Structure Database (LMSD)

Common Name
6,8-Di-C-glucopyranosylnaringenin
Systematic Name
5,7,4'-Trihydroxy-6,8-di-C-glucopyranosylflavanone
Synonyms
LM ID
LMPK12140225
Formula
C27H32O15
Exact Mass
Calculate m/z
596.174125
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Flavonoids [PK12]
Flavanones [PK1214]

String Representations

InChiKey (Click to copy)
KLDARLGFVGIIIL-NZCHJKHZSA-N
InChi (Click to copy)
InChI=1S/C27H32O15/c28-6-12-17(32)21(36)23(38)26(41-12)15-19(34)14-10(31)5-11(8-1-3-9(30)4-2-8)40-25(14)16(20(15)35)27-24(39)22(37)18(33)13(7-29)42-27/h1-4,11-13,17-18,21-24,26-30,32-39H,5-7H2/t11?,12-,13-,17-,18-,21+,22+,23-,24-,26+,27+/m1/s1
SMILES (Click to copy)
C1(O)=C([C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)C2OC(C3C=CC(O)=CC=3)CC(=O)C=2C(O)=C1[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Ziziphus jujuba (#326968)
Magnoliopsida (#3398)
Studies on the Constituents of Zizyphi Fructus. V. Structures of Glycosides of Benzyl Alcohol, Vomifoliol and Naringenin,
Chem Pharm Bull, 1981
Viridiplantae (#33090)
Flavonoid imported from http://metabolomics.jp/

Other Databases

HMDB ID
HMDB0037407
METABOLOMICS ID
FL2FAACS0003
PubChem CID
14427359

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 5
Aromatic Rings 2
Rotatable Bonds 5
Van der Waals Molecular Volume 505.43
Topological Polar Surface Area 273.50
Hydrogen Bond Donors 11
Hydrogen Bond Acceptors 15
logP 0.40
Molar Refractivity 140.71

Admin

Created at
-
Updated at
20th Jun 2024