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Piperacillin

Molecular FormulaC₂₃H₂₇N₅O₇S
Average mass517.555 Da
Monoisotopic mass517.163147 Da
ChemSpider ID39798

- 4 of 4 defined stereocentres

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Featured data source

Names and Synonyms
Database ID(s)

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

(2S,5R,6R)-6-((R)-2-(4-Ethyl-2,3-Dioxopiperazine-1-carboxamido)-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

(2S,5R,6R)-6-[(R)-2-(4-Ethyl-2,3-dioxo-1-piperazinecarboxamido)-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

(2S,5R,6R)-6-{(E)-[(2R)-2-{(E)-[(4-Ethyl-2,3-dioxo-1-piperazinyl)(hydroxy)methylen]amino}-1-hydroxy-2-phenylethyliden]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-2-carbonsäure [German] [ACD/IUPAC Name]

(2S,5R,6R)-6-{(E)-[(2R)-2-{(E)-[(4-Ethyl-2,3-dioxo-1-piperazinyl)(hydroxy)methylene]amino}-1-hydroxy-2-phenylethylidene]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid [ACD/IUPAC Name]

(2S,5R,6R)-6-{[(2R)-2-{[(4-Ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino}-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-2-carbonsäure [German] [ACD/IUPAC Name]

(2S,5R,6R)-6-{[(2R)-2-{[(4-Ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino}-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid [ACD/IUPAC Name]

(2S,5R,6R)-6-{[(2R)-2-{[(4-Ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

262-811-8 [EINECS]

4-Ethyl-2,3-dioxopiperazine Carbonyl Ampicillin

4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(1E,2R)-2-[[(1E)-(4-ethyl-2,3-dioxo-1-piperazinyl)hydroxymethylene]amino]-1-hydroxy-2-phenylethylidene]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)- [ACD/Index Name]

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4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)- [ACD/Index Name]

66258-76-2 [RN]

66258-76-2 (MONOHYDRATE) [RN]

6-D(-)-a-(4-Ethyl-2,3-dioxo-1-piperazinylcarbonylamino)-a-phenylacetamidopenicillanic Acid

9I628532GX

Acide (2S,5R,6R)-6-{(E)-[(2R)-2-{(E)-[(4-éthyl-2,3-dioxo-1-pipérazinyl)(hydroxy)méthylène]amino}-1-hydroxy-2-phényléthylidène]amino}-3,3-diméthyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylique [French] [ACD/IUPAC Name]

Acide (2S,5R,6R)-6-{[(2R)-2-{[(4-éthyl-2,3-dioxo-1-pipérazinyl)carbonyl]amino}-2-phénylacétyl]amino}-3,3-diméthyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylique [French] [ACD/IUPAC Name]

Piperacillin [Wiki]

piperacillin [INN_en]

PIPERACILLIN ANHYDROUS

(2S-(2α,5α,6β(S*)))-6-(((((4-Ethyl-2,3-dioxopiperazin-1-yl)carbonyl)amino)phenylacetyl)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid

(2S,5R,6R)-6-[(2R)-2-[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonylamino]-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

(2S,5R,6R)-6-[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

(2S,5R,6R)-6-[(2R)-2-{[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino}-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

(2S,5R,6R)-6-[[(2R)-2-[(4-ethyl-2,3-diketo-piperazine-1-carbonyl)amino]-2-phenyl-acetyl]amino]-7-keto-3,3-dimethyl-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

(2S,5R,6R)-6-[[(2R)-2-[(4-ethyl-2,3-dioxo-piperazin-1-yl)carbonylamino]-2-phenyl-ethanoyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

(2S,5R,6R)-6-[[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

(2S,5R,6R)-6-[[(2R)-2-[(4-ethyl-2,3-dioxo-piperazine-1-carbonyl)amino]-2-phenyl-acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

(2S,5R,6R)-6-[[(2R)-2-[[(4-Ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

(2S,5R,6R)-6-[[(2R)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)-oxomethyl]amino]-1-oxo-2-phenylethyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

[2S-[2α,5α,6β(S*)]]-6-[[[[(4-Ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino]phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1 -azabicyclo[3.2.0]heptane-2-carboxylic acid

[2S-[2α,5α,6β(S*)]]-6-[[[[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]amino]phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

[61477-96-1] [RN]

4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-6-(((((4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl)amino)phenylacetyl)amino)-7-oxo-, (2S-(2-α,5-α,6-β(S*)))-

4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((((4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl)amino)phenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2S-(2α,5α,6β(S*)))-

4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]phenylacetyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-

4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[[(2R)-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]phenylacetyl]amino]-3,3-dimethyl-7-oxo-,(2S,5R,6R)-

6-(D-(-)-α-(4-Ethyl-2,3-dioxo-1-piperazinecarboxamido)phenylacetamido)penicillanic acid

6β-{(2R)-2-[(4-ethyl-2,3-dioxopiperazin-1-yl)carboxamido]-2-phenylacetamido}-2,2-dimethylpenam-3α-carboxylic acid

BPBio1_000848

BSPBio_000770

CHEMBL702

Ecosette

Ecosette (Trade name)

Ecosette; Farecillin; Penmalin; Pentcillin; Peracin; Piciliant; Picillin; Picillina; Piperac; Pipracil; Stepten; Tronazam

EINECS 262-811-8

Farecillin

Farecillin (Trade name)

MFCD00865043 [MDL number]

Penmalin

Penmalin (Trade name)

Pentcillin [Trade name]

Pentcillin (Trade name)

Peracin

Peracin (Trade name)

Piciliant

Piciliant (Trade name)

Picillin

Picillin (Trade name)

Picillina

Picillina (Trade name)

Pip??racilline

Piperac

Piperac (Trade name)

Piperacilina

Piperacilina; Piperacillin; Piperacillin Anhydrous; Piperacillina; Pip??racilline; Piperacillinum

Piperacilina; Piperacillin; Piperacillin Anhydrous; Piperacillina; Pipéracilline; Piperacillinum

Piperacillina

Pipéracilline

Piperacillinum

Pipercillin

Pipracil

Pipracil (Trade name)

Pipracil, Piper

Pipril

Prestwick2_000755

Prestwick3_000755

QA-3450

Stepten

Stepten (Trade name)

Tronazam

UNII:9I628532GX

UNII-9I628532GX

WPP

пиперациллин [Russian]

بيبيراسيلين [Arabic]

哌拉西林 [Chinese]

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Validated by Experts, Validated by Users, Non-Validated, Removed by Users

4296 [DBID]

6081140 [DBID]

AIDS007751 [DBID]

AIDS-007751 [DBID]

C14034 [DBID]

CCRIS 7362 [DBID]

CCRIS 937 [DBID]

Prestwick0_000755 [DBID]

Prestwick1_000755 [DBID]

SPBio_002709 [DBID]

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Experimental data
Predicted - ACD/Labs
Predicted - ChemAxon
Predicted - Mcule

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density:	1.5±0.1 g/cm³
Boiling Point:
Vapour Pressure:
Enthalpy of Vaporization:
Flash Point:
Index of Refraction:	1.678
Molar Refractivity:	128.5±0.4 cm³
#H bond acceptors:	12
#H bond donors:	3
#Freely Rotating Bonds:	6
#Rule of 5 Violations:	2

ACD/LogP:	1.88
ACD/LogD (pH 5.5):	-1.95
ACD/BCF (pH 5.5):	1.00
ACD/KOC (pH 5.5):	1.00
ACD/LogD (pH 7.4):	-2.72
ACD/BCF (pH 7.4):	1.00
ACD/KOC (pH 7.4):	1.00
Polar Surface Area:	182 Å²
Polarizability:	50.9±0.5 10^-24cm³
Surface Tension:	80.6±5.0 dyne/cm
Molar Volume:	340.5±5.0 cm³

Click to predict properties on the Chemicalize site

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Piperacillin

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