Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00037)
Name
Ampicillin
Synonyms    Click to Show/Hide the Synonyms of This API
69-53-4; Ampicillin; Aminobenzylpenicillin; Ampicillin acid; Amcill; Polycillin; Principen; Omnipen; Ampicilline; Penbritin; Pentrexyl; Synpenin; Tokiocillin; Totacillin; Novo-ampicillin; anhydrous ampicillin; D-Ampicillin; 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; Ampicillin anhydrate; Ampicillin Anhydrous; Pfizerpen A; Amipenix S; Ampi-bol; SK-Ampicillin; Amfipen V; Pen Ampil; QIDamp; Ampi-Tab; D-Cillin; Olin Kid; Ro-Ampen; Ampi-Co; Austrapen; Ampicillina [DCIT]; Bayer 5427; D-(-)-alpha-Aminobenzylpenicillin; Ampicilina [INN-Spanish]; Ampicilline [INN-French]; Ampicillinum [INN-Latin]; Ampicin; D-(-)-alpha-Aminopenicillin; Deripen; Wypicil; Ampicillin A; Polycillin-N; Totacillin-N; Penbritin-S; AY-6108; Omnipen-N; BRL 1341; Penbritin syrup; Semicillin R; D-(-)-6-(alpha-Aminophenylacetamido)penicillanic acid; Penbritin paediatric; NSC-528986; BRL-1341; 6-(D(-)-alpha-Aminophenylacetamido)penicillanic acid; Guicitrine; NSC 528986; AB-PC Sol; Ampicillin, anhydrous; UNII-7C782967RD; C16H19N3O4S; CHEBI:28971; MFCD00005175; Alpha-Aminobenzylpenicillin; MLS000028405; Ampicillina; Ukapen; Pfizerpen-A; WY-5103; 7C782967RD; SQ 17382; Penicillin, (aminophenylmethyl)-; SMR000058352; Ampicillin Base; DSSTox_CID_2602; AY 6108; DSSTox_RID_76654; DSSTox_GSID_22602; Polyflex (Veterinary); ampicillanyl; Ampicillin [USAN:BAN:INN:JAN]; CAS-69-53-4; 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; Ampicillin [USAN:USP:INN:BAN:JAN]; Ampicillin (anhydrous); Spectrum_000050; 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; 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; ST077148; SBI-0051283.P003; 6-(a-Aminophenylacetamido)penicillanic acid; C06574; D00204; 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
Clinical Status
Approved
Disease Indication Endocarditis ICD-11: 1B12 [1]
PubChem CID
6249
Formula
C16H19N3O4S
Canonical 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
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
   Click to Show/Hide the Molecular Data (Structure/Property) of This API
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=6249"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 349.4 Topological Polar Surface Area 138
XlogP -1.1 Complexity 562
Heavy Atom Count 24 Rotatable Bond Count 4
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 6
Full List of Drug Formulations (DFMs) Containing This API
          Ampicillin 250 mg capsule Click to Show/Hide the Full List of Formulation(s):          4 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
D&c red no. 28; Sodium lauryl sulfate; Fd&c blue no. 1; Magnesium stearate; Ferrosoferric oxide; Titanium dioxide; Silicon dioxide; Gelatin
                   Dosage Form Oral Capsule
                   Company Golden State Medical Supply
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [2]
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [2]
D&C red no. 28 DIG Info Organic anion transporter 1 (Ki = 0.064 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 2 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
D&c red no. 28; Sodium lauryl sulfate; Fd&c blue no. 1; Magnesium stearate; Ferrosoferric oxide; Titanium dioxide; Silicon dioxide; Gelatin
                   Dosage Form Oral Capsule
                   Company Avera McKennan Hospital; Par Pharmaceutical
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [2]
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [2]
D&C red no. 28 DIG Info Organic anion transporter 1 (Ki = 0.064 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 3 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Butyl alcohol; Isopropyl alcohol; Magnesium stearate; Ammonia; Ferrosoferric oxide; Potassium hydroxide; Propylene glycol; Titanium dioxide; Alcohol; Gelatin; Shellac
                   Dosage Form Oral Capsule
                   Company PD-Rx Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Isopropyl alcohol DIG Info Lymphoma P388/ADR cells (IC50 = 0.22 uM) [5]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [6]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 4 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Magnesium stearate; Ammonia; Ferrosoferric oxide; Potassium hydroxide; Propylene glycol; Titanium dioxide; Gelatin; Shellac
                   Dosage Form Oral Capsule
                   Company Sandoz
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [6]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
          Ampicillin 500 mg capsule Click to Show/Hide the Full List of Formulation(s):          5 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
D&c red no. 28; Sodium lauryl sulfate; Fd&c blue no. 1; Magnesium stearate; Ferrosoferric oxide; Titanium dioxide; Silicon dioxide; Gelatin
                   Dosage Form Oral Capsule
                   Company Golden State Medical Supply
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [2]
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [2]
D&C red no. 28 DIG Info Organic anion transporter 1 (Ki = 0.064 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 2 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
D&c red no. 28; Sodium lauryl sulfate; Fd&c blue no. 1; Magnesium stearate; Ferrosoferric oxide; Titanium dioxide; Silicon dioxide; Gelatin
                   Dosage Form Oral Capsule
                   Company A-S Medication Solutions; Blenheim Phamacal; H. J. Harkins Company; NuCare Pharmaceuticals; PD-Rx Pharmaceuticals; Par Pharmaceutical
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [2]
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [2]
D&C red no. 28 DIG Info Organic anion transporter 1 (Ki = 0.064 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 3 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
D&c red no. 28; Sodium lauryl sulfate; Fd&c blue no. 1; Magnesium stearate; Ferrosoferric oxide; Titanium dioxide; Silicon dioxide; Gelatin
                   Dosage Form Oral Capsule
                   Company RemedyRepack
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [2]
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [2]
D&C red no. 28 DIG Info Organic anion transporter 1 (Ki = 0.064 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 4 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Butyl alcohol; Isopropyl alcohol; Magnesium stearate; Ammonia; Ferrosoferric oxide; Potassium hydroxide; Propylene glycol; Titanium dioxide; Alcohol; Gelatin; Shellac
                   Dosage Form Oral Capsule
                   Company Physicians Total Care
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Isopropyl alcohol DIG Info Lymphoma P388/ADR cells (IC50 = 0.22 uM) [5]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [6]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             Drug Formulation 5 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Magnesium stearate; Ammonia; Ferrosoferric oxide; Potassium hydroxide; Propylene glycol; Titanium dioxide; Gelatin; Shellac
                   Dosage Form Oral Capsule
                   Company NuCare Pharmaceuticals; Sandoz
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [6]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
References
1 FDA label for approved ampicillin from the official website of the U.S. Food and Drug Administration.
2 Bacterial metabolism rescues the inhibition of intestinal drug absorption by food and drug additives. Proc Natl Acad Sci U S A. 2020 Jul 7;117(27):16009-16018.
3 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
4 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.
5 Synthesis and evaluation of dihydropyrroloquinolines that selectively antagonize P-glycoprotein. J Med Chem. 2004 Mar 11; 47(6):1413-22.
6 Pharmaceutical excipients inhibit cytochrome P450 activity in cell free systems and after systemic administration. Eur J Pharm Biopharm. 2008 Sep;70(1):279-88.

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