Record Information
Version1.0
Creation date2018-05-02 12:53:36 UTC
Update date2018-05-04 14:13:26 UTC
FoodComEx IDPC001219
FoodDB RecordFDB001871
Chemical Information
NameProgesterone
DescriptionProgestational hormone secreted by corpus luteum during menstrual cycle. Also found in the gonads and haemolymph of crustaceans, e.g. Artemia, Euphosia, Homarus, Pandalus and Penaeus spp (CCD)
CAS Number57-83-0
Structure
Thumb
Synonyms
SynonymSource
(S)-4-Pregnene-3,20-dionemanual
(S)-Pregn-4-en-3,20-dionemanual
(S)-Progesteronemanual
17alpha-progesteronemanual
4-Pregnene-3,20-dionemanual
Agolutinmanual
Akrolutinmanual
Corlutinmanual
Glanducorpinmanual
Luteohormonemanual
Nalutronmanual
Progesteronemanual
Progestonemanual
Syngesteronemanual
Utrogestanmanual
Vitarrinemanual
Chemical FormulaC21H30O2
IUPAC name(1S,2R,10S,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one
InChI IdentifierInChI=1S/C21H30O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12,16-19H,4-11H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1
InChI KeyRJKFOVLPORLFTN-LEKSSAKUSA-N
Isomeric SMILES[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C
Average Molecular Weight314.4617
Monoisotopic Molecular Weight314.224580204
Chemical Taxonomy
DescriptionThis compound 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
  • Oxosteroid
  • 3-oxosteroid
  • 3-oxo-delta-4-steroid
  • Delta-4-steroid
  • Cyclohexenone
  • Cyclic ketone
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP3.87HANSCH,C ET AL. (1995)
Experimental Water Solubility0.00881 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Melting Point121 oC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity Available1 to 2 mg
Delivery Time2 weeks
Storage Formpowder
Storage ConditionsRT
StabilityNot Available
Purityunknown
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Augustin ScalbertInternational Agency for Research on Cancer (IARC), Biomarkers Group, 150 cours Albert Thomas, Lyon, FR, 69372scalberta@iarc.fr
Commercial Vendors
AKSci F854
AKSci J10165
AKSci J95093
Cayman Chemical 15876
Glentham GP3663
MetaSci HMDB0001830
Sigma-Aldrich HMDB0001830
Toronto Research Chemicals P755900