| Name: | (3S,8R,9R,10R,12R,13R,14S,17S)-17-[(2R)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol |
| CAS Number: | 7755-01-3 |  3D/inchi
|
| FDA UNII: | P6717R7BP8 |
| MDL: | MFCD12032048 |
| XlogP3-AA: | 7.20 (est) |
| Molecular Weight: | 460.74204000 |
| Formula: | C30 H52 O3 |
| NMR Predictor: | Predict (works with chrome, Edge or firefox) |
Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00
|
| Food Chemicals Codex Listed: | No |
| Boiling Point: | 559.50 °C. @ 760.00 mm Hg (est)
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| Flash Point: | 439.00 °F. TCC ( 226.10 °C. ) (est)
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| logP (o/w): | 7.590 (est) |
| Soluble in: |
| | water, 0.0005767 mg/L @ 25 °C (est) |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
Safety Information:
| Preferred SDS: View |
| |
| 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 | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
|
Not determined
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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 protopanaxadiol usage levels up to: | | | not for fragrance use.
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| |
| Recommendation for protopanaxadiol 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 :3080644 |
| National Institute of Allergy and Infectious Diseases:Data |
| WGK Germany:3 |
| (3S,8R,9R,10R,12R,13R,14S,17S)-17-[(2R)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol |
| Chemidplus:0007755013 |
References:
| | (3S,8R,9R,10R,12R,13R,14S,17S)-17-[(2R)-2-hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 3080644 |
| Pubchem (sid): | 135227198 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| | dammar-24-ene-3,12,20-triol, (3beta,12beta,20R)- | | (3S,8R,9R,10R,12R,13R,14S,17S)-17-[(2R)-2- | hydroxy-6-methylhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol |
Articles:
| PubMed:Influence of B-Complex Vitamins on the Pharmacokinetics of Ginsenosides Rg1, Rb1, and Ro After Oral Administration. |
| PubMed:Protopanaxadiol and Protopanaxatriol-Type Saponins Ameliorate Glucose and Lipid Metabolism in Type 2 Diabetes Mellitus in High-Fat Diet/Streptozocin-Induced Mice. |
| PubMed:Effects of Panax ginseng extracts prepared at different steaming times on thermogenesis in rats. |
| PubMed:Production of the Rare Ginsenoside Rh2-MIX (20(S)-Rh2, 20(R)-Rh2, Rk2, and Rh3) by Enzymatic Conversion Combined with Acid Treatment and Evaluation of Its Anti-Cancer Activity. |
| PubMed:Fermentation of protopanaxadiol type ginsenosides (PD) with probiotic Bifidobacterium lactis and Lactobacillus rhamnosus. |
| PubMed:Flavored black ginseng exhibited antitumor activity via improving immune function and inducing apoptosis. |
| PubMed:The Ginsenoside Derivative 20(S)-Protopanaxadiol Inhibits Solar Ultraviolet Light-Induced Matrix Metalloproteinase-1 Expression. |
| PubMed:Comparison of Ginsenoside Contents in Different Parts of Korean Ginseng (Panax ginseng C.A. Meyer). |
| PubMed:Adaptogenic herb ginseng (Panax) as medical food: Status quo and future prospects. |
| PubMed:Purification and characterization of a novel ginsenoside Rc-hydrolyzing β-glucosidase from Armillaria mellea mycelia. |
| PubMed:Identification of NF-κB inhibitors following Shenfu injection and bioactivity-integrated UPLC/Q-TOF-MS and screening for related anti-inflammatory targets in vitro and in silico. |
| PubMed:Fermented Ginseng Contains an Agonist of Peroxisome Proliferator Activated Receptors α and γ. |
| PubMed:Korean Ginseng Berry Fermented by Mycotoxin Non-producing Aspergillus niger and Aspergillus oryzae: Ginsenoside Analyses and Anti-proliferative Activities. |
| PubMed:Neuroprotective and Cognition-Enhancing Effects of Compound K Isolated from Red Ginseng. |
| PubMed:Stereoselective pharmacokinetic and metabolism studies of 20(S)- and 20(R)-ginsenoside Rg₃ epimers in rat plasma by liquid chromatography-electrospray ionization mass spectrometry. |
| PubMed:Production of dammarane-type sapogenins in rice by expressing the dammarenediol-II synthase gene from Panax ginseng C.A. Mey. |
| PubMed:20-O-β-D-glucopyranosyl-20(S)-protopanaxadiol, a metabolite of ginsenoside Rb1, enhances the production of hyaluronic acid through the activation of ERK and Akt mediated by Src tyrosin kinase in human keratinocytes. |
| PubMed:Bioavailability of ginsenosides from white and red ginsengs in the simulated digestion model. |
| PubMed:The ginsenoside 20-O-β-D-glucopyranosyl-20(S)-protopanaxadiol induces autophagy and apoptosis in human melanoma via AMPK/JNK phosphorylation. |
| PubMed:Saponins in the genus Panax L. (Araliaceae): a systematic review of their chemical diversity. |
| PubMed:Ginsenoside Rb1 eliminates HIV-1 (D3)-transduced cytoprotective human macrophages by inhibiting the AKT pathway. |
| PubMed:20-O-β-D-glucopyranosyl-20(S)-protopanaxadiol suppresses UV-Induced MMP-1 expression through AMPK-mediated mTOR inhibition as a downstream of the PKA-LKB1 pathway. |
| PubMed:Effects and mechanisms of ginseng and ginsenosides on cognition. |
| PubMed:Characterization of a ginsenoside-transforming β-glucosidase from Paenibacillus mucilaginosus and its application for enhanced production of minor ginsenoside F₂. |
| PubMed:20-O-β-D-glucopyranosyl-20(S)-protopanaxadiol-fortified ginseng extract attenuates the development of atopic dermatitis-like symptoms in NC/Nga mice. |
| PubMed:Compound K induces apoptosis of bladder cancer T24 cells via reactive oxygen species-mediated p38 MAPK pathway. |
| PubMed:A new protopanaxadiol-type ginsenoside from the roots of Panax notoginseng. |
| PubMed:Panax ginseng extract rich in ginsenoside protopanaxatriol offers combinatorial effects in nitric oxide production via multiple signaling pathways. |
| PubMed:Rapid chemical profiling of saponins in the flower buds of Panax notoginseng by integrating MCI gel column chromatography and liquid chromatography/mass spectrometry analysis. |
| PubMed:Ginsenosides Rb₁ and Rd regulate proliferation of mature keratinocytes through induction of p63 expression in hair follicles. |
| PubMed:Ginsenoside Re ameliorates inflammation by inhibiting the binding of lipopolysaccharide to TLR4 on macrophages. |
| PubMed:Preventive effects of protopanaxadiol and protopanaxatriol ginsenosides on liver inflammation and apoptosis in hyperlipidemic apoE KO mice. |
| PubMed:Subchronic toxicity studies with ginsenoside compound K delivered to dogs via intravenous administration. |
| PubMed:Enzymatic preparation of 20(S, R)-protopanaxadiol by transformation of 20(S, R)-Rg3 from black ginseng. |
| PubMed:Compound K protects MIN6N8 pancreatic beta-cells against palmitate-induced apoptosis through modulating SAPK/JNK activation. |
| PubMed:Compound K induces apoptosis via CAMK-IV/AMPK pathways in HT-29 colon cancer cells. |
| PubMed:Microwave degradation of floatation-enriched ginsenoside extract from Panax quinquefolium L. leaf. |
| PubMed:Antioxidant and apoptotic effects of korean white ginseng extracted with the same ratio of protopanaxadiol and protopanaxatriol saponins in human hepatoma HepG2 cells. |
| PubMed:Pharmacokinetic characterization of ginsenoside Rh2, an anticancer nutrient from ginseng, in rats and dogs. |
| PubMed:Effects of extrusion process variables on extractable ginsenosides in wheat-ginseng extrudates. |
| PubMed:Comparison of the antiobesity effects of the protopanaxadiol- and protopanaxatriol-type saponins of red ginseng. |
| PubMed:The protective effects of ginsenosides on human erythrocytes against hemin-induced hemolysis. |
| PubMed:Eastern blotting and immunoaffinity concentration using monoclonal antibody for ginseng saponins in the field of traditional chinese medicines. |
| PubMed:Effect of ginsenosides on glucose uptake in human Caco-2 cells is mediated through altered Na+/glucose cotransporter 1 expression. |
| PubMed:Purification and characterization of new special ginsenosidase hydrolyzing multi-glycisides of protopanaxadiol ginsenosides, ginsenosidase type I. |
| PubMed:Transformation of ginsenosides Rb2 and Rc from Panax ginseng by food microorganisms. |
| PubMed:Transformation of ginsenosides Rb1 and Re from Panax ginseng by food microorganisms. |
| PubMed:Mechanistic studies on protopanaxadiol, Rh2, and ginseng (Panax quinquefolius) extract induced cytotoxicity in intestinal Caco-2 cells. |
| PubMed:Ginsenosides 20(S)-protopanaxadiol and Rh2 reduce cell proliferation and increase sub-G1 cells in two cultured intestinal cell lines, Int-407 and Caco-2. |
| PubMed:Transformation of ginseng saponins to ginsenoside Rh2 by acids and human intestinal bacteria and biological activities of their transformants. |
| PubMed:In vitro study of the relationship between the structure of ginsenoside and its antioxidative or prooxidative activity in free radical induced hemolysis of human erythrocytes. |
| PubMed:Structure-function relationship exists for ginsenosides in reducing cell proliferation and inducing apoptosis in the human leukemia (THP-1) cell line. |
| PubMed:Metabolism of 20(S)- and 20(R)-ginsenoside Rg3 by human intestinal bacteria and its relation to in vitro biological activities. |
| PubMed:Panax ginseng pharmacology: a nitric oxide link? |
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