Structure Database (LMSD)

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
View MassBank spectra

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Phenolic lipids [PK15]
Alkyl catechols and derivatives [PK1502]

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

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

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
6th Jul 2022