Identification
- Generic Name
- Ginsenoside Rg1
- DrugBank Accession Number
- DB06750
- Background
Ginsenosides are a class of steroid glycosides, and triterpene saponins, found exclusively in the plant genus Panax (ginseng). Ginsenosides have been the target of research, as they are viewed as the active compounds behind the claims of ginseng's efficacy. Because ginsenosides appear to affect multiple pathways, their effects are complex and difficult to isolate. Rg1 Appears to be most abundant in Panax ginseng (Chinese/Korean Ginseng). It improves spatial learning and increase hippocampal synaptophysin level in mice, plus demonstrates estrogen-like activity.
- Type
- Small Molecule
- Groups
- Nutraceutical
- Structure
Structure for Ginsenoside Rg1 (DB06750)
- Weight
- Average: 801.024
Monoisotopic: 800.492206998 - Chemical Formula
- C42H72O14
- Synonyms
- Ginsenoside A2
- Panaxoside A
- Sanchinoside C1
Pharmacology
- Indication
Not Available
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Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism USolute carrier organic anion transporter family member 1B3 Not Available Humans - Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
M1 (20- O -β- D -glucopyranosyl-20( S )- protopanaxadiol ) is a ppd-type monoglucoside ginsenoside metabolized by intestinal bacteria in humans
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton.
- Kingdom
- Organic compounds
- Super Class
- Lipids and lipid-like molecules
- Class
- Prenol lipids
- Sub Class
- Terpene glycosides
- Direct Parent
- Triterpene saponins
- Alternative Parents
- Triterpenoids / 12-hydroxysteroids / 14-alpha-methylsteroids / 3-beta-hydroxysteroids / Fatty acyl glycosides of mono- and disaccharides / Alkyl glycosides / O-glycosyl compounds / Oxanes / Monosaccharides / Cyclic alcohols and derivatives show 6 more
- Substituents
- 12-hydroxysteroid / 14-alpha-methylsteroid / 3-beta-hydroxysteroid / 3-hydroxysteroid / Acetal / Alcohol / Aliphatic heteropolycyclic compound / Alkyl glycoside / Cyclic alcohol / Fatty acyl show 18 more
- Molecular Framework
- Aliphatic heteropolycyclic compounds
- External Descriptors
- beta-D-glucoside, tetracyclic triterpenoid, 12beta-hydroxy steroid, ginsenoside (CHEBI:67987) / Dammarenes (C08946)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- PJ788634QY
- CAS number
- 22427-39-0
- InChI Key
- YURJSTAIMNSZAE-HHNZYBFYSA-N
- InChI
- InChI=1S/C42H72O14/c1-20(2)10-9-13-42(8,56-37-34(52)32(50)30(48)25(19-44)55-37)21-11-15-40(6)28(21)22(45)16-26-39(5)14-12-27(46)38(3,4)35(39)23(17-41(26,40)7)53-36-33(51)31(49)29(47)24(18-43)54-36/h10,21-37,43-52H,9,11-19H2,1-8H3/t21-,22+,23-,24+,25+,26+,27-,28-,29+,30+,31-,32-,33+,34+,35-,36+,37-,39+,40+,41+,42-/m0/s1
- IUPAC Name
- (2S,3R,4S,5S,6R)-2-{[(2S)-2-[(1R,2R,5S,7R,8S,10R,11R,14S,15R,16R)-5,16-dihydroxy-2,6,6,10,11-pentamethyl-8-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-6-methylhept-5-en-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
- SMILES
- CC(C)=CCC[C@](C)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC[C@]2(C)[C@@H]1[C@H](O)C[C@@H]1[C@@]3(C)CC[C@H](O)C(C)(C)[C@@H]3[C@H](C[C@@]21C)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
References
- General References
- Not Available
- External Links
- KEGG Compound
- C08946
- PubChem Compound
- 441923
- PubChem Substance
- 99443286
- ChemSpider
- 390498
- ChEBI
- 67987
- ChEMBL
- CHEMBL501637
- ZINC
- ZINC000238809655
- Wikipedia
- Ginsenoside_Rg1
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.304 mg/mL ALOGPS logP 1 ALOGPS logP 0.68 Chemaxon logS -3.4 ALOGPS pKa (Strongest Acidic) 11.91 Chemaxon pKa (Strongest Basic) -3 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 14 Chemaxon Hydrogen Donor Count 10 Chemaxon Polar Surface Area 239.22 Å2 Chemaxon Rotatable Bond Count 10 Chemaxon Refractivity 203.66 m3·mol-1 Chemaxon Polarizability 88.31 Å3 Chemaxon Number of Rings 6 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.6159 Blood Brain Barrier + 0.5773 Caco-2 permeable - 0.9066 P-glycoprotein substrate Substrate 0.8843 P-glycoprotein inhibitor I Inhibitor 0.7261 P-glycoprotein inhibitor II Non-inhibitor 0.8102 Renal organic cation transporter Non-inhibitor 0.8362 CYP450 2C9 substrate Non-substrate 0.8625 CYP450 2D6 substrate Non-substrate 0.8748 CYP450 3A4 substrate Substrate 0.7082 CYP450 1A2 substrate Non-inhibitor 0.9057 CYP450 2C9 inhibitor Non-inhibitor 0.8671 CYP450 2D6 inhibitor Non-inhibitor 0.938 CYP450 2C19 inhibitor Non-inhibitor 0.9036 CYP450 3A4 inhibitor Non-inhibitor 0.9502 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9413 Ames test Non AMES toxic 0.9373 Carcinogenicity Non-carcinogens 0.9607 Biodegradation Not ready biodegradable 0.9697 Rat acute toxicity 4.0254 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9348 hERG inhibition (predictor II) Inhibitor 0.6172
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 268.9735034 predictedDarkChem Lite v0.1.0 [M-H]- 264.2587 predictedDeepCCS 1.0 (2019) [M+H]+ 265.98242 predictedDeepCCS 1.0 (2019) [M+Na]+ 272.25748 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Curator comments
- Ginsenoside Rg1 is a substrate and weak inhibitor of transporter.
- General Function
- Sodium-independent organic anion transmembrane transporter activity
- Specific Function
- Mediates the Na(+)-independent uptake of organic anions such as 17-beta-glucuronosyl estradiol, taurocholate, triiodothyronine (T3), leukotriene C4, dehydroepiandrosterone sulfate (DHEAS), methotre...
- Gene Name
- SLCO1B3
- Uniprot ID
- Q9NPD5
- Uniprot Name
- Solute carrier organic anion transporter family member 1B3
- Molecular Weight
- 77402.175 Da
References
- Jiang R, Dong J, Li X, Du F, Jia W, Xu F, Wang F, Yang J, Niu W, Li C: Molecular mechanisms governing different pharmacokinetics of ginsenosides and potential for ginsenoside-perpetrated herb-drug interactions on OATP1B3. Br J Pharmacol. 2015 Feb;172(4):1059-73. doi: 10.1111/bph.12971. Epub 2015 Jan 20. [Article]
Drug created at September 06, 2010 19:55 / Updated at June 12, 2020 16:52