Show more...
Record Information
Version2.0
Created at2022-09-06 22:42:26 UTC
Updated at2022-09-06 22:42:26 UTC
NP-MRD IDNP0239175
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1s,3r,4s,5r,6r,8r,10s,16s,23r,24r,25r,26r)-16-(acetyloxy)-4,5,26-trihydroxy-6-methyl-17,20-dioxo-24-{[(2e)-3-phenylprop-2-enoyl]oxy}-10-propyl-2,7,9,21,27-pentaoxatricyclo[21.3.1.0³,⁸]heptacosan-25-yl (2e)-2-methylbut-2-enoate
Description(1S,3R,4S,5R,6R,8R,10S,16S,23R,24R,25R,26R)-16-(acetyloxy)-4,5,26-trihydroxy-6-methyl-17,20-dioxo-24-[(3-phenylprop-2-enoyl)oxy]-10-propyl-2,7,9,21,27-pentaoxatricyclo[21.3.1.0³,⁸]Heptacosan-25-yl (2E)-2-methylbut-2-enoate belongs to the class of organic compounds known as saccharolipids. Saccharolipids are compounds in which fatty acids are linked directly to a sugar backbone, forming structures that are compatible with membrane bilayers. In the saccharolipids, a sugar substitutes for the glycerol backbone that is present in glycerolipids and glycerophospholipids. The most familiar saccharolipids contain an acylated glucosamine. In contrast to others glycolipids, the fatty acid is not glycosidically linked to the sugar moiety. (1s,3r,4s,5r,6r,8r,10s,16s,23r,24r,25r,26r)-16-(acetyloxy)-4,5,26-trihydroxy-6-methyl-17,20-dioxo-24-{[(2e)-3-phenylprop-2-enoyl]oxy}-10-propyl-2,7,9,21,27-pentaoxatricyclo[21.3.1.0³,⁸]heptacosan-25-yl (2e)-2-methylbut-2-enoate is found in Ipomoea squamosa. Based on a literature review very few articles have been published on (1S,3R,4S,5R,6R,8R,10S,16S,23R,24R,25R,26R)-16-(acetyloxy)-4,5,26-trihydroxy-6-methyl-17,20-dioxo-24-[(3-phenylprop-2-enoyl)oxy]-10-propyl-2,7,9,21,27-pentaoxatricyclo[21.3.1.0³,⁸]Heptacosan-25-yl (2E)-2-methylbut-2-enoate.
Structure
Thumb
Synonyms
ValueSource
(1S,3R,4S,5R,6R,8R,10S,16S,23R,24R,25R,26R)-16-(Acetyloxy)-4,5,26-trihydroxy-6-methyl-17,20-dioxo-24-[(3-phenylprop-2-enoyl)oxy]-10-propyl-2,7,9,21,27-pentaoxatricyclo[21.3.1.0,]heptacosan-25-yl (2E)-2-methylbut-2-enoic acidGenerator
Chemical FormulaC42H58O16
Average Mass818.9100 Da
Monoisotopic Mass818.37249 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
CCC[C@H]1CCCCC[C@H](OC(C)=O)C(=O)CCC(=O)OC[C@H]2O[C@@H](O[C@@H]3[C@@H](O)[C@@H](O)[C@@H](C)O[C@H]3O1)[C@H](O)[C@@H](OC(=O)C(\C)=C\C)[C@@H]2OC(=O)\C=C\C1=CC=CC=C1
InChI Identifier
InChI=1S/C42H58O16/c1-6-14-28-17-12-9-13-18-30(53-26(5)43)29(44)20-22-32(45)51-23-31-37(56-33(46)21-19-27-15-10-8-11-16-27)38(57-40(50)24(3)7-2)36(49)41(55-31)58-39-35(48)34(47)25(4)52-42(39)54-28/h7-8,10-11,15-16,19,21,25,28,30-31,34-39,41-42,47-49H,6,9,12-14,17-18,20,22-23H2,1-5H3/b21-19+,24-7+/t25-,28+,30+,31-,34+,35+,36-,37-,38-,39-,41+,42+/m1/s1
InChI KeyZGJXOLWJZBARNR-WWEQIFPCSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Ipomoea squamosaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as saccharolipids. Saccharolipids are compounds in which fatty acids are linked directly to a sugar backbone, forming structures that are compatible with membrane bilayers. In the saccharolipids, a sugar substitutes for the glycerol backbone that is present in glycerolipids and glycerophospholipids. The most familiar saccharolipids contain an acylated glucosamine. In contrast to others glycolipids, the fatty acid is not glycosidically linked to the sugar moiety.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSaccharolipids
Sub ClassNot Available
Direct ParentSaccharolipids
Alternative Parents
Substituents
  • Saccharolipid
  • Fatty acyl glycoside
  • Fatty acyl glycoside of mono- or disaccharide
  • Macrolide
  • Tetracarboxylic acid or derivatives
  • Alkyl glycoside
  • Cinnamic acid or derivatives
  • Cinnamic acid ester
  • Disaccharide
  • Styrene
  • Fatty acid ester
  • Alpha-acyloxy ketone
  • Monocyclic benzene moiety
  • Fatty acyl
  • Benzenoid
  • Oxane
  • Enoate ester
  • Alpha,beta-unsaturated carboxylic ester
  • Cyclic ketone
  • Secondary alcohol
  • Lactone
  • Ketone
  • Carboxylic acid ester
  • Polyol
  • Acetal
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Oxacycle
  • Organooxygen compound
  • Carbonyl group
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Alcohol
  • 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
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID9495325
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11320368
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]