Details of Drug

Drug General Information (ID: D1187)
Drug Name	Orlistat
Drug Type	Small molecule
Drug Synonymous	orlistat; 96829-58-2; Tetrahydrolipstatin; Xenical; Alli; Orlipastat; (-)-Tetrahydrolipstatin; Orlipastatum; Orlipastatum [INN-Latin]; THLP; Ro-18-0647; UNII-95M8R751W8; C29H53NO5; Ro 18-0647/002; N-Formyl-L-leucine (1S)-1-[[(2S,3S)-3-hexyl-4-oxo-2-oxetanyl]methyl]dodecyl ester; (2S)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]tridecan-2-yl (2S)-2-formamido-4-methylpentanoate; Orlistat (Alli, Xenical); MLS002207022; [(2S)-1-[(2S,3S)-3-hexyl-4-oxooxetan-2-yl]tridecan-2-yl] (2S)-2-formamido-4-methylpentanoate; CHEMBL175247; Alli; GlaxoSmithKline brand of orlistat; Roche brand of orlistat; Alli (TN); Hoffmann-La Roche brand of orlistat; KS-1183; Orlistat [USAN:INN]; R-212; Xenical (TN); Orlistat (USAN/INN); Ro 18-0647/008; Alli, Xenical, Tetrahydrolipstatin, Orlistat; N-Formyl-L-leucine, ester with (3S,4S)-3-hexyl-4-((2S)-2-hydroxytridecyl)-2-oxetanone; L-Leucine, N-formyl-, (1S)-1-(((2S,3S)-3-hexyl-4-oxo-2-oxetanyl)methyl)dodecyl ester; L-Leucine,N-formyl-, (1S)-1-(((2S,3S)-3-hexyl-4-oxo-2-oxetanyl)methyl)dodecyl ester; 1-((3-hexyl-4-oxo-2-oxetanyl)methyl)dodecyl-2-formamido-4-methylvalerate; TETRAHYDROLIPSTATIN Click to Show/Hide
Disease Class	5B80-5B81: Obesity
Therapeutic Class	Antiobesity Agents
Structure
Structure	3D Structure		2D Structure
Formula	C29H53NO5
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
Canonical SMILES	CCCCCCCCCCCC(CC1C(C(=O)O1)CCCCCC)OC(=O)C(CC(C)C)NC=O
External Link
	Pubchem ID	3034010
	CAS Number	96829-58-2
	CHEBI ID	94686
	TTD ID	D0T9TJ

Drug-Drug Interaction Network
Sunburst Graph		Legend Information AM001 Affected gastrointestinal absorption AM006 Pharmacodynamic additive effects BM008 Altered Fat-soluble drugs absorption BM009 Altered absorption (Unspecific) BM055 Increased risk of hepatotoxicity BM064 Increased risk of hypoglycemia
Relation Graph

Full list of drugs interacting with Orlistat
Affected gastrointestinal absorption
	Altered Fat-soluble drugs absorption					Drug Num: 15
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0402		Cyclosporine	C62H111N11O12	5284373	Major		Inter Info	[1], [2]
D0925		Levothyroxine	C15H11I4NO4	5819	Moderate		Inter Info	[36], [37], [38], [12]
D0934		Liothyronine	C15H12I3NO4	5920	Moderate		Inter Info	[36], [37], [38], [12]
D0066		Amiodarone	C25H29I2NO3	2157	Moderate		Inter Info	[12], [41]
D0935		Liotrix	C30H21I7N2Na2O8	71371	Moderate		Inter Info	[36], [37], [38], [12]
D1577		Thyroid, porcine	NA	NA	Moderate		Inter Info	[37], [38], [12]
D0233		Calcifediol	C27H44O2	5283731	Minor		Inter Info	[12]
D0234		Calcitriol	C27H44O3	5280453	Minor		Inter Info	[12]
D0328		Cholecalciferol	C27H44O	5280795	Minor		Inter Info	[12]
D0495		Dihydrotachysterol	C28H46O	5311071	Minor		Inter Info	[12]
D0591		Ergocalciferol	C28H44O	5280793	Minor		Inter Info	[12]
D0527		Doxercalciferol	C28H44O2	5281107	Minor		Inter Info	[12]
D1284		Phylloquinone	C31H46O2	5284607	Minor		Inter Info	[12]
D1702		Vitamin A	C20H30O	445354	Minor		Inter Info	[12]
D1703		Vitamin E	C29H50O2	14985	Minor		Inter Info	[12]
	Altered absorption (Unspecific)					Drug Num: 34
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D1640		Triheptanoin	C24H44O6	69286	Major		Inter Info	[9]
D0001		Abacavir	C14H18N6O	441300	Moderate		Inter Info	[10]
D0080		Amprenavir	C25H35N3O6S	65016	Moderate		Inter Info	[10]
D0116		Atazanavir	C38H52N6O7	148192	Moderate		Inter Info	[10]
D0481		Dicoumarol	C19H12O6	54676038	Moderate		Inter Info	[28], [29], [12]
D0483		Didanosine	C10H12N4O3	135398739	Moderate		Inter Info	[10]
D0554		Efavirenz	C14H9ClF3NO2	64139	Moderate		Inter Info	[10]
D0566		Emtricitabine	C8H10FN3O3S	60877	Moderate		Inter Info	[10]
D0576		Entecavir	C12H15N5O3	135398508	Moderate		Inter Info	[10]
D0799		Indinavir	C36H47N5O4	5362440	Moderate		Inter Info	[10]
D0889		Lamivudine	C8H11N3O3S	60825	Moderate		Inter Info	[10]
D0890		Lamotrigine	C9H7Cl2N5	3878	Moderate		Inter Info	[35], [18], [12]
D1119		Nelfinavir	C32H45N3O4S	64143	Moderate		Inter Info	[10]
D1128		Nevirapine	C15H14N4O	4463	Moderate		Inter Info	[10]
D0087		Anisindione	C16H12O3	2197	Moderate		Inter Info	[29], [12]
D0192		Boceprevir	C27H45N5O5	10324367	Moderate		Inter Info	[10]
D0426		Darunavir	C27H37N3O7S	213039	Moderate		Inter Info	[10]
D0515		Dolutegravir	C20H19F2N3O5	54726191	Moderate		Inter Info	[10]
D0563		Elvitegravir	C23H23ClFNO5	5277135	Moderate		Inter Info	[10]
D0692		Fosamprenavir	C25H36N3O9PS	131536	Moderate		Inter Info	[10]
D0732		Glycerol phenylbutyrate	C33H38O6	10482134	Moderate		Inter Info	[18], [45]
D1191		Ospemifene	C24H23ClO2	3036505	Moderate		Inter Info	[18]
D1377		Raltegravir	C20H21FN6O5	54671008	Moderate		Inter Info	[10]
D1404		Rilpivirine	C22H18N6	6451164	Moderate		Inter Info	[10]
D1444		Saquinavir	C38H50N6O5	441243	Moderate		Inter Info	[10]
D1541		Telaprevir	C36H53N7O6	3010818	Moderate		Inter Info	[10]
D1543		Telbivudine	C10H14N2O5	159269	Moderate		Inter Info	[10]
D1415		Ritonavir	C37H48N6O5S2	392622	Moderate		Inter Info	[10]
D1504		Stavudine	C10H12N2O4	18283	Moderate		Inter Info	[10]
D1592		Tipranavir	C31H33F3N2O5S	54682461	Moderate		Inter Info	[10]
D1677		Valproic acid	C8H16O2	3121	Moderate		Inter Info	[35], [18], [12]
D1711		Warfarin	C19H16O4	54678486	Moderate		Inter Info	[29], [12]
D1715		Zalcitabine	C9H13N3O3	24066	Moderate		Inter Info	[10]
D1720		Zidovudine	C10H13N5O4	35370	Moderate		Inter Info	[10]
Pharmacodynamic additive effects
	Increased risk of hepatotoxicity					Drug Num: 23
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0900		Leflunomide	C12H9F3N2O2	3899	Major		Inter Info	[3], [4], [5]
D0944		Lomitapide	C39H37F6N3O2	9853053	Major		Inter Info	[6]
D1073		Mipomersen	C230H324N67O122P19S19	118984467	Major		Inter Info	[7]
D1258		Pexidartinib	C20H15ClF3N5	25151352	Major		Inter Info	[8]
D1556		Teriflunomide	C12H9F3N2O2	54684141	Major		Inter Info	[3], [4], [5]
D0114		Asparaginase Escherichia coli	NA	NA	Moderate		Inter Info	[14], [15], [16], [17], [18], [19], [20], [21], [22], [23], [24], [25], [26]
D0357		Clofarabine	C10H11ClFN5O3	119182	Moderate		Inter Info	[27]
D0584		Epirubicin	C27H29NO11	41867	Moderate		Inter Info	[17], [18], [30]
D0826		Interferon beta-1a	NA	NA	Moderate		Inter Info	[31], [32], [33], [34]
D0827		Interferon beta-1b	NA	NA	Moderate		Inter Info	[31], [32], [33], [34]
D1025		Methotrexate	C20H22N8O5	126941	Moderate		Inter Info	[18], [39]
D1106		Naltrexone	C20H23NO4	5360515	Moderate		Inter Info	[40]
D0113		Asparaginase Erwinia chrysanthemi	NA	NA	Moderate		Inter Info	[14], [15], [16], [17], [18], [19], [20], [21], [22], [23], [24], [25], [26]
D0149		Bedaquiline	C32H31BrN2O2	5388906	Moderate		Inter Info	[42]
D0199		Brentuximab vedotin	NA	NA	Moderate		Inter Info	[43]
D0232		Calaspargase pegol	NA	NA	Moderate		Inter Info	[14], [15], [16], [17], [18], [19], [20], [21], [22], [23], [24], [25], [26]
D0248		Cannabidiol	C21H30O2	644019	Moderate		Inter Info	[18], [44]
D0789		Idelalisib	C22H18FN7O	11625818	Moderate		Inter Info	[46]
D1239		Peginterferon beta-1a	NA	NA	Moderate		Inter Info	[31], [32], [33], [34]
D1389		Remdesivir	C27H35N6O8P	121304016	Moderate		Inter Info	[17], [18], [47], [48], [49]
D1615		Trabectedin	C39H43N3O11S	108150	Moderate		Inter Info	[18], [50]
D1234		Pegaspargase	C14H19NO	436058	Moderate		Inter Info	[14], [15], [16], [17], [18], [19], [20], [21], [22], [23], [24], [25], [26]
D1589		Tioguanine	C5H5N5S	2723601	Moderate		Inter Info	[51], [52]
	Increased risk of hypoglycemia					Drug Num: 38
Drug ID		Drug Name	Formula	Pubchem ID	Severity Level		Interaction Detail	REF
D0009		Acarbose	C25H43NO18	41774	Moderate		Inter Info	[11], [12], [13]
D0013		Acetohexamide	C15H20N2O4S	1989	Moderate		Inter Info	[11], [12], [13]
D0325		Chlorpropamide	C10H13ClN2O3S	2727	Moderate		Inter Info	[11], [12], [13]
D0727		Glimepiride	C24H34N4O5S	3476	Moderate		Inter Info	[11], [12], [13]
D0728		Glipizide	C21H27N5O4S	3478	Moderate		Inter Info	[11], [12], [13]
D0730		Glyburide	C23H28ClN3O5S	3488	Moderate		Inter Info	[11], [12], [13]
D0811		Insulin glargine	C267H404N72O78S6	118984454	Moderate		Inter Info	[11], [12], [13]
D0813		Insulin human	C257H383N65O77S6	118984375	Moderate		Inter Info	[11], [12], [13]
D0814		Insulin human (inhalation, rapid acting)	C257H383N65O77S6	118984375	Moderate		Inter Info	[11], [12], [13]
D0815		Insulin human (isophane)	C257H383N65O77S6	118984375	Moderate		Inter Info	[11], [12], [13]
D0816		Insulin human (regular)	C257H383N65O77S6	118984375	Moderate		Inter Info	[11], [12], [13]
D0817		Insulin human (zinc extended)	C257H383N65O77S6	118984375	Moderate		Inter Info	[11], [12], [13]
D0818		Insulin human (zinc)	C257H383N65O77S6	118984375	Moderate		Inter Info	[11], [12], [13]
D0819		Insulin lispro	C257H389N65O77S6	16132438	Moderate		Inter Info	[11], [12], [13]
D0820		Insulin lispro (protamine)	C257H389N65O77S6	16132438	Moderate		Inter Info	[11], [12], [13]
D1015		Metformin	C4H11N5	4091	Moderate		Inter Info	[11], [12], [13]
D1064		Miglitol	C8H17NO5	441314	Moderate		Inter Info	[11], [12], [13]
D1112		Nateglinide	C19H27NO3	5311309	Moderate		Inter Info	[11], [12], [13]
D0029		Albiglutide	C148H224N40O45	145994868	Moderate		Inter Info	[11], [12], [13]
D0042		Alogliptin	C18H21N5O2	11450633	Moderate		Inter Info	[11], [12], [13]
D0245		Canagliflozin	C24H25FO5S	24812758	Moderate		Inter Info	[11], [12], [13]
D0418		Dapagliflozin	C21H25ClO6	9887712	Moderate		Inter Info	[11], [12], [13]
D0565		Empagliflozin	C23H27ClO7	11949646	Moderate		Inter Info	[11], [12], [13]
D0807		Insulin aspart (aspart protamine)	C256H381N65O79S6	118984445	Moderate		Inter Info	[11], [12], [13]
D0809		Insulin degludec	C274H411N65O81S6	118984462	Moderate		Inter Info	[11], [12], [13]
D0810		Insulin detemir	C267H402N64O76S6	16137271	Moderate		Inter Info	[11], [12], [13]
D0812		Insulin glulisine	C258H384N64O78S6	16136701	Moderate		Inter Info	[11], [12], [13]
D0930		Linagliptin	C25H28N8O2	10096344	Moderate		Inter Info	[11], [12], [13]
D0941		Lixisenatide	C215H347N61O65S	90472060	Moderate		Inter Info	[11], [12], [13]
D1294		Pioglitazone	C19H20N2O3S	4829	Moderate		Inter Info	[11], [12], [13]
D1326		Pramlintide	C171H267N51O53S2	70691388	Moderate		Inter Info	[11], [12], [13]
D1449		Saxagliptin	C18H25N3O2	11243969	Moderate		Inter Info	[11], [12], [13]
D1477		Sitagliptin	C16H15F6N5O	4369359	Moderate		Inter Info	[11], [12], [13]
D1603		Tolbutamide	C12H18N2O3S	5505	Moderate		Inter Info	[11], [12], [13]
D1392		Repaglinide	C27H36N2O4	65981	Moderate		Inter Info	[11], [12], [13]
D1429		Rosiglitazone	C18H19N3O3S	77999	Moderate		Inter Info	[11], [12], [13]
D1601		Tolazamide	C14H21N3O3S	5503	Moderate		Inter Info	[11], [12], [13]
D1652		Troglitazone	C24H27NO5S	5591	Moderate		Inter Info	[11], [12], [13]

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5	Product Information. Arava (leflunomide). Hoechst Marion-Roussel Inc, Kansas City, MO.
6	Product Information. Juxtapid (lomitapide). Aegerion Pharmaceuticals Inc, Cambridge, MA.
7	Product Information. Kynamro (mipomersen). Genzyme Corporation, Cambridge, MA.
8	Product Information. Turalio (pexidartinib). Daiichi Sankyo, Inc., Parsippany, NJ.
9	Product Information. Dojolvi (triheptanoin). Ultragenyx Pharmaceutical, Novato, CA.
10	MHRA. Medicines and Healthcare Products Regulatory Agency "Orlistat: theoretical interaction with antiretroviral HIV medicines.".
11	Product Information. Didrex (benzphetamine) Pharmacia and Upjohn, Kalamazoo, MI.
12	Product Information. Xenical (orlistat). Roche Laboratories, Nutley, NJ.
13	Product Information. Suprenza (phentermine). Akrimax Pharmaceuticals, Cranford, NJ.
14	Al-Nawakil C, Willems L, Mauprivez C, et.al "Successful treatment of l-asparaginase-induced severe acute hepatotoxicity using mitochondrial cofactors." Leuk Lymphoma 55 (2014): 1670-4. [PMID: 24090500]
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22	Product Information. Asparlas (calaspargase pegol). Servier, Boston, MA.
23	Product Information. Elspar (asparaginase). Merck & Co, Inc, West Point, PA.
24	Product Information. Erwinaze (asparaginase Erwinia chrysanthemi). EUSA Pharma, Newtown, PA.
25	Product Information. Oncaspar (pegaspargase). Rhone-Poulenc Rorer, Collegeville, PA.
26	Burke PW, Aldoss I, Lunning MA, et.al "High-grade PEGylated asparaginase-related hepatotoxicity occurrence in a pediatric-inspired adult acute lymphoblastic leukemia regimen does not necessarily predict recurrent hepatotoxicity in subsequent cycles." Blood 122 (2013): 2671. [PMID: 29407583]
27	Product Information. Clolar (clofarabine). sanofi-aventis, Bridgewater, NJ.
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30	Product Information. Ellence (epirubicin) Pharmacia and Upjohn, Kalamazoo, MI.
31	Product Information. Avonex (interferon beta-1a). Biogen, Cambridge, MA.
32	Product Information. Betaseron (interferon beta-1b). Berlex, Richmond, CA.
33	Product Information. Plegridy (peginterferon beta-1a). Biogen Idec Inc, Cambridge, MA.
34	Product Information. Rebif (interferon beta-1a). Serono Laboratories Inc, Norwell, MA.
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38	Product Information. Synthroid (levothyroxine). Abbott Pharmaceutical, Abbott Park, IL.
39	Product Information. Methotrexate (methotrexate). Lederle Laboratories, Wayne, NJ.
40	Product Information. ReVia (naltrexone). DuPont Pharmaceuticals, Wilmington, DE.
41	Zhi J, Moore R, Kanitra L, Mulligan TE "Effects of orlistat, a lipase inhibitor, on the pharmacokinetics of three highly lipophilic drugs (amiodarone, fluoxetine, and simvastatin) in healthy volunteers." J Clin Pharmacol 43 (2003): 428-35. [PMID: 12723464]
42	Product Information. Sirturo (bedaquiline). Janssen Pharmaceuticals, Titusville, NJ.
43	Product Information. Adcetris (brentuximab vedotin). Seattle Genetics Inc, Bothell, WA.
44	Product Information. Epidiolex (cannabidiol). Greenwich Biosciences Inc, Carlsbad, CA.
45	Product Information. Ravicti (glycerol phenylbutyrate). Hyperion Therapeutics Inc, South San Francisco, CA.
46	Product Information. Zydelig (idelalisib). Gilead Sciences, Foster City, CA.
47	European Medicines Agency "Summary on compassionate use. Remdesivir Gilead.".
48	Gilead Sciences, Inc "About Remdesivir.".
49	US Food and Drug Administration "Fact sheet for health care providers emergency use authorization (EUA) of remdesivir (GS-5734TM)".
50	Product Information. Yondelis (trabectedin). Janssen Pharmaceuticals, Titusville, NJ.
51	Product Information. Aubagio (teriflunomide). Genzyme Corporation, Cambridge, MA.
52	Product Information. Tabloid (thioguanine). Prasco Laboratories, Cincinnati, OH.

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