Structure Database (LMSD)

Common Name
Pennelliiside B
Systematic Name
2,4-O-diisobutyryl 3-O-(8-methylnonanoyl)-d-glucose
Synonyms
LM ID
LMSL05000010
Formula
C24H42O9
Exact Mass
Calculate m/z
474.282885
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Saccharolipids [SL]
Other acyl sugars [SL05]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Solanum pennellii (#28526)
Magnoliopsida (#3398)
Pennelliisides A-C, 2,3,4-Trisubstituted Acyl Glucoses Isolated from Solanum pennellii.,
J Nat Prod, 2020
Pubmed ID: 32803973

String Representations

InChiKey (Click to copy)
YTHLWGABNVZNEQ-QGZVAWBXSA-N
InChi (Click to copy)
InChI=1S/C24H42O9/c1-14(2)11-9-7-8-10-12-18(26)31-20-19(32-22(27)15(3)4)17(13-25)30-24(29)21(20)33-23(28)16(5)6/h14-17,19-21,24-25,29H,7-13H2,1-6H3/t17-,19-,20+,21-,24?/m1/s1
SMILES (Click to copy)
CC(CCCCCCC(=O)O[C@@H]1[C@H](C(O[C@@H]([C@H]1OC(C(C)C)=O)CO)O)OC(C(C)C)=O)C

Other Databases

PubChem CID
155937543

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 1
Aromatic Rings
Rotatable Bonds 16
Van der Waals Molecular Volume 482.59
Topological Polar Surface Area 130.66
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 9
logP 4.46
Molar Refractivity 122.87

Admin

Created at
17th Dec 2021
Updated at
17th Dec 2021