2-Hydroxy-1-(4-hydroxyphenyl)ethanone

Details

• Internal ID: 193aaf11-e382-4085-9146-5d0365600b85
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 2-hydroxy-1-(4-hydroxyphenyl)ethanone
• SMILES (Canonical): C1=CC(=CC=C1C(=O)CO)O
• SMILES (Isomeric): C1=CC(=CC=C1C(=O)CO)O
• InChI: InChI=1S/C8H8O3/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,9-10H,5H2
• InChI Key: KLAKIAVEMQMVBT-UHFFFAOYSA-N
• Popularity: 48 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₈O₃
• Molecular Weight: 152.15 g/mol
• Exact Mass: 152.047344113 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.57
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 2,4'-Dihydroxyacetophenone
• 5706-85-4
• 4-Hydroxyphenacyl alcohol
• 2-hydroxy-1-(4-hydroxyphenyl)ethan-1-one
• CHEBI:35164
• 2-HYDROXY-1-(4-HYDROXY-PHENYL)-ETHANONE
• 4-Hydroxyacetylphenol
• p-Hydroxybenzoylcarbinol
• p-hydroxyphenacyl alcohol
• SCHEMBL26358
• CHEMBL1908015
• DTXSID20331469
• Hydroxymethyl p-hydroxyphenyl ketone
• AKOS006271758
• CS-0365258
• FT-0698617
• 2-Hydroxy-1-(4-hydroxyphenyl)ethanone, 9CI
• D87702
• A852165
• Q27104293

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	+	0.9044	90.44%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.9026	90.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8901	89.01%
OATP1B3 inhibitior	+	0.9264	92.64%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9599	95.99%
P-glycoprotein inhibitior	-	0.9865	98.65%
P-glycoprotein substrate	-	0.9621	96.21%
CYP3A4 substrate	-	0.7356	73.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7825	78.25%
CYP3A4 inhibition	-	0.9232	92.32%
CYP2C9 inhibition	-	0.9513	95.13%
CYP2C19 inhibition	-	0.8908	89.08%
CYP2D6 inhibition	-	0.9781	97.81%
CYP1A2 inhibition	-	0.8413	84.13%
CYP2C8 inhibition	-	0.5997	59.97%
CYP inhibitory promiscuity	-	0.8651	86.51%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.7640	76.40%
Carcinogenicity (trinary)	Non-required	0.6713	67.13%
Eye corrosion	-	0.6617	66.17%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.7192	71.92%
Skin corrosion	-	0.8034	80.34%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9250	92.50%
Micronuclear	-	0.7159	71.59%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	+	0.7540	75.40%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.6639	66.39%
Acute Oral Toxicity (c)	III	0.6507	65.07%
Estrogen receptor binding	-	0.8532	85.32%
Androgen receptor binding	-	0.5462	54.62%
Thyroid receptor binding	-	0.7676	76.76%
Glucocorticoid receptor binding	-	0.7988	79.88%
Aromatase binding	-	0.7063	70.63%
PPAR gamma	-	0.6595	65.95%
Honey bee toxicity	-	0.9728	97.28%
Biodegradation	+	0.9000	90.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	-	0.6699	66.99%

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	85.50%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.19%	86.33%
CHEMBL4208	P20618	Proteasome component C5	83.63%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.62%	91.11%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.25%	100.00%

Plants that contains it

• Angelica sinensis

Cross-Links

• PubChem: 440082
• NPASS: NPC212718