Structure Database (LMSD)

Common Name
Genipin 1-gentiobioside
Systematic Name
Synonyms
LM ID
LMPR0102070060
Formula
C23H34O15
Exact Mass
Calculate m/z
550.189775
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
Genipa americana (#58486)
Magnoliopsida (#3398)
Iridoid glucosides from the fruit of Genipa americana.,
Chem Pharm Bull (Tokyo), 2005
Pubmed ID: 16204999

String Representations

InChiKey (Click to copy)
FYZYXYLPBWLLGI-AUOPOVQUSA-N
InChi (Click to copy)
InChI=1S/C23H34O15/c1-33-20(32)10-6-34-21(13-8(4-24)2-3-9(10)13)38-23-19(31)17(29)15(27)12(37-23)7-35-22-18(30)16(28)14(26)11(5-25)36-22/h2,6,9,11-19,21-31H,3-5,7H2,1H3/t9-,11-,12-,13-,14-,15-,16+,17+,18-,19-,21+,22-,23+/m1/s1
SMILES (Click to copy)
[C@@]12([H])C(=CC[C@]1([H])C(C(=O)OC)=CO[C@H]2O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)O1)CO

Other Databases

KEGG ID
C16965
CHEBI ID
80829
PubChem CID
3082301

Calculated Physicochemical Properties

Heavy Atoms 38
Rings 4
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 480.95
Topological Polar Surface Area 240.50
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 15
logP -0.40
Molar Refractivity 126.33

Admin

Created at
25th Jul 2023
Updated at
25th Jul 2023