CAS 504-96-1|Neophytadiene

Introduction:Basic information about CAS 504-96-1|Neophytadiene, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameNeophytadiene
CAS Number504-96-1Molecular Weight278.51600
Density0.796g/cm3Boiling Point344.5ºC at 760mmHg
Molecular FormulaC20H38Melting Point/
MSDS/Flash Point160.2ºC

Names

Name7,11,15-trimethyl-3-methylidenehexadec-1-ene
SynonymMore Synonyms

Neophytadiene BiologicalActivity

DescriptionNeophytadiene is a diterpene found in Turbinaria ornate, with anti-inflammatory antioxidant and cardioprotective properties[1].
Related CatalogResearch Areas >>Cardiovascular DiseaseSignaling Pathways >>Others >>OthersResearch Areas >>Inflammation/Immunology
In VitroNeophytadiene has cytotoxic on RAW 264.7 cells with an IC50 of 50 μM[1]. Neophytadiene (50-100 μM; 30 min) successfully inhibits the NO production level and downregulated inducible nitric oxide synthase (iNOS) production in LPS (1 μg/mL)-induced RAW264.7 cells[1]. Neophytadiene (25-100 μM; 22 hours) significantly inhibits the NO production and inflammatory cytokines TNF-α, IL-6 and IL-10 and IL-10 in LPS (1 μg/mL)-induced RAW264.7 cells[1].
In VivoNeophytadiene (50 mg/kg; p.o.) shows dose-dependent reduction in the alanine aminotransferase (ALT) level[1]. Neophytadiene (25-50 mg/kg; p.o.) significantly reduces LPS (10 mg/kg)-increased IL6 and 1L10 levels and in heart tissue[1]. Neophytadiene (25-50 mg/kg; p.o.) significantly reduces LPS (10 mg/kg)-increased PGE2mRNA expression in heart tissue[1]. Neophytadiene significantly inhibits LPS (10 mg/kg)-induced NO production and inflammatory cytokines TNF-α, IL-6 and IL-10 and IL-10 in vivo[1]. Animal Model: Adult male Sprague Dawley rats (6-8 weeks)[1] Dosage: 12 mg/kg, 25 mg/kg, 50 mg/kg Administration: Oral administration, daily, for 7 days Result: Decreased haemoglobin (HGB) level, ALT level, and heart tissue TNF-α, IL1β, NF-κB, iNOS, PI3k/AktandMAPK in LPS (10 mg/kg)-treat rats.
References

[1]. Meenakshi Bhardwaj, et al. Neophytadiene from Turbinaria ornata Suppresses LPS-Induced Inflammatory Response in RAW 264.7 Macrophages and Sprague Dawley Rats. Inflammation. 2020 Jun;43(3):937-950.

Chemical & Physical Properties

Density0.796g/cm3
Boiling Point344.5ºC at 760mmHg
Molecular FormulaC20H38
Molecular Weight278.51600
Flash Point160.2ºC
Exact Mass278.29700
LogP7.16770
Index of Refraction1.449
InChIKeyNIDGCIPAMWNKOA-UHFFFAOYSA-N
SMILESC=CC(=C)CCCC(C)CCCC(C)CCCC(C)C
Storage condition20°C

Synonyms

Neophytadien
3-Methylene-7,11,15-trimethylhexadec-1-ene
7,11,15-Trimethyl-3-methylene-1-hexadecene
3-Methylen-7,11,15-trimethyl-hexadecen-(1)
2,6,10-trimethyl-14-ethylene-14-pentadecene
neophytadiene
2-(4,8,12-Trimethyltridecyl)buta-1,3-diene
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