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Record Information
Version2.0
Created at2022-09-06 20:03:36 UTC
Updated at2022-09-06 20:03:36 UTC
NP-MRD IDNP0237022
Secondary Accession NumbersNone
Natural Product Identification
Common Name2',14',16'-tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-12'-[(2-methylpropanoyl)oxy]-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-15'-yl 3-methylbutanoate
Description2',14',16'-Tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-12'-[(2-methylpropanoyl)oxy]-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]Heptadecane]-15'-yl 3-methylbutanoate belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. 2',14',16'-tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-12'-[(2-methylpropanoyl)oxy]-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecan]-15'-yl 3-methylbutanoate is found in Junceella juncea. 2',14',16'-Tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-12'-[(2-methylpropanoyl)oxy]-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]Heptadecane]-15'-yl 3-methylbutanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
Synonyms
ValueSource
2',14',16'-Tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-12'-[(2-methylpropanoyl)oxy]-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0,]heptadecane]-15'-yl 3-methylbutanoic acidGenerator
2',14',16'-Tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-12'-[(2-methylpropanoyl)oxy]-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecane]-15'-yl 3-methylbutanoic acidGenerator
Chemical FormulaC35H49ClO14
Average Mass729.2100 Da
Monoisotopic Mass728.28108 Da
IUPAC Name2',14',16'-tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-12'-[(2-methylpropanoyl)oxy]-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecane]-15'-yl 3-methylbutanoate
Traditional Name2',14',16'-tris(acetyloxy)-8'-chloro-3'-hydroxy-4',13'-dimethyl-9'-methylidene-12'-[(2-methylpropanoyl)oxy]-5'-oxo-6'-oxaspiro[oxirane-2,17'-tricyclo[11.4.0.0³,⁷]heptadecane]-15'-yl 3-methylbutanoate
CAS Registry NumberNot Available
SMILES
CC(C)CC(=O)OC1C(OC(C)=O)C2(CO2)C2C(OC(C)=O)C3(O)C(C)C(=O)OC3C(Cl)C(=C)CCC(OC(=O)C(C)C)C2(C)C1OC(C)=O
InChI Identifier
InChI=1S/C35H49ClO14/c1-15(2)13-23(40)49-25-28(45-19(7)37)33(10)22(48-31(41)16(3)4)12-11-17(5)24(36)27-35(43,18(6)32(42)50-27)30(47-21(9)39)26(33)34(14-44-34)29(25)46-20(8)38/h15-16,18,22,24-30,43H,5,11-14H2,1-4,6-10H3
InChI KeyNEQYIACPWWTVKN-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Junceella junceaLOTUS 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
  • Hexacarboxylic acid or derivatives
  • Briarane diterpenoid
  • Fatty acid ester
  • Fatty acyl
  • Gamma butyrolactone
  • Tetrahydrofuran
  • Tertiary alcohol
  • Carboxylic acid ester
  • Lactone
  • Oxacycle
  • Carboxylic acid derivative
  • Dialkyl ether
  • Oxirane
  • Organoheterocyclic compound
  • Ether
  • Organooxygen compound
  • Alkyl halide
  • Alcohol
  • Alkyl chloride
  • Organic oxygen compound
  • Organic oxide
  • Carbonyl group
  • Organohalogen compound
  • Hydrocarbon derivative
  • Organochloride
  • 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
logP3.42ALOGPS
logP3.14ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)12.37ChemAxon
pKa (Strongest Basic)-3.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area190.56 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity170.06 m³·mol⁻¹ChemAxon
Polarizability72.5 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
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 IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound74342622
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]