Discuss This Drug

D-cycloserine

CHEBI:CHEBI_40009

Definition

A 4-amino-1,2-oxazolidin-3-one that has R configuration. It is an antibiotic produced by Streptomyces garyphalus or S. orchidaceus and is used as part of a multi-drug regimen for the treatment of tuberculosis when resistance to, or toxicity from, primary drugs has developed. An analogue of D-alanine, it interferes with bacterial cell wall synthesis in the cytoplasm by competitive inhibition of L-alanine racemase (which forms D-alanine from L-alanine) and D-alanine--D-alanine ligase (which incorporates D-alanine into the pentapeptide required for peptidoglycan formation and bacterial cell wall synthesis).

Chemical Information

Molecular Formula
C3H6N2O2
Molecular Mass
102.09190
Charge
0
SMILES
[H][C@@]1(N)CONC1=O
InChI
InChI=1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m1/s1
InChIKey
DYDCUQKUCUHJBH-UWTATZPHSA-N

Alternative Names

  • cycloserine
  • (+)-4-amino-3-isoxazolidinone
  • (+)-cycloserine
  • (4R)-4-aminoisoxazolidin-3-one
  • (R)-4-AMINO-ISOXAZOLIDIN-3-ONE
  • alpha-Cycloserine
  • cicloserina
  • cyclo-D-serine
  • cycloserinum
  • D-(+)-cycloserine
  • D-4-amino-3-isoxazolidinone
  • D-4-amino-3-isoxazolidone
  • D-Cycloserine
  • DCS
  • orientomycin
  • PA 94
  • PA-94
  • Ro-1-9213
  • Seromycin

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

core#notation
CHEBI:40009
DRON_00010000
3007
oboInOwl#hasDbXref
Wikipedia:Cycloserine

Additional References

Wikipedia:Cycloserine

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

core#notation
CHEBI:40009
active_ingredient_strength
.5 kg/.5kg
active_ingredient_name
CYCLOSERINE
spl_set_id
8e7e2665-7a3d-3f54-9f92-5fe845f02ef9
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
3007
oboInOwl#hasDbXref
Wikipedia:Cycloserine
oboInOwl#id
CHEBI:40009
oboInOwl#hasAlternativeId
CHEBI:4030
generic_name
Cycloserine
brand_name
Cycloserine
brand_name_base
Cycloserine
rxcui
197551
product_type
BULK INGREDIENT
listing_expiration_date
20251231
route
ORAL
marketing_category
BULK INGREDIENT
dosage_form
CAPSULE
marketing_start_date
20230810
package_marketing_start_date
10-AUG-23
labeler_name
Dr. Reddys Laboratories, Inc.
manufacturer_name
Dr. Reddys Laboratories, Inc.
product_ndc
43598-235
spl_id
426b2c99-759d-647a-420f-fc11b205486b
package_ndc
43598-235-31
package_description
3 BLISTER PACK in 1 CARTON (43598-235-31) / 10 CAPSULE in 1 BLISTER PACK (43598-235-10)
application_number
ANDA060593
unii
95IK5KI84Z
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_25212
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
chebi#is_tautomer_of
http://purl.obolibrary.org/obo/CHEBI_74159
chebi#is_enantiomer_of
http://purl.obolibrary.org/obo/CHEBI_75592
chebi#is_conjugate_base_of
http://purl.obolibrary.org/obo/CHEBI_75929
has_treatment
http://purl.obolibrary.org/obo/DOID_10587
chebi#is_conjugate_acid_of
http://purl.obolibrary.org/obo/CHEBI_75929
owl#annotatedSource
t214543
owl#someValuesFrom
t691132