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MedKoo Cat#: 145035 | Name: Pristane

Description:

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

Pristane is a hydrocarbon oil that is used as a chemical carcinogen to induce tumorigenesis in mice as well as arthritis and lupus nephritis in rats. Pristane induces IL-4-producing CD138+ regulatory plasma cell generation and M2 polarization to protect atherosclerosis development.

Chemical Structure

Pristane
CAS#1921-70-6

Theoretical Analysis

MedKoo Cat#: 145035

Name: Pristane

CAS#: 1921-70-6

Chemical Formula: C19H40

Exact Mass: 268.3130

Molecular Weight: 268.53

Elemental Analysis: C, 84.98; H, 15.02

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
PRISTANE; PRISTANE [MI]; NORPHYTAN;
IUPAC/Chemical Name
2,6,10,14-tetramethylpentadecane
InChi Key
XOJVVFBFDXDTEG-UHFFFAOYSA-N
InChi Code
1S/C19H40/c1-16(2)10-7-12-18(5)14-9-15-19(6)13-8-11-17(3)4/h16-19H,7-15H2,1-6H3
SMILES Code
CC(C)CCCC(C)CCCC(C)CCCC(C)C
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

Preparing Stock Solutions

The following data is based on the product molecular weight 268.53 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.

Recalculate based on batch purity %
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: Freitas EC, de Oliveira MS, Monticielo OA. Pristane-induced lupus: considerations on this experimental model. Clin Rheumatol. 2017 Nov;36(11):2403-2414. doi: 10.1007/s10067-017-3811-6. Epub 2017 Sep 6. PMID: 28879482. 2: Shetti D, Lee BH. Pristane-induced mammary carcinomas. Methods Cell Biol. 2021;163:187-195. doi: 10.1016/bs.mcb.2020.10.016. Epub 2020 Nov 25. PMID: 33785165. 3: Liang CL, Jiang H, Feng W, Liu H, Han L, Chen Y, Zhang Q, Zheng F, Lu CJ, Dai Z. Total Glucosides of Paeony Ameliorate Pristane-Induced Lupus Nephritis by Inducing PD-1 ligands+ Macrophages via Activating IL-4/STAT6/PD-L2 Signaling. Front Immunol. 2021 Jul 5;12:683249. doi: 10.3389/fimmu.2021.683249. PMID: 34290705; PMCID: PMC8288191. 4: Yun Y, Wang X, Xu J, Jin C, Chen J, Wang X, Wang J, Qin L, Yang P. Pristane induced lupus mice as a model for neuropsychiatric lupus (NPSLE). Behav Brain Funct. 2023 Feb 10;19(1):3. doi: 10.1186/s12993-023-00205-y. PMID: 36765366; PMCID: PMC9921421. 5: Huang Y, Ma K, Qin R, Fang Y, Zhou J, Dai X. Pristane attenuates atherosclerosis in Apoe-/- mice via IL-4-secreting regulatory plasma cell-mediated M2 macrophage polarization. Biomed Pharmacother. 2022 Nov;155:113750. doi: 10.1016/j.biopha.2022.113750. Epub 2022 Sep 29. PMID: 36271544. 6: Rontani JF, Bonin P. Production of pristane and phytane in the marine environment: role of prokaryotes. Res Microbiol. 2011 Nov;162(9):923-33. doi: 10.1016/j.resmic.2011.01.012. Epub 2011 Feb 1. PMID: 21288485. 7: Li X, Gao F, Zhu W, Jiang C, Xu J, Zhang J, Meng L, Lu S. Pristane promotes anaerobic glycolysis to facilitate proinflammatory activation of macrophages and development of arthritis. Exp Cell Res. 2021 Jan 1;398(1):112404. doi: 10.1016/j.yexcr.2020.112404. Epub 2020 Nov 24. PMID: 33245891. 8: Gao X, Song Y, Lu S, Hu L, Zheng M, Jia S, Zhao M. Insufficient Iron Improves Pristane-Induced Lupus by Promoting Treg Cell Expansion. Front Immunol. 2022 Feb 28;13:799331. doi: 10.3389/fimmu.2022.799331. PMID: 35296076; PMCID: PMC8918487. 9: Wada J, Zeggar S. Reply. Arthritis Rheumatol. 2019 May;71(5):832-833. doi: 10.1002/art.40822. Epub 2019 Mar 20. PMID: 30592387. 10: Reeves WH, Lee PY, Weinstein JS, Satoh M, Lu L. Induction of autoimmunity by pristane and other naturally occurring hydrocarbons. Trends Immunol. 2009 Sep;30(9):455-64. doi: 10.1016/j.it.2009.06.003. Epub 2009 Aug 19. PMID: 19699150; PMCID: PMC2746238. 11: Kumpunya S, Thim-Uam A, Thumarat C, Leelahavanichkul A, Kalpongnukul N, Chantaravisoot N, Pisitkun T, Pisitkun P. cGAS deficiency enhances inflammasome activation in macrophages and inflammatory pathology in pristane-induced lupus. Front Immunol. 2022 Dec 16;13:1010764. doi: 10.3389/fimmu.2022.1010764. PMID: 36591278; PMCID: PMC9800982. 12: Jin YB, Qian SH, Xiang ST, Zhang JJ, Zhang MG, Ding XH. Pristane cadmium chloride nanoemulsion accelerates the onset of systemic lupus erythematosus in a C57BL/6 mouse model. Lupus. 2023 Apr;32(4):500-507. doi: 10.1177/09612033231155843. Epub 2023 Feb 7. PMID: 36748829. 13: Mori H, Ishibashi T, Inagaki T, Okazawa M, Masaki T, Asano R, Manabe Y, Ohta-Ogo K, Narazaki M, Ishibashi-Ueda H, Kumanogoh A, Nakaoka Y. Pristane/Hypoxia (PriHx) Mouse as a Novel Model of Pulmonary Hypertension Reflecting Inflammation and Fibrosis. Circ J. 2020 Jun 25;84(7):1163-1172. doi: 10.1253/circj.CJ-19-1102. Epub 2020 Jun 10. PMID: 32522898. 14: Zhang M, Johnson-Stephenson TK, Wang W, Wang Y, Li J, Li L, Zen K, Chen X, Zhu D. Mesenchymal stem cell-derived exosome-educated macrophages alleviate systemic lupus erythematosus by promoting efferocytosis and recruitment of IL-17+ regulatory T cell. Stem Cell Res Ther. 2022 Sep 24;13(1):484. doi: 10.1186/s13287-022-03174-7. PMID: 36153633; PMCID: PMC9509559. 15: Zeng M, Issotina Zibrila A, Li X, Liu X, Wang X, Zeng Z, Wang Z, He Y, Meng L, Liu J. Pyridostigmine ameliorates pristane-induced arthritis symptoms in Dark Agouti rats. Scand J Rheumatol. 2023 Nov;52(6):627-636. doi: 10.1080/03009742.2023.2196783. Epub 2023 Jun 20. PMID: 37339380. 16: Zhu W, Xu J, Jiang C, Wang B, Geng M, Wu X, Hussain N, Gao N, Han Y, Li D, Lan X, Ning Q, Zhang F, Holmdahl R, Meng L, Lu S. Pristane induces autophagy in macrophages, promoting a STAT1-IRF1-TLR3 pathway and arthritis. Clin Immunol. 2017 Feb;175:56-68. doi: 10.1016/j.clim.2016.11.017. Epub 2016 Dec 7. PMID: 27940139. 17: Potter M, Kutkat L. Inhibition of pristane-induced peritoneal plasmacytoma formation. Curr Top Microbiol Immunol. 1999;246:351-61; discussion 361-2. doi: 10.1007/978-3-642-60162-0_43. PMID: 10396075. 18: Mizutani A, Shaheen VM, Yoshida H, Akaogi J, Kuroda Y, Nacionales DC, Yamasaki Y, Hirakata M, Ono N, Reeves WH, Satoh M. Pristane-induced autoimmunity in germ-free mice. Clin Immunol. 2005 Feb;114(2):110-8. doi: 10.1016/j.clim.2004.09.010. PMID: 15639644. 19: Yi X, Huang C, Huang C, Zhao M, Lu Q. Fecal microbiota from MRL/lpr mice exacerbates pristane-induced lupus. Arthritis Res Ther. 2023 Mar 16;25(1):42. doi: 10.1186/s13075-023-03022-w. PMID: 36927795; PMCID: PMC10018936. 20: Yue C, Wang W, Gao S, Ye J, Zhang T, Xing Z, Xie Y, Qian H, Zhou X, Li S, Yu A, Wang L, Wang J, Hua C. Agomir miRNA-150-5p alleviates pristane-induced lupus by suppressing myeloid dendritic cells activation and inflammation via TREM-1 axis. Inflamm Res. 2023 Jul;72(7):1391-1408. doi: 10.1007/s00011-023-01754-8. Epub 2023 Jun 16. PMID: 37326693.