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Category: natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Appearance: | white oily solid (est) |
| Assay: | 95.00 to 100.00 %
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| Food Chemicals Codex Listed: | No |
| Boiling Point: | 475.00 to 477.00 °C. @ 760.00 mm Hg
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| Flash Point: | 324.00 °F. TCC ( 162.22 °C. )
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| logP (o/w): | 3.881 (est) |
| Soluble in: |
| | water, 20.32 mg/L @ 25 °C (est) |
Organoleptic Properties:
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| Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
Safety Information:
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| Hazards identification |
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| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
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| Pictogram | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
intraperitoneal-mouse LD50 > 100 mg/kg Zhongguo Yaoxue Zazhi. Chinese Pharmacuetical Journal. Vol. 25, Pg. 231, 1990.
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | natural substances and extractives |
| Recommendation for (8)-gingerol usage levels up to: | | | not for fragrance use.
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| Recommendation for (8)-gingerol flavor usage levels up to: |
| | not for flavor use.
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Safety References:
References:
| | (5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)dodecan-3-one |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 168114 |
| Pubchem (sid): | 135123274 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| 3- | dodecanone, 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-, (5S)- | | 3- | dodecanone, 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-, (S)-(+)- | | [8]- | gingerol | | 8- | gingerol | | (S)-(+)-5- | hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-dodecanone | | (5S)-5- | hydroxy-1-(4-hydroxy-3-methoxyphenyl)dodecan-3-one |
Articles:
| PubMed: | 6-Shogaol exerts anti-proliferative and pro-apoptotic effects through the modulation of STAT3 and MAPKs signaling pathways. |
| PubMed: | Variations in the contents of gingerols and chromatographic fingerprints of ginger root extracts prepared by different preparation methods. |
| PubMed: | Enterohepatic recirculation of bioactive ginger phytochemicals is associated with enhanced tumor growth-inhibitory activity of ginger extract. |
| PubMed: | Active components of ginger potentiate β-agonist-induced relaxation of airway smooth muscle by modulating cytoskeletal regulatory proteins. |
| PubMed: | Densitometric HPTLC analysis of 8-gingerol in Zingiber officinale extract and ginger-containing dietary supplements, teas and commercial creams. |
| PubMed: | [8]-Gingerol inhibits melanogenesis in murine melanoma cells through down-regulation of the MAPK and PKA signal pathways. |
| PubMed: | Pungent ginger components modulates human cytochrome P450 enzymes in vitro. |
| PubMed: | Highly efficient sample preparation and quantification of constituents from traditional Chinese herbal medicines using matrix solid-phase dispersion extraction and UPLC-MS/MS. |
| PubMed: | Ginger phytochemicals exhibit synergy to inhibit prostate cancer cell proliferation. |
| PubMed: | [Effect of Zingiber offiicinale and Aconitum cainichaeli before and after compatibility on contents of four gingerols]. |
| PubMed: | Effects of ginger and its constituents on airway smooth muscle relaxation and calcium regulation. |
| PubMed: | Gingerols of Zingiber officinale enhance glucose uptake by increasing cell surface GLUT4 in cultured L6 myotubes. |
| PubMed: | Putative mycobacterial efflux inhibitors from the seeds of Aframomum melegueta. |
| PubMed: | Zingiber officinale (ginger) as an anti-emetic in cancer chemotherapy: a review. |
| PubMed: | Phenylpropanoid ester from Zingiber officinale and their inhibitory effects on the production of nitric oxide. |
| PubMed: | Examination of the pharmacokinetics of active ingredients of ginger in humans. |
| PubMed: | Immunosuppressive activity of 8-gingerol on immune responses in mice. |
| PubMed: | Ginger suppresses phthalate ester-induced airway remodeling. |
| PubMed: | Effects of ginger constituents on the gastrointestinal tract: role of cholinergic M3 and serotonergic 5-HT3 and 5-HT4 receptors. |
| PubMed: | Preparation of the monomers of gingerols and 6-shogaol by flash high speed counter-current chromatography. |
| PubMed: | RP-thin layer chromatographic method for the quantification of three gingerol homologs of ultrasonic-assisted fresh rhizome extracts of Zingiber officinale collected from North Western Himalayas. |
| PubMed: | Comparative antioxidant and anti-inflammatory effects of [6]-gingerol, [8]-gingerol, [10]-gingerol and [6]-shogaol. |
| PubMed: | Identification and quantification of gingerols and related compounds in ginger dietary supplements using high-performance liquid chromatography-tandem mass spectrometry. |
| PubMed: | Simultaneous determination of 6-gingerol, 8-gingerol, 10-gingerol and 6-shogaol in rat plasma by liquid chromatography-mass spectrometry: Application to pharmacokinetics. |
| PubMed: | Muscarinic, Ca(++) antagonist and specific butyrylcholinesterase inhibitory activity of dried ginger extract might explain its use in dementia. |
| PubMed: | Analysis of anti-platelet aggregation components of Rhizoma Zingiberis using chicken thrombocyte extract and high performance liquid chromatography. |
| PubMed: | Pharmacokinetics of 6-gingerol, 8-gingerol, 10-gingerol, and 6-shogaol and conjugate metabolites in healthy human subjects. |
| PubMed: | High-performance liquid chromatographic analysis of 6-gingerol, 8-gingerol, 10-gingerol, and 6-shogaol in ginger-containing dietary supplements, spices, teas, and beverages. |
| PubMed: | Species differences in the prokinetic effects of ginger. |
| PubMed: | Variation in concentration and labeling of ginger root dietary supplements. |
| PubMed: | Mode of action of gingerols and shogaols on 5-HT3 receptors: binding studies, cation uptake by the receptor channel and contraction of isolated guinea-pig ileum. |
| PubMed: | 5-HT3 receptor blocking activity of arylalkanes isolated from the rhizome of Zingiber officinale. |
| PubMed: | Effective anti-platelet and COX-1 enzyme inhibitors from pungent constituents of ginger. |
| PubMed: | Gingerols: a novel class of vanilloid receptor (VR1) agonists. |
| PubMed: | Stimulation of sarcoplasmic reticulum Ca(2+)-ATPase by gingerol analogues. |
| PubMed: | Modulation of eicosanoid-induced contraction of mouse and rat blood vessels by gingerols. |
| PubMed: | Chemical structural requirement in gingerol derivatives for potentiation of prostaglandin F2 alpha-induced contraction in isolated mesenteric veins of mice. |
| PubMed: | Suppression of spontaneous calcium spikes and contraction in isolated portal veins of mice by gingerols and chemically related compounds. |
| PubMed: | Cardiotonic action of [8]-gingerol, an activator of the Ca++-pumping adenosine triphosphatase of sarcoplasmic reticulum, in guinea pig atrial muscle. |
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