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Record Information
Version2.0
Created at2022-09-06 22:34:53 UTC
Updated at2022-09-06 22:34:53 UTC
NP-MRD IDNP0239074
Secondary Accession NumbersNone
Natural Product Identification
Common Name4-{[4-hydroxy-3-(hydroxymethyl)-7-methylocta-2,6-dien-1-yl]oxy}-5-methylchromen-2-one
Description4-{[4-Hydroxy-3-(hydroxymethyl)-7-methylocta-2,6-dien-1-yl]oxy}-5-methyl-2H-chromen-2-one belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. 4-{[4-hydroxy-3-(hydroxymethyl)-7-methylocta-2,6-dien-1-yl]oxy}-5-methylchromen-2-one is found in Mutisia orbignyana. 4-{[4-Hydroxy-3-(hydroxymethyl)-7-methylocta-2,6-dien-1-yl]oxy}-5-methyl-2H-chromen-2-one is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
SynonymsNot Available
Chemical FormulaC20H24O5
Average Mass344.4070 Da
Monoisotopic Mass344.16237 Da
IUPAC Name4-{[4-hydroxy-3-(hydroxymethyl)-7-methylocta-2,6-dien-1-yl]oxy}-5-methyl-2H-chromen-2-one
Traditional Name4-{[4-hydroxy-3-(hydroxymethyl)-7-methylocta-2,6-dien-1-yl]oxy}-5-methylchromen-2-one
CAS Registry NumberNot Available
SMILES
CC(C)=CCC(O)C(CO)=CCOC1=CC(=O)OC2=CC=CC(C)=C12
InChI Identifier
InChI=1S/C20H24O5/c1-13(2)7-8-16(22)15(12-21)9-10-24-18-11-19(23)25-17-6-4-5-14(3)20(17)18/h4-7,9,11,16,21-22H,8,10,12H2,1-3H3
InChI KeyHGOYESLTHATKEV-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Mutisia orbignyanaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTerpene lactones
Direct ParentTerpene lactones
Alternative Parents
Substituents
  • Terpene lactone
  • Coumarin
  • Aromatic monoterpenoid
  • Benzopyran
  • Bicyclic monoterpenoid
  • Monoterpenoid
  • 1-benzopyran
  • Fatty alcohol
  • Alkyl aryl ether
  • Pyranone
  • Pyran
  • Benzenoid
  • Fatty acyl
  • Vinylogous ester
  • Heteroaromatic compound
  • Secondary alcohol
  • Lactone
  • Organoheterocyclic compound
  • Oxacycle
  • Ether
  • Alcohol
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Primary alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic 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
logP2.97ALOGPS
logP2.17ChemAxon
logS-4.3ALOGPS
pKa (Strongest Acidic)14.39ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area75.99 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity99.44 m³·mol⁻¹ChemAxon
Polarizability37.85 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
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]