Structure Database (LMSD)

Common Name
2'-O-cis-coumaroylgardoside
Systematic Name
Synonyms
LM ID
LMPR0102070038
Formula
C25H28O12
Exact Mass
Calculate m/z
520.15808
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)
QPNFBUARICHXGG-LHDFCRTISA-N
InChi (Click to copy)
InChI=1S/C25H28O12/c1-11-16(28)8-14-15(23(32)33)10-34-24(19(11)14)37-25-22(21(31)20(30)17(9-26)35-25)36-18(29)7-4-12-2-5-13(27)6-3-12/h2-7,10,14,16-17,19-22,24-28,30-31H,1,8-9H2,(H,32,33)/b7-4-/t14-,16+,17-,19-,20-,21+,22-,24+,25+/m1/s1
SMILES (Click to copy)
[C@@]12([H])C(=C)[C@H](C[C@]1([H])C(C(=O)O)=CO[C@H]2O[C@H]1[C@H](OC(=O)/C=C\C2=CC=C(O)C=C2)[C@H]([C@H](O)[C@@H](CO)O1)O)O

Other Databases

PubChem CID
171118933

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 4
Aromatic Rings 1
Rotatable Bonds 8
Van der Waals Molecular Volume 465.08
Topological Polar Surface Area 196.58
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 12
logP 1.94
Molar Refractivity 127.28

Admin

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