2-Acetylnaphthalene

Details

• Internal ID: 0717a834-b972-49e2-907d-9bac2c7b9305
• Taxonomy: Benzenoids > Naphthalenes
• IUPAC Name: 1-naphthalen-2-ylethanone
• SMILES (Canonical): CC(=O)C1=CC2=CC=CC=C2C=C1
• SMILES (Isomeric): CC(=O)C1=CC2=CC=CC=C2C=C1
• InChI: InChI=1S/C12H10O/c1-9(13)11-7-6-10-4-2-3-5-12(10)8-11/h2-8H,1H3
• InChI Key: XSAYZAUNJMRRIR-UHFFFAOYSA-N
• Popularity: 348 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀O
• Molecular Weight: 170.21 g/mol
• Exact Mass: 170.073164938 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.04
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 2-Acetonaphthone
• 93-08-3
• 2'-Acetonaphthone
• 1-(naphthalen-2-yl)ethanone
• Ethanone, 1-(2-naphthalenyl)-
• Methyl 2-naphthyl ketone
• 1-(2-Naphthyl)ethanone
• Acetonaphthone
• 2-Naphthyl methyl ketone
• Oranger cyrstals
• Methyl beta-naphthyl ketone
• beta-Acetonaphthone
• beta-Acetonaphthalene
• Oranger crystals
• Cetone D
• Ketone, methyl 2-naphthyl
• beta-Naphthyl methyl ketone
• 1-(2-NAPHTHALENYL)ETHANONE
• 1-(naphthalen-2-yl)ethan-1-one
• FEMA No. 2723
• 21D49LOP2T
• DTXSID2041389
• CHEBI:52364
• NSC-7658
• DTXCID0021389
• RefChem:462865
• 202-216-2
• 1-naphthalen-2-ylethanone
• 1-(Naphthyl)ethan-1-one
• beta-Acetylnaphthalene
• MFCD00004108
• .beta.-Acetonaphthone
• 1333-52-4
• NSC 7658
• 2-ACETYL NAPHTHALENE
• Methyl .beta.-naphthyl ketone
• .beta.-Acetonaphthalene
• .beta.-Acetylnaphthalene
• 1-naphthalen-2-yl-ethanone
• .beta.-Methyl naphthyl ketone
• .beta.-Naphthyl methyl ketone
• CCRIS 6558
• EINECS 202-216-2
• BRN 0774965
• UNII-21D49LOP2T
• AI3-00642
• 2-acetylnaphthlene
• 2-Acetonaphthalene
• 2-acetyl napthalene
• beta -acetonaphthone
• 2-acetyl-naphthalene
• beta -acetonaphthalene
• beta -acetylnaphthalene
• UNII-HGY15VJE1U
• 2-Acetonaphthone, 99%
• Methyl beta-naphthylketone
• HGY15VJE1U
• 1-(naphthalenyl)-ethanone
• EC 202-216-2
• 1-(2-Naphthyl)ethanone #
• beta -methyl naphthyl ketone
• beta -naphthyl methyl ketone
• Methyl beta -naphthyl ketone
• SCHEMBL43058
• SCHEMBL64121
• 1-(2-naphthalenyl)-ethanone
• 1-(naphthalen-3-yl)ethanone
• 4-07-00-01294 (Beilstein Handbook Reference)
• BETA.-ACETYLNAPHTHALENE
• SCHEMBL293511
• SCHEMBL758982
• WLN: L66J CV1
• orb1306603
• SCHEMBL7306683
• SCHEMBL7784887
• SCHEMBL7793687
• SCHEMBL8891123
• CHEMBL3183700
• SCHEMBL15711096
• SCHEMBL26694326
• SCHEMBL29356637
• NSC7658
• CS-B1305
• HY-Y1819
• BETA.-NAPHTHYL METHYL KETONE
• EINECS 215-594-9
• Tox21_302186
• MSK014455
• SBB040253
• STK370453
• AKOS000119679
• FA54850
• CAS-93-08-3
• s12359
• NCGC00257541-01
• AC-26572
• AS-14446
• METHYL BETA-NAPHTHYL KETONE [FCC]
• PD158455
• SY060375
• 2 inverted exclamation mark -Acetonaphthone
• 2-Acetonaphthalene;2-Naphthyl methyl ketone
• A0053
• Methyl 2-naphthyl ketone 2-Acetylnaphthalene
• NS00004934
• ST50213414
• EN300-20021
• METHYL .BETA.-NAPHTHYL KETONE [FHFI]
• Methyl beta-naphthyl ketone, >=99%, FCC, FG
• A844438
• AC-907/25014303
• AF-676/00077046
• F432360
• methyl 2-naphthyl ketone;1-(2-Naphthyl)ethan-1-one;
• Q27123397
• F1995-0259
• Z104476442
• InChI=1/C12H10O/c1-9(13)11-7-6-10-4-2-3-5-12(10)8-11/h2-8H,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8724	87.24%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Lysosomes	0.4801	48.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9564	95.64%
OATP1B3 inhibitior	+	0.9758	97.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5721	57.21%
P-glycoprotein inhibitior	-	0.9704	97.04%
P-glycoprotein substrate	-	0.9786	97.86%
CYP3A4 substrate	-	0.7285	72.85%
CYP2C9 substrate	-	0.8185	81.85%
CYP2D6 substrate	-	0.7670	76.70%
CYP3A4 inhibition	-	0.8963	89.63%
CYP2C9 inhibition	-	0.9560	95.60%
CYP2C19 inhibition	-	0.8046	80.46%
CYP2D6 inhibition	-	0.9351	93.51%
CYP1A2 inhibition	+	0.9225	92.25%
CYP2C8 inhibition	-	0.8399	83.99%
CYP inhibitory promiscuity	-	0.5160	51.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6200	62.00%
Carcinogenicity (trinary)	Non-required	0.5138	51.38%
Eye corrosion	-	0.7584	75.84%
Eye irritation	+	0.9831	98.31%
Skin irritation	+	0.6859	68.59%
Skin corrosion	-	0.9746	97.46%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6528	65.28%
Micronuclear	-	0.7191	71.91%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	+	0.8496	84.96%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.9889	98.89%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	+	0.6090	60.90%
Acute Oral Toxicity (c)	III	0.8223	82.23%
Estrogen receptor binding	-	0.7431	74.31%
Androgen receptor binding	+	0.6721	67.21%
Thyroid receptor binding	-	0.8521	85.21%
Glucocorticoid receptor binding	-	0.6277	62.77%
Aromatase binding	-	0.6481	64.81%
PPAR gamma	-	0.8987	89.87%
Honey bee toxicity	-	0.9859	98.59%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9109	91.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4208	P20618	Proteasome component C5	90.58%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.11%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.20%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.60%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	82.22%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.05%	99.17%

Plants that contains it

• Acorus calamus
• Acorus calamus var. angustatus
• Acorus gramineus

Cross-Links

• PubChem: 7122
• NPASS: NPC277277