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[8]-Gingerol

analytical standard

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C19H30O4
Numéro CAS:
23513-08-8
Poids moléculaire :
322.44
Numéro Beilstein :
2059802
Numéro MDL:
MFCD00877794
Code UNSPSC :
85151701
ID de substance PubChem :
329747317
Nomenclature NACRES :
NA.24

Qualité

analytical standard

Niveau de qualité

100

Pureté

≥95.0% (HPLC)

Durée de conservation

limited shelf life, expiry date on the label

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Application(s)

food and beverages

Format

neat

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

BCIWKKMTBRYQJU-INIZCTEOSA-N

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Description générale

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.

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).

Actions biochimiques/physiologiques

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

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Autres remarques

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

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
BCCL4688
BCCH5924
BCCJ1388
BCCG7405
BCCC4919

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Shogaol ≥90% (HPLC)

Sigma-Aldrich

SMB00311

Shogaol

8-Shogaol phyproof® Reference Substance

PHL83910

8-Shogaol

10-Shogaol phyproof® Reference Substance

PHL83911

10-Shogaol

[6]-Gingerol, Zingiber officinale An antitumor, apoptosis-inducing compound of the ginger family that blocks EGF-induced cell transformation by inhibiting the activation of Activator Protein-1 (AP-1).

Sigma-Aldrich

345868

[6]-Gingerol, Zingiber officinale

Zingerone analytical standard

Supelco

88787

Zingerone

[6]-Gingerol phyproof® Reference Substance

PHL89201

[6]-Gingerol

Curcumin ≥94% (curcuminoid content), ≥80% (Curcumin)

Sigma-Aldrich

C7727

Curcumin

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)
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)
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
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)
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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