Cholesta-3,5-diene

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Cholesta-3,5-diene Basic information
Product Name:Cholesta-3,5-diene
Synonyms:Cholestadiene;delta-(sup3,5)-cholestadien;delta(Sup3,5)-Cholestadiene;delta-3,5-Cholestadien;delta-3,5-Cholestadiene;CHOLESTERILENE;CHOLEST-3,5-DIENE;CHOLESTERYLENE
CAS:747-90-0
MF:C27H44
MW:368.64
EINECS:212-021-4
Product Categories:Cholesterol and Derivatives;Lipids;Sterols
Mol File:747-90-0.mol
Cholesta-3,5-diene Structure
Cholesta-3,5-diene Chemical Properties
Melting point 78-80 °C (lit.)
Boiling point 433.93°C (rough estimate)
density 0.9250
refractive index 1.4922 (estimate)
storage temp. -20°C
form Solid
color White to off-white
biological sourcenatural (organic)
InChIKeyRLHIRZFWJBOHHD-HKQCOZBKSA-N
SMILESCC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C=CCC[C@]4(C)[C@H]3CC[C@]12C
Safety Information
Hazard Codes Xn
Risk Statements 22
Safety Statements 36
WGK Germany 3
RTECS FZ5600000
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
MSDS Information
ProviderLanguage
SigmaAldrich English
Cholesta-3,5-diene Usage And Synthesis
UsesCholesta-3,5-diene was used as standard in HPLC in quality analysis of different types of olive oils and edible fats.
DefinitionChEBI: Cholesta-3,5-diene is a cholestanoid.
Biochem/physiol ActionsCholesta-3,5-diene is an oxysterol, a cholesterol derivative by auto-oxidation. Oxysterols are non-genomic regulators of cholesterol homeostasis. The biological effects include protein prenylation, apoptosis, modulation of sphingolipid metabolism and platelet aggregation. Oxysterols bind to liver X receptors, modulate cholesterol efflux and decrease the uptake of cholesterol by the cells.
in vivo

Neutrophil Recruitment: Cholesta-3,5-diene (30 μg/ml; topical application; single dose) promotes neutrophil recruitment to tailfin wounds in transgenic zebrafish larvae (Tg(mpx:GFP)) by 6 h post-treatment1.
Tissue Regeneration: Cholesta-3,5-diene (30 μg/ml; topical application; single dose) does not enhance tissue regeneration in zebrafish tailfin wounds, unlike the lipid fraction Ft containing Cholesta-3,5-diene1.

Animal Model:Transgenic zebrafish larvae (Tg(mpx:GFP), 4 days post-fertilization, male/female mixed, 200-300 mg)[1]
Dosage:30 μg/mL Cholesta-3,5-diene (dissolved in ethanol, diluted in E2 medium)
Administration:Topical application to transected tailfin immediately after wounding, single dose
Result:Significantly increased neutrophil accumulation at the wound site by 6 h post-treatment (2-fold vs. vehicle control.
No effect was observed in uninjured tailfins[1].
Animal Model:Transgenic zebrafish larvae (Tg(mpx:GFP), 4 days post-fertilization, male/female mixed, 200-300 mg)1
Dosage:30 μg/mL Cholesta-3,5-diene (dissolved in ethanol, diluted in E2 medium)
Administration:Topical application to transected tailfin immediately after wounding, single dose
Result:Did not promote significant tissue regeneration at 2 or 6 days post-treatment, unlike the lipid fraction Ft (which showed dose-dependent regeneration).
Resulted maximum regeneration with Ft of 50 μg/mL.
Cholesta-3,5-diene Preparation Products And Raw materials
Tag:Cholesta-3,5-diene(747-90-0) Related Product Information
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