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Merck
CN

01514

[8]-Gingerol

analytical standard

Synonym(s):

(S)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-dodecanone, 8-Gingerol

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About This Item

Empirical Formula (Hill Notation):
C19H30O4
CAS Number:
23513-08-8
Molecular Weight:
322.44
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329747317
MDL number:
MFCD00877794
Beilstein/REAXYS Number:
2059802

Key Documents

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Product Name

[8]-Gingerol, analytical standard

InChI key

BCIWKKMTBRYQJU-INIZCTEOSA-N

SMILES string

CCCCCCC[C@H](O)CC(=O)CCc1ccc(O)c(OC)c1

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

grade

analytical standard

assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

storage temp.

2-8°C

Quality Level

100

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Application

It may be used as reference standard during quantification of 6-, 8- and 10-gingerols and 6-shogaol in human plasma using HPLC with electrochemical detection.
[8]-Gingerol may be used as a reference standard in the determination of [8]-gingerol in dietary supplements, food products and beverages using high-performance liquid chromatography (HPLC).

Biochem/physiol Actions

[8]-Gingerol is a bioactive compound found in ginger (Zingiber officinale) with anti-inflammatory and antioxidant activity.

General description

Gingerol is the pungent component of ginger roots. 8-Gingerol has a chain length of n8. It is a homologous series of phenolic ketones.
[8]-Gingerol is a bioactive constituent of ginger. It exhibits anti-inflammatory, anticancer, anti-oxidant and anti-ulcer properties.

Other Notes

This compound is commonly found in plants of the genus: zingiber

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN4027
BCCL4688
BCCH5924
BCCJ1388
BCCG7405

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High-performance liquid chromatography-electrospray mass spectrometric analysis of pungent constituents of ginger.
He, Xian-guo, et al.
Journal of Chromatography A, 796.2, 327-334 (1998)
Comparative antioxidant and anti-inflammatory effects of [6]-gingerol,[8]-gingerol,[10]-gingerol and [6]-shogaol.
Dugasani S, et al.
Journal of Ethnopharmacology, 127(2), 515-520 (2010)
High-performance liquid chromatographic analysis of 6-gingerol, 8-gingerol, 10-gingerol, and 6-shogaol in ginger-containing dietary supplements, spices, teas, and beverages.
Schwertner HA and Rios DC
Journal of Chromatography. B, Biomedical Sciences and Applications, 856(1-2), 41-47 (2007)
Suzanna M Zick et al.
International journal of biomedical science : IJBS, 6(3), 233-240 (2010-11-13)
Zingiber officinale is one of the most commonly used spices. We developed a method to determine the main pungent ginger constituents, 6-, 8- and 10-gingerols and 6-shogaol in human plasma. Quantitation was achieved using a reversed-phase C(18) column using high-performance
Suzanna M Zick et al.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology, 17(8), 1930-1936 (2008-08-19)
Ginger shows promising anticancer properties. No research has examined the pharmacokinetics of the ginger constituents 6-gingerol, 8-gingerol, 10-gingerol, and 6-shogaol in humans. We conducted a clinical trial with 6-gingerol, 8-gingerol, 10-gingerol, and 6-shogaol, examining the pharmacokinetics and tolerability of these
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