CAS 5092-09-1|Saikogenin A

Introduction:Basic information about CAS 5092-09-1|Saikogenin A, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameSaikogenin A
CAS Number5092-09-1Molecular Weight472.700
Density1.2±0.1 g/cm3Boiling Point607.4±55.0 °C at 760 mmHg
Molecular FormulaC30H48O4Melting Point/
MSDS/Flash Point252.4±26.1 °C

Names

Name(3S,4R,4aR,6aR,6bS,8S,8aS,14aS,14bS)-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicene-3,8-diol
SynonymMore Synonyms

Saikogenin A BiologicalActivity

DescriptionSaikogenin A, extracted from a Chinese herbal plant called Tsai-Fu, is a dipeptidyl peptidase-IV (DPP-IV) inhibitor.
Related CatalogSignaling Pathways >>Metabolic Enzyme/Protease >>Dipeptidyl PeptidaseResearch Areas >>Metabolic DiseaseResearch Areas >>Inflammation/ImmunologyNatural Products >>Terpenoids and Glycosides
Target

DPP-IV[1]

In VitroSaikogenin A has certain inhibitory effect on the enzyme DPP-IV. At a concentration of 20 μg/mL DPP-IV inhibition is 47.6%. DPP-IV is a non-classical serine aminopeptidase from its amino terminus of polypeptides and proteins (N-terminus) removing Xaa-Pro dipeptide[1].
In VivoSaikogenin A, an anti-inflammatory drug, is present in the crude extract of a Chinese herbal plant called Tsai-Fu. Saikogenin A is less effective in adrenalectomized rats than in normal rats in reducing the carrageenin-induced edema. The anti-inflammatory action of Saikogenin A are due to an increase in corticosterone caused by the release of arenocorticotropic hormone (ACTH) and a direct effect on the process of inflammation[2].
References

[1]. Pharmaceutical application of saikogenin A. CN107375300A.

[2]. Cheng JT, et al. Anti-inflammatory effect of Saikogenin A. Biochem Pharmacol. 1986 Aug 1;35(15):2483-7.

Chemical & Physical Properties

Density1.2±0.1 g/cm3
Boiling Point607.4±55.0 °C at 760 mmHg
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-HSFRRAFJSA-N
SMILESCC1(C)CCC2(CO)C(=C3C=CC4C5(C)CCC(O)C(C)(CO)C5CCC4(C)C3(C)CC2O)C1

Synonyms

Oleana-11,13(18)-diene-3,16,23,28-tetrol, (3β,16β)-
(3β,4α,16β)-Oleana-11,13(18)-diene-3,16,23,28-tetrol
saikogenin A
(3β,16β)-Oleana-11,13(18)-diene-3,16,23,28-tetrol
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