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Record Information
Version2.0
Created at2022-09-06 22:40:56 UTC
Updated at2022-09-06 22:40:56 UTC
NP-MRD IDNP0239155
Secondary Accession NumbersNone
Natural Product Identification
Common Name11-(3-hydroxyprop-1-en-1-yl)-3,3,5,8,10,10-hexamethoxy-7-(prop-2-en-1-yl)tricyclo[6.2.2.0²,⁷]dodeca-5,11-diene-4,9-dione
Description11-(3-Hydroxyprop-1-en-1-yl)-3,3,5,8,10,10-hexamethoxy-7-(prop-2-en-1-yl)tricyclo[6.2.2.0²,⁷]Dodeca-5,11-diene-4,9-dione belongs to the class of organic compounds known as ketals. These are acetals derived from ketones by replacement of the oxo group by two hydrocarbyloxy groups R2C(OR)2 ( R not Hydrogen ). This term, once abandoned, has been reinstated as a subclass of acetals. 11-(3-hydroxyprop-1-en-1-yl)-3,3,5,8,10,10-hexamethoxy-7-(prop-2-en-1-yl)tricyclo[6.2.2.0²,⁷]dodeca-5,11-diene-4,9-dione is found in Asarum fauriei. 11-(3-Hydroxyprop-1-en-1-yl)-3,3,5,8,10,10-hexamethoxy-7-(prop-2-en-1-yl)tricyclo[6.2.2.0²,⁷]Dodeca-5,11-diene-4,9-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
SynonymsNot Available
Chemical FormulaC24H32O9
Average Mass464.5110 Da
Monoisotopic Mass464.20463 Da
IUPAC Name11-(3-hydroxyprop-1-en-1-yl)-3,3,5,8,10,10-hexamethoxy-7-(prop-2-en-1-yl)tricyclo[6.2.2.0²,⁷]dodeca-5,11-diene-4,9-dione
Traditional Name11-(3-hydroxyprop-1-en-1-yl)-3,3,5,8,10,10-hexamethoxy-7-(prop-2-en-1-yl)tricyclo[6.2.2.0²,⁷]dodeca-5,11-diene-4,9-dione
CAS Registry NumberNot Available
SMILES
COC1=CC2(CC=C)C(C3C(C=CCO)=CC2(OC)C(=O)C3(OC)OC)C(OC)(OC)C1=O
InChI Identifier
InChI=1S/C24H32O9/c1-8-11-21-14-16(28-2)19(26)24(32-6,33-7)18(21)17-15(10-9-12-25)13-22(21,29-3)20(27)23(17,30-4)31-5/h8-10,13-14,17-18,25H,1,11-12H2,2-7H3
InChI KeyHZCVKKURRNPHMO-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Asarum faurieiLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as ketals. These are acetals derived from ketones by replacement of the oxo group by two hydrocarbyloxy groups R2C(OR)2 ( R not Hydrogen ). This term, once abandoned, has been reinstated as a subclass of acetals.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassEthers
Direct ParentKetals
Alternative Parents
Substituents
  • Ketal
  • Cyclohexenone
  • Cyclic ketone
  • Ketone
  • Dialkyl ether
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Carbonyl group
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
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
logP1.84ALOGPS
logP2.01ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)16.11ChemAxon
pKa (Strongest Basic)-2.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area109.75 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity122.76 m³·mol⁻¹ChemAxon
Polarizability47.09 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]