Compound Summary

69-53-4
  Compound Information
 69-53-4

Compound Name:

69-53-4

Compound CID:

6249

Synonyms:

69-53-4

Ampicillin

Aminobenzylpenicillin

Ampicillin acid

Amcill

More...

Iupac Name:

(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 acid

InChI:

InChI=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

InChIKey:

AVKUERGKIZMTKX-NJBDSQKTSA-N

Canonical Smiles:

CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)O)C

Isomeric Smiles:

CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)O)C

Molecular Weight:

349.4

Molecular Formula:

C16H19N3O4S

  Compound Structure
 2D Structure:
 3D Structure:
  Computed Properties
 69-53-4

Molecular Weight:

349.4

Molecular Formula:

C16H19N3O4S

Hydrogen Bond Donor Count:

3

Hydrogen Bond Acceptor Count:

6

Rotatable Bond Count:

4

Heavy Atom Count:

24

Complexity:

562

  Synonyms
 69-53-4

69-53-4 69-53-4

69-53-4

Ampicillin

Aminobenzylpenicillin

Ampicillin acid

Amcill

Polycillin

Principen

Omnipen

Ampicilline

Penbritin

Pentrexyl

Synpenin

Tokiocillin

Totacillin

Novo-ampicillin

D-Ampicillin

Ampicillin Anhydrous

D-(-)-Ampicillin

Adobacillin

Amblosin

Ampichel

Ampicilina

Ampicillinum

Ampifarm

Ampipenin

Ampiscel

Amplacilina

Amplipenyl

Amplisom

Amplital

Bonapicillin

Britacil

Campicillin

Copharcilin

Delcillin

Divercillin

Doktacillin

Duphacillin

Grampenil

Guicitrina

Lifeampil

Norobrittin

Orbicilina

Penbristol

Penbrock

Penicline

Pentrexl

Princillin

Racenacillin

Rosampline

Roscillin

Semicillin

Servicillin

Sumipanto

Texcillin

Totalciclina

Trifacilina

Ultrabion

Ultrabron

Viccillin

Acillin

Amfipen

Ampicil

Ampikel

Ampimed

Ampisyn

Ampivax

Ampivet

Amplin

Binotal

Morepen

Nuvapen

Penimic

Pensyn

Pentrex

Ponecil

Tolomol

Totapen

Vampen

Cimex

Supen

anhydrous ampicillin

Ampicillin anhydrate

Pfizerpen A

Amipenix S

Ampi-bol

SK-Ampicillin

Amfipen V

Pen Ampil

QIDamp

Ampi-Tab

D-Cillin

Olin Kid

Ro-Ampen

Ampi-Co

Austrapen

Pen A

Ampicillina DCIT

Bayer 5427

D-(-)-alpha-Aminobenzylpenicillin

ABPC

Ampicilina INN-Spanish

Ampicilline INN-French

Ampicillinum INN-Latin

Ampicin

D-(-)-alpha-Aminopenicillin

Deripen

Wypicil

Alpen

Ampicillin A

Polycillin-N

Totacillin-N

Penbritin-S

AY-6108

Omnipen-N

BRL 1341

Penbritin syrup

Semicillin R

D-(-)-6-(alpha-Aminophenylacetamido)penicillanic acid

P-50

KS-R1

Penbritin paediatric

NSC-528986

AB-PC

BRL-1341

6-(D(-)-alpha-Aminophenylacetamido)penicillanic acid

Guicitrine

Ampen

NSC 528986

AB-PC Sol

Ampicillin, anhydrous

UNII-7C782967RD

C16H19N3O4S

CHEBI:28971

MFCD00005175

Alpha-Aminobenzylpenicillin

6-(D-(2-Amino-2-phenylacetamido))-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid

MLS000028405

(2S,5R,6R)-6-(2R)-2-amino-2-phenylacetylamino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo3.2.0heptane-2-carboxylic acid

(2S,5R,6R)-6-{(2R)-2-amino-2-phenylacetylamino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo3.2.0heptane-2-carboxylic acid

Ampicillina

HI 63

Ukapen

Pfizerpen-A

WY-5103

AMPI

7C782967RD

P 50

SQ 17382

Penicillin, (aminophenylmethyl)-

SMR000058352

Ampicillin Base

DSSTox_CID_2602

AY 6108

DSSTox_RID_76654

DSSTox_GSID_22602

(2S,5R,6R)-6-((R)-2-Amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid

(2S,5R,6R)-6-(R)-2-Amino-2-phenylacetamido-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo3.2.0heptane-2-carboxylic acid

Polyflex (Veterinary)

ampicillanyl

Ampicillin USAN:BAN:INN:JAN

CAS-69-53-4

(2S,5R,6R)-6-{(2R)-2-AMINO-2-PHENYLETHANOYLAMINO}-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO3.2.0HEPTANE-2-CARBOXYLIC ACID

Omnipen (TN)

Totacillin (sodium)

BA 7305

HSDB 3009

AMPICILLIN/AMPICILLIN TRIHYDRATE

Ampicillin (USP/INN)

EINECS 200-709-7

vidopen

Vidocillin

Marcillin

Pentritin

NSC528986

D-(-)-.alpha.-Aminobenzylpenicillin

Ampicillin,(S)

NCGC00018160-02

(2s,5r,6r)-6-((r)-2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo3.2.0heptane-2-carboxylic acid

(2S,5R,6R)-6-(2R)-2-amino-2-phenyl-acetylamino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo3.2.0heptane-2-carboxylic acid

4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2S-(2alpha,5alpha,6beta(S*)))-

Ampicillin USAN:USP:INN:BAN:JAN

Ampicillin (anhydrous)

Spectrum_000050

1h8s

AY 6108

D-a-Aminobenzylpenicillin

Opera_ID_1630

Prestwick0_000114

Prestwick1_000114

Prestwick2_000114

Prestwick3_000114

Spectrum2_000769

Spectrum3_000301

Spectrum4_000149

Spectrum5_000814

CHEMBL174

Epitope ID:115008

Epitope ID:116057

EC 200-709-7

SCHEMBL3526

BSPBio_000128

BSPBio_001862

KBioGR_000598

KBioSS_000430

Anhydrous ampicillin (JP17)

MLS001074168

BIDD:GT0184

DivK1c_000466

SPBio_000818

SPBio_002067

Ampicillin, analytical standard

D-(-)-a-Aminobenzylpenicillin

BPBio1_000142

DTXSID4022602

CHEBI:53713

GTPL10896

KBio1_000466

KBio2_000430

KBio2_002998

KBio2_005566

KBio3_001362

NINDS_000466

HMS2090I11

HMS2233H23

Ampicillin acid; Principen; Amcill

HY-B0522

ZINC3830218

Tox21_113049

Tox21_301416

BDBM50350465

SBB063111

AKOS015888156

Tox21_113049_1

AC-8805

DB00415

VA10275

WY 5103

6beta-(2R)-2-amino-2-phenylacetamido-2,2-dimethylpenam-3alpha-carboxylic acid

IDI1_000466

SMP1_000211

NCGC00023282-05

NCGC00023282-06

NCGC00023282-21

NCGC00178944-03

NCGC00248937-01

NCGC00255127-01

4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-, D-(-)-

BA166034

ST077148

SBI-0051283.P003

6-(a-Aminophenylacetamido)penicillanic acid

C06574

D00204

A936108

AMPICILLIN ANHYDROUS, PHARMACEUTICAL GRADE

Q244150

6-D(-)-alpha-Aminophenylacetamido-penicillanic acid

BRD-K68432770-001-08-0

Ampicillin, anhydrous, 96.0-100.5% (anhydrous basis)

Ampicillin, United States Pharmacopeia (USP) Reference Standard

Anhydrous ampicillin, British Pharmacopoeia (BP) Reference Standard

Ampicillin, anhydrous, European Pharmacopoeia (EP) Reference Standard

(2S,5R,6R)-6-(((R,E)-2-Amino-1-hydroxy-2-phenylethylidene)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo3.2.0heptane-2-carboxylic acid

(2S,5R,6R)-6-{(2R)-2-AMINO-2-PHENYLETHANOYLAMINO}-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO3.2.0HEPTANE-2-CARBOXYLIC

4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((2R)-aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2S,5R,6R)-

4-Thia-1-azabicyclo3.2.0heptane-2-carboxylic acid,6-(2R)-aminophenylacetylamino-3,3-dimethyl-7-oxo-, trihydrate,(2S,5R,6R)-

6-((2R)-2-amino-2-phenylacetylamino)(2S,5R,6R)-3,3-dimethyl-7-oxo-4-thia-1-aza bicyclo3.2.0heptane-2-carboxylic acid

6-((2R)-2-amino-2-phenylacetylamino)(2S,5R,6R)-3,3-dimethyl-7-oxo-4-thia-1-aza bicyclo3.2.0heptane-2-carboxylic acid, oxamethane, oxamethane, oxamethane

6-(Aminophenylacetyl)amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo3.2.0heptane-2-carboxylic acid, 9CI

AMPICILLIN; D(-)-ALPHA-AMINOBENZYLPENICILLIN; 6-D(-)-ALPHA-AMINOPHENYLLACETAMIDOPENICILLANIC ACID

  Experimental Data
 69-53-4

Species Dose Unit Control(Avg days) Treatment(Avg days) Avg/Med Lifespan Change(%) Control(Max days) Treatment(Max days) Max Lifespan Change(%) Significant Strain Gender PubMed Avg/Med Lifespan Change tab
Caenorhabditis elegans 100.000000000000000 ug/mL 14.000000000000000 14.900000000000000 6.600000000000000 22.000000000000000 22.000000000000000 0.000000000000000 S N2 18400258 Active
Caenorhabditis elegans 100.000000000000000 ug/mL 34.000000000000000 S 16441844 Active
  Experimental Data Visualization
 69-53-4

  Statistics Data
 69-53-4

Species Avg/Med Lifespan Change(%) Max Lifespan Change(%) Count Reference Count Data point
Caenorhabditis elegans 34.000000000000000 0.000000000000000 2 2
  Statistics Data Visualization
 69-53-4

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