CAS 56365-38-9|Capillarisin

Introduction:Basic information about CAS 56365-38-9|Capillarisin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameCapillarisin
CAS Number56365-38-9Molecular Weight316.262
Density1.6±0.1 g/cm3Boiling Point582.6±50.0 °C at 760 mmHg
Molecular FormulaC16H12O7Melting Point/
MSDS/Flash Point221.2±23.6 °C

Names

Name5,7-dihydroxy-2-(4-hydroxyphenoxy)-6-methoxychromen-4-one
SynonymMore Synonyms

Capillarisin BiologicalActivity

DescriptionCapillarisin, as a constituent from Artemisiae Capillaris herba, is found to exert anti-inflammatory and antioxidant properties. Capillarisin can be used for the research of asthma-mediated complications and can be a potential neuroprotectant against bupivacaine-induced neurotoxicity[1][2][3].
Related CatalogSignaling Pathways >>Protein Tyrosine Kinase/RTK >>ROSResearch Areas >>Inflammation/ImmunologyResearch Areas >>Neurological Disease
In VitroCapillarisin (0~40 μM; 24 hours; SH-SY5Y cells) does not produce any significant changes on the viability of SH-SY5Y cells[3]. .Capillarisin (40 μM; 24 hours; SH-SY5Y cells) induces PI3K/PKB pathway inactivation, which inhibiting apoptosis in bupivacaine-challenged SH-SY5Y cells is overturned by LY294002 treatment and counteracts bupivacaine-induced injury via activating the PI3K/PKB pathway[3]. .Capillarisin antagonizes bupivacaine-induced oxidative stress via activating the PI3K/PKB pathway in SH-SY5Y cells. Capillarisin inhibits bupivacaine-induced mitochondrial injury and endoplasmic reticulum stress via activating PI3K/PKB pathway[3]. Cell Viability Assay[3] Cell Line: SH-SY5Y cells Concentration: 0~40 μM Incubation Time: 24 hours Result: Did not produce any significant changes on the viability of SH-SY5Y cells. Western Blot Analysis[3] Cell Line: SH-SY5Y cells Concentration: 40 μM Incubation Time: 24 hours Result: Induced PI3K/PKB pathway inactivation in SH-SY5Y cells. Apoptosis Analysis[3] Cell Line: SH-SY5Y cells Concentration: 40 μM Incubation Time: 24 hours Result: Induced inhibition of apoptosis in bupivacaine-challenged SH-SY5Y cells was overturned by LY294002 treatment.
In VivoCapillarisin (20 and 80 mg/kg; i.p.; 1 hour) pretreatment strongly inhibits NF-κB mediated genes (iNOS, COX-2)[4]. Capillarisin significantly reduces the plasma leading nitrite production. Capillarisin markedly suppresses the adenosine 5'-triphosphate (ATP) in plasma and substance P in CFA-induced paw tissue[4]. Animal Model: ICR mice[4] Dosage: 20 and 80 mg/kg Administration: I.p.; 1 hour Result: Pretreatment strongly inhibited NF-κB mediated genes (iNOS, COX-2).
References

[1]. Peng G, et al. Capillarisin exerts antiasthmatic activity in neonatal rats via modulating the matrix remodeling. Pak J Pharm Sci. 2020;33(4(Supplementary)):1907-1915.

[2]. Komiya T, et al. Capillarisin, a Constituent from Artemisiae Capillaris Herba. Chemical and Pharmaceutical Bulletin, 1975

[3]. Zhao T, Wang Q. Capillarisin protects SH-SY5Y cells against bupivacaine-induced apoptosis via ROS-mediated PI3K/PKB pathway. Life Sci. 2020;259:118279.

[4]. Khan S, et al. Anti-hyperalgesic and anti-allodynic activities of capillarisin via suppression of inflammatory signaling in animal model. J Ethnopharmacol. 2014;152(3):478-486.

Chemical & Physical Properties

Density1.6±0.1 g/cm3
Boiling Point582.6±50.0 °C at 760 mmHg
Molecular FormulaC16H12O7
Molecular Weight316.262
Flash Point221.2±23.6 °C
Exact Mass316.058289
PSA109.36000
LogP2.28
Vapour Pressure0.0±1.7 mmHg at 25°C
Index of Refraction1.695
InChIKeyNTKNGUAZSFAKEE-UHFFFAOYSA-N
SMILESCOc1c(O)cc2oc(Oc3ccc(O)cc3)cc(=O)c2c1O

Safety Information

Hazard CodesXi

Synonyms

5,7-Dihydroxy-2-(4-hydroxyphenoxy)-6-methoxy-4H-chromen-4-one
Capillarisin
X1106
Capillarisine
4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(4-hydroxyphenoxy)-6-methoxy-
2-(p-Hydroxyphenoxy)-6-methoxy-5,7-dihydroxychromone
CAS 482-91-7|(-)-Aricine
CAS 16409-46-4|Menthyl isovalerate
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