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Record Information
Version2.0
Created at2022-09-06 22:54:34 UTC
Updated at2022-09-06 22:54:35 UTC
NP-MRD IDNP0239334
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1s,2s,3ar,5s,10r,11s,13r,13ar)-3a,11,13-tris(acetyloxy)-2,5,8,8-tetramethyl-12-methylidene-10-(2-methylpropoxy)-4,9-dioxo-1h,2h,3h,5h,10h,11h,13h,13ah-cyclopenta[12]annulen-1-yl acetate
Description(1S,2S,3aR,5S,10R,11S,13R,13aR)-1,11,13-tris(acetyloxy)-2,5,8,8-tetramethyl-12-methylidene-10-(2-methylpropoxy)-4,9-dioxo-1H,2H,3H,3aH,4H,5H,8H,9H,10H,11H,12H,13H,13aH-cyclopenta[12]annulen-3a-yl acetate belongs to the class of organic compounds known as jatrophane and cyclojatrophane diterpenoids. These are diterpenoids with a structure based on the jatrophane or the 9,13-jatrophane skeleton. Jatrophane can be derived from casbane by 6,10-cyclization and opening of the cyclopropane. Cyclojatrophane diterpenoids are based on the 9,13-cyclization of the jatrophane skeleton yields the 9,13-cyclojatrophane skeleton. (1s,2s,3ar,5s,10r,11s,13r,13ar)-3a,11,13-tris(acetyloxy)-2,5,8,8-tetramethyl-12-methylidene-10-(2-methylpropoxy)-4,9-dioxo-1h,2h,3h,5h,10h,11h,13h,13ah-cyclopenta[12]annulen-1-yl acetate is found in Euphorbia paralias. Based on a literature review very few articles have been published on (1S,2S,3aR,5S,10R,11S,13R,13aR)-1,11,13-tris(acetyloxy)-2,5,8,8-tetramethyl-12-methylidene-10-(2-methylpropoxy)-4,9-dioxo-1H,2H,3H,3aH,4H,5H,8H,9H,10H,11H,12H,13H,13aH-cyclopenta[12]annulen-3a-yl acetate.
Structure
Thumb
Synonyms
ValueSource
(1S,2S,3AR,5S,10R,11S,13R,13ar)-1,11,13-tris(acetyloxy)-2,5,8,8-tetramethyl-12-methylidene-10-(2-methylpropoxy)-4,9-dioxo-1H,2H,3H,3ah,4H,5H,8H,9H,10H,11H,12H,13H,13ah-cyclopenta[12]annulen-3a-yl acetic acidGenerator
Chemical FormulaC32H46O11
Average Mass606.7090 Da
Monoisotopic Mass606.30401 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
CC(C)CO[C@@H]1[C@@H](OC(C)=O)C(=C)[C@H](OC(C)=O)[C@H]2[C@@H](OC(C)=O)[C@@H](C)C[C@]2(OC(C)=O)C(=O)[C@@H](C)\C=C\C(C)(C)C1=O
InChI Identifier
InChI=1S/C32H46O11/c1-16(2)15-39-28-27(42-22(8)35)19(5)26(41-21(7)34)24-25(40-20(6)33)18(4)14-32(24,43-23(9)36)29(37)17(3)12-13-31(10,11)30(28)38/h12-13,16-18,24-28H,5,14-15H2,1-4,6-11H3/b13-12+/t17-,18-,24+,25-,26-,27-,28+,32+/m0/s1
InChI KeyJAZNJEUTUCVTMK-AKVYQBFCSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Euphorbia paraliasLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as jatrophane and cyclojatrophane diterpenoids. These are diterpenoids with a structure based on the jatrophane or the 9,13-jatrophane skeleton. Jatrophane can be derived from casbane by 6,10-cyclization and opening of the cyclopropane. Cyclojatrophane diterpenoids are based on the 9,13-cyclization of the jatrophane skeleton yields the 9,13-cyclojatrophane skeleton.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassDiterpenoids
Direct ParentJatrophane and cyclojatrophane diterpenoids
Alternative Parents
Substituents
  • Jatrophane diterpenoid
  • Tetracarboxylic acid or derivatives
  • Alpha-acyloxy ketone
  • Cyclic ketone
  • Ketone
  • Carboxylic acid ester
  • Ether
  • Dialkyl ether
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic 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
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 Compound5275797
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]