Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR2401)
Drug Name
Danazol
Synonyms
Danatrol; Danazant; Danazol (JAN/USP/INN); Danazol-ratiopharm; Danazole; Danazolum; Danazolum [INN-Latin]; Danocrine; Danocrine (TN); Danogen; Danokrin; Danoval; Danzol; Kendrick Brand of Danazol; Ladogal; Norciden; Panacrine; Alphapharm Brand of Danazol; Anatrol; Antigen Brand of Danazol; Chronogyn; Cyclomen; Ratiopharm Brand of Danazol; Sanofi Brand of Danazol; Sanofi Synthelabo Brand ofDanazol; Sanofi Winthrop Brand of Danazol; WIN 17,757; WIN 17757; WIN-17757; Win 17, 757; Winobanin; (1R,3aS,3bR,10aR,10bS,12aS)-1-ethynyl-10a,12a-dimethyl-2,3,3a,3b,4,5,10,10a,10b,11,12,12a-dodecahydro-1H-cyclopenta[7,8]phenanthro[3,2-d]isoxazol-1-ol; (1S,2R,13R,14S,17R,18S)-17-ethynyl-2,18-dimethyl-7-oxa-6-azapentacyclo[11.7.0.0^{2,10}.0^{4,8}.0^{14,18}]icosa-4(8),5,9-trien-17-ol; 1-Ethynyl-10a,12a-dimethyl-2,3,3a,3b,4,5,10,10a,10b,11,12,12a-dodecahydro-1H-cyclopenta[7,8]phenanthro[3,2-d]isoxazol-1-ol; 17-alpha-2,4-Pregnadien-20-yno(2,3-d)isoxazol-17-ol; 17-alpha-Pregn-4-en-20-yno(2,3-d)isoxazol-17-ol; 17-alpha-Pregna-2,4-dien-20-yno(2,3-d)isoxazol-17-ol; 17.Alpha.-Pregna-2, {4-dien-20-yno[2,3-d]isoxazol-17-ol}; 17alpha-Pregna-2,4-dien-20-yno(2,3-d)isoxazol-17-ol; Danazol [USAN:BAN:INN:JAN];[1,2]oxazolo[4',5':2,3]-17alpha-pregn-4-en-20-yn-17-ol; Danol
Indication Endometriosis [ICD11: GA10] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 337.5 Topological Polar Surface Area 46.3
Heavy Atom Count 25 Rotatable Bond Count 1
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 3
Cross-matching ID
PubChem CID
28417
PubChem SID
9153 ; 224349 ; 7847355 ; 7979022 ; 8170371 ; 10321251 ; 11466133 ; 11467253 ; 11485765 ; 12161772 ; 14777802 ; 14851335 ; 25632846 ; 26757819 ; 34670864 ; 46506475 ; 47277002 ; 47425698 ; 47945219 ; 47945220 ; 48415840 ; 49648394 ; 49698347 ; 50019507 ; 50085994 ; 50124387 ; 51053748 ; 53786945 ; 56313739 ; 56352871 ; 57310643 ; 85787851 ; 92125056 ; 92309018 ; 92712533 ; 103543149 ; 103913731 ; 104170055 ; 104302674 ; 117391787 ; 117393544 ; 121362575 ; 121362727 ; 123055285 ; 124799906 ; 124893625 ; 126524663 ; 126630088 ; 127346804 ; 127346805
ChEBI ID
ChEBI:4315
CAS Number
17230-88-5
TTD Drug ID
D09IPV
Formula
C22H27NO2
Canonical SMILES
CC12CCC3C(C1CCC2(C#C)O)CCC4=CC5=C(CC34C)C=NO5
InChI
1S/C22H27NO2/c1-4-22(24)10-8-18-16-6-5-15-11-19-14(13-23-25-19)12-20(15,2)17(16)7-9-21(18,22)3/h1,11,13,16-18,24H,5-10,12H2,2-3H3/t16-,17+,18+,20+,21+,22+/m1/s1
InChIKey
POZRVZJJTULAOH-LHZXLZLDSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
Danazol metabolite M2 DM001867 N. A. Unclear 1 [3]
Danazol metabolite M3 DM001868 N. A. Unclear 2 [3]
17-hydroxymethylethisterone DM001872
160654
Unclear 3 [4]
Danazol metabolite M4 DM001869 N. A. Unclear 3 [3]
Danazol metabolite M8 DM001874 N. A. Unclear 3 [3]
Danazol metabolite M9 DM001875 N. A. Unclear 3 [3]
Danazol metabolite M10 DM001871 N. A. Unclear 4 [3]
Danazol metabolite M7 DM001870 N. A. Unclear 4 [3]
Ethisterone DM001873
5284557
Unclear 4 [4]
Danazol metabolite M10 DM001871 N. A. Unclear 5 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR000729 Danazol Danazol metabolite M2 Unclear Unclear [3]
MR000719 Danazol metabolite M2 Danazol metabolite M3 Unclear Unclear [3]
MR000720 Danazol metabolite M3 Danazol metabolite M4 Unclear Unclear [3]
MR000721 Danazol metabolite M3 17-hydroxymethylethisterone Unclear Unclear [4]
MR000722 Danazol metabolite M3 Danazol metabolite M8 Unclear Unclear [3]
MR000723 Danazol metabolite M3 Danazol metabolite M9 Unclear Unclear [3]
MR000726 17-hydroxymethylethisterone Ethisterone Unclear Unclear [4]
MR000724 Danazol metabolite M4 Danazol metabolite M7 Unclear Unclear [3]
MR000727 Danazol metabolite M8 Danazol metabolite M10 Unclear Unclear [3]
MR000728 Danazol metabolite M9 Danazol metabolite M10 Unclear Unclear [3]
MR000725 Danazol metabolite M7 Danazol metabolite M10 Unclear Unclear [3]
⏷ Show the Full List of 11 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Unclear metabolic mechanism (DME-unclear) DME1251 Bacteroides fragilis Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1254 Bacteroides thetaiotaomicron Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1256 Bacteroides sartorii Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1257 Bifidobacterium longum Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1265 Escherichia coli Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1355 Akkermansia muciniphila Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1357 Alistipes indistinctus Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1358 Anaerococcus hydrogenalis Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1360 Anaerostipes hadrus Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1361 Anaerotruncus colihominis Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1362 Bacteroides caccae Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1363 Bacteroides cellulosilyticus Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1365 Bacteroides dorei Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1366 Bacteroides eggerthii Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1367 Bacteroides finegoldii Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1375 Bacteroides intestinalis Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1377 Bacteroides pectinophilus Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1378 Bacteroides uniformis Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1379 Bacteroides stercoris Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1384 Bacteroides vulgatus Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1385 Bacteroides xylanisolvens Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1386 Bifidobacterium adolescentis Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1388 Bifidobacterium breve Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1391 Bifidobacterium ruminatum Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1393 Blautia hansenii Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1394 Blautia luti Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1398 Clostridioides difficile Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1400 Enterocloster bolteae Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1401 Clostridium scindens Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1402 Clostridium botulinum Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1403 Clostridium spiroforme Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1404 Clostridium sporogenes Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1405 Clostridium symbiosum Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1408 Coprococcus comes Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1412 Dorea formicigenerans Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1413 Edwardsiella tarda Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1415 Eggerthella lenta Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1416 Enterobacter cancerogenus Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1418 Enterococcus faecalis Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1420 Erysipelatoclostridium ramosum Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1425 Eubacterium rectale Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1427 Eubacterium ventriosum Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1431 Holdemanella biformis Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1432 Hungatella hathewayi Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1439 Marvinbryantia formatexigens Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1444 Odoribacter splanchnicus Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1445 Parabacteroides distasonis Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1446 Parabacteroides johnsonii Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1447 Parabacteroides merdae Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1449 Prevotella copri Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1451 Proteus penneri Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1452 Providencia alcalifaciens Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1453 Providencia rettgeri Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1454 Providencia stuartii Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1456 Roseburia intestinalis Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1458 Ruminococcus gnavus Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1459 Ruminococcus lactaris Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1460 Ruminococcus torques Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1462 Salmonella enterica Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1467 Subdoligranulum variabile Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1470 Victivallis vadensis Not Available Not Available [2]
⏷ Show the Full List of 61  DME(s)
References
1 Danazol was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Mapping human microbiome drug metabolism by gut bacteria and their genes. Nature. 2019 Jun;570(7762):462-467.
3 Isolation, synthesis, and biological activity of five metabolites of danazol J Med Chem. 1977 Mar;20(3):349-52. doi: 10.1021/jm00213a007.
4 LABEL:ANAZOL capsule

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