Benzyl acetoacetate

Details

• Internal ID: af791495-5898-4ac3-85f9-f6158a003f9c
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzyloxycarbonyls
• IUPAC Name: benzyl 3-oxobutanoate
• InChI: InChI=1S/C11H12O3/c1-9(12)7-11(13)14-8-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3
• InChI Key: WOFAGNLBCJWEOE-UHFFFAOYSA-N
• Popularity: 70 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21 g/mol
• Exact Mass: 192.078644241 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.71
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• Benzyl 3-oxobutanoate
• 5396-89-4
• Acetoacetic acid benzyl ester
• Benzyl acetylacetate
• Acetoacetic acid, benzyl ester
• Phenylmethyl 3-oxobutanoate
• Butanoic acid, 3-oxo-, phenylmethyl ester
• Benzyl beta-ketobutyrate
• FEMA No. 2136
• NSC 4391
• MFCD00008785
• F9S0XGV18X
• NSC-4391
• BENZYLACETOACETATE
• AC-benzyl
• UNII-F9S0XGV18X
• EINECS 226-416-4
• AI3-06229
• Benzyl acetoacetate, 97%
• SCHEMBL26569
• DTXSID8063834
• FEMA 2136
• WOFAGNLBCJWEOE-UHFFFAOYSA-
• 3-oxo-butanoicaciphenylmethylester
• NSC4391
• CHEBI:173928
• BENZYL ACETOACETATE [FHFI]
• BCP23315
• Acetoacetic acid, benzyl ester (8CI)
• AKOS000119530
• 3-OXOBUTANOIC ACID BENZYL ESTER
• 38432-58-5
• AS-47647
• SY015679
• 3-OXOBUTANOIC ACID PHENYLMETHYL ESTER
• A1080
• AM20040668
• CS-0071955
• FT-0621772
• EN300-21320
• F14832
• Benzyl acetoacetate, Lonza quality, >=96.0% (GC)
• Q-103471
• Q27277858
• F0001-1407
• Z104495340
• Benzyl acetoacetate, produced by Wacker Chemie AG, Burghausen, Germany, >=96% (GC)
• 3-Oxobutanoic Acid Benzyl Ester; 3-Oxobutanoic Acid Phenylmethyl Este;Benzyl 3-Oxobutanoate; Benzyl 3-Oxobutyrate
• InChI=1/C11H12O3/c1-9(12)7-11(13)14-8-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.8290	82.90%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8920	89.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9569	95.69%
OATP1B3 inhibitior	+	0.9669	96.69%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7064	70.64%
P-glycoprotein inhibitior	-	0.9834	98.34%
P-glycoprotein substrate	-	0.9653	96.53%
CYP3A4 substrate	-	0.6460	64.60%
CYP2C9 substrate	+	0.6061	60.61%
CYP2D6 substrate	-	0.8349	83.49%
CYP3A4 inhibition	-	0.9275	92.75%
CYP2C9 inhibition	-	0.7202	72.02%
CYP2C19 inhibition	-	0.5497	54.97%
CYP2D6 inhibition	-	0.9263	92.63%
CYP1A2 inhibition	+	0.5240	52.40%
CYP2C8 inhibition	-	0.7948	79.48%
CYP inhibitory promiscuity	-	0.7145	71.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6210	62.10%
Carcinogenicity (trinary)	Non-required	0.5529	55.29%
Eye corrosion	+	0.5487	54.87%
Eye irritation	+	0.9301	93.01%
Skin irritation	-	0.6679	66.79%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4374	43.74%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.6302	63.02%
skin sensitisation	-	0.6979	69.79%
Respiratory toxicity	-	0.9444	94.44%
Reproductive toxicity	-	0.7701	77.01%
Mitochondrial toxicity	-	0.9625	96.25%
Nephrotoxicity	+	0.4788	47.88%
Acute Oral Toxicity (c)	III	0.6699	66.99%
Estrogen receptor binding	-	0.8307	83.07%
Androgen receptor binding	-	0.8679	86.79%
Thyroid receptor binding	-	0.8825	88.25%
Glucocorticoid receptor binding	-	0.8831	88.31%
Aromatase binding	-	0.7404	74.04%
PPAR gamma	-	0.7935	79.35%
Honey bee toxicity	-	0.9475	94.75%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9610	96.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.67%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.53%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.32%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	91.05%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.16%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.56%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.47%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	85.40%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.99%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.58%	91.11%

Plants that contains it

• Litchi chinensis

Cross-Links

• PubChem: 142266
• LOTUS: LTS0075073
• wikiData: Q27277858