Back to Compounds

Medroxyprogesterone (PC000572)

Record Information
Version1.0
Creation date2015-10-09 22:31:20 UTC
Update date2017-01-19 02:36:28 UTC
FoodComEx IDPC000572
FoodDB RecordFDB022754
Chemical Information
NameMedroxyprogesterone
DescriptionA synthetic progesterone (steroid hormone) involved in the female menstrual cycle, pregnancy (supports gestation) and embryogenesis of humans and other species. Progesterone belongs to a class of hormones called progestagens, and is the major naturally occurring human progestagen. -- Wikipedia Progesterone's reproductive function serves to convert the endometrium to its secretory stage to prepare the uterus for implantation. If pregnancy does not occur, progesterone levels will decrease leading to menstruation in the human. Normal menstrual bleeding is a progesterone withdrawal bleeding. -- Wikipedia During implantation and gestation, progesterone appears to decrease the maternal immune response to allow for the acceptance of the pregnancy. Progesterone decreases contractility of the uterine musculature. The fetus metabolizes placental progesterone in the production of adrenal mineralo and glucosteroids. A drop in progesterone levels is possibly one step that facilitates the onset of labor. In addition progesterone inhibits lactation during pregnancy. The fall in progesterone levels following delivery is one of the triggers for milk production. Progesterone has an effect upon vaginal epithelium and cervical mucus. -- Wikipedia A synthetic progestational hormone used in veterinary practice as an estrus regulator. -- Pubchem [HMDB]
CAS Number520-85-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
17-Hydroxy-6a-methyl-pregn-4-ene-3,20-dioneGenerator
17-Hydroxy-6a-methylprogesteronehmdb
17-Hydroxy-6alpha-methyl-pregn-4-ene-3,20-dioneChEBI
17-Hydroxy-6alpha-methylprogesteronehmdb
17-Hydroxy-6α-methyl-pregn-4-ene-3,20-dioneGenerator
17-Hydroxy-6α-methylprogesteroneGenerator
17a-Hydroxy-6a-methylprogesteroneGenerator
17alpha-Hydroxy-6alpha-methylprogesteroneChEBI
17α-hydroxy-6α-methylprogesteroneGenerator
6a-Methyl-17a-hydroxyprogesteroneGenerator
6a-Methyl-4-pregnen-17a-ol-3,20-dioneGenerator
6alpha-Methyl-17alpha-hydroxyprogesteroneChEBI
6alpha-Methyl-4-pregnen-17alpha-ol-3,20-dioneChEBI
6α-methyl-17α-hydroxyprogesteroneGenerator
6α-methyl-4-pregnen-17α-ol-3,20-dioneGenerator
Cycrinhmdb
Depo-Proverahmdb
Depo-Subq Provera 104hmdb
Farlutalhmdb
Medrossiprogesteronehmdb
Medroxiprogesteronahmdb
Medroxiprogesteronumhmdb
Medroxyprogesteronhmdb
Medroxyprogesterone Acetatehmdb
Medroxyprogesteronumhmdb
Proverahmdb
Chemical FormulaC22H32O3
IUPAC name(1S,2R,8S,10R,11S,14R,15S)-14-acetyl-14-hydroxy-2,8,15-trimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one
InChI IdentifierInChI=1S/C22H32O3/c1-13-11-16-17(20(3)8-5-15(24)12-19(13)20)6-9-21(4)18(16)7-10-22(21,25)14(2)23/h12-13,16-18,25H,5-11H2,1-4H3/t13-,16+,17-,18-,20+,21-,22-/m0/s1
InChI KeyFRQMUZJSZHZSGN-HBNHAYAOSA-N
Isomeric SMILES[H][C@@]12CC[C@](O)(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C[C@H](C)C2=CC(=O)CC[C@]12C
Average Molecular Weight344.4877
Monoisotopic Molecular Weight344.23514489
Chemical Taxonomy
Description Belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassPregnane steroids
Direct ParentGluco/mineralocorticoids, progestogins and derivatives
Alternative Parents
Substituents
  • Progestogin-skeleton
  • 20-oxosteroid
  • 3-oxo-delta-4-steroid
  • 3-oxosteroid
  • 17-hydroxysteroid
  • Oxosteroid
  • Hydroxysteroid
  • Delta-4-steroid
  • Cyclohexenone
  • Alpha-hydroxy ketone
  • Cyclic alcohol
  • Tertiary alcohol
  • Cyclic ketone
  • Ketone
  • Organic oxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Alcohol
  • Organooxygen compound
  • Organic oxide
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
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 30 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 3808AH
MetaSci HMDB0001939
Toronto Research Chemicals M203550
Toronto Research Chemicals HMDB0001939