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Showing Compound 16-Dehydroprogesterone (FDB022357)

Record Information
Version1.0
Creation date2011-09-21 00:12:42 UTC
Update date2015-10-09 22:29:12 UTC
Primary IDFDB022357
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name16-Dehydroprogesterone
Description16-Dehydroprogesterone, also known as delta.16-progesterone, belongs to the class of organic compounds known as 20-oxosteroids. These are steroid derivatives carrying a C=O group at the 20-position of the steroid skeleton. Thus, 16-dehydroprogesterone is considered to be a steroid. Based on a literature review a small amount of articles have been published on 16-Dehydroprogesterone.
CAS Number1096-38-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
3,20-Dioxopregna-4,16-dieneChEBI
Delta(4,16)-Pregnadiene-3,20-dioneChEBI
16,17-DidehydroprogesteroneKegg
Δ(4,16)-pregnadiene-3,20-dioneGenerator
4,16-Pregnadiene-3,20-dioneHMDB
D16-ProgesteroneHMDB
D4,16-Pregnadiene-3,20-dioneHMDB
Delta.16-progesteroneHMDB
Delta4,16-Pregnadiene-3,20-dioneHMDB
Pregna-4,16-diene-3,20-dioneHMDB
delta(16)-ProgesteroneHMDB
16-DehydroprogesteroneChEBI
delta.16-Progesteronehmdb
delta4,16-Pregnadiene-3,20-dionehmdb
δ(4,16)-pregnadiene-3,20-dioneGenerator
Predicted Properties
PropertyValueSource
Water Solubility0.0097 g/LALOGPS
logP3.8ALOGPS
logP4ChemAxon
logS-4.5ALOGPS
pKa (Strongest Acidic)18.98ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity93.58 m³·mol⁻¹ChemAxon
Polarizability36.77 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC21H28O2
IUPAC name(1S,2R,10R,11S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-6,13-dien-5-one
InChI IdentifierInChI=1S/C21H28O2/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/h6,12,16,18-19H,4-5,7-11H2,1-3H3/t16-,18-,19-,20-,21+/m0/s1
InChI KeyVRRHHTISESGZFN-RKFFNLMFSA-N
Isomeric SMILES[H][C@@]12CC=C(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C
Average Molecular Weight312.4458
Monoisotopic Molecular Weight312.20893014
Classification
Description Belongs to the class of organic compounds known as 20-oxosteroids. These are steroid derivatives carrying a C=O group at the 20-position of the steroid skeleton.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassOxosteroids
Direct Parent20-oxosteroids
Alternative Parents
Substituents
  • 20-oxosteroid
  • Androgen-skeleton
  • Androstane-skeleton
  • 3-oxosteroid
  • Cyclohexenone
  • Cyclic ketone
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Biological role:

Industrial application:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS16-Dehydroprogesterone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-007k-0790000000-587e2010759d04be79daSpectrum
Predicted GC-MS16-Dehydroprogesterone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-03di-0009000000-70101cfe59fde51a8ff92012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0a4j-5900000000-8c5e3f1358c9efe689312012-07-24View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0a4j-9500000000-1fa651a1bfd23c37c15b2012-07-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0179000000-67a5fd6afc1237e6f0c52017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01vt-0391000000-73037a7fa24c2f0963282017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f7a-2490000000-162c2aa3fd60d3279a3c2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0019000000-f49571271662f7a5da142017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03xr-0098000000-4d72f69ebbb13d5f7c4e2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0gbd-0090000000-4cd4d8acb44933c4d8312017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0029000000-753e4d201cfb7cc7b8072021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01ow-1493000000-67e624229aa7467210272021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-7920000000-6f3d42fcb774cf571fa52021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0009000000-152b659b4891e36b54f32021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0049000000-4d4a6f7ba007f9c34c622021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-07fu-0192000000-c9494d220d3973cd43852021-09-22View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 500 MHz, CDCl3, experimental)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl3, experimental)Spectrum
ChemSpider ID92118
ChEMBL IDNot Available
KEGG Compound IDC03207
Pubchem Compound ID101964
Pubchem Substance IDNot Available
ChEBI ID18204
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00995
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
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