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Record Information
Version2.0
Created at2022-09-08 21:38:52 UTC
Updated at2022-09-08 21:38:53 UTC
NP-MRD IDNP0274303
Secondary Accession NumbersNone
Natural Product Identification
Common Name(2e)-5-[(1s,2s,4as,5s,8ar)-5-[(acetyloxy)methyl]-2,5,8a-trimethyl-2-{[(2r,3s,4r,5s,6s)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-hexahydro-1h-naphthalen-1-yl]-3-methylpent-2-en-1-yl acetate
Description(2E)-5-[(1S,2S,4aS,5S,8aR)-5-[(acetyloxy)methyl]-2,5,8a-trimethyl-2-{[(2R,3S,4R,5S,6S)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-decahydronaphthalen-1-yl]-3-methylpent-2-en-1-yl acetate belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated. (2e)-5-[(1s,2s,4as,5s,8ar)-5-[(acetyloxy)methyl]-2,5,8a-trimethyl-2-{[(2r,3s,4r,5s,6s)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-hexahydro-1h-naphthalen-1-yl]-3-methylpent-2-en-1-yl acetate is found in Solanecio mannii. Based on a literature review very few articles have been published on (2E)-5-[(1S,2S,4aS,5S,8aR)-5-[(acetyloxy)methyl]-2,5,8a-trimethyl-2-{[(2R,3S,4R,5S,6S)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-decahydronaphthalen-1-yl]-3-methylpent-2-en-1-yl acetate.
Structure
Thumb
Synonyms
ValueSource
(2E)-5-[(1S,2S,4AS,5S,8ar)-5-[(acetyloxy)methyl]-2,5,8a-trimethyl-2-{[(2R,3S,4R,5S,6S)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-decahydronaphthalen-1-yl]-3-methylpent-2-en-1-yl acetic acidGenerator
Chemical FormulaC38H58O14
Average Mass738.8680 Da
Monoisotopic Mass738.38266 Da
IUPAC Name(2E)-5-[(1S,2S,4aS,5S,8aR)-5-[(acetyloxy)methyl]-2,5,8a-trimethyl-2-{[(2R,3S,4R,5S,6S)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-decahydronaphthalen-1-yl]-3-methylpent-2-en-1-yl acetate
Traditional Name(2E)-5-[(1S,2S,4aS,5S,8aR)-5-[(acetyloxy)methyl]-2,5,8a-trimethyl-2-{[(2R,3S,4R,5S,6S)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-en-1-yl acetate
CAS Registry NumberNot Available
SMILES
CC(=O)OC\C=C(/C)CC[C@@H]1[C@](C)(CC[C@@H]2[C@@](C)(COC(C)=O)CCC[C@@]12C)O[C@H]1O[C@@H](COC(C)=O)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O
InChI Identifier
InChI=1S/C38H58O14/c1-22(15-19-45-23(2)39)12-13-31-37(9)17-11-16-36(8,21-47-25(4)41)30(37)14-18-38(31,10)52-35-34(50-28(7)44)33(49-27(6)43)32(48-26(5)42)29(51-35)20-46-24(3)40/h15,29-35H,11-14,16-21H2,1-10H3/b22-15+/t29-,30+,31-,32-,33+,34-,35+,36+,37+,38-/m0/s1
InChI KeyAOIJKFTVNBVRGF-VFDBEVHHSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Solanecio manniiLOTUS 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
  • Labdane diterpenoid
  • Diterpenoid
  • Hexacarboxylic acid or derivatives
  • Hexose monosaccharide
  • O-glycosyl compound
  • Glycosyl compound
  • Oxane
  • Monosaccharide
  • Carboxylic acid ester
  • Acetal
  • Oxacycle
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • 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
logP3.79ChemAxon
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area176.26 ŲChemAxon
Rotatable Bond Count20ChemAxon
Refractivity183.06 m³·mol⁻¹ChemAxon
Polarizability80.03 ųChemAxon
Number of Rings3ChemAxon
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 Compound163045401
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]