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Record Information
Version2.0
Created at2022-09-06 22:50:37 UTC
Updated at2022-09-06 22:50:38 UTC
NP-MRD IDNP0239278
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1r,2r,3s,4r,5r,6r,9r,12s)-3,4,12-trihydroxy-5-isopropyl-6,9-dimethyl-15-oxatetracyclo[7.6.1.0²,⁶.0¹³,¹⁶]hexadec-13(16)-en-14-one
DescriptionPlicatilisin G belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. (1r,2r,3s,4r,5r,6r,9r,12s)-3,4,12-trihydroxy-5-isopropyl-6,9-dimethyl-15-oxatetracyclo[7.6.1.0²,⁶.0¹³,¹⁶]hexadec-13(16)-en-14-one is found in Parasola plicatilis. Based on a literature review very few articles have been published on Plicatilisin G.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC20H30O5
Average Mass350.4550 Da
Monoisotopic Mass350.20932 Da
IUPAC Name(1R,2R,3S,4R,5R,6R,9R,12S)-3,4,12-trihydroxy-6,9-dimethyl-5-(propan-2-yl)-15-oxatetracyclo[7.6.1.0^{2,6}.0^{13,16}]hexadec-13(16)-en-14-one
Traditional Name(1R,2R,3S,4R,5R,6R,9R,12S)-3,4,12-trihydroxy-5-isopropyl-6,9-dimethyl-15-oxatetracyclo[7.6.1.0^{2,6}.0^{13,16}]hexadec-13(16)-en-14-one
CAS Registry NumberNot Available
SMILES
CC(C)[C@H]1[C@@H](O)[C@@H](O)[C@@H]2[C@H]3OC(=O)C4=C3[C@@](C)(CC[C@@H]4O)CC[C@]12C
InChI Identifier
InChI=1S/C20H30O5/c1-9(2)12-15(22)16(23)14-17-13-11(18(24)25-17)10(21)5-6-19(13,3)7-8-20(12,14)4/h9-10,12,14-17,21-23H,5-8H2,1-4H3/t10-,12-,14+,15+,16-,17-,19-,20+/m0/s1
InChI KeyADENOZDDISKJRN-MYZCZZDYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Parasola plicatilisLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDihydrofurans
Sub ClassFuranones
Direct ParentButenolides
Alternative Parents
Substituents
  • 2-furanone
  • Cyclic alcohol
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Carboxylic acid ester
  • Lactone
  • Secondary alcohol
  • Carboxylic acid derivative
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Polyol
  • Hydrocarbon derivative
  • Organic oxide
  • Alcohol
  • Organic oxygen compound
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic 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
logP1.49ChemAxon
pKa (Strongest Acidic)12.08ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area86.99 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity92.41 m³·mol⁻¹ChemAxon
Polarizability38.05 ųChemAxon
Number of Rings4ChemAxon
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 ID32742614
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound102584157
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]