CAS 5573-16-0|Saikogenin D

Introduction:Basic information about CAS 5573-16-0|Saikogenin D, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameSaikogenin D
CAS Number5573-16-0Molecular Weight472.700
Density1.2±0.1 g/cm3Boiling Point607.4±55.0 °C at 760 mmHg
Molecular FormulaC30H48O4Melting Point261-266 °C
MSDS/Flash Point252.4±26.1 °C

Names

Name3β,16α,23,28-Tetrahydroxyoleana-11(12),13(18)-diene
SynonymMore Synonyms

Saikogenin D BiologicalActivity

DescriptionSaikogenin D is isolated from Bupleurum chinense, has anti-inflammatory effects. Saikogenin D activates epoxygenases that converts arachidonic acid to epoxyeicosanoids and dihydroxyeicosatrienoic acids, and the metabolites secondarily inhibit prostaglandin E2 (PGE2) production. Saikogenin D results in an elevation of [Ca2+]i due to Ca2+ release from intracellular stores[1][2].
Related CatalogSignaling Pathways >>GPCR/G Protein >>Prostaglandin ReceptorResearch Areas >>Inflammation/ImmunologySignaling Pathways >>Membrane Transporter/Ion Channel >>Potassium Channel
In VitroSaikogenin D (1-20 μM) inhibits PGE2 production induced by the Ca2+ ionophore A23187 in a concentration-dependent manner with an IC50 value of 3 μM in C6 rat glioma cells[1]. Saikogenin D (10-100 μM) elevates [Ca2+]i in a concentration-dependent manner with a EC50 value of 35 μM in the presence or absence of extracellular Ca2+ in C6 rat glioma cells[1].
References

[1]. Toriniwa Y, et al. Participation of epoxygenase activation in saikogenin D-induced inhibition of prostaglandin E(2) synthesis.J Pharm Pharmacol. 2006 Jun;58(6):859-66.

[2]. Kodama Y, et al. Dual effect of saikogenin D: in vitro inhibition of prostaglandin E2 production and elevation of intracellular free Ca2+ concentration in C6 rat glioma cells.Planta Med. 2003 Aug;69(8):765-7.

Chemical & Physical Properties

Density1.2±0.1 g/cm3
Boiling Point607.4±55.0 °C at 760 mmHg
Melting Point261-266 °C
Molecular FormulaC30H48O4
Molecular Weight472.700
Flash Point252.4±26.1 °C
Exact Mass472.355255
PSA80.92000
LogP5.38
Vapour Pressure0.0±3.9 mmHg at 25°C
Index of Refraction1.586
InChIKeyQGNVMEXLLPGQEV-IULQVHCXSA-N
SMILESCC1(C)CCC2(CO)C(=C3C=CC4C5(C)CCC(O)C(C)(CO)C5CCC4(C)C3(C)CC2O)C1

Synonyms

(3β,16α)-Oleana-11,13(18)-diene-3,16,23,28-tetrol
Oleana-11,13(18)-diene-3,16,23,28-tetrol, (3β,16α)-
Saikogenin D
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