2'-Hydroxy-3-phenylpropiophenone

Details

• Internal ID: bd8db319-a4c0-4f1f-a003-c20ce3e227cb
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Chalcones and dihydrochalcones > 2-Hydroxy-dihydrochalcones
• IUPAC Name: 1-(2-hydroxyphenyl)-3-phenylpropan-1-one
• SMILES (Canonical): C1=CC=C(C=C1)CCC(=O)C2=CC=CC=C2O
• SMILES (Isomeric): C1=CC=C(C=C1)CCC(=O)C2=CC=CC=C2O
• InChI: InChI=1S/C15H14O2/c16-14-9-5-4-8-13(14)15(17)11-10-12-6-2-1-3-7-12/h1-9,16H,10-11H2
• InChI Key: JCPGMXJLFWGRMZ-UHFFFAOYSA-N
• Popularity: 11 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₂
• Molecular Weight: 226.27 g/mol
• Exact Mass: 226.099379685 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 3516-95-8
• 1-(2-Hydroxyphenyl)-3-phenylpropan-1-one
• 1-Propanone, 1-(2-hydroxyphenyl)-3-phenyl-
• o-Hydroxy-beta-phenyl propiophenone
• 0VE7O0Z9NZ
• CHEMBL490143
• o-Hydroxy-.beta.-phenyl propiophenone
• EINECS 222-521-4
• Propafenone EP Impurity A
• UNII-0VE7O0Z9NZ
• Propafenone Hydrochloride Imp. A (EP); Propafenone Imp. A (EP); 2'-Hydroxy-3-phenylpropiophenone; Propafenone Hydrochloride Impurity A; Propafenone Impurity A
• 1-(2-Hydroxy-phenyl)-3-phenyl-propan-1-one
• SCHEMBL2827303
• DTXSID3074658
• 2-Hydroxyphenyl Phenethyl Ketone
• JCPGMXJLFWGRMZ-UHFFFAOYSA-
• BDBM50250379
• MFCD00002221
• 2-Hydroxyphenyl 2-Phenylethyl Ketone
• AKOS009075984
• 2-HYDROXY-3-PHENYLPROPIOPHENONE
• AC-5612
• 2'-Hydroxy-3-phenylpropiophenone, 97%
• AS-14482
• 1-(2-Hydroxyphenyl)-3-phenyl-1-propanone
• .BETA.-PHENYL-2-HYDROXYPROPIOPHENONE
• FT-0634886
• H1313
• 1-Propanone, 1-(2-hydroxyphenyl)-2-phenyl-
• EN300-22391
• H10379
• W-106689
• Q27231165
• Z147642450
• PROPAFENONE HYDROCHLORIDE IMPURITY A [EP IMPURITY]
• InChI=1/C15H14O2/c16-14-9-5-4-8-13(14)15(17)11-10-12-6-2-1-3-7-12/h1-9,16H,10-11H2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.7243	72.43%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.9062	90.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9385	93.85%
OATP1B3 inhibitior	+	0.9659	96.59%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6108	61.08%
P-glycoprotein inhibitior	-	0.9574	95.74%
P-glycoprotein substrate	-	0.9288	92.88%
CYP3A4 substrate	-	0.6897	68.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7874	78.74%
CYP3A4 inhibition	-	0.8403	84.03%
CYP2C9 inhibition	+	0.6024	60.24%
CYP2C19 inhibition	+	0.8765	87.65%
CYP2D6 inhibition	-	0.8682	86.82%
CYP1A2 inhibition	+	0.8465	84.65%
CYP2C8 inhibition	+	0.4581	45.81%
CYP inhibitory promiscuity	+	0.5290	52.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7411	74.11%
Carcinogenicity (trinary)	Non-required	0.6016	60.16%
Eye corrosion	-	0.9529	95.29%
Eye irritation	+	0.9874	98.74%
Skin irritation	+	0.6441	64.41%
Skin corrosion	-	0.9537	95.37%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7872	78.72%
Micronuclear	-	0.7033	70.33%
Hepatotoxicity	+	0.5784	57.84%
skin sensitisation	+	0.6421	64.21%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.7328	73.28%
Acute Oral Toxicity (c)	III	0.6913	69.13%
Estrogen receptor binding	+	0.7207	72.07%
Androgen receptor binding	-	0.7522	75.22%
Thyroid receptor binding	-	0.6173	61.73%
Glucocorticoid receptor binding	-	0.7671	76.71%
Aromatase binding	+	0.8674	86.74%
PPAR gamma	+	0.7174	71.74%
Honey bee toxicity	-	0.9396	93.96%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.8593	85.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.97%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.15%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	90.01%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.83%	94.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.60%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.53%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.49%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	81.92%	94.73%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	81.29%	92.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.42%	99.17%

Plants that contains it

• Flindersia brassii
• Peperomia obtusifolia

Cross-Links

• PubChem: 77052
• LOTUS: LTS0122023
• wikiData: Q27231165