Teprenone (CHEM019861)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 06:35:37 UTC
Update Date2026-04-14 20:31:26 UTC
Accession NumberCHEM019861
Identification
Common NameTeprenone
ClassSmall Molecule
DescriptionA terpene ketone in which a (9E,13E)-geranylgernayl group is bonded to one of the alpha-methyls of acetone (it is a mixture of 5E- and 5Z-geoisomers in a 3:2 ratio).
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
GeranylgeranylacetoneChEBI
SelbexChEBI
TeprenonaChEBI
TeprenonumChEBI
Geranylgeranylacetone, (e,e,e)-isomerMeSH
TetraprenylacetoneMeSH
6,10,14,18-Tetramethyl-5,9,13,17-nonadecatetraen-2-oneMeSH
Geranyl-geranyl-acetoneMeSH
TeprenoneMeSH
Tetraprenyl acetoneMeSH
Geranylgeranylacetone, (Z,e,e)-isomerMeSH
TeprenonMeSH
Chemical FormulaC23H38O
Average Molecular Mass330.556 g/mol
Monoisotopic Mass330.292 g/mol
CAS Registry Number6809-52-5
IUPAC Name(9E,13E)-6,10,14,18-tetramethylnonadeca-5,9,13,17-tetraen-2-one
Traditional Name(9E,13E)-6,10,14,18-tetramethylnonadeca-5,9,13,17-tetraen-2-one
SMILES[H]C(CCC(C)=O)=C(C)CC\C([H])=C(/C)CC\C([H])=C(/C)CCC=C(C)C
InChI IdentifierInChI=1S/C23H38O/c1-19(2)11-7-12-20(3)13-8-14-21(4)15-9-16-22(5)17-10-18-23(6)24/h11,13,15,17H,7-10,12,14,16,18H2,1-6H3/b20-13+,21-15+,22-17?
InChI KeyHUCXKZBETONXFO-AJDZVAQLSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassDiterpenoids
Direct ParentAcyclic diterpenoids
Alternative Parents
Substituents
  • Acyclic diterpenoid
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0016 g/LALOGPS
logP6.99ALOGPS
logP7ChemAxon
logS-5.3ALOGPS
pKa (Strongest Acidic)19.6ChemAxon
pKa (Strongest Basic)-7.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity111.43 m³·mol⁻¹ChemAxon
Polarizability43.22 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01q9-0239000000-b1c470921f805901f0c3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ab9-3972000000-1026c58fef810aaf623fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pvi-9580000000-2361ff75dd878d4b04abSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0009000000-2451e1bd6ff8a0fb3376Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-2029000000-d561a1fd087a16574bf1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9232000000-e8980a1a1f98c95c2c57Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkTeprenone
Chemspider IDNot Available
ChEBI ID31649
PubChem Compound ID53384398
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=21645219
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=22004457
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=22548767
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=23229517
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=23289389
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=23684147
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=23792203
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=23942364
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=24008351
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=24098472
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=24531083
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=24573719
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=24582814
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=24631258
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=24633659
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=24695789
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=24737026