Ginsenoside rb1
Grundinformationen
- CAS
41753-43-9- Standard-SMILES
CC(C)=CCC[C@](C)(O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[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@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(C)(C)[C@@H]3CC[C@]12C- InChIKey
GZYPWOGIYAIIPV-JBDTYSNRSA-N- Summenformel
- C54H92O23
- Durchschnittliche Molmasse
- 1.109,3 g/mol
- Monoisotopische Masse
- 1.108,60293918
Überblick
Ginsenoside Rb1 is a ginsenoside found in Panax ginseng and Panax japonicus var. major that is ginsenoside Rd in which the beta-D-glucopyranoside group at position 20 is replaced by a beta-D-glucopyranosyl-beta-D-glucopyranoside group. It has a role as an anti-inflammatory drug, a radical scavenger, a neuroprotective agent, an apoptosis inhibitor, an anti-obesity agent and a plant metabolite. It is a glycoside, a tetracyclic triterpenoid and a ginsenoside. It is functionally related to a ginsenoside Rd.
Namen und Bezeichner
- Bevorzugter Name
- Ginsenoside Rb1
- IUPAC
- (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6S)-6-[(2S)-2-[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
- Lokaler Name
- Ginsenoside rb1
- Englischer Name
- Ginsenoside Rb1
- Summenformel
- C54H92O23
- Molmasse
- 1109.29
Namen und Synonyme
Ginsenoside rb1Gypenoside III41753-43-9Gynosaponin CSanchinoside E1Arasaponin E1Panax saponin EPseudoginsenoside Dginsenoside-Rb1Panaxoside Rb1Notoginsenoside Rb1Panaxsaponin E
Weitere Namen anzeigen
GYPENOSIDEGINSENOSIDE GINSENOSIDE-RB1(3beta,12beta)-20-[(6-o-beta-d-glucopyranosyl-beta-d-glucopyranosyl)oxy]-12-hydroxydammar-24-en-3-yl2-o-beta-d-glucopyranosyl-beta-d-glucopyranosideACXAJC527NSC 310103Gypenoside Iarasaponine1gynosaponincGypenoside Ⅲgypenosideiii
Sanchinoside Rb17413S0WMH6GRb 1CHEBI:67989DTXSID401316929NSC-3101033-GlcGlc-20-GlcGlc-ginsenosideRefChem:37701
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 0,3
- Polarare Oberfläche (TPSA)
- 377 Ų
- H-Brücken-Donoren
- 15
- H-Brücken-Akzeptoren
- 23
- Frei drehbare Bindungen
- 16
- Schwere Atome
- 77
- Formalladung
- 0
- Komplexität
- 2.000
Experimentelle und physikochemische Eigenschaften
LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C30 isoprenoids (triterpenes) [PR0106]
Physikochemische Eigenschaften
- Schmelzpunkt
- 197.5 °C · 197.5°C
- Siedepunkt
- 766.35 °C · 766.35°C (rough estimate)
- Dichte
- 1.0971 · 1.0971 (rough estimate)
- Brechungsindex
- 1.65 · 1.6500 (estimate)
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- 9.8 · methanol: soluble9.80 - 10.20 mg/mL, clear, colorless to faintly yellow
- Aggregatzustand
- Solid
- pka
- 12.85 · 12.85±0.70(Predicted)
- Farbe
- Off-White to Pale Beige
- Biologische Quelle
- plant root (Panax ginseng)
- Stabilität
- Hygroscopic
- InChIKey
- GZYPWOGIYAIIPV-VOKNSFSUNA-N
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 46 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Sicherheitsdaten
- wgk
- 3
- hs_code
- 29389090
- RTECS-Nr.
- LZ5856000
- risk_code
- 20/21/22-39/23/24/25-23/24/25-11
- Toxizität
- oms-rat-ipr 50 mg/kg CPBTAL 24,2400,76
- hazard_code
- Xn,Xi,T,F
- safety_code
- 26-36-45-36/37-16-7
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Acute Tox. 4 Oral
Chemie und Industrie
Anwendungen
BeschreibungGinsenoside Rb1, a glycosylated PPD type ginsenoside with two sugars linked to C-3 and two sugars linked to C-20, is the major active constituent of American ginseng. Studies have demonstrated the anti-aging effects of ginsenoside Rb1 at both animal and cell levels. 20-O-β-D-glucopyranosyl-20(S)-protopanaxadiol (20GPPD) is the major ingredient of ginsenoside Rb1, which has been shown to increase HAS2 expression by phosphorylating ERK and AKT signaling in human keratinocytes in a dose-dependent manner in vitro.
VerwendenA major bioactive component of panax ginseng that promotes neurotransmitter release by modulating phosphorylation of synapsins through a cAMP-dependent protein kinase pathway. It has been reported to display immunostimulatory and anticancer effects.
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