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MedKoo Cat#: 112169 | Name: Alisol F
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Description:

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

Alisol F is a triterpene that has anti-inflammatory and hepatoprotective activities and reduces levels of inducible nitric oxide synthase (iNOS) and COX-2 and the production of TNF-α, IL-6,and IL-1β in LPS-stimulated RAW 264.7 cells.

Chemical Structure

Alisol F
CAS#155521-45-2

Theoretical Analysis

MedKoo Cat#: 112169

Name: Alisol F

CAS#: 155521-45-2

Chemical Formula: C30H48O5

Exact Mass: 488.3502

Molecular Weight: 488.71

Elemental Analysis: C, 73.73; H, 9.90; O, 16.37

Price and Availability

Size Price Availability Quantity
5mg USD 350.00 2 Weeks
10mg USD 650.00 2 Weeks
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Related CAS #
No Data
Synonym
Alisol F
IUPAC/Chemical Name
(2aR,6aS,6bS,7S,9R,11S,12aS,13aR,13bS)-11-((R)-1,2-dihydroxy-2-methylpropyl)-7-hydroxy-3,3,6a,9,13a,13b-hexamethyl-1,2a,3,5,6,6a,6b,7,8,9,10,11,12a,13,13a,13b-hexadecahydronaphtho[2',1':4,5]indeno[2,1-b]pyran-4(2H)-one
InChi Key
YNKJSQIXVXWFBK-SLGDLKFASA-N
InChi Code
InChI=1S/C30H48O5/c1-16-13-19(25(33)27(4,5)34)35-20-15-30(8)17(23(16)20)14-18(31)24-28(6)11-10-22(32)26(2,3)21(28)9-12-29(24,30)7/h16,18-21,24-25,31,33-34H,9-15H2,1-8H3/t16-,18+,19+,20+,21+,24+,25-,28+,29+,30+/m1/s1
SMILES Code
O=C1CC[C@@]2(C)[C@](CC[C@@]3(C)[C@@]2([H])[C@@H](O)CC4=C5[C@](O[C@@]([C@@H](O)C(C)(O)C)([H])C[C@H]5C)([H])C[C@]34C)([H])C1(C)C
Appearance
Solid powder
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 488.71 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: Bi X, Wang P, Ma Q, Han L, Wang X, Mu Y, Guan P, Qu X, Wang Z, Huang X. Anti- Inflammatory Activities and Liver Protection of Alisol F and 25-Anhydroalisol F through the Inhibition of MAPK, STAT3, and NF-κB Activation In Vitro and In Vivo. Molecules. 2017 Jun 8;22(6):951. doi: 10.3390/molecules22060951. PMID: 28594379; PMCID: PMC6152757. 2: Pan G, Li T, Zeng Q, Wang X, Zhu Y. Alisol F 24 Acetate Enhances Chemosensitivity and Apoptosis of MCF-7/DOX Cells by Inhibiting P-Glycoprotein- Mediated Drug Efflux. Molecules. 2016 Feb 4;21(2):183. doi: 10.3390/molecules21020183. PMID: 26861264; PMCID: PMC6274399. 3: Ma Q, Han L, Bi X, Wang X, Mu Y, Guan P, Li L, Huang X. Structures and biological activities of the triterpenoids and sesquiterpenoids from Alisma orientale. Phytochemistry. 2016 Nov;131:150-157. doi: 10.1016/j.phytochem.2016.08.015. Epub 2016 Sep 9. PMID: 27615692. 4: Zhang YM, Sun FL, Lu XH, Li LS, Xu XM, Lin WJ, Xu RQ. [Correlation study between accumulation of triterpenoids and expression of relative genes in Alisma orientale]. Zhongguo Zhong Yao Za Zhi. 2019 Mar;44(5):942-947. Chinese. doi: 10.19540/j.cnki.cjcmm.20181226.006. PMID: 30989853. 5: Choi E, Jang E, Lee JH. Pharmacological Activities of Alisma orientale against Nonalcoholic Fatty Liver Disease and Metabolic Syndrome: Literature Review. Evid Based Complement Alternat Med. 2019 Jun 3;2019:2943162. doi: 10.1155/2019/2943162. PMID: 31275407; PMCID: PMC6582889. 6: Xu X, Li L, Zhang Y, Lu X, Lin W, Wu S, Qin X, Xu R, Lin W. Hypolipidemic effect of Alisma orientale (Sam.) Juzep on gut microecology and liver transcriptome in diabetic rats. PLoS One. 2020 Oct 9;15(10):e0240616. doi: 10.1371/journal.pone.0240616. PMID: 33035272; PMCID: PMC7546448. 7: Tao Y, Huang S, Yan J, Cai B. Pharmacokinetic study of six triterpenoids of raw and processed Alisma plantago-aquatica in rat plasma by using ultra performance liquid chromatography-tandem mass spectrometry approach. J Chromatogr B Analyt Technol Biomed Life Sci. 2019 Aug 15;1124:323-330. doi: 10.1016/j.jchromb.2019.06.026. Epub 2019 Jun 24. PMID: 31271908. 8: Jiang ZY, Zhang XM, Zhang FX, Liu N, Zhao F, Zhou J, Chen JJ. A new triterpene and anti-hepatitis B virus active compounds from Alisma orientalis. Planta Med. 2006 Aug;72(10):951-4. doi: 10.1055/s-2006-947178. Epub 2006 Jul 20. PMID: 16858666. 9: Zhao WY, Zhang XY, Zhou MR, Tian XG, Lv X, Zhang HL, Deng S, Zhang BJ, Sun CP, Ma XC. Natural soluble epoxide hydrolase inhibitors from Alisma orientale and their potential mechanism with soluble epoxide hydrolase. Int J Biol Macromol. 2021 Jul 31;183:811-817. doi: 10.1016/j.ijbiomac.2021.04.187. Epub 2021 May 3. PMID: 33957203. 10: Hu XY, Guo YQ, Gao WY, Zhang TJ, Chen HX. Two new triterpenes from the rhizomes of Alisma orientalis. J Asian Nat Prod Res. 2008 May-Jun;10(5-6):481-4. doi: 10.1080/10286020801948441. PMID: 18464092. 11: Tao Y, Jiang E, Yan J, Cai B. A biochemometrics strategy for tracing diuretic components of crude and processed Alisma orientale based on quantitative determination and pharmacological evaluation. Biomed Chromatogr. 2020 Feb;34(2):e4744. doi: 10.1002/bmc.4744. Epub 2019 Dec 29. PMID: 31725908. 12: Miao Z, Hu Y, Zhang X, Yang X, Tang Y, Kang A, Zhu D. Screening and identification of ligand-protein interactions using functionalized heat shock protein 90-fluorescent mesoporous silica-indium phosphide/zinc sulfide quantum dot nanocomposites. J Chromatogr A. 2018 Aug 10;1562:1-11. doi: 10.1016/j.chroma.2018.05.034. Epub 2018 May 16. PMID: 29798805. 13: Matsuda H, Kageura T, Toguchida I, Murakami T, Kishi A, Yoshikawa M. Effects of sesquiterpenes and triterpenes from the rhizome of Alisma orientale on nitric oxide production in lipopolysaccharide-activated macrophages: absolute stereostructures of alismaketones-B 23-acetate and -C 23-acetate. Bioorg Med Chem Lett. 1999 Nov 1;9(21):3081-6. doi: 10.1016/s0960-894x(99)00536-3. PMID: 10560729. 14: Zhang C, Zhou A, Zhang M. [Chemical constituents of Alisma orientalis and their immunosuppressive function]. Zhongguo Zhong Yao Za Zhi. 2009 Apr;34(8):994-8. Chinese. PMID: 19639784. 15: Luo Z, Zhou A, Zhang C, Zhang M. [Simultaneous determination of four alisols in Rhizoma Alismatis by RP-HPLC]. Zhongguo Zhong Yao Za Zhi. 2010 Dec;35(24):3306-9. Chinese. PMID: 21438396. 16: Wo LQ, Luo GM, Wang BX, Zhu WF. [Studies on triterpenes chemical constituents in rhizome of Alisma gramineum]. Zhongguo Zhong Yao Za Zhi. 2005 Aug;30(16):1263-5. Chinese. PMID: 16245905.

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