%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.58%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.97%	95.50%

Plants that contains it

• Eupatorium cannabinum

Cross-Links

• PubChem: 56663527
• NPASS: NPC41567
• ChEMBL: CHEMBL1795999
• LOTUS: LTS0003322
• wikiData: Q27135900