ChemicalBook--->CAS DataBase List--->20874-52-6

20874-52-6

20874-52-6 Structure

20874-52-6 Structure
IdentificationBack Directory
[Name]

Saikosaponin D
[CAS]

20874-52-6
[Synonyms]

Saikoside d
saikosaponin
saikosaponins
SAIKOSAPONIN D
Saikosaponian D
SAILKOSAPONIN D
SAILKOSAPONINS D
SAIKOSAPONIN D(RG)
SAIKOSAPONIN B2(P)
Saikosaponin d std.
Bupleurum saikosaponin D
Saikosaponin D 20874-52-6
SAIKOSAPONIN D 98+% BY HPLC
Saikosaponin D, 98%, from Bupleurum chinense DC.
b-D-Galactopyranoside, (3b,4a,16a)-13,28-epoxy-16,23-dihydroxyolean-11-en-3-yl 6-deoxy-3-O-b-D-glucopyranosyl-
β-D-Galactopyranoside, (3β,4α,16α)-13,28-epoxy-16,23-dihydroxyolean-11-en-3-yl 6-deoxy-3-O-β-D-glucopyranosyl-
(3b,4a,16a)-13,28-Epoxy-16,23-dihydroxyolean-11-en-3-yl 6-deoxy-3-O-beta-D-glucopyranosyl beta-D-galactopyranoside
[Molecular Formula]

C42H68O13
[MDL Number]

MFCD00075675
[MOL File]

20874-52-6.mol
[Molecular Weight]

780.98
Chemical PropertiesBack Directory
[Melting point ]

212~218℃
[Boiling point ]

893.7±65.0 °C(Predicted)
[density ]

1.36±0.1 g/cm3(Predicted)
[storage temp. ]

Hygroscopic, Refrigerator, Under inert atmosphere
[solubility ]

Methanol (Slightly), Pyridine (Slightly)
[form ]

Solid
[pka]

12.83±0.70(Predicted)
[color ]

White to Off-White
[Stability:]

Hygroscopic
[InChIKey]

KYWSCMDFVARMPN-LPVIBIOGNA-N
[LogP]

3.756 (est)
[CAS DataBase Reference]

20874-52-6
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H335-H315-H319
[Precautionary statements ]

P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
[Safety Statements ]

24/25
[RTECS ]

VN3099000
[HS Code ]

29389090
Hazard InformationBack Directory
[Description]

Saikosaponin D is a triterpene saponin found in Bupleurum that exhibits antioxidative, immunomodulatory, anti-fibrotic, anti-angiogenic, anticancer, and chemopreventive activities. Saikosaponin D increases activity of superoxide dismutase, catalase, and glutathione peroxidase and decreases activity of malondialdehyde in cellular models of oxidative damage. In other in vitro models, saikosaponin D increases secretion of IL-12, maturation of dendritic cells, and proliferation of lymphocytes. Saikosaponin D inhibits SERCA, increasing intracellular Ca2+ and inducing autophagy. In vivo, this compound decreases severity of fibrosis. In embryos, saikosaponin D decreases microvessel formation. Additionally, this compound decreases tumor formation in DEN-treated animal models and suppresses expression of CEBP-β and COX-2. Saikosaponin D also induces apoptosis and activation of caspases 3 and 7 in hepatocellular carcinoma cells. Saikosaponin D is a Glucocorticoid receptor agonist. It is a COX-2 and iNOS inhibitor.
[Chemical Properties]

Pale yellow crystals, easily soluble in water and dilute alcohol, difficult to dissolve in benzene, ether and chloroform, derived from the aerial parts of Bupleurum chinense.
[Uses]

Saikosaponin d (SSd) is an important active component of Bupleurum scorzonerifolium Willd., a traditional Chinese medicinal herb. Saikosaponins such as Saikosaponin D are used to help analyse and resolve the activities of herbal medicines such as Sho-saiko-to.
[Uses]

Saikosaponin D is an inhibitor of proliferation of human prostate cancer cells through arresting the cell cycle.
[Biological Activity]

Saikosaponin D inhibits cell growth of human cancer cells by inducing apoptosis and blocking cell cycle progression in the G1 phase. Saikosaponin D was found to stimulate corticotropin-releasing factor (CRF) gene expression and CRF release.
[in vivo]

Saikosaponin D (2 mg/kg/day, i.p.) shows a protective effect on overdose of acetaminophen (APAP)-induced liver injury of mice. Saikosaponin D affects APAP metabolism, increases GSH levels but does not alter PPARα activation. Saikosaponin D (2 mg/kg/day, i.p.) also suppresses APAP-induced increases in the expression of STAT3 target genes and pro-inflammatory cytokines and inhibits APAP-induced activation of STAT3 and NF-kB[2].

[IC 50]

STAT3; NF-κB; ERβ
[storage]

Store at 2-8°C, protect from light
[Clinical claims and research]

We have previously identified a small-molecule, saikosaponin-d (Ssd), that exhibits anti-inflammatory effect via the suppression of NF-κB, NF-AT and AP-1 signaling. We recently showed that Ssd potentiated the anti-cancer potency of TNF-α through NF-κB inhibition. Ssd is one of the major triterpenoid saponins derived from Bupleurum falcatum L. (Umbelliferae), which is commonly prescribed for inflammatory and infectious diseases, and its active component Ssd was reported to have immuno-modulatory, anti-inflammatory, anti-bacterial, anti-viral and anti-cancer activities.
Spectrum DetailBack Directory
[Spectrum Detail]

Saikosaponin D(20874-52-6)MS
Saikosaponin D(20874-52-6)1HNMR
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