Miliacin | CAS#5945-45-9 | triterpenoid

MedKoo Cat#: 145489 | Name: Miliacin

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Miliacin is a triterpenoid. Miliacin produces a protective effect on splenocytes by decreasing the degree of DNA fragmentation due to blockade of the cascade cell death distally to the intramembrane phosphatidylserine translocation. Miliacin weakens the severity of salmonellosis infection course. Studies show that miliacin reduces the intensity of endotoxinemia in mice.

Chemical Structure

Miliacin

CAS#5945-45-9

Theoretical Analysis

MedKoo Cat#: 145489

Name: Miliacin

CAS#: 5945-45-9

Chemical Formula: C31H52O

Exact Mass: 440.4000

Molecular Weight: 440.76

Elemental Analysis: C, 84.48; H, 11.89; O, 3.63

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

No Data

Synonym

Miliacin;

IUPAC/Chemical Name

(3S,4aR,6aR,6bR,8aR,12bS,14aR,14bR)-3-methoxy-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12b,13,14,14a,14b-icosahydropicene

InChi Key

YZBNXQLCEJJXSC-LZBBLKFASA-N

InChi Code

1S/C31H52O/c1-26(2)16-17-28(5)18-19-30(7)21(22(28)20-26)10-11-24-29(6)14-13-25(32-9)27(3,4)23(29)12-15-31(24,30)8/h20-21,23-25H,10-19H2,1-9H3/t21-,23+,24-,25+,28-,29+,30-,31-/m1/s1

SMILES Code

[H][C@]12CC[C@]3([H])[C@@]4(C)CC[C@H](OC)C(C)(C)[C@]4([H])CC[C@@]3(C)[C@]1(C)CC[C@@]5(C)CCC(C)(C)C=C25

Appearance

To be determined

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).

Solubility

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 440.76 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Keophiphath M, Courbière C, Manzato L, Lamour I, Gaillard E. "Miliacin encapsulated by polar lipids stimulates cell proliferation in hair bulb and improves telogen effluvium in women". J Cosmet Dermatol. 2020 Feb;19(2):485-493. doi: 10.1111/jocd.12998. Epub 2019 May 28. PMID: 31135099. 2: Panfilova TV, Shtil' AA, Frolov BA. Triterpenoid miliacin inhibits stress- induced lipid peroxidation. Bull Exp Biol Med. 2006 Jun;141(6):685-7. English, Russian. doi: 10.1007/s10517-006-0252-7. PMID: 17364049. 3: Panfilova TV, Shtil' AA, Polosukhina ER, Baryshnikov AY, Frolov BA. Effect of the triterpenoid miliacin on the sensitivity of lymphocytes in the thymus and spleen to dexamethasone-induced apoptosis. Bull Exp Biol Med. 2003 Oct;136(4):336-9. doi: 10.1023/b:bebm.0000010945.81238.b6. PMID: 14714076. 4: Frolov BA, Chaĭnikova IN, Zheleznova AD, Panfilova TV, Medvedeva IP, Filippova IuV, Smoliagin AI. [Protective effect of miliacin during experimental salmonellosis infection]. Zh Mikrobiol Epidemiol Immunobiol. 2013 Nov- Dec;(6):3-8. Russian. PMID: 24605668. 5: Obrigkeit DH, Oepen T, Jugert FK, Merk HF, Kubicki J. Xenobiotics in vitro: the influence of L-cystine, pantothenat, and miliacin on metabolic and proliferative capacity of keratinocytes. Cutan Ocul Toxicol. 2006;25(1):13-22. doi: 10.1080/15569520500536584. PMID: 16702051. 6: Nuzov BG. Vliianie miliatsinovogo masla na zazhivlenie gnoĭnykh ran [Effect of miliacin oil on the healing of purulent wounds]. Patol Fiziol Eksp Ter. 1990 Nov-Dec;(6):51-3. Russian. PMID: 2082266. 7: Zheleznova AD, Zheleznov LM, Shtil AA, Frolov BA. Morphological manifestations for the protective effect of miliacin in organs of immunogenesis after treatment with methotrexate. Bull Exp Biol Med. 2007 Oct;144(4):575-9. doi: 10.1007/s10517-007-0381-7. PMID: 18642717. 8: Bossard N, Jacob J, Le Milbeau C, Lallier-Vergès E, Terwilliger VJ, Boscardin R. Variation in δD values of a single, species-specific molecular biomarker: a study of miliacin throughout a field of broomcorn millet (Panicum miliaceum L.). Rapid Commun Mass Spectrom. 2011 Oct 15;25(19):2732-40. doi: 10.1002/rcm.5092. PMID: 21913250. 9: Pexová Kalinová J, Tříska J, Hořejší K. Comparison of the Main Constituents in Two Varieties of Proso Millet Using GC-MS. Foods. 2023 Jun 7;12(12):2294. doi: 10.3390/foods12122294. PMID: 37372504; PMCID: PMC10297711. 10: Nuzov BG, Stadnikov AA. Vliianie miliatsinovogo masla na zazhivlenie troficheskikh iazv [Effect of miliacin oil on healing of trophic ulcers]. Patol Fiziol Eksp Ter. 1994 Oct-Dec;(4):55-6. Russian. PMID: 7700706. 11: Frolov BA, Chaĭnikova IN, Filippova IuV, Smoliagin AI, Panfilova TV, Zheleznova AD. [Mechanisms of realization of protective effect of miliacin during experimental Salmonella infection: effect of endotoxinemia and cytokine production]. Zh Mikrobiol Epidemiol Immunobiol. 2014 Sep-Oct;(5):8-12. Russian. PMID: 25536765. 12: Lundy J, Bondetti M, Lucquin A, Talbot HM, Murakami N, Nakayama S, Harada M, Suzuki M, Endo E, Stevens C, Crema ER, Craig OE, Shoda S. Culinary continuity in central Japan across the transition to agriculture. Archaeol Anthropol Sci. 2024;16(7):97. doi: 10.1007/s12520-024-01992-9. Epub 2024 Jun 7. PMID: 38854990; PMCID: PMC11156723. 13: Heron C, Shoda S, Breu Barcons A, Czebreszuk J, Eley Y, Gorton M, Kirleis W, Kneisel J, Lucquin A, Müller J, Nishida Y, Son JH, Craig OE. First molecular and isotopic evidence of millet processing in prehistoric pottery vessels. Sci Rep. 2016 Dec 22;6:38767. doi: 10.1038/srep38767. PMID: 28004742; PMCID: PMC5177950. 14: Nuzov BG. Effektivnost' miliatsinovogo masla v lechenii troficheskikh iazv [Effect of miliacin oil in the treatment of trophic ulcers]. Patol Fiziol Eksp Ter. 1991 Jan-Feb;(1):34-5. Russian. PMID: 2057230. 15: Kalinina OV, Kolotova ES, Panfilova TV, Shtil AA, Frolov BA. [The natural triterpenoid miliacin prevents methotrexate-induced oxidative stress and normalizes the expression of genes encoding the cytochrome P-450 2E1 isoform and glutathione reductase in the liver]. Patol Fiziol Eksp Ter. 2013 Jan- Mar;(1):70-4. Russian. PMID: 23805719. 16: Pavlova MM, Olifson LE, Chernov AN. Vliianie miliatsina na aktivnost' lizosomal'nykh fermentov pecheni i syvorotki krovi krys pri ostroĭ intoksikatsii CCl4 [Effect of miliacin on the lysosomal enzyme activity of the rat liver and blood serum in acute CCl4 poisoning]. Farmakol Toksikol. 1981 Jul- Aug;44(4):478-82. Russian. PMID: 7286212. 17: Oyo-Ita OE, Ekpo BO, Oros DR, Simoneit BR. Occurrence and sources of triterpenoid methyl ethers and acetates in sediments of the cross-river system, southeast Nigeria. Int J Anal Chem. 2010;2010:502076. doi: 10.1155/2010/502076. Epub 2010 Apr 18. PMID: 20414350; PMCID: PMC2855994. 18: Nuzova OB. [Treatment of trophic ulcers of lower limbs with Myliacile and magnetolaserotherapy]. Khirurgiia (Mosk). 2008;(3):30-3. Russian. PMID: 18427527. 19: Nuzov BG, Nuzova OB, Utenin VD. Sochetannoe mestnoe primenenie miliatsila i lucheĭ lazera v kompleksnom lechenii troficheskikh iazv [Combined local use of miliacil and laser in the combined therapy of trophic ulcer]. Khirurgiia (Mosk). 2001;(3):26-8. Russian. PMID: 11400447. 20: Olifson LE, Osadchaia ND, Nuzov BG, Galkovich KG, Pavlova MM. Khimicheskaia priroda i biologicheskaia aktivnost' miliatsina [Chemical nature and biological activity of miliacine]. Vopr Pitan. 1991 Mar-Apr;(2):57-9. Russian. PMID: 1862628.