MedKoo Cat#: 145569 | Name: Piperettine

Description:

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

Piperettine is a major bioactive compound identified in P. nigrum.

Chemical Structure

Piperettine
Piperettine
CAS#583-34-6

Theoretical Analysis

MedKoo Cat#: 145569

Name: Piperettine

CAS#: 583-34-6

Chemical Formula: C19H21NO3

Exact Mass: 311.1500

Molecular Weight: 311.38

Elemental Analysis: C, 73.29; H, 6.80; N, 4.50; O, 15.41

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
Piperettin; Piperettine;
IUPAC/Chemical Name
(2E,4E,6E)-7-(benzo[d][1,3]dioxol-5-yl)-1-(piperidin-1-yl)hepta-2,4,6-trien-1-one
InChi Key
DLKOUKNODPCIHZ-UMYWTXKFSA-N
InChi Code
1S/C19H21NO3/c21-19(20-12-6-3-7-13-20)9-5-2-1-4-8-16-10-11-17-18(14-16)23-15-22-17/h1-2,4-5,8-11,14H,3,6-7,12-13,15H2/b2-1+,8-4+,9-5+
SMILES Code
O=C(\C=C\C=C\C=C\C1=CC=C2OCOC2=C1)N3CCCCC3
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 311.38 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: Takooree H, Aumeeruddy MZ, Rengasamy KRR, Venugopala KN, Jeewon R, Zengin G, Mahomoodally MF. A systematic review on black pepper (Piper nigrum L.): from folk uses to pharmacological applications. Crit Rev Food Sci Nutr. 2019;59(sup1):S210-S243. doi: 10.1080/10408398.2019.1565489. Epub 2019 Feb 11. PMID: 30740986. 2: Tu Y, Zhong Y, Du H, Luo W, Wen Y, Li Q, Zhu C, Li Y. Anticholinesterases and antioxidant alkamides from Piper nigrum fruits. Nat Prod Res. 2016 Sep;30(17):1945-9. doi: 10.1080/14786419.2015.1089243. Epub 2015 Sep 25. PMID: 26407107. 3: Yun YS, Noda S, Takahashi S, Takahashi Y, Inoue H. Piperine-like alkamides from Piper nigrum induce BDNF promoter and promote neurite outgrowth in Neuro-2a cells. J Nat Med. 2018 Jan;72(1):238-245. doi: 10.1007/s11418-017-1140-3. Epub 2017 Oct 23. PMID: 29063362. 4: Yang YC, Lee SG, Lee HK, Kim MK, Lee SH, Lee HS. A piperidine amide extracted from Piper longum L. fruit shows activity against Aedes aegypti mosquito larvae. J Agric Food Chem. 2002 Jun 19;50(13):3765-7. doi: 10.1021/jf011708f. PMID: 12059157. 5: Friedman M, Levin CE, Lee SU, Lee JS, Ohnisi-Kameyama M, Kozukue N. Analysis by HPLC and LC/MS of pungent piperamides in commercial black, white, green, and red whole and ground peppercorns. J Agric Food Chem. 2008 May 14;56(9):3028-36. doi: 10.1021/jf703711z. Epub 2008 Apr 3. PMID: 18386929. 6: Rujanapun N, Jaidee W, Duangyod T, Phuneerub P, Paojumroom N, Maneerat T, Pringpuangkeo C, Ramli S, Charoensup R. Special Thai Oolong Tea: Chemical Profile and In Vitro Antidiabetic Activities. Front Pharmacol. 2022 Mar 7;13:797032. doi: 10.3389/fphar.2022.797032. PMID: 35321328; PMCID: PMC8936575. 7: Fan X, Gao X, Deng Y, Ma B, Liu J, Zhang Z, Zhang D, Yang Y, Wang C, He B, Nie Q, Ye Z, Liu P, Wen J. Untargeted plasma metabolome identifies biomarkers in patients with extracranial arteriovenous malformations. Front Physiol. 2023 Sep 1;14:1207390. doi: 10.3389/fphys.2023.1207390. PMID: 37727659; PMCID: PMC10505742. 8: Luca SV, Kittl T, Minceva M. Supercritical CO2 extraction of spices: A systematic study with focus on terpenes and piperamides from black pepper (Piper nigrum L.). Food Chem. 2023 Apr 16;406:135090. doi: 10.1016/j.foodchem.2022.135090. Epub 2022 Nov 28. PMID: 36462355. 9: Lin Z, Liao Y, Venkatasamy R, Hider RC, Soumyanath A. Amides from Piper nigrum L. with dissimilar effects on melanocyte proliferation in-vitro. J Pharm Pharmacol. 2007 Apr;59(4):529-36. doi: 10.1211/jpp.59.4.0007. PMID: 17430636.