Structure Database (LMSD)

Common Name
Secoxyloganin
Systematic Name
(2S,3R,4S)-3-ethenyl-2-(β-D-glucopyranosyloxy)-3,4-dihydro-5-(methoxycarbonyl)-2H-pyran-4-acetic acid
Synonyms
LM ID
LMPR01020139
Formula
C17H24O11
Exact Mass
Calculate m/z
404.131865
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C10 isoprenoids (monoterpenes) [PR0102]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Lonicera japonica (#105884)
Magnoliopsida (#3398)
Screening and identification of the antibacterial bioactive compounds from Lonicera japonica Thunb. leaves.,
Food Chem, 2013
Pubmed ID: 23265495

String Representations

InChiKey (Click to copy)
MQLSOVRLZHTATK-PEYNGXJCSA-N
InChi (Click to copy)
InChI=1S/C17H24O11/c1-3-7-8(4-11(19)20)9(15(24)25-2)6-26-16(7)28-17-14(23)13(22)12(21)10(5-18)27-17/h3,6-8,10,12-14,16-18,21-23H,1,4-5H2,2H3,(H,19,20)/t7-,8+,10-,12-,13+,14-,16+,17+/m1/s1
SMILES (Click to copy)
[C@@]1([H])(C=C)[C@@H](OC=C(C(=O)OC)[C@@]1([H])CC(O)=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O

Other Databases

CHEBI ID
132712
PubChem CID
162868

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 2
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 364.07
Topological Polar Surface Area 176.35
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 11
logP 0.11
Molar Refractivity 92.82

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Created at
26th Apr 2021
Updated at
26th Apr 2021