Details of Natural Product (NP)

General Information of Natural Product (ID: NP1630)
  Natural Product Name
Ampicillin
  Synonyms
69-53-4; Ampicillin; Aminobenzylpenicillin; Ampicillin acid; Amcill; Polycillin; Principen; Omnipen; Ampicilline; Penbritin; Tokiocillin; Ampicillin Anhydrous; Ampicillinum; Pentrexyl; Semicillin; Synpenin; Totacillin; Ultrabion; Novo-ampicillin; D-Ampicillin; D-(-)-Ampicillin; Adobacillin; Amblosin; Ampichel; Ampicilina; 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; Servicillin; Sumipanto; Texcillin; Totalciclina; Trifacilina; 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; Ampicillin, anhydrous; Penbritin paediatric; NSC-528986; AB-PC; BRL-1341; 6-(D(-)-alpha-Aminophenylacetamido)penicillanic acid; Guicitrine; Ampen; NSC 528986; AB-PC Sol; UNII-7C782967RD; C16H19N3O4S; CHEBI:28971; Ampicillin (anhydrous); Ampicillin hydrate; 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-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; (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; 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; Polyflex (Veterinary); ampicillanyl; Ampicillin [USAN:BAN:INN:JAN]; CAS-69-53-4; (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-{[(2R)-2-AMINO-2-PHENYLETHANOYL]AMINO}-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO[3.2.0]HEPTANE-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; Redicilin; Poly-cillin; 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-azabicyclo[3.2.0]heptane-2-carboxylic acid; (2S,5R,6R)-6-[[(2R)-2-amino-2-phenyl-acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-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]; 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; AKOS015888156; Tox21_113049_1; AC-8805; DB00415; 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; 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-azabicyclo[3.2.0]heptane-2-carboxylic acid; (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; 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-azabicyclo[3.2.0]heptane-2-carboxylic acid,6-[[(2R)-aminophenylacetyl]amino]-3,3-dimethyl-7-oxo-, trihydrate,(2S,5R,6R)-; 6-[(Aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 9CI; AMPICILLIN; D(-)-ALPHA-AMINOBENZYLPENICILLIN; 6-[D(-)-ALPHA-AMINOPHENYLLACETAMIDO]PENICILLANIC ACID
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  Formula C16H19N3O4S
  Weight 349.4
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  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
  InChI Key AVKUERGKIZMTKX-NJBDSQKTSA-N
  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
  Canonical SMILES CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)O)C
  External Links PubChem ID 6249
CAS ID 69-53-4
CHEMBL ID CHEMBL174
  NP Activity Charts   Click to show/hide
  Activity Info  

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Aspergillus clavatonanicus strain MJ31
  Factor Name: PDB medium [1]
              Species Info Factor Info
               Experiment Detail
Healthy plant (Mirabilis jalapa L.) was collected from Dampa Tiger Reserve Forest [DTRF] (23° 44′ N 92° 39′ E), Mizoram, Northeast India during February, 2014. The cut ends were sealed with wax and were brought to the laboratory. Five mycelial agar plug of grown strain was inoculated in 2 L Erlenmeyer flasks containing 700 ml potato dextrose broth (PDB) media and incubated at 26 ℃ for three weeks.
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               Mechanism
Ketosynthase (KS) domain of polyketide synthases (PKS) type I and adenylation (A) domain of non-ribosomal peptide synthetases (NRPS) were detected in strain MJ31 which might play a role in antimicrobial activity. An expected 700 bp band of KS domain was detected by LC3 and LC5C primers which were responsible for the synthesis of partially reducing (PR) type PKSs. NRPS gene was also detected with the amplified product size of 300 bp.
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               Factor Part Location NP Content
 
PDB medium (26℃ + 21 days)
 Root tissues Mizoram, India
NP Content: 37.33 µg/g
References
1 Determination and production of antimicrobial compounds by Aspergillus clavatonanicus strain MJ31, an endophytic fungus from Mirabilis jalapa L. using UPLC-ESI-MS/MS and TD-GC-MS analysis