Ginsenoside Rg3 (CHEM032873)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 03:45:47 UTC
Update Date2016-11-09 01:20:48 UTC
Accession NumberCHEM032873
Identification
Common NameGinsenoside Rg3
ClassSmall Molecule
DescriptionIsolated from Panax subspecies Ginsenoside Rg3 is found in tea.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(20S)-PropanaxadiolHMDB
Ginsenoside RG(3)HMDB
20(S)-Ginsenoside RG(3)HMDB
3-O-beta-D-Glucopyranosyl-(1->2)-beta-D-glucopyranosyldammar-24-ene-3beta,12beta,20S-triolMeSH
Ginsenoside 20-RG3MeSH
20S-Ginsenoside RG3MeSH
S-Ginsenoside RG3MeSH
20(R)-Ginsenoside RG(3)MeSH
Ginsenoside RG3MeSH
Chemical FormulaC42H72O13
Average Molecular Mass785.013 g/mol
Monoisotopic Mass784.497 g/mol
CAS Registry Number14197-60-5
IUPAC Name2-[(4,5-dihydroxy-2-{[16-hydroxy-14-(2-hydroxy-6-methylhept-5-en-2-yl)-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}-6-(hydroxymethyl)oxan-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Traditional Name2-[(4,5-dihydroxy-2-{[16-hydroxy-14-(2-hydroxy-6-methylhept-5-en-2-yl)-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}-6-(hydroxymethyl)oxan-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILESCC(C)=CCCC(C)(O)C1CCC2(C)C1C(O)CC1C3(C)CCC(OC4OC(CO)C(O)C(O)C4OC4OC(CO)C(O)C(O)C4O)C(C)(C)C3CCC21C
InChI IdentifierInChI=1S/C42H72O13/c1-21(2)10-9-14-42(8,51)22-11-16-41(7)29(22)23(45)18-27-39(5)15-13-28(38(3,4)26(39)12-17-40(27,41)6)54-37-35(33(49)31(47)25(20-44)53-37)55-36-34(50)32(48)30(46)24(19-43)52-36/h10,22-37,43-51H,9,11-20H2,1-8H3
InChI KeyRWXIFXNRCLMQCD-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTriterpenoids
Direct ParentTriterpenoids
Alternative Parents
Substituents
  • Triterpenoid
  • Steroidal glycoside
  • 20-hydroxysteroid
  • 12-hydroxysteroid
  • Hydroxysteroid
  • Steroid
  • Disaccharide
  • Glycosyl compound
  • O-glycosyl compound
  • Oxane
  • Cyclic alcohol
  • Tertiary alcohol
  • Secondary alcohol
  • Polyol
  • Oxacycle
  • Acetal
  • Organoheterocyclic compound
  • Primary alcohol
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Alcohol
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.099 g/LALOGPS
logP2.27ALOGPS
logP1.99ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)12.09ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count13ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area218.99 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity202.06 m³·mol⁻¹ChemAxon
Polarizability88.71 ųChemAxon
Number of Rings6ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-001i-0000000900-6cad35fcf6f2a4e5f1faSpectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-001i-1700001900-fb630b7936bac95faf72Spectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-001i-0100000900-5add41801d1b174622f9Spectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-001i-0300001900-38b430171668c48db644Spectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-001i-0000000900-b6be6d2b1e555b2b15a2Spectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-001i-0000000900-6888ea5f3d88fec7aacdSpectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-001i-0000000900-5f27b30935f1e5d7b795Spectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-001i-0000000900-2ade2cb5ef249d367f8dSpectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-001i-0000000900-f8ed6d33fdb661d92913Spectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-001i-1400003900-fcff744a61411f064c86Spectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-0udi-3901100000-a8621455af5e27f085bbSpectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Negativesplash10-001i-0100000900-dc4011e9b9c0b7686d82Spectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-001i-0700103900-1dfac3bde0a4ead35d78Spectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-0ufr-3901100000-48278bcb5ea65c57e50dSpectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-001i-1500001900-5fc4a0e40d9920b0e8d3Spectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-03di-1901100000-b6871ba8a802f0bd7fa9Spectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-0zfr-3901200000-5a3d1ed3081bd4af16e4Spectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-0udi-5900100000-e3f40d60ae656a012776Spectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-001i-0000000900-3d886264f7e0c5fbfd80Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-07bo-0100915800-cfb7da67c4a0ab821bf1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-06r6-0101904100-bee1910d421f99776736Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-2301902100-f648dec5ddc13f98d2c2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0kx3-1500918800-cac4373dd1b84ab80413Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0m06-1700914200-f9feb17b421146db9ba0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-4600900000-a6f75561d389bc04cffeSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0039546
FooDB IDFDB019165
Phenol Explorer IDNot Available
KNApSAcK IDC00029439
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID24785442
ChEBI IDNot Available
PubChem Compound ID12901617
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9.
2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10.
3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20.
4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621.
5. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.
6. The lipid handbook with CD-ROM