2'-Hydroxyacetophenone

Details

• Internal ID: fe5505cd-8f20-438b-ad4a-251bc3346625
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-(2-hydroxyphenyl)ethanone
• SMILES (Canonical): CC(=O)C1=CC=CC=C1O
• SMILES (Isomeric): CC(=O)C1=CC=CC=C1O
• InChI: InChI=1S/C8H8O2/c1-6(9)7-4-2-3-5-8(7)10/h2-5,10H,1H3
• InChI Key: JECYUBVRTQDVAT-UHFFFAOYSA-N
• Popularity: 619 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₈O₂
• Molecular Weight: 136.15 g/mol
• Exact Mass: 136.052429494 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 118-93-4
• 1-(2-Hydroxyphenyl)ethanone
• 2-Acetylphenol
• O-HYDROXYACETOPHENONE
• o-Acetylphenol
• o-Hydroxyphenyl methyl ketone
• 1-(2-Hydroxyphenyl)Ethan-1-One
• 2-Hydroxyphenyl methyl ketone
• 104809-67-8
• Acetophenone, 2'-hydroxy-
• Ethanone, 1-(2-hydroxyphenyl)-
• Methyl 2-hydroxyphenyl ketone
• Acetophenone, o-hydroxy-
• USAF KE-20
• 2/'-Hydroxyacetophenone
• FEMA No. 3548
• NSC 16933
• Ethanone, 1-(hydroxyphenyl)-
• 125507-95-1
• 2-Hydroxyacetylbenzene
• ortho-hydroxyacetophenone
• EINECS 204-288-0
• BRN 0386123
• 1-(2-hydroxyphenyl)-ethanone
• AI3-12134
• CHEMBL3187012
• DTXSID7040285
• UNII-3E533Z76W0
• 2-Acetophenol
• MFCD00002219
• NSC-16933
• 3E533Z76W0
• 2,4-Cyclohexadien-1-one, 6-(1-hydroxyethylidene)- (9CI)
• WLN: QR BV1
• 4-08-00-00320 (Beilstein Handbook Reference)
• Paracetamol Impurity I
• o-acetyl phenol
• FEMA 3548
• orthohydroxyacetophenone
• 2'-Hydorxyacetophenone
• 2`-Hydroxyacetophenone
• 2'-hydroxy-acetophenone
• 2\'-Hydroxyacetophenone
• 1-(hydroxyphenyl)ethanone
• 1-(2-Hydroxyphenyl)etanone
• SCHEMBL40865
• ACETOPHENONE,2-HYDROXY
• 1-(2-hydroxy-phenyl)ethanone
• 1-(2-hydroxy phenyl)-ethanone
• 1-(2-hydroxy-phenyl)-ethanone
• DTXCID5020285
• NSC9263
• 2'-Hydroxyacetophenone, >=98%
• CHEBI:145716
• 1-(2-Hydroxyphenyl)ethanone, 9CI
• Acetophenone, 2'-hydroxy- (8CI)
• HY-Y1426
• NSC-9263
• NSC16933
• NSC44452
• STR00372
• Tox21_301119
• 2-HYDROXYACETOPHENONE [FHFI]
• BBL012126
• BDBM50140214
• NSC-44452
• s9375
• STL163508
• 2`-Hydroxyacetophenone 2-Acetylphenol
• AKOS000118832
• AC-5622
• CCG-266129
• CS-W020051
• PS-3396
• NCGC00248294-01
• NCGC00257527-01
• BP-13220
• CAS-118-93-4
• 2'-Hydroxyacetophenone, analytical standard
• AM20060222
• FT-0612573
• FT-0652315
• FT-0669287
• H0192
• PARACETAMOL IMPURITY I [EP IMPURITY]
• EN300-18385
• 2'-Hydroxyacetophenone, ReagentPlus(R), 99%
• D70588
• 2'-Hydroxyacetophenone (Acetaminophen Impurity I)
• A801063
• A804129
• W-108529
• Q27257104
• Z57101014
• 2'-Hydroxyacetophenone, Vetec(TM) reagent grade, 98%
• F1908-0162
• 1-(6-hydroxycyclohexa-2,4-dien-1-yl)ethanone;2'-Hydroxyacetophenone
• InChI=1/C8H8O2/c1-6(9)7-4-2-3-5-8(7)10/h2-5,10H,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.9203	92.03%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.9223	92.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9648	96.48%
OATP1B3 inhibitior	+	0.9896	98.96%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9381	93.81%
P-glycoprotein inhibitior	-	0.9894	98.94%
P-glycoprotein substrate	-	0.9820	98.20%
CYP3A4 substrate	-	0.7379	73.79%
CYP2C9 substrate	-	0.7996	79.96%
CYP2D6 substrate	-	0.8382	83.82%
CYP3A4 inhibition	-	0.9318	93.18%
CYP2C9 inhibition	-	0.9765	97.65%
CYP2C19 inhibition	-	0.7639	76.39%
CYP2D6 inhibition	-	0.9639	96.39%
CYP1A2 inhibition	+	0.5489	54.89%
CYP2C8 inhibition	-	0.9046	90.46%
CYP inhibitory promiscuity	-	0.8509	85.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6346	63.46%
Carcinogenicity (trinary)	Non-required	0.6803	68.03%
Eye corrosion	+	0.9783	97.83%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.9525	95.25%
Skin corrosion	-	0.7196	71.96%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8523	85.23%
Micronuclear	+	0.5322	53.22%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	+	0.9352	93.52%
Respiratory toxicity	-	0.9111	91.11%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	+	0.5965	59.65%
Acute Oral Toxicity (c)	III	0.7972	79.72%
Estrogen receptor binding	-	0.9603	96.03%
Androgen receptor binding	-	0.8503	85.03%
Thyroid receptor binding	-	0.8021	80.21%
Glucocorticoid receptor binding	-	0.9417	94.17%
Aromatase binding	-	0.8982	89.82%
PPAR gamma	-	0.8655	86.55%
Honey bee toxicity	-	0.9789	97.89%
Biodegradation	+	0.7250	72.50%
Crustacea aquatic toxicity	-	0.9100	91.00%
Fish aquatic toxicity	+	0.8235	82.35%

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	94.42%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.36%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.95%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.02%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	85.99%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.42%	95.50%

Plants that contains it

• Aronia melanocarpa
• Carissa spinarum
• Castanopsis cuspidata
• Ligusticum striatum
• Paeonia lactiflora
• Paeonia suffruticosa

Cross-Links

• PubChem: 8375
• NPASS: NPC224584
• LOTUS: LTS0137584
• wikiData: Q27257104