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Showing Compound 19-Hydroxyandrost-4-ene-3,17-dione (FDB023272)

Record Information
Version1.0
Creation date2011-09-21 00:27:15 UTC
Update date2020-04-21 18:03:01 UTC
Primary IDFDB023272
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name19-Hydroxyandrost-4-ene-3,17-dione
Description19-Hydroxyandrost-4-ene-3,17-dione, also known as 19-HAED, belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. Thus, 19-hydroxyandrost-4-ene-3,17-dione is considered to be a steroid lipid molecule. 19-Hydroxyandrost-4-ene-3,17-dione is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
CAS Number510-64-5
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
19-HydroxyandrostenedioneChEBI
19-Hydroxy-4-androstene-3,17-dioneHMDB
19-Hydroxy-4-androstene-3,17-dione, 18O-labeledHMDB
19-HAEDHMDB
Predicted Properties
PropertyValueSource
Water Solubility0.072 g/LALOGPS
logP2.1ALOGPS
logP2.65ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)18.71ChemAxon
pKa (Strongest Basic)-0.97ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity85.38 m³·mol⁻¹ChemAxon
Polarizability33.95 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC19H26O3
IUPAC name(1S,2S,10R,11S,15S)-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-5,14-dione
InChI IdentifierInChI=1S/C19H26O3/c1-18-8-7-16-14(15(18)4-5-17(18)22)3-2-12-10-13(21)6-9-19(12,16)11-20/h10,14-16,20H,2-9,11H2,1H3/t14-,15-,16-,18-,19+/m0/s1
InChI KeyXGUHPTGEXRHMQQ-BGJMDTOESA-N
Isomeric SMILES[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12CO
Average Molecular Weight302.4079
Monoisotopic Molecular Weight302.188194698
Classification
Description Belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassAndrostane steroids
Direct ParentAndrogens and derivatives
Alternative Parents
Substituents
  • Androgen-skeleton
  • 19-hydroxysteroid
  • 3-oxo-delta-4-steroid
  • 3-oxosteroid
  • Oxosteroid
  • 17-oxosteroid
  • Hydroxysteroid
  • Delta-4-steroid
  • Cyclohexenone
  • Cyclic ketone
  • Ketone
  • Primary alcohol
  • Organic oxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Alcohol
  • Organooxygen compound
  • Organic oxide
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
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
GC-MS19-Hydroxyandrost-4-ene-3,17-dione, 1 MEOX; 1 TMS, GC-MS Spectrumsplash10-0ufu-4910000000-ca91f3850d2822c36110Spectrum
GC-MS19-Hydroxyandrost-4-ene-3,17-dione, 1 MEOX; 1 TMS, GC-MS Spectrumsplash10-0ufu-4910000000-acb494bbf38c6f0ab6aeSpectrum
GC-MS19-Hydroxyandrost-4-ene-3,17-dione, 2 MEOX; 1 TMS, GC-MS Spectrumsplash10-0zi3-3920000000-2fb97be8369cef8834c8Spectrum
GC-MS19-Hydroxyandrost-4-ene-3,17-dione, 2 MEOX; 1 TMS, GC-MS Spectrumsplash10-0ug0-3920000000-088095d0d94653a7ded1Spectrum
GC-MS19-Hydroxyandrost-4-ene-3,17-dione, non-derivatized, GC-MS Spectrumsplash10-0ufu-4910000000-ca91f3850d2822c36110Spectrum
GC-MS19-Hydroxyandrost-4-ene-3,17-dione, non-derivatized, GC-MS Spectrumsplash10-0ufu-4910000000-acb494bbf38c6f0ab6aeSpectrum
GC-MS19-Hydroxyandrost-4-ene-3,17-dione, non-derivatized, GC-MS Spectrumsplash10-0zi3-3920000000-2fb97be8369cef8834c8Spectrum
GC-MS19-Hydroxyandrost-4-ene-3,17-dione, non-derivatized, GC-MS Spectrumsplash10-0ug0-3920000000-088095d0d94653a7ded1Spectrum
GC-MS19-Hydroxyandrost-4-ene-3,17-dione, non-derivatized, GC-MS Spectrumsplash10-052o-2920000000-719a80545e9031debcbaSpectrum
GC-MS19-Hydroxyandrost-4-ene-3,17-dione, non-derivatized, GC-MS Spectrumsplash10-000f-3920000000-25496932221b91188e02Spectrum
Predicted GC-MS19-Hydroxyandrost-4-ene-3,17-dione, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dj-0290000000-4f45d95c38d59fa1da5eSpectrum
Predicted GC-MS19-Hydroxyandrost-4-ene-3,17-dione, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00r2-1239000000-c5d6f655f6699da8120cSpectrum
Predicted GC-MS19-Hydroxyandrost-4-ene-3,17-dione, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f79-0095000000-0c098e2b64d478a5e4d22017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fri-0190000000-d6d70ed69da9f27bee292017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0kdl-3490000000-5a0e988988f81f967b032017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0049000000-3a6715be3231f63279bb2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0ul0-0095000000-032bf9cb6539d3f7479a2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-1090000000-16932bcbf046cb12b8b52017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0019000000-a31baae7fa83b1a9cb202021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0l2r-0291000000-86360d0dc940679c31bc2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05be-1900000000-8071003485ecbea19dce2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0029000000-80caba83ca693b6622232021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0059000000-47ffb3556f0d805c33a62021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-1390000000-6e12d642905fa15bfaf52021-09-22View Spectrum
NMRNot Available
ChemSpider ID221136
ChEMBL IDNot Available
KEGG Compound IDC05290
Pubchem Compound ID252379
Pubchem Substance IDNot Available
ChEBI ID27576
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB03955
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
Enzymes
NameGene NameUniProt ID
Cytochrome P450, family 1, subfamily A, polypeptide 1CYP1A1A0N0X8
Cytochrome P450 2D6CYP2D6Q6NWU0
Pathways
NameSMPDB LinkKEGG Link
Androgen and Estrogen MetabolismSMP00068 map00150
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference