CAS 102036-28-2|Protosappanin A

Introduction:Basic information about CAS 102036-28-2|Protosappanin A, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameProtosappanin A
CAS Number102036-28-2Molecular Weight272.25
Density1.5±0.1 g/cm3Boiling Point613.1±55.0 °C at 760 mmHg
Molecular FormulaC15H12O5Melting Point/
MSDS/Flash Point238.8±25.0 °C

Names

NameProtosappanin A
SynonymMore Synonyms

Protosappanin A BiologicalActivity

DescriptionProtosappanin A (PTA), an immunosuppressive ingredient and major biphenyl compound isolated from Caesalpinia sappan L, suppresses JAK2/STAT3-dependent inflammation pathway through down-regulating the phosphorylation of JAK2 and STAT3[1].
Related CatalogSignaling Pathways >>Stem Cell/Wnt >>STATSignaling Pathways >>JAK/STAT Signaling >>JAKSignaling Pathways >>Epigenetics >>JAKSignaling Pathways >>Stem Cell/Wnt >>JAKSignaling Pathways >>JAK/STAT Signaling >>STATResearch Areas >>Inflammation/Immunology
Target

JAK2

STAT3

In VitroProtosappanin A (PTA: 12.5, 25, 50 μM, 24 hours) significantly inhibits the production of TNF-α and IL-1β in LPS-activated BV2 microglia. And the mRNA expressions of IL-6, IL-1β, and MCP-1 are reduced by PTA in a dose-dependent manner in BV2 microglial cell line[1]. Protosappanin A (PTA: 12.5, 25, 50 μM, 24 hours) suppresses JAK2/STAT3-dependent inflammation pathway through down-regulating the phosphorylation of JAK2 and STAT3, as well as STAT3 nuclear translocation against LPS treatment[1]. Protosappanin A (PTA: 12.5, 25, 50 μM, 24 hours) shows obvious effect on disturbing the interaction of transmembrane protein CD14 with Toll-like receptor-4, resulting in the inhibition of NF-κB-dependent oxidative and nitrative stress in LPS-induced BV2 microglia[2]. Western Blot Analysis[1] Cell Line: Murine BV2 microglial cell line. Concentration: 12.5, 25, 50 μM. Incubation Time: 24 hours. Result: Inhibits the releases of NO, TNF-α and IL-1β in LPS-induced BV2 cells. Attenuated IL-6, IL-1β and MCP-1 gene expressions in the LPS-induced BV2 cells. Suppressed JAK2/STAT3 pathway activation in the LPS-induced BV2 cells.
References

[1]. Wang LC, et al. Protosappanin A exerts anti-neuroinflammatory effect by inhibiting JAK2-STAT3 pathway in lipopolysaccharide-induced BV2 microglia. Chin J Nat Med. 2017 Sep;15(9):674-679.

[2]. Zeng KW, et al. Protosappanin A inhibits oxidative and nitrative stress via interfering the interaction of transmembrane protein CD14 with Toll-like receptor-4 in lipopolysaccharide-induced BV-2 microglia. Int Immunopharmacol, 2012, 14(4): 558- 569.

Chemical & Physical Properties

Density1.5±0.1 g/cm3
Boiling Point613.1±55.0 °C at 760 mmHg
Molecular FormulaC15H12O5
Molecular Weight272.25
Flash Point238.8±25.0 °C
Exact Mass272.068481
PSA86.99000
LogP1.20
Vapour Pressure0.0±1.8 mmHg at 25°C
Index of Refraction1.689
InChIKeyMUKYVRVYBBYJSI-UHFFFAOYSA-N
SMILESO=C1COc2cc(O)ccc2-c2cc(O)c(O)cc2C1

Synonyms

6H-Dibenz(b,d)oxocin-7(8H)-one,3,10,11-trihydroxy
3,10,11-Trihydroxy-6H-dibenzo[b,d]oxocin-7(8H)-one
Sappanol B
6H-Dibenz(b,d)oxocin-7(8H)-one, 3,10,11-trihydroxy-
6H-Dibenz[b,d]oxocin-7(8H)-one, 3,10,11-trihydroxy-
CAS 906158-93-8|N1-(2-(3,4-dihydroisoquinolin-2(1H)-yl)-2-(pyridin-3-yl)ethyl)-N2-(2-(dimethylamino)
CAS 904271-86-9|N1-(2-(3,4-dihydroisoquinolin-2(1H)-yl)-2-(pyridin-3-yl)ethyl)-N2-ethyloxalamide
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