Show more...
Record Information
Version2.0
Created at2022-09-03 13:29:34 UTC
Updated at2022-09-03 13:29:34 UTC
NP-MRD IDNP0175916
Secondary Accession NumbersNone
Natural Product Identification
Common Nameeremolactone
DescriptionEremolactone belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. Thus, eremolactone is considered to be an isoprenoid. eremolactone is found in Eremophila fraseri. Based on a literature review very few articles have been published on Eremolactone.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC20H26O2
Average Mass298.4260 Da
Monoisotopic Mass298.19328 Da
IUPAC Name(5Z)-3-methyl-5-{[(4S)-4,8,8-trimethyltricyclo[5.2.2.0^{1,5}]undec-5-en-9-yl]methylidene}-2,5-dihydrofuran-2-one
Traditional Name(5Z)-3-methyl-5-{[(4S)-4,8,8-trimethyltricyclo[5.2.2.0^{1,5}]undec-5-en-9-yl]methylidene}furan-2-one
CAS Registry NumberNot Available
SMILES
C[C@H]1CCC23CCC(C=C12)C(C)(C)C3\C=C1/OC(=O)C(C)=C1
InChI Identifier
InChI=1S/C20H26O2/c1-12-5-7-20-8-6-14(10-16(12)20)19(3,4)17(20)11-15-9-13(2)18(21)22-15/h9-12,14,17H,5-8H2,1-4H3/b15-11-/t12-,14?,17?,20?/m0/s1
InChI KeyXDOSSDQISIQOLI-MJNPNCJRSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Eremophila fraseriLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTerpene lactones
Direct ParentDiterpene lactones
Alternative Parents
Substituents
  • Diterpene lactone
  • Diterpenoid
  • Eremane diterpenoid
  • 2-furanone
  • Dihydrofuran
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Enol ester
  • Carboxylic acid ester
  • Lactone
  • Carboxylic acid derivative
  • Oxacycle
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Organooxygen compound
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.33ALOGPS
logP4.29ChemAxon
logS-4.5ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity90.73 m³·mol⁻¹ChemAxon
Polarizability34.85 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID24846822
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound42608258
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]