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Record Information
Version2.0
Created at2022-09-06 22:53:28 UTC
Updated at2022-09-06 22:53:28 UTC
NP-MRD IDNP0239318
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1r,2r,4r,6e,9s,10s)-9-hydroxy-2,7-dimethyl-10-(prop-1-en-2-yl)-15-oxatricyclo[11.2.1.0²,⁴]hexadeca-6,13(16)-diene-5,8,14-trione
DescriptionPinnatin D belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. (1r,2r,4r,6e,9s,10s)-9-hydroxy-2,7-dimethyl-10-(prop-1-en-2-yl)-15-oxatricyclo[11.2.1.0²,⁴]hexadeca-6,13(16)-diene-5,8,14-trione is found in Antillogorgia bipinnata. Based on a literature review very few articles have been published on Pinnatin D.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC20H24O5
Average Mass344.4070 Da
Monoisotopic Mass344.16237 Da
IUPAC Name(1R,2R,4R,6E,9S,10S)-9-hydroxy-2,7-dimethyl-10-(prop-1-en-2-yl)-15-oxatricyclo[11.2.1.0^{2,4}]hexadeca-6,13(16)-diene-5,8,14-trione
Traditional Name(1R,2R,4R,6E,9S,10S)-9-hydroxy-2,7-dimethyl-10-(prop-1-en-2-yl)-15-oxatricyclo[11.2.1.0^{2,4}]hexadeca-6,13(16)-diene-5,8,14-trione
CAS Registry NumberNot Available
SMILES
CC(=C)[C@@H]1CCC2=C[C@@H](OC2=O)[C@]2(C)C[C@H]2C(=O)\C=C(C)\C(=O)[C@H]1O
InChI Identifier
InChI=1S/C20H24O5/c1-10(2)13-6-5-12-8-16(25-19(12)24)20(4)9-14(20)15(21)7-11(3)17(22)18(13)23/h7-8,13-14,16,18,23H,1,5-6,9H2,2-4H3/b11-7+/t13-,14-,16+,18-,20+/m0/s1
InChI KeyYLQIJBIUALFEAE-LFEVCLDUSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Antillogorgia bipinnataLOTUS 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
  • Sesquiterpenoid
  • 2-furanone
  • Alpha,beta-unsaturated carboxylic ester
  • Enoate ester
  • Dihydrofuran
  • Cyclic ketone
  • Secondary alcohol
  • Lactone
  • Ketone
  • Carboxylic acid ester
  • Oxacycle
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • 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
logP3.17ChemAxon
pKa (Strongest Acidic)12.93ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area80.67 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity93.59 m³·mol⁻¹ChemAxon
Polarizability35.71 ųChemAxon
Number of Rings3ChemAxon
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 ID8935198
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound15384979
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]