LIPID MAPS

Structure Database (LMSD)

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Common Name

[8]-Gingerol

Systematic Name

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

Synonyms

LM ID

LMPK15020008

Formula

C₁₉H₃₀O₄

Exact Mass

Calculate m/z

322.21441

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

BCIWKKMTBRYQJU-INIZCTEOSA-N

InChi (Click to copy)

InChI=1S/C19H30O4/c1-3-4-5-6-7-8-16(20)14-17(21)11-9-15-10-12-18(22)19(13-15)23-2/h10,12-13,16,20,22H,3-9,11,14H2,1-2H3/t16-/m0/s1

SMILES (Click to copy)

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

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

C17495

CHEBI ID

81133

PubChem CID

168114

Calculated Physicochemical Properties

Heavy Atoms 23

Rings 1

Aromatic Rings 1

Rotatable Bonds 12

Van der Waals Molecular Volume 338.60

Topological Polar Surface Area 66.76

Hydrogen Bond Donors 2

Hydrogen Bond Acceptors 4

logP 4.30

Molar Refractivity 92.50

Admin

Created at

6th Jul 2022

Updated at