Structure Database (LMSD)

Common Name
6'-O-caffeoylioxide
Systematic Name
Synonyms
  • 6'-O-caffeoylixoside
LM ID
LMPR0102070039
Formula
C25H26O14
Exact Mass
Calculate m/z
550.13226
Status
Active
Show lipids differing only in stereochemistry/bond geometry

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]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Gardenia jasminoides (#114476)
Magnoliopsida (#3398)
Two new iridoid glycosides from the fruit of Gardenia jasminoides.,
Nat Prod Res, 2020
Pubmed ID: 32594764

String Representations

InChiKey (Click to copy)
HYDBPNFUXPKLFO-SJSUWJCVSA-N
InChi (Click to copy)
InChI=1S/C25H26O14/c26-14-5-1-10(7-15(14)27)2-6-17(28)36-9-16-19(29)20(30)21(31)25(38-16)39-24-18-11(3-4-12(18)22(32)33)13(8-37-24)23(34)35/h1-2,4-8,11,16,18-21,24-27,29-31H,3,9H2,(H,32,33)(H,34,35)/b6-2+/t11-,16-,18+,19-,20+,21-,24+,25+/m1/s1
SMILES (Click to copy)
[C@@]12([H])C(=CC[C@]1([H])C(C(=O)O)=CO[C@H]2O[C@H]1[C@H](O)[C@H]([C@H](O)[C@@H](COC(=O)/C=C/C2=CC=C(O)C(O)=C2)O1)O)C(=O)O

Other Databases

PubChem CID
171119117

Calculated Physicochemical Properties

Heavy Atoms 39
Rings 4
Aromatic Rings 1
Rotatable Bonds 9
Van der Waals Molecular Volume 480.02
Topological Polar Surface Area 233.88
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 14
logP 1.45
Molar Refractivity 129.00

Admin

Created at
24th Jul 2020
Updated at
28th Oct 2021