Record Information
Version1.0
Creation date2010-04-08 22:05:09 UTC
Update date2018-05-28 23:06:17 UTC
Primary IDFDB001871
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameProgesterone
DescriptionProgestational hormone secreted by corpus luteum during menstrual cycleand is 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-dioneChEBI
(S)-Pregn-4-en-3,20-dioneChEBI
(S)-ProgesteroneChEBI
17alpha-ProgesteroneChEBI
4-Pregnene-3,20-dioneChEBI
AgolutinChEBI
AkrolutinChEBI
Corpus luteum hormoneChEBI
CrinoneChEBI
Delta(4)-Pregnene-3,20-dioneChEBI
GelbkoerperhormonChEBI
LuteohormoneChEBI
ProgesteronChEBI
PrometriumKegg
17a-ProgesteroneGenerator
17Α-progesteroneGenerator
Δ(4)-pregnene-3,20-dioneGenerator
3,20-Pregnene-4HMDB
4-Pregnen-3,20-dioneHMDB
beta-ProgesteroneHMDB
Bio-lutonHMDB
CIDRHMDB
ColprosteroneHMDB
CorlutinHMDB
CorlutinaHMDB
CorluviteHMDB
CorporinHMDB
Crinone progesterone gelHMDB
CurretabHMDB
CyclogestHMDB
CyclogesterinHMDB
D4-Pregnene-3,20-dioneHMDB
DelalutinHMDB
DuraprogenHMDB
EstimaHMDB
FlavolutanHMDB
FologenonHMDB
GesterolHMDB
Gesterol 100HMDB
Gesterol 50HMDB
GestironHMDB
GestoneHMDB
GestormoneHMDB
GestronHMDB
GlanducorpinHMDB
GynlutinHMDB
GynolutonHMDB
GynolutoneHMDB
HormoflaveineHMDB
HormolutonHMDB
Hydroxyprogesterone caproateHMDB
Hydroxyprogesterone caproic acidHMDB
LingusorbsHMDB
Lipo-lutinHMDB
LucorteumHMDB
Lucorteum solHMDB
LugesteronHMDB
Luteal hormoneHMDB
Luteocrin normaleHMDB
LuteodynHMDB
LuteoganHMDB
LuteolHMDB
LuteopurHMDB
LuteosanHMDB
LuteostabHMDB
LuteovisHMDB
LuteumHMDB
LutexHMDB
LutidonHMDB
LutociclinaHMDB
Lutocuclin mHMDB
LutocyclinHMDB
Lutocyclin mHMDB
LutocylinHMDB
LutocylolHMDB
LutoformHMDB
LutogylHMDB
LutrenHMDB
LutromoneHMDB
MembrettesHMDB
MethylpregnoneHMDB
MPAHMDB
NalutronHMDB
PercutacrineHMDB
Percutacrine luteiniqueHMDB
PiapononHMDB
PranoneHMDB
Pregn-4-en-3,20-dioneHMDB
Pregn-4-ene-3,20-dioneHMDB
Pregnene-3,20-dioneHMDB
PregnenedioneHMDB
PrimolutHMDB
ProchieveHMDB
ProgeffikHMDB
ProgekanHMDB
ProgestanHMDB
ProgestasertHMDB
ProgesterolHMDB
ProgesteronumHMDB
ProgestinHMDB
ProgestogelHMDB
ProgestolHMDB
ProgestonHMDB
ProgestoneHMDB
ProgestosolHMDB
ProgestronHMDB
ProgestronolHMDB
ProjestajectHMDB
ProletsHMDB
ProlidonHMDB
ProlutinHMDB
ProlutonHMDB
ProlutoneHMDB
ProntogestHMDB
ProtormoneHMDB
SyngesteroneHMDB
SyngestretsHMDB
Synovex SHMDB
SyntolutanHMDB
UtrogestHMDB
UtrogestanHMDB
VitarrineHMDB
Progesterone, (13 alpha,17 alpha)-(+-)-isomerHMDB
Progesterone, (17 alpha)-isomerHMDB
Progesterone, (9 beta,10 alpha)-isomerHMDB
17alpha-progesteronemanual
Progesteronemanual
Predicted Properties
PropertyValueSource
Water Solubility0.0055 g/LALOGPS
logP3.58ALOGPS
logP4.15ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)18.92ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity92.71 m³·mol⁻¹ChemAxon
Polarizability37.26 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC21H30O2
IUPAC name(1S,2R,10S,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]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
Classification
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
  • 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
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting Point121 oC
Boiling PointNot Available
Experimental Water Solubility0.00881 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP3.87HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
Charge0
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0fbc-5910000000-422e38df6de7e8b0a4b7View in MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0fbc-5910000000-385f45345742235da8e0View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-024l-6923000000-639c7405f69825de7f90View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0229-2941000000-1e075d8489b79cf4e34aView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0229-3963000000-f35e3d9faf6b2ee87465View in MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0fbc-5910000000-422e38df6de7e8b0a4b7View in MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0fbc-5910000000-385f45345742235da8e0View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0f6x-2910000000-1baafb91a3e0b988caa7View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000g-1590000000-3ebb52b90c541e38c0b4View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-014i-1009000000-0f8b7c3e6c2265c3889fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-052b-8900000000-0b0167121b798e7e7534View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-052b-9400000000-881510cbcecd9cb61f4fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (JEOL JMS-01-SG-2) , Positivesplash10-024l-6923000000-639c7405f69825de7f90View in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI M-52) , Positivesplash10-0229-2941000000-1e075d8489b79cf4e34aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-004i-0950000000-ca28d8dfdf780c201716View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-000i-1900000000-857f6720dd17fb2547d1View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-004i-3930000000-fda87095285a83b85ad5View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-00kb-7955000000-a22f06eac940cd4f753dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-014i-0139000000-6b47f75a44df3e20fa3bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0aba-0950000000-b26d04d179294aa67cc7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0aba-0920000000-d0a3365efe1f8a589564View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-05aj-0910000000-61d7a07e6be85600e1f1View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-014i-0009000000-67c6f0147801f0ece957View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-05mk-8956000000-aa5fe992c41261b62fbfView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-052b-6910000000-5e26497eb2d0150a30acView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0a4j-8900000000-7ca6fd15f0ccc18bfa31View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-052b-9700000000-523fe1ad11bfcbb46f85View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-054k-9400000000-e3d581bd8685e1d3f35dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0269000000-9aa25f8d44bc44ee4d4cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-06dj-0491000000-c312ac322a549be24facView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pbc-2290000000-859101eb546be9ddc938View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0019000000-e021f799bd2d232a0592View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0049000000-55066424591bf87a4a49View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-1090000000-e9387b8ab692f5ef9083View in MoNA
MSMass Spectrum (Electron Ionization)splash10-006x-7931000000-f6ad83adccd7e016fa29View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDC00410
Pubchem Compound ID5994
Pubchem Substance IDNot Available
ChEBI ID17026
Phenol-Explorer IDNot Available
DrugBank IDDB00396
HMDB IDHMDB01830
CRC / DFC (Dictionary of Food Compounds) IDHLF54-N:HLF54-N
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID34898
KNApSAcK IDC00034649
HET IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDProgesterone
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.