EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

(8)-gingerol
(S)-(+)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-dodecanone

Supplier Sponsors

Name:(5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)dodecan-3-one
CAS Number: 23513-08-8Picture of molecule3D/inchi
FDA UNII: LB0IJB138K
Nikkaji Web:J55.618A
MDL:MFCD00877794
XlogP3-AA:4.20 (est)
Molecular Weight:322.44490000
Formula:C19 H30 O4
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Appearance:white oily solid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 475.00 to 477.00 °C. @ 760.00 mm Hg
Flash Point: 324.00 °F. TCC ( 162.22 °C. )
logP (o/w): 3.881 (est)
Soluble in:
 water, 20.32 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
[8]-Gingerol 98%
BOC Sciences
For experimental / research use only.
8-Gingerol >98%
Odor: characteristic
Use: 8-Gingerol is a bioactive compound found in ginger (Zingiber officinale) with anti-inflammatory and antioxidant activity. lt could be used as an effective skin-whitening agent. lt shows antipyretic and anti-inflammation characteristics.
Dalton Pharma Services
For experimental / research use only.
8-Gingerol >95%
ExtraSynthese
For experimental / research use only.
8-Gingerol (HPLC) ≥90%
Glentham Life Sciences
[8]-Gingerol
Sigma-Aldrich
For experimental / research use only.
[8]-Gingerol analytical standard
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
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.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for (8)-gingerol usage levels up to:
 not for fragrance use.
 
Recommendation for (8)-gingerol flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :168114
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)dodecan-3-one
Chemidplus:0023513088
 
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:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C17495
HMDB (The Human Metabolome Database):HMDB33615
FooDB:FDB011703
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 ginger rhizome
Search Trop Picture
 ginger rhizome oil
Search Trop Picture
 ginger root
Search Trop Picture
 
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.
 
Notes:
Constit. of ginger, the rhizome of Zingiber officinale
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