Chemical identity

Abacavir-5′-glucuronide

CAS 384329-76-4 · C20H26N6O7

01Identity

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

Lazychem IDLC-04422
PubChem CID29969962
NameAbacavir-5′-glucuronide
CAS RN384329-76-4
Molecular formulaC20H26N6O7
Molecular weight462.47 g/mol
IUPAC name(2S,3S,4S,5R)-6-((4-(2-amino-6-(cyclopropylamino)-9H-purin-9-yl)cyclopent-2-en-1-yl)methoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid
InChIKeyWGTDUQBKKUUVMK-OLMRCODSSA-N

02Structure identifiers

2D structurePubChem CID 29969962
Two-dimensional chemical structure of Abacavir-5′-glucuronide, CAS 384329-76-4
Two-dimensional structure for the PubChem identity linked to this record. Confirm the identifiers before analytical use.

The parsed structure contains 5 rings, includes aromatic atoms, includes aliphatic carbon, has 7 defined stereocentres. These statements are calculated from the published structure string.

Defined stereocentres7
Unassigned stereocentres0
Ring count5
Secondary amines1
Tertiary amines0
N-methyl amine sites0
SMILESC1CC1NC2=C3C(=NC(=N2)N)N(C=N3)[C@@H]4C[C@@H](C=C4)CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O)O)O
InChINot listed
Formula from structureC20H26N6O7
Molecular weight from structure462.47 g/mol

03Stereochemistry

The published structure contains 7 defined and 0 unassigned tetrahedral stereocentres. The exact wedge and dash depiction is shown above.

Defined centres7Structure assigned
Unassigned centres0Structure unspecified
Assignment statusFully assignedExact published identity
Tetrahedral upper bound≤ 128Before 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

Calculated from the exact published structure. These are structural screening candidates, not confirmed impurities, formation predictions or analytical findings.

Matched amine site1 candidate
Chemical structure of Abacavir-5′-glucuronide with the matched amine site highlighted in amber
Amber marks the secondary-amine nitrogen and its attached bonds, or the tertiary N-methyl bond used for the dealkylation screen.
First calculated candidateUnverified identity
First calculated possible N-nitroso structure derived from Abacavir-5′-glucuronide, 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 1Direct secondary-amine nitrosation
Matched site
N atom 4
Calculated formula
C20H25N7O8
Candidate SMILES
Nc1nc(N(N=O)C2CC2)c2ncn([C@H]3C=C[C@@H](CO[C@@H]4O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]4O)C3)c2n1

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 384329-76-4 has no exact match in the reviewed published schedule.
SCOMETNO EXACT REVIEWED CAS MATCHCAS 384329-76-4 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

Abacavir

View API and impurity family

Other names

  • Abacavir 5'-beta-D-Glucuronide
  • Abacavir glucuronide
  • abacavir glucosiduronic acid
  • Abacavir 5'-glucosiduronic acid
  • ABACAVIR 5'-B-D-GLUCURONIDE
  • (2S,3S,4S,5R,6R)-6-[[(1S,4R)-4-[2-amino-6-(cyclopropylamino)purin-9-yl]cyclopent-2-en-1-yl]methoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
  • ((1S,4R)-4-(2-Amino-6-(cyclopropylamino)-9H-purin-9-yl)-2-cyclopenten-1-yl)methyl beta-D-glucopyranosiduronic acid beta-D-Glucopyranosiduronic acid
  • ((1S,4R)-4-(2-amino-6-(cyclopropylamino)-9H-purin-9-yl)-2-cyclopenten-1-yl)methyl
  • {(1S,4R)-4-[2-amino-6-(cyclopropylamino)-9H-purin-9-yl]cyclopent-2-en-1-yl}methyl beta-D-glucopyranosiduronic acid
  • ((1S,4R)-4-(2-AMINO-6-(CYCLOPROPYLAMINO)-9H-PURIN-9-YL)-2-CYCLOPENTEN-1-YL)METHYL .BETA.-D-GLUCOPYRANOSIDURONIC ACID
  • (2S,3S,4S,5R,6R)-6-(((1S,4R)-4-(2-Amino-6-(cyclopropylamino)-9H-purin-9-yl)cyclopent-2-en-1-yl)methoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid
  • 384329-76-4

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