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Record Information
Version2.0
Created at2022-09-03 01:45:45 UTC
Updated at2022-09-03 01:45:46 UTC
NP-MRD IDNP0166387
Secondary Accession NumbersNone
Natural Product Identification
Common Namemethyl 2-[(1s,2r,6r,7r,10r,12s,14s,15s,16s,17s,18s,19r,20r)-18,19,20-tris(acetyloxy)-6-(furan-3-yl)-7,12,15,17-tetramethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁴,¹⁷.0¹,¹⁰.0²,⁷.0¹⁰,¹⁵.0¹⁴,¹⁹]docosan-16-yl]acetate
DescriptionMethyl 2-[(1S,2R,6R,7R,10R,12S,14S,15S,16S,17S,18S,19R,20R)-18,19,20-tris(acetyloxy)-6-(furan-3-yl)-7,12,15,17-tetramethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁴,¹⁷.0¹,¹⁰.0²,⁷.0¹⁰,¹⁵.0¹⁴,¹⁹]Docosan-16-yl]acetate belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17. methyl 2-[(1s,2r,6r,7r,10r,12s,14s,15s,16s,17s,18s,19r,20r)-18,19,20-tris(acetyloxy)-6-(furan-3-yl)-7,12,15,17-tetramethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁴,¹⁷.0¹,¹⁰.0²,⁷.0¹⁰,¹⁵.0¹⁴,¹⁹]docosan-16-yl]acetate is found in Xylocarpus rumphii. Based on a literature review very few articles have been published on methyl 2-[(1S,2R,6R,7R,10R,12S,14S,15S,16S,17S,18S,19R,20R)-18,19,20-tris(acetyloxy)-6-(furan-3-yl)-7,12,15,17-tetramethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.1¹⁴,¹⁷.0¹,¹⁰.0²,⁷.0¹⁰,¹⁵.0¹⁴,¹⁹]Docosan-16-yl]acetate.
Structure
Thumb
Synonyms
ValueSource
Methyl 2-[(1S,2R,6R,7R,10R,12S,14S,15S,16S,17S,18S,19R,20R)-18,19,20-tris(acetyloxy)-6-(furan-3-yl)-7,12,15,17-tetramethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.1,.0,.0,.0,.0,]docosan-16-yl]acetic acidGenerator
Chemical FormulaC35H42O14
Average Mass686.7070 Da
Monoisotopic Mass686.25746 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
COC(=O)C[C@H]1[C@]2(C)C[C@@]34O[C@]5(C)O[C@]6(CC[C@]7(C)[C@@H](CC(=O)O[C@H]7C7=COC=C7)[C@]6(O5)[C@@H](OC(C)=O)[C@]3(OC(C)=O)[C@H]2OC(C)=O)[C@]14C
InChI Identifier
InChI=1S/C35H42O14/c1-17(36)43-26-29(5)16-33-30(6,21(29)13-23(39)41-8)32-11-10-28(4)22(14-24(40)45-25(28)20-9-12-42-15-20)34(32,49-31(7,47-32)48-33)27(44-18(2)37)35(26,33)46-19(3)38/h9,12,15,21-22,25-27H,10-11,13-14,16H2,1-8H3/t21-,22+,25-,26-,27+,28+,29-,30-,31-,32+,33-,34-,35+/m0/s1
InChI KeyYPMCZGZXAYJNQF-ZRXADVTKSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Xylocarpus rumphiiLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTriterpenoids
Direct ParentLimonoids
Alternative Parents
Substituents
  • Mexicanolide
  • Limonoid skeleton
  • Prostaglandin skeleton
  • Eicosanoid
  • Pentacarboxylic acid or derivatives
  • Naphthopyran
  • Naphthalene
  • Ortho ester
  • Delta_valerolactone
  • Dioxepane
  • Delta valerolactone
  • Carboxylic acid orthoester
  • 1,3-dioxepane
  • Fatty acyl
  • Pyran
  • Oxane
  • Meta-dioxane
  • Heteroaromatic compound
  • Methyl ester
  • Furan
  • Meta-dioxolane
  • Orthocarboxylic acid derivative
  • Lactone
  • Carboxylic acid ester
  • Oxacycle
  • Organoheterocyclic compound
  • Carboxylic acid derivative
  • 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
logP3.05ALOGPS
logS-3.4ALOGPS
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 Compound163185983
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]