LIPID MAPS

Structure Database (LMSD)

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Common Name

Sieboldin

Systematic Name

3,4,2',4',6'-Pentahydroxydihydrochalcone 4'-glucoside

Synonyms

LM ID

LMPK12120530

Formula

C₂₁H₂₄O₁₁

Exact Mass

Calculate m/z

452.131866

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Viridiplantae (#33090)

Flavonoid imported from http://metabolomics.jp/

Malus sieboldii (#106566)

Magnoliopsida (#3398)

Dihydrochalcones of Malus species,
J Chem Soc, 1961

DOI: 10.1039/JR9610004133

String Representations

InChiKey (Click to copy)

XJHMLSKQZFKMLL-QNDFHXLGSA-N

InChi (Click to copy)

InChI=1S/C21H24O11/c22-8-16-18(28)19(29)20(30)21(32-16)31-10-6-14(26)17(15(27)7-10)12(24)4-2-9-1-3-11(23)13(25)5-9/h1,3,5-7,16,18-23,25-30H,2,4,8H2/t16-,18-,19+,20-,21-/m1/s1

SMILES (Click to copy)

c1(ccc(cc1O)CCC(=O)c1c(O)cc(O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)cc1O)O

Other Databases

METABOLOMICS ID

FL1DACGS0001

PubChem CID

44596244

Calculated Physicochemical Properties

Heavy Atoms 32

Rings 3

Aromatic Rings 2

Rotatable Bonds 7

Van der Waals Molecular Volume 391.19

Topological Polar Surface Area 199.44

Hydrogen Bond Donors 8

Hydrogen Bond Acceptors 11

logP -1.59

Molar Refractivity 105.52

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Created at

Updated at

9th Oct 2026