Basic information
- CAS
41753-43-9- Standard SMILES
CC(C)=CCCC(C)(O[C@@H]1O[C@H](COC2O[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-NGBMAODDSA-N- Molecular formula
- C54H92O23
- Average molar mass
- 1,109.3 g/mol
- Monoisotopic mass
- 1,108.60293918
Overview
Einecs 255-532-8 has been reported in Panax notoginseng, Panax ginseng, and Panax quinquefolius with data available.
Names & identifiers
- Preferred name
- Einecs 255-532-8
- IUPAC
- (3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6S)-6-[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
- English name
- Ginsenoside Rb1
- Molecular formula
- C54H92O23
- Molecular weight
- 1109.29
Names & synonyms
EINECS 255-532-8NSC310103SCHEMBL19875636AKOS026750623.beta.-D-Glucopyranoside, (3.beta.,12.beta.)-20-[(6-O-.beta.-D-glucopyranosyl-.beta.-D-glucopyranosyl)oxy]-12-hydroxydammar-24-en-3-yl2-O-.beta.-Dglucopyranosyl-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 Iarasaponine1
Show more names
gynosaponincGypenoside Ⅲgypenosideiii
Database identifiers
- CAS
41753-43-9- PubChem CID
- 73148
Properties
Computed structural properties
- XLogP
- 0.3
- Topological polar surface area
- 377 Ų
- Hydrogen bond donors
- 15
- Hydrogen bond acceptors
- 23
- Rotatable bonds
- 16
- Heavy atoms
- 77
- Formal charge
- 0
- Complexity
- 2,000
Physicochemical properties
- Melting point
- 197.5 °C · 197.5°C
- Boiling point
- 766.35 °C · 766.35°C (rough estimate)
- Density
- 1.0971 · 1.0971 (rough estimate)
- refractive index
- 1.65 · 1.6500 (estimate)
- storage temp.
- 2 · 2-8°C
- solubility
- 9.8 · methanol: soluble9.80 - 10.20 mg/mL, clear, colorless to faintly yellow
- form
- Solid
- pka
- 12.85 · 12.85±0.70(Predicted)
- color
- Off-White to Pale Beige
- biological source
- plant root (Panax ginseng)
- Stability
- Hygroscopic
- InChIKey
- GZYPWOGIYAIIPV-VOKNSFSUNA-N
- SMILES
- C\C(C)=C\CCC(C)(OC1OC(COC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O)C3CCC4(C)C3C(O)CC5C6(C)CCC(OC7OC(CO)C(O)C(O)C7OC8OC(CO)C(O)C(O)C8O)C(C)(C)C6CCC45C
- LogP
- 2.9 · 2.900 (est)
- CAS DataBase Reference
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- rtecs
- LZ5856000
- hs_code
- 29389090
- Toxicity
- oms-rat-ipr 50 mg/kg CPBTAL 24,2400,76
- risk_code
- 20/21/22-39/23/24/25-23/24/25-11
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn,Xi,T,F
- safety_code
- 26-36-45-36/37-16-7
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P264-P270-P301+P312-P501
Chemistry & industry
Applications
DescriptionGinsenoside 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.
UsesA 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.
UsesReference standard in the analysis of herbal medicinal products.
General DescriptionGinsenoside Rb1 (Gypenoside Ⅲ) is a protopanaxadiol that has diverse in vitro and in vivo effects, including neuroprotective, anti-inflammatory, and anti-obesity actions. Ginsenoside Rb1, a main constituent of the root of Panax ginseng, inhibits Na+, K+-ATPase activity with IC50 of 6.3±1.0 μM. Ginsenoside also inhibits IRAK-1 activation and phosphorylation of NF-κB p65. Ginsenoside Rb1 reduces the expressions of TLR3, TLR4 and TRAF-6, and down-regulates the levels of TNF-α, IFN-β and iNOS.
Suppliers100 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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