Methyl acetoacetate

Details

• Internal ID: d02503ea-6b8e-41f3-87d5-f03996529ef9
• Taxonomy: Organic acids and derivatives > Keto acids and derivatives > Beta-keto acids and derivatives
• IUPAC Name: methyl 3-oxobutanoate
• InChI: InChI=1S/C5H8O3/c1-4(6)3-5(7)8-2/h3H2,1-2H3
• InChI Key: WRQNANDWMGAFTP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₈O₃
• Molecular Weight: 116.11 g/mol
• Exact Mass: 116.047344113 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.14
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• Methyl 3-oxobutanoate
• 105-45-3
• Methylacetoacetate
• Acetoacetic acid methyl ester
• Methyl acetylacetate
• Methyl 3-oxobutyrate
• Butanoic acid, 3-oxo-, methyl ester
• 3-Oxobutanoic acid methyl ester
• Methyl acetylacetonate
• Acetoacetic methyl ester
• 1-Methoxybutane-1,3-dione
• Acetoacetic acid, methyl ester
• Methylester kyseliny acetoctove
• CW4I82QAX1
• DTXSID9026716
• DTXCID706716
• RefChem:817587
• 203-299-8
• Methylacetoacetic acid
• MFCD00008784
• 3-Oxobutyric Acid Methyl Ester
• 3-oxo-Butanoic acid methyl ester
• Acetoacetic acid-methyl ester
• 3-oxo-butyric acid methyl ester
• CHEMBL3186053
• CCRIS 2302
• HSDB 1083
• EINECS 203-299-8
• UNII-CW4I82QAX1
• Methylester kyseliny acetoctove [Czech]
• AI3-06000
• methyl acetoactate
• methylaceto acetate
• methyl aceto acetate
• MeCOCH2COOMe
• methyl-3-oxobutanoate
• methyl 3-oxo-butyrate
• Acetoacetate methyl ester
• Methyl 3-oxobutanoic acid
• EC 203-299-8
• SCHEMBL1162
• Methyl acetoacetate, >=99%
• aceto-acetic acid methyl ester
• methyl 3-oxidanylidenebutanoate
• orb1302513
• SCHEMBL3040611
• SCHEMBL7613709
• Methyl acetylacetate (Standard)
• METHYL ACETOACETATE [MI]
• SCHEMBL11089340
• HY-Y1298R
• 3-oxobutanoic acid, methyl ester
• CHEBI:166454
• METHYL ACETOACETATE [HSDB]
• BB_SC-06865
• HY-Y1298
• Tox21_200162
• BBL011420
• BDBM50502126
• s3091
• SBB060889
• STL146527
• AKOS000118978
• MSK157165-100B
• Methyl acetoacetate, analytical standard
• NCGC00248545-01
• NCGC00257716-01
• CAS-105-45-3
• Methyl acetoacetate, ReagentPlus(R), 99%
• A0650
• CS-0017265
• NS00004928
• ST51046987
• EN300-19130
• D70329
• A801244
• F094497
• Methyl acetoacetate Solution in Acetone, 100ug/mL
• Methyl acetoacetate, Lonza quality, >=99% (GC)
• Methyl acetoacetate, Vetec(TM) reagent grade, 98%
• Q63395658
• F0001-0105
• Z104472888
• InChI=1/C5H8O3/c1-4(6)3-5(7)8-2/h3H2,1-2H
• Methyl acetoacetate, produced by Wacker Chemie AG, Burghausen, Germany, >=99.0% (GC)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9842	98.42%
Caco-2	-	0.6072	60.72%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8461	84.61%
OATP2B1 inhibitior	-	0.8636	86.36%
OATP1B1 inhibitior	+	0.9640	96.40%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9171	91.71%
P-glycoprotein inhibitior	-	0.9750	97.50%
P-glycoprotein substrate	-	0.9691	96.91%
CYP3A4 substrate	-	0.7004	70.04%
CYP2C9 substrate	-	0.6036	60.36%
CYP2D6 substrate	-	0.8628	86.28%
CYP3A4 inhibition	-	0.9819	98.19%
CYP2C9 inhibition	-	0.9485	94.85%
CYP2C19 inhibition	-	0.9259	92.59%
CYP2D6 inhibition	-	0.9563	95.63%
CYP1A2 inhibition	-	0.8545	85.45%
CYP2C8 inhibition	-	0.9898	98.98%
CYP inhibitory promiscuity	-	0.9484	94.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5740	57.40%
Carcinogenicity (trinary)	Non-required	0.6950	69.50%
Eye corrosion	+	0.9669	96.69%
Eye irritation	+	0.9931	99.31%
Skin irritation	-	0.6658	66.58%
Skin corrosion	-	0.9639	96.39%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7706	77.06%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6065	60.65%
skin sensitisation	-	0.7197	71.97%
Respiratory toxicity	-	0.9333	93.33%
Reproductive toxicity	-	0.9333	93.33%
Mitochondrial toxicity	-	0.9375	93.75%
Nephrotoxicity	+	0.6885	68.85%
Acute Oral Toxicity (c)	III	0.7991	79.91%
Estrogen receptor binding	-	0.9647	96.47%
Androgen receptor binding	-	0.9396	93.96%
Thyroid receptor binding	-	0.9287	92.87%
Glucocorticoid receptor binding	-	0.9340	93.40%
Aromatase binding	-	0.9363	93.63%
PPAR gamma	-	0.8943	89.43%
Honey bee toxicity	-	0.9158	91.58%
Biodegradation	+	0.9500	95.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.4140	41.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.31%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.50%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.94%	85.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.14%	94.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.32%	99.17%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.84%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.52%	91.11%

Plants that contains it

• Capsella bursa-pastoris

Cross-Links

• PubChem: 7757
• NPASS: NPC302611