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Showing Compound Polacrilin (FDB020748)

Record Information
Version1.0
Creation date2010-04-08 22:15:14 UTC
Update date2015-07-21 06:47:53 UTC
Primary IDFDB020748
Secondary Accession NumbersNot Available
Chemical Information
FooDB NamePolacrilin
DescriptionAmpicillin, also known as AMP or acillin, belongs to the class of organic compounds known as penicillins. These are organic compounds containing the penicillin core structure, which is structurally characterized by a penam ring bearing two methyl groups at position 2, and an amide group at position 6 [starting from the sulfur atom at position 1]. Ampicillin is a very strong basic compound (based on its pKa).
CAS Number54182-62-6
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
(2S,5R,6R)-6-{[(2R)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acidChEBI
(2S,5R,6R)-6-{[(2R)-2-amino-2-phenylethanoyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylIC ACIDChEBI
(2S,6R)-6-{[(2R)-2-amino-2-phenylethanoyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acidChEBI
6-(D-(2-Amino-2-phenylacetamido))-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acidChEBI
ABPCChEBI
AminobenzylpenicillinChEBI
AMPChEBI
AmpicilinaChEBI
Ampicillin acidChEBI
Ampicillin anhydrousChEBI
AmpicillineChEBI
AmpicillinumChEBI
Anhydrous ampicillinChEBI
APChEBI
D-(-)-6-(alpha-Aminophenylacetamido)penicillanic acidChEBI
D-(-)-AmpicillinChEBI
OmnipenKegg
(2S,5R,6R)-6-{[(2R)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylateGenerator
(2S,5R,6R)-6-{[(2R)-2-amino-2-phenylethanoyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylateGenerator
(2S,6R)-6-{[(2R)-2-amino-2-phenylethanoyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylateGenerator
6-(D-(2-Amino-2-phenylacetamido))-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylateGenerator
D-(-)-6-(a-Aminophenylacetamido)penicillanateGenerator
D-(-)-6-(a-Aminophenylacetamido)penicillanic acidGenerator
D-(-)-6-(alpha-Aminophenylacetamido)penicillanateGenerator
D-(-)-6-(Α-aminophenylacetamido)penicillanateGenerator
D-(-)-6-(Α-aminophenylacetamido)penicillanic acidGenerator
(2S,5R,6R)-6-[[(2R)-2-Amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acidHMDB
6-(a-Aminophenylacetamido)penicillanic acidHMDB
6-(D(-)-alpha-Aminophenylacetamido)penicillanic acidHMDB
6-D(-)-alpha-Aminophenylacetamido-penicillanic acidHMDB
6-[(Aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 9ciHMDB
AcillinHMDB
AdobacillinHMDB
AlpenHMDB
alpha-AminobenzylpenicillinHMDB
AmblosinHMDB
AmcillHMDB
AmfipenHMDB
Amfipen VHMDB
Amipenix SHMDB
AmpenHMDB
AMPIHMDB
Ampi-bolHMDB
Ampi-coHMDB
Ampi-tabHMDB
AmpichelHMDB
AmpicilHMDB
Ampicillin anhydrateHMDB
Ampicillin baseHMDB
Ampicillin sodiumHMDB
Ampicillin trihydrateHMDB
AmpicillinaHMDB
AmpifarmHMDB
AmpikelHMDB
AmpimedHMDB
AmpipeninHMDB
AmpiscelHMDB
AmpisynHMDB
AmpivaxHMDB
AmpivetHMDB
AmplacilinaHMDB
AmplinHMDB
AmplipenylHMDB
AmplisomHMDB
AmplitalHMDB
AustrapenHMDB
AY 6108HMDB
Bayer 5427HMDB
BinotalHMDB
BonapicillinHMDB
BritacilHMDB
BRL 1341HMDB
CampicillinHMDB
CimexHMDB
CopharcilinHMDB
D-(-)-alpha-AminobenzylpenicillinHMDB
D-(-)-alpha-AminopenicillinHMDB
D-a-AminobenzylpenicillinHMDB
D-AmpicillinHMDB
D-CillinHMDB
DelcillinHMDB
DeripenHMDB
DivercillinHMDB
DoktacillinHMDB
DuphacillinHMDB
GeocillinHMDB
GrampenilHMDB
GuicitrinaHMDB
GuicitrineHMDB
KS-R1HMDB
LifeampilHMDB
MagnapenHMDB
MarcillinHMDB
MorepenHMDB
NorobrittinHMDB
Novo-ampicillinHMDB
NSC 528986HMDB
NuvapenHMDB
Olin kidHMDB
OrbicilinaHMDB
Pen aHMDB
Pen ampilHMDB
PenbristolHMDB
PenbritinHMDB
PenbrockHMDB
PeniclineHMDB
PenimicHMDB
PensynHMDB
PentrexHMDB
PentrexlHMDB
PentrexylHMDB
PentritinHMDB
Pfizerpen aHMDB
PolycillinHMDB
PonecilHMDB
PrincillinHMDB
PrincipenHMDB
QidampHMDB
RacenacillinHMDB
Ro-ampenHMDB
RosamplineHMDB
RoscillinHMDB
SemicillinHMDB
ServicillinHMDB
SK-AmpicillinHMDB
SumipantoHMDB
SupenHMDB
SynpeninHMDB
TexcillinHMDB
TokiocillinHMDB
TolomolHMDB
TotacillinHMDB
TotalciclinaHMDB
TotapenHMDB
TrifacilinaHMDB
UkapenHMDB
UltrabionHMDB
UltrabronHMDB
VampenHMDB
ViccillinHMDB
VidocillinHMDB
VidopenHMDB
WypicilHMDB
Aminobenzyl penicillinHMDB
Antibiotic KS R1HMDB
KS-R1, AntibioticHMDB
Sodium, ampicillinHMDB
Antibiotic KS-R1HMDB
Penicillin, aminobenzylHMDB
Trihydrate, ampicillinHMDB
Amberlite IRP 64db_source
Predicted Properties
PropertyValueSource
Water Solubility0.6 g/LALOGPS
logP0.88ALOGPS
logP-2ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)3.24ChemAxon
pKa (Strongest Basic)7.44ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area112.73 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity87.52 m³·mol⁻¹ChemAxon
Polarizability34.54 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC16H19N3O4S
IUPAC name(2S,5R,6R)-6-[(2R)-2-amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
InChI IdentifierInChI=1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,14-/m1/s1
InChI KeyAVKUERGKIZMTKX-NJBDSQKTSA-N
Isomeric SMILES[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=CC=C1)C(O)=O
Average Molecular Weight349.405
Monoisotopic Molecular Weight349.109626801
Classification
Description Belongs to the class of organic compounds known as penicillins. These are organic compounds containing the penicillin core structure, which is structurally characterized by a penam ring bearing two methyl groups at position 2, and an amide group at position 6 [starting from the sulfur atom at position 1].
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassLactams
Sub ClassBeta lactams
Direct ParentPenicillins
Alternative Parents
Substituents
  • Penicillin
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Alpha-amino acid or derivatives
  • Phenylacetamide
  • Aralkylamine
  • Monocyclic benzene moiety
  • Benzenoid
  • Thiazolidine
  • Tertiary carboxylic acid amide
  • Amino acid or derivatives
  • Azetidine
  • Amino acid
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Azacycle
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Dialkylthioether
  • Hemithioaminal
  • Thioether
  • Primary aliphatic amine
  • Amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Organopnictogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Organic oxide
  • Primary amine
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSPolacrilin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4i-1900000000-328e5756b2a2047f3401Spectrum
Predicted GC-MSPolacrilin, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4i-1900000000-49339d5b1f688b0249b7Spectrum
Predicted GC-MSPolacrilin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPolacrilin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0udi-1349000000-51be76a1d965184221c82017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-9810000000-75530784e97a116633e52017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-9600000000-0f235a2c675944bd7f8a2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-006x-9300000000-766d3a6fea596a3f18a82017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-00di-9100000000-147bdc3aaa0be3d0b4192017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-1900000000-b00e3e20b6b67bd66c272021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-2900000000-7b6c3a7162ec9326a2462021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-00di-9000000000-f6004cc4fde6cc54c5452021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0090000000-3446c37197fd7dc36a632021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-2900000000-3160040d30aba58277312021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0901000000-9e9e3230339584136a972021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0900000000-b7dcea08c5f689065c5c2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0901000000-c9400241d2ecd802485e2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0ab9-6090000000-e84a46f7b56ca97f62652021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0bt9-1912000000-75f97354ed9ba956615b2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0bt9-2910000000-96d30028da61376db9b32016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-7900000000-eff889c1fe387a2133192016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0291000000-98a4e819f450d352aea42016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-1591000000-eaed25e7ad3d86ca15642016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05di-9520000000-3b6aedcd44ff9d287dc02016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0009000000-07647be2cf284515b3662021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-052n-6924000000-83d903205df987b0b6992021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9300000000-d97c7cfdd5c84d70b4932021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f89-0219000000-39936cb3e2a60642fccd2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01x0-0914000000-4ad13ad2ef6dba0dd8f72021-09-24View Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDMXQ21-N:MXQ21-N
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference