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

(10)-gingerol
(S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-tetradecanone

Supplier Sponsors

Name:(5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one
CAS Number: 23513-15-7Picture of molecule3D/inchi
FDA UNII:ND6ZLI4J0V
Nikkaji Web:J263.993I
MDL:MFCD01682694
XlogP3-AA:5.30 (est)
Molecular Weight:350.49878000
Formula:C21 H34 O4
NMR Predictor:Predict (works with chrome 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
 
Physical Properties:
Appearance:white solid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 498.00 to 500.00 °C. @ 760.00 mm Hg
Flash Point: 331.00 °F. TCC ( 166.11 °C. )
logP (o/w): 4.900 (est)
Soluble in:
 water, 2.001 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
10-Gingerol >98%
Odor: characteristic
Use: 10-Gingerol is a bioactive compound found in ginger (Zingiber officinale) with anti-inflammatory and antioxidant activity. lt effectively inhibited the growth of these oral pathogens. lt inhibited exogenous ghrelin deacylation.
Carbosynth
For experimental / research use only.
(10)-Gingerol
Dalton Pharma Services
For experimental / research use only.
10-Gingerol >95%
Glentham Life Sciences
[10]-Gingerol
Sigma-Aldrich
For experimental / research use only.
[10]-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 (10)-gingerol usage levels up to:
 not for fragrance use.
 
Recommendation for (10)-gingerol flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :168115
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one
Chemidplus:0023513157
 
References:
 (5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):168115
Pubchem (sid):135123418
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (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):C17496
HMDB (The Human Metabolome Database):HMDB33616
FooDB:FDB011704
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
RSC Learn Chemistry:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 ginger rhizome
Search Trop Picture
 ginger root
Search Trop Picture
 
Synonyms:
[10]-gingerol
10-gingerol
(S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-tetradecanone
(5S)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradecan-3-one
3-tetradecanone, 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-, (5S)-
3-tetradecanone, 5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-, (S)-
 

Articles:

PubMed:Cestocidal activities of ginger (Zingiber officinale) against Hymenolepis nana.
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:Anti-neuroinflammatory capacity of fresh ginger is attributed mainly to 10-gingerol.
PubMed:Pungent ginger components modulates human cytochrome P450 enzymes in vitro.
PubMed:[10]-Gingerdiols as the major metabolites of [10]-gingerol in zebrafish embryos and in humans and their hematopoietic effects in zebrafish embryos.
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:Simultaneous determination of gingerols and shogaol using capillary liquid chromatography and its application in discrimination of three ginger varieties from Indonesia.
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:Purification and differential biological effects of ginger-derived substances on normal and tumor cell lines.
PubMed:Anti-platelet aggregation and vasorelaxing effects of the constituents of the rhizomes of Zingiber officinale.
PubMed:Ginger stimulates hematopoiesis via Bmp pathway in zebrafish.
PubMed:Zingiber officinale (ginger) as an anti-emetic in cancer chemotherapy: a review.
PubMed:[Phenolic and amide constituents from Lycianthes marlipoensis].
PubMed:Cytotoxic, cytoprotective and antioxidant effects of isolated phenolic compounds from fresh ginger.
PubMed:Study on the hypochlolesterolemic and antioxidative effects of tyramine derivatives from the root bark of Lycium chenese Miller.
PubMed:Ginger phenylpropanoids inhibit IL-1beta and prostanoid secretion and disrupt arachidonate-phospholipid remodeling by targeting phospholipases A2.
PubMed:10-Gingerol, a component of rikkunshito, improves cisplatin-induced anorexia by inhibiting acylated ghrelin degradation.
PubMed:Pressurized liquid extraction of ginger (Zingiber officinale Roscoe) with bioethanol: an efficient and sustainable approach.
PubMed:Examination of the pharmacokinetics of active ingredients of ginger in humans.
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:Quantitative analysis of ginger components in commercial products using liquid chromatography with electrochemical array detection.
PubMed:Quantitation of 6-, 8- and 10-Gingerols and 6-Shogaol in Human Plasma by High-Performance Liquid Chromatography with Electrochemical Detection.
PubMed:Cyclooxygenase-2 inhibitors in ginger (Zingiber officinale).
PubMed:Zingiber officinale (ginger) compounds have tetracycline-resistance modifying effects against clinical extensively drug-resistant Acinetobacter baumannii.
PubMed:Larvicidal constituents of Zingiber officinale (ginger) against Anisakis simplex.
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:Larvicidal activities of ginger (Zingiber officinale) against Angiostrongylus cantonensis.
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:Effect of [10]-gingerol on [ca2+]i and cell death in human colorectal cancer cells.
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:Antibacterial activity of [10]-gingerol and [12]-gingerol isolated from ginger rhizome against periodontal bacteria.
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:Liquid chromatographic determination of 6-, 8-, 10-gingerol, and 6-shogaol in ginger (Zingiber officinale) as the raw herb and dried aqueous extract.
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:A nonpungent component of steamed ginger--[10]-shogaol--increases adrenaline secretion via the activation of TRPV1.
PubMed:Species differences in the prokinetic effects of ginger.
PubMed:Variation in concentration and labeling of ginger root dietary supplements.
PubMed:The effect of extracts from ginger rhizome on inflammatory mediator production.
PubMed:Synergistic effect of [10]-gingerol and aminoglycosides against vancomycin-resistant enterococci (VRE).
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:Cardiovascular effects of ginger aqueous extract and its phenolic constituents are mediated through multiple pathways.
PubMed:5-HT3 receptor blocking activity of arylalkanes isolated from the rhizome of Zingiber officinale.
PubMed:Gingerol content of diploid and tetraploid clones of ginger (Zingiber officinale Roscoe).
PubMed:Ginger (Zingiber officinale Roscoe) and the gingerols inhibit the growth of Cag A+ strains of Helicobacter pylori.
PubMed:Gingerol, isoproterenol and ouabain normalize impaired post-rest behavior but not force-frequency relation in failing human myocardium.
PubMed:Stimulation of sarcoplasmic reticulum Ca(2+)-ATPase by gingerol analogues.
PubMed:[Qualitative and quantitative analysis of bioactive principles in Zingiberis Rhizoma by means of high performance liquid chromatography and gas liquid chromatography. On the evaluation of Zingiberis Rhizoma and chemical change of constituents during Zingiberis Rhizoma processing].
PubMed:[The effect of ginger on serotonin induced hypothermia and diarrhea].
PubMed:Gastrointestinal motility enhancing effect of ginger and its active constituents.
PubMed:Cholagogic effect of ginger and its active constituents.
 
Notes:
Constit. of ginger, the rhizome of Zingiber officinale
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