2-Acetamidophenol

Details

• Internal ID: f8f1bc2f-28a5-48e3-bf6e-f41cb92a94d9
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Anilides > Acetanilides
• IUPAC Name: N-(2-hydroxyphenyl)acetamide
• InChI: InChI=1S/C8H9NO2/c1-6(10)9-7-4-2-3-5-8(7)11/h2-5,11H,1H3,(H,9,10)
• InChI Key: ADVGKWPZRIDURE-UHFFFAOYSA-N
• Popularity: 287 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₉NO₂
• Molecular Weight: 151.16 g/mol
• Exact Mass: 151.063328530 g/mol
• Topological Polar Surface Area (TPSA): 49.30 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.35
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• N-(2-Hydroxyphenyl)acetamide
• 614-80-2
• o-Hydroxyacetanilide
• 2'-Hydroxyacetanilide
• 2-Hydroxyacetanilide
• 2-Acetaminophenol
• o-Acetamidophenol
• o-(Acetylamino)phenol
• 2-(Acetylamino)phenol
• o-Acetaminophenol
• N-Acetyl-o-aminophenol
• N-Acetyl-2-aminophenol
• Acet-o-aminofenol
• Acetanilide, 2'-hydroxy-
• Acetamide, N-(2-hydroxyphenyl)-
• Phenol, 2-acetamido-
• o-Acetylaminofenol
• NSC 3989
• MFCD00002181
• N-(2-hydroxyphenyl)ethanamide
• 2-Hydroxyanilid kyseliny octove
• MLS000069599
• 2-(N-ACETYLAMINO)PHENOL
• SMR000059037
• 4AS8989RNI
• DTXSID8022082
• CHEBI:88870
• NSC-3989
• Acetylaminophenol
• Acet-o-aminofenol [Czech]
• o-Acetylaminofenol [Czech]
• N-Phenylglycolamide
• 2-Acetamido phenol
• ar-Hydroxyacetanilide
• Glycolic acid anilide
• Paracetamol Impurity A
• N-(2-Hydroxyphenyl)acetamide (2-Acetamidophenol)
• EINECS 210-396-9
• BRN 0607592
• UNII-4AS8989RNI
• 2-Hydroxyanilid kyseliny octove [Czech]
• Orthocetamol
• AI3-01928
• 2-acetamido-phenol
• 9KS
• NSC 99271
• BRN 1210581
• Opera_ID_1257
• 2-Acetamidophenol, 97%
• 2-(N-acetylamino)-phenol
• WLN: QR BMV1
• SCHEMBL79487
• 3-13-00-00778 (Beilstein Handbook Reference)
• cid_11972
• MLS001066417
• HYDROXYACETANILIDE, O-
• Acetamide, N-(hydroxyphenyl)-
• DTXCID402082
• ACETANILIDE, O-HYDROXY-
• CHEMBL1456301
• BDBM60355
• N-(2-Hydroxyphenyl)acetamide #
• NSC3989
• CHEBI:143107
• HMS1715J07
• HMS2235M05
• HMS3370F05
• Tox21_302185
• AKOS000319633
• AB00212
• CS-W016316
• HY-W015600
• NCGC00257536-01
• 57047-65-1
• AC-13288
• AS-15275
• CAS-614-80-2
• SY004721
• FT-0610936
• H0189
• PARACETAMOL IMPURITY A [EP IMPURITY]
• EN300-17802
• A21438
• O11987
• 4-12-00-00879 (Beilstein Handbook Reference)
• A833255
• AG-996/01589028
• W-105151
• Q27160885
• Z57040482
• (R)-3-Amino-3-(4-trifluoromethyl-phenyl)-propionicacid
• F1962-0202
• 2-Acetamidophenol, Pharmaceutical Secondary Standard; Certified Reference Material
• InChI=1/C8H9NO2/c1-6(10)9-7-4-2-3-5-8(7)11/h2-5,11H,1H3,(H,9,10

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9823	98.23%
Caco-2	+	0.7193	71.93%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8183	81.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9579	95.79%
OATP1B3 inhibitior	+	0.9632	96.32%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9374	93.74%
P-glycoprotein inhibitior	-	0.9916	99.16%
P-glycoprotein substrate	-	0.9280	92.80%
CYP3A4 substrate	-	0.6764	67.64%
CYP2C9 substrate	+	0.5308	53.08%
CYP2D6 substrate	-	0.8093	80.93%
CYP3A4 inhibition	-	0.9061	90.61%
CYP2C9 inhibition	-	0.8677	86.77%
CYP2C19 inhibition	-	0.8146	81.46%
CYP2D6 inhibition	-	0.9639	96.39%
CYP1A2 inhibition	-	0.7010	70.10%
CYP2C8 inhibition	-	0.9603	96.03%
CYP inhibitory promiscuity	-	0.8302	83.02%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.6233	62.33%
Carcinogenicity (trinary)	Non-required	0.6803	68.03%
Eye corrosion	-	0.9888	98.88%
Eye irritation	+	0.9827	98.27%
Skin irritation	-	0.6802	68.02%
Skin corrosion	-	0.9867	98.67%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8652	86.52%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.5398	53.98%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.8345	83.45%
Acute Oral Toxicity (c)	III	0.8010	80.10%
Estrogen receptor binding	-	0.8346	83.46%
Androgen receptor binding	-	0.6310	63.10%
Thyroid receptor binding	-	0.7384	73.84%
Glucocorticoid receptor binding	-	0.8545	85.45%
Aromatase binding	-	0.8307	83.07%
PPAR gamma	-	0.6976	69.76%
Honey bee toxicity	-	0.9883	98.83%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.6697	66.97%

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	94.70%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.06%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.32%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.71%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.40%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.10%	95.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.19%	93.03%

Plants that contains it

• Huperzia serrata

Cross-Links

• PubChem: 11972
• LOTUS: LTS0237119
• wikiData: Q27160885