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Record Information
Version2.0
Created at2022-09-06 23:03:00 UTC
Updated at2022-09-06 23:03:01 UTC
NP-MRD IDNP0239445
Secondary Accession NumbersNone
Natural Product Identification
Common Namemethyl 7-(furan-3-yl)-15-hydroxy-9-methyl-5,14-dioxo-6,13-dioxatetracyclo[10.2.2.0¹,¹⁰.0⁴,⁹]hexadecane-15-carboxylate
DescriptionMethyl 7-(furan-3-yl)-15-hydroxy-9-methyl-5,14-dioxo-6,13-dioxatetracyclo[10.2.2.0¹,¹⁰.0⁴,⁹]Hexadecane-15-carboxylate belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. methyl 7-(furan-3-yl)-15-hydroxy-9-methyl-5,14-dioxo-6,13-dioxatetracyclo[10.2.2.0¹,¹⁰.0⁴,⁹]hexadecane-15-carboxylate is found in Dioscorea antaly. Methyl 7-(furan-3-yl)-15-hydroxy-9-methyl-5,14-dioxo-6,13-dioxatetracyclo[10.2.2.0¹,¹⁰.0⁴,⁹]Hexadecane-15-carboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
Synonyms
ValueSource
Methyl 7-(furan-3-yl)-15-hydroxy-9-methyl-5,14-dioxo-6,13-dioxatetracyclo[10.2.2.0,.0,]hexadecane-15-carboxylic acidGenerator
Methyl 7-(furan-3-yl)-15-hydroxy-9-methyl-5,14-dioxo-6,13-dioxatetracyclo[10.2.2.0¹,¹⁰.0⁴,⁹]hexadecane-15-carboxylic acidGenerator
Chemical FormulaC21H24O8
Average Mass404.4150 Da
Monoisotopic Mass404.14712 Da
IUPAC Namemethyl 7-(furan-3-yl)-15-hydroxy-9-methyl-5,14-dioxo-6,13-dioxatetracyclo[10.2.2.0¹,¹⁰.0⁴,⁹]hexadecane-15-carboxylate
Traditional Namemethyl 7-(furan-3-yl)-15-hydroxy-9-methyl-5,14-dioxo-6,13-dioxatetracyclo[10.2.2.0¹,¹⁰.0⁴,⁹]hexadecane-15-carboxylate
CAS Registry NumberNot Available
SMILES
COC(=O)C1(O)CC2CC3C4(C)CC(OC(=O)C4CCC13C(=O)O2)C1=COC=C1
InChI Identifier
InChI=1S/C21H24O8/c1-19-9-14(11-4-6-27-10-11)29-16(22)13(19)3-5-20-15(19)7-12(28-17(20)23)8-21(20,25)18(24)26-2/h4,6,10,12-15,25H,3,5,7-9H2,1-2H3
InChI KeyOUWIDVMREVRKPI-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Dioscorea antalyLOTUS 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
  • Clerodane diterpenoid
  • Naphthopyran
  • Naphthalene
  • Tricarboxylic acid or derivatives
  • Delta valerolactone
  • Delta_valerolactone
  • Oxane
  • Pyran
  • Methyl ester
  • Cyclic alcohol
  • Furan
  • Heteroaromatic compound
  • Tertiary alcohol
  • Lactone
  • Carboxylic acid ester
  • Organoheterocyclic compound
  • Carboxylic acid derivative
  • Oxacycle
  • Carbonyl group
  • Organic oxide
  • Organic oxygen compound
  • Alcohol
  • Hydrocarbon derivative
  • Organooxygen compound
  • 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
logP1.47ALOGPS
logP1.39ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)11.67ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area112.27 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity95.94 m³·mol⁻¹ChemAxon
Polarizability39.4 ųChemAxon
Number of Rings5ChemAxon
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]