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Record Information
Version2.0
Created at2022-09-10 07:24:13 UTC
Updated at2022-09-10 07:24:13 UTC
NP-MRD IDNP0297248
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1s,3r,5s,6r,8r,10s,12r,14r,15s,18r,19r,20r,22s,23r)-14-formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2h-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacosan-20-yl acetate
Description(1S,3R,5S,6R,8R,10S,12R,14R,15S,18R,19R,20R,22S,23R)-14-formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2,5-dihydrofuran-3-yl)-4,9,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]Pentacosan-20-yl acetate belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated. (1s,3r,5s,6r,8r,10s,12r,14r,15s,18r,19r,20r,22s,23r)-14-formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2h-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacosan-20-yl acetate is found in Asclepias curassavica. Based on a literature review very few articles have been published on (1S,3R,5S,6R,8R,10S,12R,14R,15S,18R,19R,20R,22S,23R)-14-formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2,5-dihydrofuran-3-yl)-4,9,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]Pentacosan-20-yl acetate.
Structure
Thumb
Synonyms
ValueSource
(1S,3R,5S,6R,8R,10S,12R,14R,15S,18R,19R,20R,22S,23R)-14-Formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2,5-dihydrofuran-3-yl)-4,9,11-trioxahexacyclo[12.11.0.0,.0,.0,.0,]pentacosan-20-yl acetic acidGenerator
Chemical FormulaC31H42O11
Average Mass590.6660 Da
Monoisotopic Mass590.27271 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
C[C@@H]1C[C@@H](O)[C@]2(O)O[C@@H]3C[C@@H]4CC[C@@H]5[C@H](CC[C@]6(C)[C@H]([C@@H](C[C@]56O)OC(C)=O)C5=CC(=O)OC5)[C@]4(C[C@H]3O[C@@H]2O1)C=O
InChI Identifier
InChI=1S/C31H42O11/c1-15-8-24(34)31(37)27(39-15)41-22-11-29(14-32)18(10-21(22)42-31)4-5-20-19(29)6-7-28(3)26(17-9-25(35)38-13-17)23(40-16(2)33)12-30(20,28)36/h9,14-15,18-24,26-27,34,36-37H,4-8,10-13H2,1-3H3/t15-,18+,19+,20-,21-,22-,23-,24-,26+,27+,28-,29-,30+,31+/m1/s1
InChI KeyGLRZOKRBGCLPAP-UGLGPMQLSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Asclepias curassavicaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTerpene glycosides
Direct ParentDiterpene glycosides
Alternative Parents
Substituents
  • Diterpene glycoside
  • Cardanolide-skeleton
  • Steroid lactone
  • Steroid ester
  • Diterpene lactone
  • Diterpenoid
  • 19-oxosteroid
  • 14-hydroxysteroid
  • Hydroxysteroid
  • Oxosteroid
  • Steroid
  • Dicarboxylic acid or derivatives
  • 2-furanone
  • Para-dioxane
  • Oxane
  • Tertiary alcohol
  • Cyclic alcohol
  • Alpha,beta-unsaturated carboxylic ester
  • Dihydrofuran
  • Enoate ester
  • Carboxylic acid ester
  • Lactone
  • Hemiacetal
  • Secondary alcohol
  • Acetal
  • Oxacycle
  • Carboxylic acid derivative
  • Polyol
  • Organoheterocyclic compound
  • Alcohol
  • Organic oxygen compound
  • Carbonyl group
  • Organic oxide
  • Aldehyde
  • Hydrocarbon derivative
  • Organooxygen compound
  • 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
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 Compound162966947
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]