U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C16H19N3O5S.3H2O
Molecular Weight 419.45
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMOXICILLIN

SMILES

O.O.O.[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C3=CC=C(O)C=C3)C(O)=O

InChI

InChIKey=MQXQVCLAUDMCEF-CWLIKTDRSA-N
InChI=1S/C16H19N3O5S.3H2O/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);3*1H2/t9-,10-,11+,14-;;;/m1.../s1

HIDE SMILES / InChI
Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula C16H19N3O5S
Molecular Weight 365.404
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:19:41 UTC 2023
Edited
by admin
on Fri Dec 15 16:19:41 UTC 2023
Record UNII
804826J2HU
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AMOXICILLIN
USAN  
Official Name English
Amoxicillin trihydrate [WHO-DD]
Common Name English
AMOXICILLIN TRIHYDRATE [MI]
Common Name English
AMOXICILLIN [ORANGE BOOK]
Common Name English
AMOXICILLIN TRIHYDRATE
EP   GREEN BOOK   MART.   MI   VANDF   WHO-DD   WHO-IP  
Common Name English
TRIMOX
Brand Name English
AMOXICILLIN [USP-RS]
Common Name English
AMOXICILLIN TRIHYDRATE [WHO-IP]
Common Name English
PROMOXIL
Common Name English
ATOKSILIN
Common Name English
AMOXICILLIN TRIHYDRATE [VANDF]
Common Name English
CLAVULOX COMPONENT AMOXICILLIN TRIHYDRATE
Common Name English
REMOXIL
Common Name English
LARGOPEN
Common Name English
TALICIA COMPONENT AMOXICILLIN
Brand Name English
AMOXICILLINUM TRIHYDRICUM [WHO-IP LATIN]
Common Name English
AMOXICILLIN TRIHYDRATE COMPONENT OF CLAVULOX
Common Name English
UTIMOX
Brand Name English
AMOXICILLIN [USP MONOGRAPH]
Common Name English
AMOXICILLIN COMPONENT OF TALICIA
Brand Name English
AMOXICILLIN (AS TRIHYDRATE)
Common Name English
AUGMENTIN COMPONENT AMOXICILLIN
Brand Name English
POLYMOX
Brand Name English
AMOXICILLIN [USP IMPURITY]
Common Name English
DEMOKSIL
Common Name English
DISPERMOX
Brand Name English
AMOXICILLIN [USAN]
Common Name English
4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 6-((AMINO(4-HYDROXYPHENYL)ACETYL)AMINO)-3,3-DIMETHYL-7-OXO-, TRIHYDRATE(2S-(2.ALPHA.,5.ALPHA.,6.BETA.(S*)))-
Common Name English
PREVPAC COMPONENT AMOXICILLIN
Common Name English
AMOXICILLIN TRIHYDRATE [GREEN BOOK]
Common Name English
AMOXICILLIN TRIHYDRATE [MART.]
Common Name English
MOXATAG
Brand Name English
BRL-2333
Code English
MOKSILIN
Common Name English
AMOXICILLIN HYDRATE
JAN  
Common Name English
AMOXICILLIN HYDRATE [JAN]
Common Name English
DAMOXY
Common Name English
LAROTID
Brand Name English
TOPRAMOXIN
Common Name English
AMOXICILLIN TRIHYDRATE [EP MONOGRAPH]
Common Name English
AMOXICILLIN COMPONENT OF PREVPAC
Common Name English
AMOXIL
Brand Name English
AMOXYKE
Common Name English
WYMOX
Brand Name English
(2S,5R,6R)-6-((R)-(-)-2-AMINO-2-(P-HYDROXYPHENYL)ACETAMIDO)-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCL(3.2.0)HEPTANE-2-CARBOXYLIC ACID TRIHYDRATE
Common Name English
AMOXICILLIN [VANDF]
Common Name English
BRL 2333
Code English
AMOXICILLIN COMPONENT OF AUGMENTIN
Brand Name English
Classification Tree Code System Code
WHO-ATC A02BD06
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
CFR 21 CFR 520.88
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
WHO-ATC A02BD07
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
WHO-VATC QA02BD07
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 6.2.1 (AMO/CLA)
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
WHO-ATC J01CR02
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
WHO-VATC QA02BD01
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
NCI_THESAURUS C1500
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
CFR 21 CFR 520.88E
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
WHO-VATC QA02BD04
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
CFR 21 CFR 520.88B
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
WHO-ATC A02BD03
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
CFR 21 CFR 526.88
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
WHO-VATC QA02BD05
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
WHO-VATC QJ01CA04
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
WHO-ATC A02BD10
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 6.2.1
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
CFR 21 CFR 520.88H
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
WHO-ATC A02BD05
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
WHO-ATC J01CA04
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
WHO-VATC QJ01CR02
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
CFR 21 CFR 520.88C
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
WHO-ATC A02BD04
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
NDF-RT N0000175497
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
WHO-ATC A02BD11
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
CFR 21 CFR 520.88F
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
WHO-VATC QG51AA03
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
WHO-VATC QA02BD03
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
CFR 21 CFR 520.88A
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
LIVERTOX NBK547854
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
CFR 21 CFR 520.88G
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
WHO-VATC QA02BD06
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
WHO-VATC QJ51CR02
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
CFR 21 CFR 556.38
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
CFR 21 CFR 522.88
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
WHO-ATC A02BD01
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
CFR 21 CFR 520.88D
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
Code System Code Type Description
RXCUI
723
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
ALTERNATIVE
CHEBI
51254
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
PRIMARY
MESH
D000658
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
PRIMARY
SMS_ID
100000092629
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
PRIMARY
LACTMED
Amoxicillin and Clavulanic Acid
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
PRIMARY
LACTMED
Amoxicillin
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
PRIMARY
DRUG BANK
DB01060
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
PRIMARY
RS_ITEM_NUM
1031503
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
PRIMARY
EPA CompTox
DTXSID2022599
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
PRIMARY
DAILYMED
804826J2HU
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
PRIMARY
ChEMBL
CHEMBL1082
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
PRIMARY
NCI_THESAURUS
C237
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
PRIMARY
MERCK INDEX
m1844
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
PRIMARY Merck Index
WHO INTERNATIONAL PHARMACOPEIA
AMOXICILLIN
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
PRIMARY Description: A white or almost white, crystalline powder; odourless. Solubility: Slightly soluble in water and methanol R; very slightly soluble in ethanol (~750 g/l) TS, ether R, and fatty oils; soluble in dilute acids and dilute solutions of alkali hydroxides. Category: Antibacterial drug. Storage: Amoxicillin trihydrate should be kept in a tightly closed container. Requirement: Amoxicillin trihydrate contains not less than 95.0% and not more than the equivalent of 102.0% of C16H19N3O5S, calculated with reference to the anhydrous substance.
CAS
61336-70-7
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
PRIMARY
FDA UNII
804826J2HU
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
PRIMARY
EVMPD
SUB00504MIG
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
PRIMARY
WIKIPEDIA
AMOXICILLIN
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
PRIMARY
PUBCHEM
62883
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
PRIMARY
RXCUI
133008
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
PRIMARY
DRUG CENTRAL
192
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
PRIMARY
CHEBI
2676
Created by admin on Fri Dec 15 16:19:41 UTC 2023 , Edited by admin on Fri Dec 15 16:19:41 UTC 2023
PRIMARY
Related Record Type Details
Structure of AMOXICILLIN
BASIS OF STRENGTH->SUBSTANCE
ASSAY (HPLC)
EP
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
Structure of AMOXICILLIN ANHYDROUS
ANHYDROUS->SOLVATE
Structure of AMOXICILLIN ANHYDROUS
PARENT -> SALT/SOLVATE
Structure of AMOXICILLIN
BASIS OF STRENGTH->SUBSTANCE
ASSAY (HPLC)
USP
PEPT-2
TRANSPORTER -> INHIBITOR
PEPT-1
TRANSPORTER -> SUBSTRATE
Related Record Type Details
Structure of AMOXICILLIN, L-
IMPURITY -> PARENT
Structure of 6-AMINOPENICILLANIC ACID
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 4-HYDROXYPHENYLGLYCINE, D-(-)-
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of (2S,5R,6R)-6-((2,2-DIMETHYLPROPANOYL)AMINO)-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID
IMPURITY -> PARENT
Structure of 2-(((R)-2-AMINO-2-(4-HYDROXYPHENYL)ACETAMIDO)METHYL(-5,5-DIMETHYLTHIAZOLIDINE-4-CARBOXYLIC ACID, (4S)-
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of N-(PENICILLAN-6-YL) AMOXICILLINAMIDE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 3-(4-HYDROXYPHENYL)-2(1H)-PYRAZINONE
IMPURITY -> PARENT
Structure of OXFENICINE
IMPURITY -> PARENT
Structure of AMOXICILLIN OPEN RING DIMER
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of (4S)-2-(5-(4-HYDROXYPHENYL)-3,6-DIOXOPIPERAZIN-2-YL)-5,5-DIMETHYLTHIAZOLIDINE-4-CARBOXYLIC ACID
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of N-(PENICILLAN-6-YL) OPEN RING AMOXICILLINAMIDE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of AMOXICILLIN OPEN RING DIMER
IMPURITY -> PARENT
Structure of AMOXICILLIN OPEN RING
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of (4-HYDROXYPHENYL)GLYCYLAMOXICILLIN, D-
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of 2-((2,2-DIMETHYLPROPANOYL)AMINO)-2-(4-HYDROXYPHENYL)ACETIC ACID, (2R)-
IMPURITY -> PARENT
Related Record Type Details
Structure of AMOXICILLIN ANHYDROUS
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Biological Half-life PHARMACOKINETIC EXTENDED-RELEASE DOSE
PHARMACOKINETIC
Volume of Distribution PHARMACOKINETIC
Tmax PHARMACOKINETIC ORAL EXTENDED-RELEASE DOSE
PHARMACOKINETIC
NIH
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