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Record Information
Version2.0
Created at2022-09-05 06:31:17 UTC
Updated at2022-09-05 06:31:18 UTC
NP-MRD IDNP0209204
Secondary Accession NumbersNone
Natural Product Identification
Common Name(2r,3's,4'as,5'r,5''r,6'r,8's,8'ar)-3',8'-bis(acetyloxy)-5''-(furan-3-yl)-6'-methyl-2''-oxo-hexahydro-2'h-dispiro[oxirane-2,1'-naphthalene-5',3''-oxolan]-8'a-ylmethyl acetate
Description[(2R,3'S,4'aS,5'R,5''R,6'R,8'S,8'aR)-3',8'-bis(acetyloxy)-5''-(furan-3-yl)-6'-methyl-2''-oxo-octahydrodispiro[oxirane-2,1'-naphthalene-5',3''-oxolane]-8'a-yl]methyl acetate belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups. (2r,3's,4'as,5'r,5''r,6'r,8's,8'ar)-3',8'-bis(acetyloxy)-5''-(furan-3-yl)-6'-methyl-2''-oxo-hexahydro-2'h-dispiro[oxirane-2,1'-naphthalene-5',3''-oxolan]-8'a-ylmethyl acetate is found in Teucrium massiliense. Based on a literature review very few articles have been published on [(2R,3'S,4'aS,5'R,5''R,6'R,8'S,8'aR)-3',8'-bis(acetyloxy)-5''-(furan-3-yl)-6'-methyl-2''-oxo-octahydrodispiro[oxirane-2,1'-naphthalene-5',3''-oxolane]-8'a-yl]methyl acetate.
Structure
Thumb
Synonyms
ValueSource
[(2R,3's,4'AS,5'r,5''r,6'r,8's,8'ar)-3',8'-bis(acetyloxy)-5''-(furan-3-yl)-6'-methyl-2''-oxo-octahydrodispiro[oxirane-2,1'-naphthalene-5',3''-oxolane]-8'a-yl]methyl acetic acidGenerator
Chemical FormulaC26H32O10
Average Mass504.5320 Da
Monoisotopic Mass504.19955 Da
IUPAC Name[(2R,3'S,4'aS,5'R,5''R,6'R,8'S,8'aR)-3',8'-bis(acetyloxy)-5''-(furan-3-yl)-6'-methyl-2''-oxo-octahydrodispiro[oxirane-2,1'-naphthalene-5',3''-oxolane]-8'a-yl]methyl acetate
Traditional Name(2R,3'S,4'aS,5'R,5''R,6'R,8'S,8'aR)-3',8'-bis(acetyloxy)-5''-(furan-3-yl)-6'-methyl-2''-oxo-hexahydro-2'H-dispiro[oxirane-2,1'-naphthalene-5',3''-oxolane]-8'a-ylmethyl acetate
CAS Registry NumberNot Available
SMILES
C[C@@H]1C[C@H](OC(C)=O)[C@]2(COC(C)=O)[C@H](C[C@@H](C[C@]22CO2)OC(C)=O)[C@@]11C[C@@H](OC1=O)C1=COC=C1
InChI Identifier
InChI=1S/C26H32O10/c1-14-7-22(35-17(4)29)26(13-32-15(2)27)21(8-19(34-16(3)28)9-24(26)12-33-24)25(14)10-20(36-23(25)30)18-5-6-31-11-18/h5-6,11,14,19-22H,7-10,12-13H2,1-4H3/t14-,19+,20-,21-,22+,24+,25-,26+/m1/s1
InChI KeyBVKLUYUFIJHFAO-KRISTNOWSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Teucrium massilienseLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassTetracarboxylic acids and derivatives
Direct ParentTetracarboxylic acids and derivatives
Alternative Parents
Substituents
  • Tetracarboxylic acid or derivatives
  • Gamma butyrolactone
  • Furan
  • Heteroaromatic compound
  • Tetrahydrofuran
  • Carboxylic acid ester
  • Lactone
  • Dialkyl ether
  • Oxirane
  • Ether
  • Oxacycle
  • Organoheterocyclic compound
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • 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
logP1.15ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area130.87 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity120.26 m³·mol⁻¹ChemAxon
Polarizability49.98 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID8752824
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10577439
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]