Structure Database (LMSD)

O HO HO H H HO OH OH O H O O
Common Name
Ixoroside
Systematic Name
Synonyms
LM ID
LMPR0102070041
Formula
C16H24O9
Exact Mass
Calculate m/z
360.142035
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C10 isoprenoids (monoterpenes) [PR0102]
Iridoid, 10-alkyliridoid and secoiridoid monoterpenoids [PR010207]

String Representations

InChiKey (Click to copy)
XQUFDDXBHJINGZ-PSWNKMJPSA-N
InChi (Click to copy)
InChI=1S/C16H24O9/c1-16(22)3-2-8-7(4-17)6-23-14(10(8)16)25-15-13(21)12(20)11(19)9(5-18)24-15/h4,6,8-15,18-22H,2-3,5H2,1H3/t8-,9-,10-,11-,12+,13-,14+,15+,16+/m1/s1
SMILES (Click to copy)
[C@@]12([H])[C@@](O)(CC[C@]1([H])C(C(=O)[H])=CO[C@H]2O[C@H]1[C@H](O)[C@H]([C@H](O)[C@@H](CO)O1)O)C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Tarenna asiatica (#1378008)
Magnoliopsida (#3398)
Studies on monoterpene glucosides and related natural products. XXXII Iridoid Glucosides of Tarenna kotoensis var. gyokushinka,
Chem. Pharm. Bull, 1976

Other Databases

PubChem CID
21603216

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 3
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 322.11
Topological Polar Surface Area 150.05
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 9
logP 0.31
Molar Refractivity 84.78

Admin

Created at
24th Jul 2020
Updated at
24th Jul 2020