Amoxicillin

Type: NeutralMolecule
CAS: 26787-78-0
EC: 248-003-8
Origin: EF 3.1 hybrid_name_cas_v1
Changes: 57 across every transformer
This substance carries 2 candidate structures; the diagram is the first one RDKit could parse, not a settled answer.
(2S,5R,6R)-6-[[(2R)-2-Amino-2-(4-hydroxyphenyl)acetyl]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-(4-hydroxyphenyl)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-[2-amino-2-(p-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-, D-
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-amino(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[amino(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-, [2S-[2α,5α,6β(S*)]]-
6-(p-hydroxy-alpha-aminophenylacetamido)penicillanic acid
6-[D(-)-α-Amino-p-hydroxyphenylacetamido]penicillanic acid
6-[D-(-)-2-Amino-2-(p-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
6-[D-(-)-p-Hydroxy-α-aminobenzyl]penicillin
6-[D-α-Amino-α-(4-hydroxyphenyl)acetamido]penicillanic acid
6beta-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-2,2-dimethylpenam-3alpha-carboxylic acid
A-Gram
Abdimox
Acimox
Actimoxi
Adbiotin
Agerpen
Alfamox
Almodan
alpha-amino-p-hydroxybenzylpenicillin
Alphamox
Amagesen Solutab
Amcill
Amo-flamsian
Amocilline
Amoclen
Amodex
Amoflux
Amolin
Amopen
Amopenixin
Amoram
Amosine
Amox
Amoxa
Amoxal
Amoxapen
Amoxaren
Amoxcillin
Amoxi
Amoxi-basan
Amoxi-Mast
Amoxibiotic
amoxicilina
Amoxicillin anhydrous
Amoxicillin Chewable Tablets
amoxicilline
amoxicillinum
Amoxidal
Amoxiden
Amoxidin
Amoxihexal
Amoxil
Amoxillin
Amoxin
Amoxipen
Amoxipenil
Amoxisol
Amoxivan
Amoxivet
Amoxtrex
Amoxy
Amoxy-diolan
amoxycilin
amoxycillin
Amoxypen
AMPC
Ampidroxyl
Ampy-Penyl
Anemol
Anemolin
Apitart
Apo-Amoxi
Ardine
Ardine (pharmaceutical)
Aspenil
Audumic
Azillin
Bactamox
Bactox
Betamox
Bimox
Bintamox
Biomox
Bioxidona
Bioxyllin
Blumox
Bridopen
Bristamox
Cabermox
Cemoxin
Cilamox
Clamox
Clamoxyl
Coamoxin
Comoxyl
D-(-)-α-Amino-p-hydroxybenzyl penicillin
D-(α-Amino-p-hydroxybenzyl)penicillin
D-2-Amino-2-(4-hydroxyphenyl)acetamidopenicillanic acid
D-Amoxicillin
Damoxicil
Delacillin
DisperMox
Draximox
Efpenix
Efpinex
Eupen
Eupensol
Excillin
Farconcil
Fisamox
Flemoxin
Foxolin
Fullcilina
Gemox
Gimalxina
Gomcillin
Gramidil
Grinsil
Grinsul
Grunamox
Helvamox
Hiconcil
Hidramox
Hipen
Histocillin
Hosboral
Ibiamox
Ikamoxil
Imacillin
Imaxilin
Imox
Imoxil
Intermox
Isimoxin
Izoltil
Jerramcil
Kamoxin
Lamoxy
Larocilin
Larotid
Limox
Majorpen
Matasedrin
Maxcil
Medimox
Meixil
MeSH ID: D000658
Metafarma capsules
Metifarma capsules
Mopen
Morgenxil
Mox
Moxacin
Moxal
Moxaline
Moxarin
Moxatag
Moxcil
Moxilen
Moxlin
Moxylin
Moxypen
Moxyvit
Novabritine
Novamox
Novamoxin
Novenzymin
Optium
Ospamox
p-hydroxyampicillin
Pamocil
Pamoxicillin
Pasetocin
Penamox
Penbiosyn
Penimox
Pensyn
Piramox
Polymox
Posmox
Protexillin
Rancil
Ranmoxy
Ranoxyl
Reloxyl
Rhamoxilina
Robamox
Rocillin
Ronemox
Saltermox
Samosillin
Samthongcillin
Sawacillin
Sawamezin
Senox
Sia-mox
Sigmopen
Sil-A-mox
Simoxil
Simplamox
Specillin
Sumox
Superpeni
Suprapen
Suramox
Suramox 50
Suramox PM
Teramoxyl
Tolodina
Triafamox
Triamoxil
Trilaxin
Trimox
Twicyl
Unicillin
Utimox
Velamox
Vetomoxin
Vetramox
Virgoxillin
Widecillin
Winmox
Wymox
Yisulon
Zamocillin
Zamox
Zamoxil
Zerrsox
Zimox
Property	Value
Elemental charge chemrof:elemental_charge	0
InChI2D key string chemrof:inchi2d_key_string	LSQZJLSUYDQPKJ-NJBDSQKTSA-N
InChI2D string chemrof:inchi2d_string	InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24), InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1
Isomeric SMILES string chemrof:isomeric_smiles_string	CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)c3ccc(O)cc3)C(=O)N2[C@H]1C(=O)O
IUPAC name chemrof:IUPAC_name	(2S,5R,6R)-6-[[(2R)-2-amino-2-(4-hydroxyphenyl)-1-oxoethyl]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-(4-hydroxyphenyl)acetyl]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-(4-hydroxyphenyl)acetyl]amino]-7-keto-3,3-dimethyl-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, (2S,5R,6R)-6-[[(2R)-2-azanyl-2-(4-hydroxyphenyl)ethanoyl]amino]-3,3-dimethyl-7-oxidanylidene-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Molecular formula chemrof:molecular_formula	C16H19N3O5S
Molecular mass chemrof:molecular_mass	365.411
Monoisotopic mass chemrof:monoisotopic_mass	365.10454, 365.104542
SMILES string chemrof:smiles_string	CC1(C)SC2C(NC(=O)C(N)c3ccc(O)cc3)C(=O)N2C1C(=O)O
Where else this substance is described. Collected while the pipeline resolved it — from ChEBI's cross-references, from PubChem's identifier list, and from the CAS number — so a link here is a record the merge actually read, not a search it suggests.
Resource	URL	Recorded by
CAS Common Chemistry	https://commonchemistry.cas.org/detail?cas_rn=26787-78-0	enrich_references.chebi_xrefs
ChEBI	https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:2676	enrich_references.chebi_id_link
chem.echa.europa.eu	https://chem.echa.europa.eu/100.043.625	enrich_references.pubchem_identifier_url
comptox.epa.gov	https://comptox.epa.gov/dashboard/DTXSID3037044	enrich_references.pubchem_identifier_url
DrugBank	https://go.drugbank.com/drugs/DB01060	enrich_references.chebi_xrefs
drugbank.ca	https://www.drugbank.ca/drugs/DB01060	enrich_references.pubchem_identifier_url
drugcentral	drugcentral:192	enrich_references.chebi_xrefs
drugcentral.org	https://drugcentral.org/drugcard/192	enrich_references.pubchem_identifier_url
ebi.ac.uk	https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1082	enrich_references.pubchem_identifier_url
gsrs.ncats.nih.gov	https://gsrs.ncats.nih.gov/ginas/app/beta/substances/9EM05410Q9	enrich_references.pubchem_identifier_url
HMDB	https://hmdb.ca/metabolites/HMDB0015193	enrich_references.chebi_xrefs
jglobal.jst.go.jp	http://jglobal.jst.go.jp/en/redirect?Nikkaji_No=J3.165H	enrich_references.pubchem_identifier_url
KEGG	https://www.genome.jp/entry/C06827	enrich_references.chebi_xrefs
KEGG	https://www.genome.jp/entry/D07452	enrich_references.chebi_xrefs
kegg.jp	https://www.kegg.jp/entry/C06827	enrich_references.pubchem_identifier_url
kegg.jp	https://www.kegg.jp/entry/D07452	enrich_references.pubchem_identifier_url
lincs.smallmolecule	lincs.smallmolecule:LSM-5654	enrich_references.chebi_xrefs
metabolomicsworkbench.org	https://www.metabolomicsworkbench.org/data/StructureData.php?RegNo=43298	enrich_references.pubchem_identifier_url
ncithesaurus.nci.nih.gov	https://ncithesaurus.nci.nih.gov/ncitbrowser/ConceptReport.jsp?dictionary=NCI_Thesaurus&ns=ncit&code=C237	enrich_references.pubchem_identifier_url
ncithesaurus.nci.nih.gov	https://ncithesaurus.nci.nih.gov/ncitbrowser/ConceptReport.jsp?dictionary=NCI_Thesaurus&ns=ncit&code=C87367	enrich_references.pubchem_identifier_url
patent	patent:DE1942693	enrich_references.chebi_xrefs
patent	patent:GB1241844	enrich_references.chebi_xrefs
patent	patent:GB978178	enrich_references.chebi_xrefs
patent	patent:US3192198	enrich_references.chebi_xrefs
pharmgkb.org	https://www.pharmgkb.org/chemical/PA448406	enrich_references.pubchem_identifier_url
platform.opentargets.org	https://platform.opentargets.org/drug/CHEMBL1082	enrich_references.pubchem_identifier_url
PubChem	https://pubchem.ncbi.nlm.nih.gov/compound/33613	enrich_references.pubchem_compound
PubChem	https://pubchem.ncbi.nlm.nih.gov/substance/?source=niaid&sourceid=070036	enrich_references.pubchem_identifier_url
PubChem	https://pubchem.ncbi.nlm.nih.gov/substance/?source=niaid&sourceid=605573	enrich_references.pubchem_identifier_url
PubMed	https://pubmed.ncbi.nlm.nih.gov/10930630	enrich_references.chebi_xrefs
PubMed	https://pubmed.ncbi.nlm.nih.gov/11431418	enrich_references.chebi_xrefs
PubMed	https://pubmed.ncbi.nlm.nih.gov/11906332	enrich_references.chebi_xrefs
PubMed	https://pubmed.ncbi.nlm.nih.gov/12569987	enrich_references.chebi_xrefs
PubMed	https://pubmed.ncbi.nlm.nih.gov/12833570	enrich_references.chebi_xrefs
PubMed	https://pubmed.ncbi.nlm.nih.gov/12850488	enrich_references.chebi_xrefs
PubMed	https://pubmed.ncbi.nlm.nih.gov/16033609	enrich_references.chebi_xrefs
PubMed	https://pubmed.ncbi.nlm.nih.gov/2083978	enrich_references.chebi_xrefs
PubMed	https://pubmed.ncbi.nlm.nih.gov/24595455	enrich_references.chebi_xrefs
PubMed	https://pubmed.ncbi.nlm.nih.gov/24631718	enrich_references.chebi_xrefs
PubMed	https://pubmed.ncbi.nlm.nih.gov/24759068	enrich_references.chebi_xrefs
PubMed	https://pubmed.ncbi.nlm.nih.gov/25998949	enrich_references.chebi_xrefs
PubMed	https://pubmed.ncbi.nlm.nih.gov/27731424	enrich_references.chebi_xrefs
PubMed	https://pubmed.ncbi.nlm.nih.gov/28987997	enrich_references.chebi_xrefs
PubMed	https://pubmed.ncbi.nlm.nih.gov/29017833	enrich_references.chebi_xrefs
reaxys	reaxys:4274654	enrich_references.chebi_xrefs
rxnav.nlm.nih.gov	https://rxnav.nlm.nih.gov/id/rxnorm/1297882	enrich_references.pubchem_identifier_url
rxnav.nlm.nih.gov	https://rxnav.nlm.nih.gov/id/rxnorm/723	enrich_references.pubchem_identifier_url
vsdb	vsdb:1741	enrich_references.chebi_xrefs
wikidata.org	https://www.wikidata.org/wiki/Q201928	enrich_references.pubchem_identifier_url
Wikipedia	https://en.wikipedia.org/wiki/Amoxicillin	enrich_references.chebi_xrefs
Flow	Context	Source	Unit	CFs
6c0334a0-25fb-438a-bde9-fb0a81f1f7d7	Environmental → Air → Aircraft cruise height	EF 3.1	kg	2
b663f0a7-d34c-455c-b523-f9fce63a0fe1	Environmental → Air → Ground level → Urban (>1000 people/square mile)	EF 3.1	kg	2
39fc5d6e-836d-4ce7-932c-e3d0b79f7ce0	Environmental → Air → Indoor	EF 3.1	kg	2
5c2ce4ee-0343-4b13-baa8-3f9cf84a5a61	Environmental → Air → Long-term	EF 3.1	kg	0
d6ab43d8-efea-4cb6-8ce7-873d15ec2902	Environmental → Air → Medium stack, <150 meters → Rural (<1000 people/square mile)	EF 3.1	kg	2
b2ac32ea-61cd-47b4-ae68-335d642600eb	Environmental → Air → Unknown	EF 3.1	kg	2
a58e8434-b494-4142-85b1-7a1a471880b6	Environmental → Ground → Agricultural	EF 3.1	kg	2
88ba171b-5c0c-418c-ba53-c5e49603488c	Environmental → Ground → Non-agricultural	EF 3.1	kg	2
626d1056-fdb5-422b-87c1-b340afd481e5	Environmental → Ground → Unknown	EF 3.1	kg	2
5886358a-798f-429a-b20d-797bc98ef347	Environmental → Water → Long-term	EF 3.1	kg	0
c58d5dc2-866e-4be5-b487-1bfdfe6de110	Environmental → Water → Ocean	EF 3.1	kg	2
d58ddd8a-4cd0-45fe-8a89-bab7d591bc14	Environmental → Water → Surface water	EF 3.1	kg	2
41cd3d7d-e407-42fe-8b69-be3481e6ce64	Environmental → Water → Unknown	EF 3.1	kg	2
Everything that changed this substance (57 changes)
Open the changes page
Flow object JSON
{
  "flow_object_id": "fo-104bc3a0d1e794d9",
  "prefLabel": [
    {
      "@value": "Amoxicillin",
      "@language": "en",
      "@lang": "en",
      "provenance": {
        "prov:wasGeneratedBy": "bootstrap_labels",
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        "prov:hadPrimarySource": [
          "EF 3.1"
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        "prov:wasDerivedFrom": "legacy name field"
      }
    }
  ],
  "altLabel": [
    {
      "@value": "(2S,5R,6R)-6-[[(2R)-2-Amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid",
      "@language": "en",
      "@lang": "en",
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          "EF 3.1",
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        ],
        "prov:wasDerivedFrom": "common chemistry CAS lookup"
      }
    },
    {
      "@value": "(2S,5R,6R)-6-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid",
      "@language": "en",
      "@lang": "en",
      "provenance": {
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    },
    {
      "@value": "4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[2-amino-2-(p-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-, D-",
      "@language": "en",
      "@lang": "en",
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    },
    {
      "@value": "4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-",
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    {
      "@value": "4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[(2R)-amino(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-, (2S,5R,6R)-",
      "@language": "en",
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    },
    {
      "@value": "4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[amino(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-, [2S-[2α,5α,6β(S*)]]-",
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        ],
        "prov:wasDerivedFrom": "common chemistry CAS lookup"
      }
    },
    {
      "@value": "6-(p-hydroxy-alpha-aminophenylacetamido)penicillanic acid",
      "@language": "en",
      "@lang": "en",
      "provenance": {
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      }
    },
    {
      "@value": "6-[D(-)-α-Amino-p-hydroxyphenylacetamido]penicillanic acid",
      "@language": "en",
      "@lang": "en",
      "provenance": {
        "prov:wasGeneratedBy": "consensus_match",
        "prov:wasAttributedTo": "consensus-flow-list",
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      }
    },
    {
      "@value": "6-[D-(-)-2-Amino-2-(p-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid",
      "@language": "en",
      "@lang": "en",
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        "prov:wasDerivedFrom": "common chemistry CAS lookup"
      }
    },
    {
      "@value": "6-[D-(-)-p-Hydroxy-α-aminobenzyl]penicillin",
      "@language": "en",
      "@lang": "en",
      "provenance": {
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      }
    },
    {
      "@value": "6-[D-α-Amino-α-(4-hydroxyphenyl)acetamido]penicillanic acid",
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        ],
        "prov:wasDerivedFrom": "common chemistry CAS lookup"
      }
    },
    {
      "@value": "6beta-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-2,2-dimethylpenam-3alpha-carboxylic acid",
      "@language": "en",
      "@lang": "en",
      "provenance": {
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          "http://purl.obolibrary.org/obo/CHEBI_2676"
        ],
        "prov:wasDerivedFrom": "chebi synonym match"
      }
    },
    {
      "@value": "A-Gram",
      "@language": "en",
      "@lang": "en",
      "provenance": {
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        "prov:wasAttributedTo": "consensus-flow-list",
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          "CAS:26787-78-0",
          "EF 3.1",
          "https://commonchemistry.cas.org/detail?cas_rn=26787-78-0"
        ],
        "prov:wasDerivedFrom": "common chemistry CAS lookup"
      }
    },
    {
      "@value": "Abdimox",
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Amoxicillin

Identity

Structure

Alternative labels

Properties

Known URLs

Elementary flows

History

Full record

Keyboard
