LIPID MAPS

Structure Database (LMSD)

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Common Name

[10]-Gingerol

Systematic Name

5S-hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one

Synonyms

LM ID

LMPK15020009

Formula

C₂₁H₃₄O₄

Exact Mass

Calculate m/z

350.24571

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

AIULWNKTYPZYAN-SFHVURJKSA-N

InChi (Click to copy)

InChI=1S/C21H34O4/c1-3-4-5-6-7-8-9-10-18(22)16-19(23)13-11-17-12-14-20(24)21(15-17)25-2/h12,14-15,18,22,24H,3-11,13,16H2,1-2H3/t18-/m0/s1

SMILES (Click to copy)

C1=CC(O)=C(OC)C=C1CCC(=O)C[C@@H](O)CCCCCCCCC

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Zingiber officinale (#94328)

Magnoliopsida (#3398)

Total Synthesis of Natural Gingerols, the Three Active Principles of Ginger,
j Org Chem, 1993

DOI: 10.1021/jo00060a038

Other Databases

KEGG ID

C17496

CHEBI ID

81134

PubChem CID

168115

Calculated Physicochemical Properties

Heavy Atoms 25

Rings 1

Aromatic Rings 1

Rotatable Bonds 14

Van der Waals Molecular Volume 373.20

Topological Polar Surface Area 66.76

Hydrogen Bond Donors 2

Hydrogen Bond Acceptors 4

logP 5.08

Molar Refractivity 101.73

Admin

Created at

6th Jul 2022

Updated at