orlistat

CHEBI:CHEBI_94686

Definition

A carboxylic ester resulting from the formal condensation of the carboxy group of N-formyl-L-leucine with the hydroxy group of (3S,4S)-3-hexyl-4-[(2S)-2-hydroxytridecyl]oxetan-2-one. A pancreatic lipase inhibitor, it is used as an anti-obesity drug.

Chemical Information

Molecular Formula
C29H53NO5
Molecular Mass
495.736
Charge
0
SMILES
[C@@]1(OC([C@]1(CCCCCC)[H])=O)(C[C@H](CCCCCCCCCCC)OC([C@@H](NC(=O)[H])CC(C)C)=O)[H]
InChI
InChI=1S/C29H53NO5/c1-5-7-9-11-12-13-14-15-16-18-24(34-29(33)26(30-22-31)20-23(3)4)21-27-25(28(32)35-27)19-17-10-8-6-2/h22-27H,5-21H2,1-4H3,(H,30,31)/t24-,25-,26-,27-/m0/s1
InChIKey
AHLBNYSZXLDEJQ-FWEHEUNISA-N

Alternative Names

  • (-)-tetrahydrolipostatin
  • (2S)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]tridecan-2-yl N-formyl-L-leucinate
  • (2S)-2-formamido-4-methylpentanoic acid [(2S)-1-[(2S,3S)-3-hexyl-4-oxo-2-oxetanyl]tridecan-2-yl] ester
  • Alli
  • N-formyl-L-leucine (1S)-1-{[(2S,3S)-3-hexyl-4-oxo-2-oxetanyl]methyl}dodecyl ester
  • orlipastat
  • orlistat
  • orlistatum
  • Ro-18-0647
  • Xenical

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

DRON_00010000
37925
oboInOwl#hasDbXref
Wikipedia:Orlistat
core#notation
CHEBI:94686

Additional References

Wikipedia:Orlistat

🔍 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

rxcui
723846
route
ORAL
active_ingredient_strength
500 g/500g
package_marketing_start_date
23-APR-08
manufacturer_name
H2-Pharma LLC
active_ingredient_name
ORLISTAT
package_ndc
61269-565-90
package_description
90 CAPSULE in 1 BOTTLE, PLASTIC (61269-565-90)
spl_id
1ab175cf-414d-7015-e063-6294a90a0259
unii
95M8R751W8
spl_set_id
f81dfaeb-46d5-47ce-9ef6-19259f5ac61c
nui
N0000009916
pharm_class_epc
Intestinal Lipase Inhibitor [EPC]
pharm_class_moa
Lipase Inhibitors [MoA]
oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
37925
oboInOwl#hasDbXref
Wikipedia:Orlistat
oboInOwl#id
CHEBI:94686
generic_name
Orlistat pellets
brand_name
ALLI
brand_name_base
ALLI
product_type
BULK INGREDIENT
marketing_category
BULK INGREDIENT
listing_expiration_date
20241231
dosage_form
CAPSULE
marketing_start_date
20070207
labeler_name
Shanghai Tongming Biotechnology Co., Ltd.
product_ndc
61269-565
application_number
NDA020766
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_65001
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
core#notation
CHEBI:94686
pharm_class
Lipase Inhibitors [MoA]
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
has_treatment
http://purl.obolibrary.org/obo/DOID_9970
owl#annotatedSource
t324016
owl#someValuesFrom
t979822
rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect39010