Chemical identity

Amoxicillin Open RIng Trimer Impurity

CAS 210289-73-9 · C48H59N9O16S3

01Identity

Identifiers and names for this exact compound. Empty fields are left unassigned.

Lazychem IDLC-06221
PubChem CID168446080
NameAmoxicillin Open RIng Trimer Impurity
CAS RN210289-73-9
Molecular formulaC48H59N9O16S3
Molecular weight1114.2 g/mol
IUPAC name(2R,2'R,2''R,4S,4'S,4''S)-2,2',2''-((1R,4R,7R,10R,13R,16R)-16-amino-1-carboxylato-4,10,16-tris(4-hydroxyphenyl)-3,6,9,12,15-pentaoxo-2,5,8,11,14-pentaazahexadecane-1,7,13-triyl)tris(5,5-dimethylthiazolidine-4-carboxylate)
InChIKeyVTHAZZTUEUMFJQ-YKIQZXFZSA-N

02Structure identifiers

2D structurePubChem CID 168446080
Two-dimensional chemical structure of Amoxicillin Open RIng Trimer Impurity, CAS 210289-73-9
Two-dimensional structure for the PubChem identity linked to this record. Confirm the identifiers before analytical use.

The parsed structure contains 6 rings, includes aromatic atoms, includes aliphatic carbon, has 12 defined stereocentres. These statements are calculated from the published structure string.

Defined stereocentres12
Unassigned stereocentres0
Ring count6
Secondary amines3
Tertiary amines0
N-methyl amine sites0
SMILESCC1([C@@H](N[C@H](S1)[C@@H](C(=O)N[C@H](C2=CC=C(C=C2)O)C(=O)N[C@@H]([C@@H]3N[C@H](C(S3)(C)C)C(=O)O)C(=O)N[C@H](C4=CC=C(C=C4)O)C(=O)N[C@@H]([C@@H]5N[C@H](C(S5)(C)C)C(=O)O)C(=O)O)NC(=O)[C@@H](C6=CC=C(C=C6)O)N)C(=O)O)C
InChINot listed
Formula from structureC48H59N9O16S3
Molecular weight from structure1114.2 g/mol

03Stereochemistry

The published structure contains 12 defined and 0 unassigned tetrahedral stereocentres. The exact wedge and dash depiction is shown above.

Defined centres12Structure assigned
Unassigned centres0Structure unspecified
Assignment statusFully assignedExact published identity
Tetrahedral upper bound≤ 4,096Before symmetry reduction

Published same-connectivity configurations

1 record

These records have the same connectivity, molecular formula and protonation layer, but a different complete InChIKey stereochemical layer. Only separately structure-linked records are shown.

No additional structure-linked configuration with the same connectivity is currently present in the LazyChem dataset.

Scope: The mathematical 2^n value is only an upper bound. Symmetry and other stereogenic elements can change the number of distinct stereoisomers. A hypothetical configuration is not published as a compound record without a verified structure identity.

04Possible N-nitroso structures

Shown for structural screening only. These candidates are not confirmed impurities, formation predictions or analytical findings.

Matched amine site3 candidates
Chemical structure of Amoxicillin Open RIng Trimer Impurity with the matched amine site highlighted in amber
Amber identifies the screened atom and adjacent bonds.
Possible structure candidateUnverified identity
First calculated possible N-nitroso structure derived from Amoxicillin Open RIng Trimer Impurity, with the new N-nitroso group highlighted in amber
The new N-N=O atoms and bonds are highlighted. No CAS number or compound name is assigned by this calculation.
Candidate 1Possible N-nitroso structural candidate
Calculated formula
C48H58N10O17S3
Candidate SMILES
CC1(C)S[C@H]([C@H](NC(=O)[C@H](N)c2ccc(O)cc2)C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)O)[C@@H]2N[C@@H](C(=O)O)C(C)(C)S2)c2ccc(O)cc2)[C@@H]2N[C@@H](C(=O)O)C(C)(C)S2)c2ccc(O)cc2)N(N=O)[C@H]1C(=O)O
Candidate 2Possible N-nitroso structural candidate
Calculated formula
C48H58N10O17S3
Candidate SMILES
CC1(C)S[C@H]([C@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@H](N)c2ccc(O)cc2)[C@@H]2N[C@@H](C(=O)O)C(C)(C)S2)c2ccc(O)cc2)C(=O)N[C@@H](C(=O)N[C@H](C(=O)O)[C@@H]2N[C@@H](C(=O)O)C(C)(C)S2)c2ccc(O)cc2)N(N=O)[C@H]1C(=O)O
Candidate 3Possible N-nitroso structural candidate
Calculated formula
C48H58N10O17S3
Candidate SMILES
CC1(C)S[C@H]([C@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@H](N)c2ccc(O)cc2)[C@@H]2N[C@@H](C(=O)O)C(C)(C)S2)c2ccc(O)cc2)[C@@H]2N[C@@H](C(=O)O)C(C)(C)S2)c2ccc(O)cc2)C(=O)O)N(N=O)[C@H]1C(=O)O

Interpretation: A structural alert alone does not establish that a nitrosamine forms. Evaluate nitrite sources, amine reagents, pH, temperature, process sequence, purge and analytical evidence.

05India status for this compound

These results apply only to this exact compound name and CAS number. Confirm the current official instruments before making a regulatory decision.

NDPS / RCSNO EXACT MATCH FOUNDCAS 210289-73-9 has no exact match in the reviewed published schedule.
SCOMETNO EXACT REVIEWED CAS MATCHCAS 210289-73-9 has no exact match in the reviewed SCOMET list.
Review date2026-08-01Recheck the current official instruments for the material, concentration, activity and date in question.

06Names and relationships

Associated parent compound

Amoxicillin

View API and impurity family

Other names

  • Amoxycilloic Acid Trimer
  • 210289-73-9
  • (2R,2'R,2''R,4S,4'S,4''S)-2,2',2''-((1R,4R,7R,10R,13R,16R)-16-Amino-1-carboxy-4,10,16-tris(4-hydroxyphenyl)-3,6,9,12,15-pentaoxo-2,5,8,11,14-pentaazahexadecane-1,7,13-triyl)tris(5,5-dimethylthiazolidine-4-carboxylic acid)
  • (2R)-(2R)-2-(4-Hydroxyphenyl)glycyl-(2R)-2-[(2R,4S)-4-carboxy-5,5-dimethyl-2-thiazolidinyl]glycyl-(2R)-2-(4-hydroxyphenyl)glycyl-(2R)-2-[(2R,4S)-4-carboxy-5,5-dimethyl-2-thiazolidinyl]glycyl-(2R)-2-(4-hydroxyphenyl)glycyl-2-[(2R,4S)-4-carboxy-5,5-dimethyl-2-thiazolidinyl]glycine

Related records from the same parent family

07Documented history

Dated discovery, occurrence, use and issue claims are published only when a suitable primary or government source is available.

No dated history available

No verified discovery, first report, occurrence, use or issue event is currently available for this identity.

08Sources