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[ CAS No. 3128-06-1 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 3128-06-1
Chemical Structure| 3128-06-1
Structure of 3128-06-1 * Storage: {[proInfo.prStorage]}

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Product Details of [ 3128-06-1 ]

CAS No. :3128-06-1 MDL No. :MFCD00004412
Formula : C6H10O3 Boiling Point : No data available
Linear Structure Formula :CH3COC3H6COOH InChI Key :MGTZCLMLSSAXLD-UHFFFAOYSA-N
M.W : 130.14 Pubchem ID :18407
Synonyms :
Chemical Name :4-Acetylbutyric acid

Calculated chemistry of [ 3128-06-1 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.67
Num. rotatable bonds : 4
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 32.93
TPSA : 54.37 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -7.28 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.9
Log Po/w (XLOGP3) : -0.26
Log Po/w (WLOGP) : 0.83
Log Po/w (MLOGP) : 0.28
Log Po/w (SILICOS-IT) : 0.58
Consensus Log Po/w : 0.47

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -0.22
Solubility : 78.6 mg/ml ; 0.604 mol/l
Class : Very soluble
Log S (Ali) : -0.42
Solubility : 49.1 mg/ml ; 0.377 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.77
Solubility : 22.3 mg/ml ; 0.171 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.35

Safety of [ 3128-06-1 ]

Signal Word:Warning Class:
Precautionary Statements:P305+P351+P338 UN#:
Hazard Statements:H315-H319 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 3128-06-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 3128-06-1 ]

[ 3128-06-1 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 3128-06-1 ]
  • [ 60100-09-6 ]
  • [ 4775-98-8 ]
YieldReaction ConditionsOperation in experiment
92%Chromat. In water; at 160℃; for 4h;Sealed tube; 2 mmol of acetylbutyric acid, 10 mmol of formamide and 40 mmol of water were placed in a 15 mL polytetrafluoroethylene-lined stainless steel reaction vessel.The sealed reaction kettle is placed in an oil bath that has been heated to a predetermined temperature (160 C). The reaction was carried out at 500 r/min for 240 min. The reaction vessel was taken out and cooled to room temperature with tap water. Add 13 mL of methanol to the reaction kettle.The yield of 6-methyl-2-piperidone was determined by GC,The conversion of acetylbutyrate was measured by HPLC. Using naphthalene as an internal standard to make a standard curve, The yield of 6-methyl-2-piperidone (m/z: 113.1) in the reaction mixture was determined by gas chromatography to be 92%. The conversion of acetobutyrate was determined by liquid chromatography to be 100%.
  • 2
  • [ 29022-11-5 ]
  • [ 123639-61-2 ]
  • [ 35661-40-6 ]
  • [ 3128-06-1 ]
  • [ 1036637-24-7 ]
  • 3
  • [ 67-47-0 ]
  • [ 1883-75-6 ]
  • [ 6338-41-6 ]
  • [ 3128-06-1 ]
  • 4
  • [ 13754-19-3 ]
  • [ 3128-06-1 ]
  • [ 1421131-23-8 ]
YieldReaction ConditionsOperation in experiment
66% In ethanol; water; at 100℃; for 16h; General procedure: The binucleophile (1eq.) and the ketoacid (1 eq.) are dissolved in water at the concentration of 0.125 M. If necessary, ethanol might be added to solubilise reagents (up to water/ethanol 2/1). The mixture is heated at 100 C for 16 h until complete evaporation of solvents. After completion of the reaction, the crude product is dissolved in AcOEt. The organic layer is washed with 1N HCl and NaHCO3 sat., and dried over MgSO4. Solvent is removed under reduced pressure.
  • 5
  • [ 37585-16-3 ]
  • [ 3128-06-1 ]
  • [ 1224428-67-4 ]
  • 6
  • H-Gly-2-chlorotrityl resin [ No CAS ]
  • [ 35661-39-3 ]
  • [ 123639-61-2 ]
  • [ 35661-40-6 ]
  • [ 3128-06-1 ]
  • [ 1599472-07-7 ]
YieldReaction ConditionsOperation in experiment
63% General procedure: All the reactions were carried out in a 20 ml LibraTube. Toa mixture of swelled H-Gly-Trt(2-Cl) resin (0.85 mmol/g, 1.00 g,0.85 mmol), which was pretreated by DMF for a period of 2 h,Fmoc-Xxx-OH, HBTU (O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluroniumhexafluorophosphate) (967 mg, 2.55 mmol), and HOBt (1-hydroxybenzotriazole) (345 mg, 2.55 mmol) in DMF (5.5 ml)wasadded DIEA (N,N-diisopropylethylamine) (888 ml, 5.10 mmol) at rt. The reaction mixture was shaken for 10 min at 50 C under microwaveirradiation, and the resin was washed with DMF and CH2Cl2. The resulting resin in 20% piperidine/DMF (5 ml) andshaken for 3 min at 50 C under microwave irradiation and washedwith DMF and CH2Cl2. To a mixture of the resulting resin, <strong>[123639-61-2]Fmoc-Glu(OBn)-OH</strong> (1.18 g, 2.55 mmol), HBTU (967 mg, 2.55 mmol), and HOBt (345 mg, 2.55 mmol) in DMF (5 ml) was added DIEA (888 mul, 5.10 mmol) at rt. The reaction mixture was shaken for 10 min at 50 C under microwave irradiation, and the resin was washed with DMF and CH2Cl2. Then, the resulting resin in 20% piperidine/DMF (5 ml) was shaken for 2 min at rt, and washed with DMF and CH2Cl2. To a mixture of the resulting resin, Fmoc-Yyy-OH, HBTU (967 mg, 2.55 mmol), and HOBt (345 mg, 2.55 mmol) in DMF (5 ml) was added DIEA (888 mul, 5.10 mmol) at rt. The reaction mixture was shaken for 1 h at rt, and the resin was washed with DMF and CH2Cl2. The resulting resin in 20% piperidine/DMF (5 ml) was shaken for 3 min at 50 C under microwave irradiation and washed with DMF and CH2Cl2. To a mixture of the resulting resin, 5-oxohexanoic acid (304 mul, 2.55 mmol), HBTU (967 mg, 2.55 mmol), and HOBt (345 mg, 2.55 mmol) in DMF (5 ml) was added DIEA (888 mul, 5.10 mmol) at rt. The reaction mixture was shaken for 10 min at 50 C under microwave irradiation and the resulting resin was washed with DMF and CH2Cl2, and dried. A part of the resulting resinwas treated with AcOH/CF3CH2OH/CH2Cl2 (2:2:6 v/v/v, 10 ml) at rt, filtered, and washed with the same cocktail in three times. The combined filtrateswere concentrated by streaming of nitrogen gas and theresulting residue was purified by RP-HPLC [column: Inertsil ODS-3(f20250 mm); column oven temperature: 40 C; flow rate: 5 ml/min, detection: 220 nm UV; eluent A: 25 mM ammonium acetatebuffer (pH 5.8), eluent B: acetonitrile containing 10%, eluent C: H2Ocontaining 0.1% TFA and eluent D: acetonitrile containing 0.1% TFA]Elution conditions were shown individually.
  • 7
  • H-Gly-2-chlorotrityl resin [ No CAS ]
  • [ 35661-39-3 ]
  • [ 123639-61-2 ]
  • [ 35661-40-6 ]
  • [ 3128-06-1 ]
  • [ 1599472-08-8 ]
YieldReaction ConditionsOperation in experiment
57% General procedure: All the reactions were carried out in a 20 ml LibraTube. Toa mixture of swelled H-Gly-Trt(2-Cl) resin (0.85 mmol/g, 1.00 g,0.85 mmol), which was pretreated by DMF for a period of 2 h,Fmoc-Xxx-OH, HBTU (O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluroniumhexafluorophosphate) (967 mg, 2.55 mmol), and HOBt (1-hydroxybenzotriazole) (345 mg, 2.55 mmol) in DMF (5.5 ml)wasadded DIEA (N,N-diisopropylethylamine) (888 ml, 5.10 mmol) at rt. The reaction mixture was shaken for 10 min at 50 C under microwaveirradiation, and the resin was washed with DMF and CH2Cl2. The resulting resin in 20% piperidine/DMF (5 ml) andshaken for 3 min at 50 C under microwave irradiation and washedwith DMF and CH2Cl2. To a mixture of the resulting resin, <strong>[123639-61-2]Fmoc-Glu(OBn)-OH</strong> (1.18 g, 2.55 mmol), HBTU (967 mg, 2.55 mmol), and HOBt (345 mg, 2.55 mmol) in DMF (5 ml) was added DIEA (888 mul, 5.10 mmol) at rt. The reaction mixture was shaken for 10 min at 50 C under microwave irradiation, and the resin was washed with DMF and CH2Cl2. Then, the resulting resin in 20% piperidine/DMF (5 ml) was shaken for 2 min at rt, and washed with DMF and CH2Cl2. To a mixture of the resulting resin, Fmoc-Yyy-OH, HBTU (967 mg, 2.55 mmol), and HOBt (345 mg, 2.55 mmol) in DMF (5 ml) was added DIEA (888 mul, 5.10 mmol) at rt. The reaction mixture was shaken for 1 h at rt, and the resin was washed with DMF and CH2Cl2. The resulting resin in 20% piperidine/DMF (5 ml) was shaken for 3 min at 50 C under microwave irradiation and washed with DMF and CH2Cl2. To a mixture of the resulting resin, 5-oxohexanoic acid (304 mul, 2.55 mmol), HBTU (967 mg, 2.55 mmol), and HOBt (345 mg, 2.55 mmol) in DMF (5 ml) was added DIEA (888 mul, 5.10 mmol) at rt. The reaction mixture was shaken for 10 min at 50 C under microwave irradiation and the resulting resin was washed with DMF and CH2Cl2, and dried. A part of the resulting resinwas treated with AcOH/CF3CH2OH/CH2Cl2 (2:2:6 v/v/v, 10 ml) at rt, filtered, and washed with the same cocktail in three times. The combined filtrateswere concentrated by streaming of nitrogen gas and theresulting residue was purified by RP-HPLC [column: Inertsil ODS-3(f20250 mm); column oven temperature: 40 C; flow rate: 5 ml/min, detection: 220 nm UV; eluent A: 25 mM ammonium acetatebuffer (pH 5.8), eluent B: acetonitrile containing 10%, eluent C: H2Ocontaining 0.1% TFA and eluent D: acetonitrile containing 0.1% TFA]Elution conditions were shown individually.
  • 8
  • H-Gly-2-chlorotrityl resin [ No CAS ]
  • [ 29022-11-5 ]
  • [ 123639-61-2 ]
  • [ 35661-40-6 ]
  • [ 3128-06-1 ]
  • [ 1599472-09-9 ]
YieldReaction ConditionsOperation in experiment
85% General procedure: All the reactions were carried out in a 20 ml LibraTube. Toa mixture of swelled H-Gly-Trt(2-Cl) resin (0.85 mmol/g, 1.00 g,0.85 mmol), which was pretreated by DMF for a period of 2 h,Fmoc-Xxx-OH, HBTU (O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluroniumhexafluorophosphate) (967 mg, 2.55 mmol), and HOBt (1-hydroxybenzotriazole) (345 mg, 2.55 mmol) in DMF (5.5 ml)wasadded DIEA (N,N-diisopropylethylamine) (888 ml, 5.10 mmol) at rt. The reaction mixture was shaken for 10 min at 50 C under microwaveirradiation, and the resin was washed with DMF and CH2Cl2. The resulting resin in 20% piperidine/DMF (5 ml) andshaken for 3 min at 50 C under microwave irradiation and washedwith DMF and CH2Cl2. To a mixture of the resulting resin, <strong>[123639-61-2]Fmoc-Glu(OBn)-OH</strong> (1.18 g, 2.55 mmol), HBTU (967 mg, 2.55 mmol), and HOBt (345 mg, 2.55 mmol) in DMF (5 ml) was added DIEA (888 mul, 5.10 mmol) at rt. The reaction mixture was shaken for 10 min at 50 C under microwave irradiation, and the resin was washed with DMF and CH2Cl2. Then, the resulting resin in 20% piperidine/DMF (5 ml) was shaken for 2 min at rt, and washed with DMF and CH2Cl2. To a mixture of the resulting resin, Fmoc-Yyy-OH, HBTU (967 mg, 2.55 mmol), and HOBt (345 mg, 2.55 mmol) in DMF (5 ml) was added DIEA (888 mul, 5.10 mmol) at rt. The reaction mixture was shaken for 1 h at rt, and the resin was washed with DMF and CH2Cl2. The resulting resin in 20% piperidine/DMF (5 ml) was shaken for 3 min at 50 C under microwave irradiation and washed with DMF and CH2Cl2. To a mixture of the resulting resin, 5-oxohexanoic acid (304 mul, 2.55 mmol), HBTU (967 mg, 2.55 mmol), and HOBt (345 mg, 2.55 mmol) in DMF (5 ml) was added DIEA (888 mul, 5.10 mmol) at rt. The reaction mixture was shaken for 10 min at 50 C under microwave irradiation and the resulting resin was washed with DMF and CH2Cl2, and dried. A part of the resulting resinwas treated with AcOH/CF3CH2OH/CH2Cl2 (2:2:6 v/v/v, 10 ml) at rt, filtered, and washed with the same cocktail in three times. The combined filtrateswere concentrated by streaming of nitrogen gas and theresulting residue was purified by RP-HPLC [column: Inertsil ODS-3(f20250 mm); column oven temperature: 40 C; flow rate: 5 ml/min, detection: 220 nm UV; eluent A: 25 mM ammonium acetatebuffer (pH 5.8), eluent B: acetonitrile containing 10%, eluent C: H2Ocontaining 0.1% TFA and eluent D: acetonitrile containing 0.1% TFA]Elution conditions were shown individually.
  • 9
  • H-Gly-2-chlorotrityl resin [ No CAS ]
  • [ 29022-11-5 ]
  • [ 123639-61-2 ]
  • [ 35661-40-6 ]
  • [ 3128-06-1 ]
  • [ 1599472-10-2 ]
YieldReaction ConditionsOperation in experiment
83% General procedure: All the reactions were carried out in a 20 ml LibraTube. Toa mixture of swelled H-Gly-Trt(2-Cl) resin (0.85 mmol/g, 1.00 g,0.85 mmol), which was pretreated by DMF for a period of 2 h,Fmoc-Xxx-OH, HBTU (O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluroniumhexafluorophosphate) (967 mg, 2.55 mmol), and HOBt (1-hydroxybenzotriazole) (345 mg, 2.55 mmol) in DMF (5.5 ml)wasadded DIEA (N,N-diisopropylethylamine) (888 ml, 5.10 mmol) at rt. The reaction mixture was shaken for 10 min at 50 C under microwaveirradiation, and the resin was washed with DMF and CH2Cl2. The resulting resin in 20% piperidine/DMF (5 ml) andshaken for 3 min at 50 C under microwave irradiation and washedwith DMF and CH2Cl2. To a mixture of the resulting resin, <strong>[123639-61-2]Fmoc-Glu(OBn)-OH</strong> (1.18 g, 2.55 mmol), HBTU (967 mg, 2.55 mmol), and HOBt (345 mg, 2.55 mmol) in DMF (5 ml) was added DIEA (888 mul, 5.10 mmol) at rt. The reaction mixture was shaken for 10 min at 50 C under microwave irradiation, and the resin was washed with DMF and CH2Cl2. Then, the resulting resin in 20% piperidine/DMF (5 ml) was shaken for 2 min at rt, and washed with DMF and CH2Cl2. To a mixture of the resulting resin, Fmoc-Yyy-OH, HBTU (967 mg, 2.55 mmol), and HOBt (345 mg, 2.55 mmol) in DMF (5 ml) was added DIEA (888 mul, 5.10 mmol) at rt. The reaction mixture was shaken for 1 h at rt, and the resin was washed with DMF and CH2Cl2. The resulting resin in 20% piperidine/DMF (5 ml) was shaken for 3 min at 50 C under microwave irradiation and washed with DMF and CH2Cl2. To a mixture of the resulting resin, 5-oxohexanoic acid (304 mul, 2.55 mmol), HBTU (967 mg, 2.55 mmol), and HOBt (345 mg, 2.55 mmol) in DMF (5 ml) was added DIEA (888 mul, 5.10 mmol) at rt. The reaction mixture was shaken for 10 min at 50 C under microwave irradiation and the resulting resin was washed with DMF and CH2Cl2, and dried. A part of the resulting resinwas treated with AcOH/CF3CH2OH/CH2Cl2 (2:2:6 v/v/v, 10 ml) at rt, filtered, and washed with the same cocktail in three times. The combined filtrateswere concentrated by streaming of nitrogen gas and theresulting residue was purified by RP-HPLC [column: Inertsil ODS-3(f20250 mm); column oven temperature: 40 C; flow rate: 5 ml/min, detection: 220 nm UV; eluent A: 25 mM ammonium acetatebuffer (pH 5.8), eluent B: acetonitrile containing 10%, eluent C: H2Ocontaining 0.1% TFA and eluent D: acetonitrile containing 0.1% TFA]Elution conditions were shown individually.
  • 10
  • H-Gly-2-chlorotrityl resin [ No CAS ]
  • [ 123639-61-2 ]
  • [ 35661-40-6 ]
  • [ 3128-06-1 ]
  • [ 1036637-24-7 ]
YieldReaction ConditionsOperation in experiment
General procedure: All the reactions were carried out in a 20 ml LibraTube. Toa mixture of swelled H-Gly-Trt(2-Cl) resin (0.85 mmol/g, 1.00 g,0.85 mmol), which was pretreated by DMF for a period of 2 h,Fmoc-Xxx-OH, HBTU (O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluroniumhexafluorophosphate) (967 mg, 2.55 mmol), and HOBt (1-hydroxybenzotriazole) (345 mg, 2.55 mmol) in DMF (5.5 ml)wasadded DIEA (N,N-diisopropylethylamine) (888 ml, 5.10 mmol) at rt. The reaction mixture was shaken for 10 min at 50 C under microwaveirradiation, and the resin was washed with DMF and CH2Cl2. The resulting resin in 20% piperidine/DMF (5 ml) andshaken for 3 min at 50 C under microwave irradiation and washedwith DMF and CH2Cl2. To a mixture of the resulting resin, <strong>[123639-61-2]Fmoc-Glu(OBn)-OH</strong> (1.18 g, 2.55 mmol), HBTU (967 mg, 2.55 mmol), and HOBt (345 mg, 2.55 mmol) in DMF (5 ml) was added DIEA (888 mul, 5.10 mmol) at rt. The reaction mixture was shaken for 10 min at 50 C under microwave irradiation, and the resin was washed with DMF and CH2Cl2. Then, the resulting resin in 20% piperidine/DMF (5 ml) was shaken for 2 min at rt, and washed with DMF and CH2Cl2. To a mixture of the resulting resin, Fmoc-Yyy-OH, HBTU (967 mg, 2.55 mmol), and HOBt (345 mg, 2.55 mmol) in DMF (5 ml) was added DIEA (888 mul, 5.10 mmol) at rt. The reaction mixture was shaken for 1 h at rt, and the resin was washed with DMF and CH2Cl2. The resulting resin in 20% piperidine/DMF (5 ml) was shaken for 3 min at 50 C under microwave irradiation and washed with DMF and CH2Cl2. To a mixture of the resulting resin, 5-oxohexanoic acid (304 mul, 2.55 mmol), HBTU (967 mg, 2.55 mmol), and HOBt (345 mg, 2.55 mmol) in DMF (5 ml) was added DIEA (888 mul, 5.10 mmol) at rt. The reaction mixture was shaken for 10 min at 50 C under microwave irradiation and the resulting resin was washed with DMF and CH2Cl2, and dried. A part of the resulting resinwas treated with AcOH/CF3CH2OH/CH2Cl2 (2:2:6 v/v/v, 10 ml) at rt, filtered, and washed with the same cocktail in three times. The combined filtrateswere concentrated by streaming of nitrogen gas and theresulting residue was purified by RP-HPLC [column: Inertsil ODS-3(f20250 mm); column oven temperature: 40 C; flow rate: 5 ml/min, detection: 220 nm UV; eluent A: 25 mM ammonium acetatebuffer (pH 5.8), eluent B: acetonitrile containing 10%, eluent C: H2Ocontaining 0.1% TFA and eluent D: acetonitrile containing 0.1% TFA]Elution conditions were shown individually.
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