Record Information
Version1.0
Creation date2010-04-08 22:05:12 UTC
Update date2019-11-26 02:56:51 UTC
Primary IDFDB001996
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameCrustecdysone
DescriptionCrustecdysone belongs to the class of organic compounds known as hydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or derivatives bearing at least hydroxyl group. Crustecdysone is an extremely weak basic (essentially neutral) compound (based on its pKa).
CAS Number5289-74-7
Structure
Thumb
Synonyms
SynonymSource
.beta-ecdysteroneHMDB
20-Hydroxy-a-ecdysoneHMDB
20-HydroxyecdysoneHMDB
20-OH EcdysoneHMDB
b-EcdysoneHMDB
beta-EcdysoneHMDB
CommisteroneHMDB
CrustecdysonHMDB
EcdysteronHMDB
EcdysteroneHMDB
Insect moulting hormoneHMDB
IsoinokosteroneHMDB
Polypodine aHMDB
THE-7HMDB
ViticosteroneHMDB
20 HydroxyecdysoneMeSH
Beta EcdysoneMeSH
.beta-Ecdysteronebiospider
20-OH ecdysonebiospider
Beta-ecdysonebiospider
Crustecdysonedb_source
Polypodine Adb_source
Predicted Properties
PropertyValueSource
Water Solubility0.41 g/LALOGPS
logP1.3ALOGPS
logP0.61ChemAxon
logS-3.1ALOGPS
pKa (Strongest Acidic)13.26ChemAxon
pKa (Strongest Basic)-2.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area138.45 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity128.88 m³·mol⁻¹ChemAxon
Polarizability53.47 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC27H44O7
IUPAC name4,5,11-trihydroxy-2,15-dimethyl-14-(2,3,6-trihydroxy-6-methylheptan-2-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-8-one
InChI IdentifierInChI=1S/C27H44O7/c1-23(2,32)9-8-22(31)26(5,33)21-7-11-27(34)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-34H,6-11,13-14H2,1-5H3
InChI KeyNKDFYOWSKOHCCO-UHFFFAOYSA-N
Isomeric SMILESCC(C)(O)CCC(O)C(C)(O)C1CCC2(O)C3=CC(=O)C4CC(O)C(O)CC4(C)C3CCC12C
Average Molecular Weight480.6341
Monoisotopic Molecular Weight480.308703762
Classification
Description belongs to the class of organic compounds known as hydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or derivatives bearing at least hydroxyl group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassBile acids, alcohols and derivatives
Direct ParentHydroxy bile acids, alcohols and derivatives
Alternative Parents
Substituents
  • Hexahydroxy bile acid, alcohol, or derivatives
  • Cholesterol
  • Cholesterol-skeleton
  • Cholestane-skeleton
  • Ecdysteroid
  • 25-hydroxysteroid
  • Hydroxy bile acid, alcohol, or derivatives
  • 22-hydroxysteroid
  • 20-hydroxysteroid
  • 3-hydroxy-delta-7-steroid
  • 2-hydroxysteroid
  • Oxosteroid
  • 6-oxosteroid
  • Hydroxysteroid
  • 3-hydroxysteroid
  • 14-hydroxysteroid
  • Delta-7-steroid
  • Cyclohexenone
  • Tertiary alcohol
  • Cyclic alcohol
  • Secondary alcohol
  • Ketone
  • Polyol
  • Organic oxide
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Alcohol
  • Organooxygen compound
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 67.47%; H 9.23%; O 23.30%DFC
Melting PointMp 237.5-239.5° (243°)DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]D +61.8 (CHCl3)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-01t9-2182900000-afa971d64803cfeeb793JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-001i-2204019000-e365dafd10479253fd57JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01ot-0000900000-aa6fb1d316be758b5d85JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-2105900000-256723a6eec9de26e1e8JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kk-9137700000-dc5fe9a7d820280c6948JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01ot-0000900000-aa6fb1d316be758b5d85JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-2105900000-256723a6eec9de26e1e8JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kk-9137700000-dc5fe9a7d820280c6948JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01ot-0000900000-aa6fb1d316be758b5d85JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-2105900000-256723a6eec9de26e1e8JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kk-9137700000-dc5fe9a7d820280c6948JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01t9-0001900000-2c9b71140a7f68ebc2fdJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-1209800000-14a48adcc0079f021b19JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0304-3229100000-7c17d137d0776972f66bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01t9-0001900000-2c9b71140a7f68ebc2fdJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-1209800000-14a48adcc0079f021b19JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0304-3229100000-7c17d137d0776972f66bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01t9-0001900000-2c9b71140a7f68ebc2fdJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-1209800000-14a48adcc0079f021b19JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0304-3229100000-7c17d137d0776972f66bJSpectraViewer
ChemSpider ID238902
ChEMBL IDNot Available
KEGG Compound IDC02633
Pubchem Compound ID271605
Pubchem Substance IDNot Available
ChEBI ID16587
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB30180
CRC / DFC (Dictionary of Food Compounds) IDHFW37-B:CCP81-D
EAFUS IDNot Available
Dr. Duke IDBETA-ECDYSONE
BIGG IDNot Available
KNApSAcK IDC00003654
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 / Bioactivities
DescriptorIDDefinitionReference
hypocholesterolemicDUKE
lipolyticDUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).