p-Hydroxyphenylbutanone

Details

• Internal ID: d242558b-53af-422c-bdd4-5a51b81b5c8f
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: 1-(4-hydroxyphenyl)butan-2-one
• SMILES (Canonical): CCC(=O)CC1=CC=C(C=C1)O
• SMILES (Isomeric): CCC(=O)CC1=CC=C(C=C1)O
• InChI: InChI=1S/C10H12O2/c1-2-9(11)7-8-3-5-10(12)6-4-8/h3-6,12H,2,7H2,1H3
• InChI Key: PARHMNZPOUVEIQ-UHFFFAOYSA-N
• Popularity: 13 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.20 g/mol
• Exact Mass: 164.083729621 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.91
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• (4-hydroxyphenyl)butanone
• SCHEMBL43309
• 1-(4-hydroxyphenyl)butan-2-one
• PARHMNZPOUVEIQ-UHFFFAOYSA-N
• AKOS018659308
• EN300-2177633
• A800297
• 1-(4-hydroxyphenyl)butan-2-one;4-Hydroxybutyrophenone
• 91060-98-9

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9349	93.49%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8228	82.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8917	89.17%
OATP1B3 inhibitior	+	0.9528	95.28%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8600	86.00%
P-glycoprotein inhibitior	-	0.9912	99.12%
P-glycoprotein substrate	-	0.9350	93.50%
CYP3A4 substrate	-	0.6914	69.14%
CYP2C9 substrate	-	0.5955	59.55%
CYP2D6 substrate	-	0.6857	68.57%
CYP3A4 inhibition	-	0.8646	86.46%
CYP2C9 inhibition	-	0.9157	91.57%
CYP2C19 inhibition	-	0.6972	69.72%
CYP2D6 inhibition	-	0.9315	93.15%
CYP1A2 inhibition	+	0.6459	64.59%
CYP2C8 inhibition	-	0.5973	59.73%
CYP inhibitory promiscuity	-	0.8669	86.69%
UGT catelyzed	+	0.7362	73.62%
Carcinogenicity (binary)	-	0.5877	58.77%
Carcinogenicity (trinary)	Non-required	0.6644	66.44%
Eye corrosion	+	0.8218	82.18%
Eye irritation	+	0.9920	99.20%
Skin irritation	+	0.8958	89.58%
Skin corrosion	+	0.5894	58.94%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7802	78.02%
Micronuclear	-	0.7677	76.77%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	+	0.8638	86.38%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.7420	74.20%
Mitochondrial toxicity	-	0.9750	97.50%
Nephrotoxicity	-	0.6417	64.17%
Acute Oral Toxicity (c)	III	0.4888	48.88%
Estrogen receptor binding	-	0.8324	83.24%
Androgen receptor binding	-	0.6007	60.07%
Thyroid receptor binding	-	0.7704	77.04%
Glucocorticoid receptor binding	-	0.8145	81.45%
Aromatase binding	-	0.6418	64.18%
PPAR gamma	-	0.5652	56.52%
Honey bee toxicity	-	0.9838	98.38%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.7450	74.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.58%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.85%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.51%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.45%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.71%	95.56%
CHEMBL4208	P20618	Proteasome component C5	80.14%	90.00%

Plants that contains it

• Rubus idaeus

Cross-Links

• PubChem: 13591064
• LOTUS: LTS0148348
• wikiData: Q105204685