Record Information
Version1.0
Creation date2015-10-09 22:33:11 UTC
Update date2017-01-19 02:36:39 UTC
FoodComEx IDPC000874
FoodDB RecordFDB023073
Chemical Information
NameDanazol
DescriptionDanazol is a synthetic steroid with anti-oestrogenic and anti progestogenic activity, and weak androgenic properties. Danazol suppresses oestrogen and progesterone receptors in the endometrium, leading to endometrial atrophy (thinning of the lining of the uterus) and reduced menstrual loss and to amenorrhoea in some women. Danazol significantly lowers the duration of menses when compared with NSAIDs and a progesterone releasing IUD; however, caused more adverse events than NSAIDs and progestogens. The use of Danazol may be limited by its side effect profile, its acceptability to women and the need for continuing treatment. Because danazol is structurally related to the anabolic steroid stanozolol, its use should be questioned. Derivatization methods and GC/MS data are used to implement danazol detection in routine screening and confirmation procedures in doping analysis. Danazol main metabolite ethisterone is excreted relatively fast in urine. (PMID: 17636649, 1640693, 16288903) [HMDB]
CAS Number17230-88-5
Structure
Thumb
Synonyms
SynonymSource
(17a)-Pregna-2,4-dien-20-yno[2,3-d]isoxazol-17-olhmdb
1-ethynyl-2,3,3a,3b,4,5,10,10a,10b,11,12,12a-dodecahydro-10a,12a-dimethyl-1H-Cyclopenta[7,8]phenanthro[3,2-d]isoxazol-1-olhmdb
17 alpha-pregna-2,4-dien-20-yno[2,3-D] isoxazol-17 beta-olhmdb
17a-Pregna-2,4-dien-20-yne-[2,3-d]isoxazole-17b-olhmdb
17a-Pregna-2,4-dien-20-yno[2,3-d]isoxazol-17-olhmdb
1H-Cyclopenta[7,8]phenanthro[3,2-d]isoxazole- pregna-2,4-dien-20-yno[2,3-d]isoxazol-17-ol deriv.hmdb
Bonzolhmdb
Chronogynhmdb
Cyclomenhmdb
Danazolumhmdb
Danocrinehmdb
Danolhmdb
Danovaolhmdb
Danzolhmdb
Ladogalhmdb
Winobaninhmdb
Chemical FormulaNot Available
IUPAC nameNot Available
InChI IdentifierInChI=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
InChI KeyPOZRVZJJTULAOH-LHZXLZLDSA-N
Isomeric SMILES[H][C@@]12CC[C@@](O)(C#C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC3=C(C[C@]12C)C=NO3
Average Molecular Weight337.4553
Monoisotopic Molecular Weight337.204179113
Chemical Taxonomy
ClassificationNot classified
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 20 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci H066
AKSci J92970
Cayman Chemical 16471
Toronto Research Chemicals D145000
Toronto Research Chemicals KIT0050