Aloperine
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MedKoo CAT#: 573113

CAS#: 56293-29-9

Description: Aloperine is an alkaloid with diverse biological activities including antiviral, anticancer, antioxidant, and anti-inflammatory actions. It inhibits HIV-1 replication and envelope-mediated cell-cell fusion in vitro. Aloperine also inhibits the growth of HL-60, U937, and K562 leukemia cell lines.


Chemical Structure

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Aloperine
CAS# 56293-29-9

Theoretical Analysis

MedKoo Cat#: 573113
Name: Aloperine
CAS#: 56293-29-9
Chemical Formula: C15H24N2
Exact Mass: 232.1939
Molecular Weight: 232.37
Elemental Analysis: C, 77.53; H, 10.41; N, 12.06

Price and Availability

Size Price Availability Quantity
500.0mg USD 245.0 2 Weeks
1.0g USD 415.0 2 Weeks
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Synonym: Aloperine

IUPAC/Chemical Name: (6R,6aR,13R,13aS)-1,3,4,6,6a,7,8,9,10,12,13,13a-dodecahydro-2H-6,13-methanodipyrido[1,2-a:3',2'-e]azocine

InChi Key: SKOLRLSBMUGVOY-GBJTYRQASA-N

InChi Code: InChI=1S/C15H24N2/c1-2-7-17-10-13-9-12(14(17)5-1)8-11-4-3-6-16-15(11)13/h8,12-16H,1-7,9-10H2/t12-,13+,14+,15+/m0/s1

SMILES Code: [H][C@@]1([C@@](C2)([H])C=C(CCCN3)[C@]3([H])[C@@]2([H])C4)N4CCCC1

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: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

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

HS Tariff Code: 2934.99.03.00

Preparing Stock Solutions

The following data is based on the product molecular weight 232.37 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

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1: Gao T, Lagerström MC. The anti-inflammatory alkaloid aloperine in Chinese herbal medicine is potentially useful for management of pain and itch. Scand J Pain. 2015 Jul 1;8(1):25-26. doi: 10.1016/j.sjpain.2015.04.025. PubMed PMID: 29911627.

2: Yang Y, Jin SJ, Wang HL, Li YX, Du J, Zhou R, Zheng J, Ma L, Zhao CJ, Niu Y, Sun T, Andy Li P, Yu JQ. Effects of aloperine on acute and inflammatory pain models in mice. Scand J Pain. 2015 Jul 1;8(1):28-34. doi: 10.1016/j.sjpain.2015.04.001. PubMed PMID: 29911609.

3: Dang Z, Zhu L, Lai W, Bogerd H, Lee KH, Huang L, Chen CH. Aloperine and Its Derivatives as a New Class of HIV-1 Entry Inhibitors. ACS Med Chem Lett. 2016 Jan 9;7(3):240-4. doi: 10.1021/acsmedchemlett.5b00339. eCollection 2016 Mar 10. PubMed PMID: 26985308; PubMed Central PMCID: PMC4789664.

4: Hu S, Zhang Y, Zhang M, Guo Y, Yang P, Zhang S, Simsekyilmaz S, Xu JF, Li J, Xiang X, Yu Q, Wang CY. Aloperine Protects Mice against Ischemia-Reperfusion (IR)-Induced Renal Injury by Regulating PI3K/AKT/mTOR Signaling and AP-1 Activity. Mol Med. 2016 Mar;21(1):912-923. doi: 10.2119/molmed.2015.00056. Epub 2015 Nov 3. PubMed PMID: 26552059; PubMed Central PMCID: PMC4818254.

5: Ma NT, Zhou R, Chang RY, Hao YJ, Ma L, Jin SJ, Du J, Zheng J, Zhao CJ, Niu Y, Sun T, Li W, Koike K, Yu JQ, Li YX. Protective effects of aloperine on neonatal rat primary cultured hippocampal neurons injured by oxygen-glucose deprivation and reperfusion. J Nat Med. 2015 Oct;69(4):575-83. doi: 10.1007/s11418-015-0928-2. Epub 2015 Jul 5. PubMed PMID: 26142710.

6: Wang H, Yang S, Zhou H, Sun M, Du L, Wei M, Luo M, Huang J, Deng H, Feng Y, Huang J, Zhou Y. Aloperine executes antitumor effects against multiple myeloma through dual apoptotic mechanisms. J Hematol Oncol. 2015 Mar 15;8:26. doi: 10.1186/s13045-015-0120-x. PubMed PMID: 25886453; PubMed Central PMCID: PMC4377192.

7: Xu YQ, Jin SJ, Liu N, Li YX, Zheng J, Ma L, Du J, Zhou R, Zhao CJ, Niu Y, Sun T, Yu JQ. Aloperine attenuated neuropathic pain induced by chronic constriction injury via anti-oxidation activity and suppression of the nuclear factor kappa B pathway. Biochem Biophys Res Commun. 2014 Sep 5;451(4):568-73. doi: 10.1016/j.bbrc.2014.08.025. Epub 2014 Aug 12. PubMed PMID: 25128276.

8: Zhang L, Zheng Y, Deng H, Liang L, Peng J. Aloperine induces G2/M phase cell cycle arrest and apoptosis in HCT116 human colon cancer cells. Int J Mol Med. 2014 Jun;33(6):1613-20. doi: 10.3892/ijmm.2014.1718. Epub 2014 Mar 31. PubMed PMID: 24682388.

9: Yuan XY, Ma HM, Li RZ, Wang RY, Liu W, Guo JY. Topical application of aloperine improves 2,4-dinitrofluorobenzene-induced atopic dermatitis-like skin lesions in NC/Nga mice. Eur J Pharmacol. 2011 May 11;658(2-3):263-9. doi: 10.1016/j.ejphar.2011.02.013. Epub 2011 Mar 1. PubMed PMID: 21371468.

10: Yuan XY, Liu W, Zhang P, Wang RY, Guo JY. Effects and mechanisms of aloperine on 2, 4-dinitrofluorobenzene-induced allergic contact dermatitis in BALB/c mice. Eur J Pharmacol. 2010 Mar 10;629(1-3):147-52. doi: 10.1016/j.ejphar.2009.12.007. Epub 2009 Dec 13. PubMed PMID: 20006963.

Aloperine

500.0mg / USD 245.0