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MedKoo Cat#: 146374 | Name: Piperonal

Description:

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

Piperonal, also known as heliotropin, is an aromatic aldehyde derived from the oxidation of safrole or found naturally in certain plants like Vanilla planifolia. It is widely used in the fragrance and flavor industry due to its sweet, floral scent reminiscent of vanilla and almonds. In pharmaceutical and insect repellent formulations, piperonal may act by modulating enzyme activity or serving as a synergist to enhance other active ingredients.

Chemical Structure

Piperonal
Piperonal
CAS#120-57-0

Theoretical Analysis

MedKoo Cat#: 146374

Name: Piperonal

CAS#: 120-57-0

Chemical Formula: C8H6O3

Exact Mass: 150.0317

Molecular Weight: 150.13

Elemental Analysis: C, 64.00; H, 4.03; O, 31.97

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
Piperonal; Heliotropine;
IUPAC/Chemical Name
benzo[d][1,3]dioxole-5-carbaldehyde
InChi Key
SATCULPHIDQDRE-UHFFFAOYSA-N
InChi Code
1S/C8H6O3/c9-4-6-1-2-7-8(3-6)11-5-10-7/h1-4H,5H2
SMILES Code
O=CC1=CC=C2OCOC2=C1
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 150.13 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: Akash J, Dushyant C, Jasmine C. Piperonal: The Journey so Far. Mini Rev Med Chem. 2020;20(18):1846-1856. doi: 10.2174/1389557520666200711173149. PMID: 32651966. 2: Li X, Choi Y, Yanakawa Y, Park T. Piperonal prevents high-fat diet-induced hepatic steatosis and insulin resistance in mice via activation of adiponectin/AMPK pathway. Int J Obes (Lond). 2014 Jan;38(1):140-7. doi: 10.1038/ijo.2013.70. Epub 2013 May 7. PMID: 23711775. 3: Polo-Cuadrado E, Ferrer K, Osorio E, Brito I, Cisterna J, Espinoza L, Alderete JB, Gutiérrez M. Piperonal chalcone derivative incorporating the pyrazolo[3,4-b]pyridine moiety; crystal structure, spectroscopic characterization and quantum chemical investigations. RSC Adv. 2023 Feb 9;13(8):5197-5207. doi: 10.1039/d2ra08101f. PMID: 36777942; PMCID: PMC9910059. 4: Krahe NK, Berger RG, Kahlert L, Ersoy F. Co-Oxidative Transformation of Piperine to Piperonal and 3,4-Methylenedioxycinnamaldehyde by a Lipoxygenase from Pleurotus sapidus. Chembiochem. 2021 Oct 1;22(19):2857-2861. doi: 10.1002/cbic.202100183. Epub 2021 Jun 9. PMID: 34033194; PMCID: PMC8518924. 5: Jin Z, Ro DK, Kim SU, Kwon M. Piperonal synthase from black pepper (Piper nigrum) synthesizes a phenolic aroma compound, piperonal, as a CoA- independent catalysis. Appl Biol Chem. 2022;65(1):20. doi: 10.1186/s13765-022-00691-0. Epub 2022 Mar 24. PMID: 35402752; PMCID: PMC8948145. 6: Chu S, Narayan VP, Sung MK, Park T. Piperonal attenuates visceral adiposity in mice fed a high-fat diet: potential involvement of the adenylate cyclase- protein kinase A dependent pathway. Mol Nutr Food Res. 2017 Nov;61(11). doi: 10.1002/mnfr.201601124. Epub 2017 Aug 29. PMID: 28699236. 7: Raj A, Vidya L, Reji A, Neelima S, Aparna VM, Sudarsanakumar C. Piperonal- coated silver nanoparticles: A study on cytotoxicity and protein binding. Spectrochim Acta A Mol Biomol Spectrosc. 2025 Jun 5;334:125890. doi: 10.1016/j.saa.2025.125890. Epub 2025 Feb 11. PMID: 39987606. 8: Doi S, Hashimoto Y, Tomita C, Kumano T, Kobayashi M. Discovery of piperonal- converting oxidase involved in the metabolism of a botanical aromatic aldehyde. Sci Rep. 2016 Dec 1;6:38021. doi: 10.1038/srep38021. PMID: 27905507; PMCID: PMC5131310. 9: Hernik D, Szczepańska E, Brenna E, Patejuk K, Olejniczak T, Strzała T, Boratyński F. Trametes hirsuta as an Attractive Biocatalyst for the Preparative Scale Biotransformation of Isosafrole into Piperonal. Molecules. 2023 Apr 21;28(8):3643. doi: 10.3390/molecules28083643. PMID: 37110877; PMCID: PMC10142777. 10: Cormick J, Carter JF, Currie T, Matheson C, Cresswell SL. Stable isotope characterisation of 3,4-methylenedioxyphenyl-2-propanone and 3,4-methylenedioxyamphetamine prepared from piperonal. Rapid Commun Mass Spectrom. 2023 Feb 28;37(4):e9446. doi: 10.1002/rcm.9446. PMID: 36457139. 11: de Oliveira C Brum J, Neto DCF, de Almeida JSFD, Lima JA, Kuca K, França TCC, Figueroa-Villar JD. Synthesis of New Quinoline-Piperonal Hybrids as Potential Drugs against Alzheimer's Disease. Int J Mol Sci. 2019 Aug 14;20(16):3944. doi: 10.3390/ijms20163944. PMID: 31416113; PMCID: PMC6720848. 12: Shi ZY, Li YQ, Kang YH, Hu GQ, Huang-fu CS, Deng JB, Liu B. Piperonal ciprofloxacin hydrazone induces growth arrest and apoptosis of human hepatocarcinoma SMMC-7721 cells. Acta Pharmacol Sin. 2012 Feb;33(2):271-8. doi: 10.1038/aps.2011.158. PMID: 22301863; PMCID: PMC4010342. 13: Lopes ND, Chaves OA, de Oliveira MCC, Sant'Anna CMR, Sousa-Pereira D, Netto- Ferreira JC, Echevarria A. Novel piperonal 1,3,4-thiadiazolium-2-phenylamines mesoionic derivatives: Synthesis, tyrosinase inhibition evaluation and HSA binding study. Int J Biol Macromol. 2018 Jun;112:1062-1072. doi: 10.1016/j.ijbiomac.2018.02.050. Epub 2018 Feb 13. PMID: 29447969. 14: Santos AS, Pereira NP, da Silva II, Sarquis MI, Antunes OA. Microbiologic oxidation of isosafrole into piperonal. Appl Biochem Biotechnol. 2003 Spring;105 -108:649-57. doi: 10.1385/abab:107:1-3:649. PMID: 12721444. 15: Burgess IF, Brown CM, Burgess NA, Kaufman J. Can head louse repellents really work? Field studies of piperonal 2% spray. PeerJ. 2014 Apr 17;2:e351. doi: 10.7717/peerj.351. PMID: 24765585; PMCID: PMC3994642. 16: Meriga B, Parim B, Chunduri VR, Naik RR, Nemani H, Suresh P, Ganapathy S, Sathibabu Uddandrao VV. Antiobesity potential of Piperonal: promising modulation of body composition, lipid profiles and obesogenic marker expression in HFD- induced obese rats. Nutr Metab (Lond). 2017 Nov 16;14:72. doi: 10.1186/s12986-017-0228-9. Erratum in: Nutr Metab (Lond). 2017 Dec 6;14:76. doi: 10.1186/s12986-017-0232-0.. Vvu, Satthi Babu [corrected to Sathibabu Uddandrao, V V]. PMID: 29176994; PMCID: PMC5693419. 17: Api AM, Bartlett A, Belsito D, Botelho D, Bruze M, Bryant-Friedrich A, Burton GA Jr, Cancellieri MA, Chon H, Dagli ML, Dekant W, Deodhar C, Farrell K, Fryer AD, Jones L, Joshi K, Lapczynski A, Lavelle M, Lee I, Moustakas H, Muldoon J, Penning TM, Ritacco G, Sadekar N, Schember I, Schultz TW, Siddiqi F, Sipes IG, Sullivan G, Thakkar Y, Tokura Y. RIFM fragrance ingredient safety assessment, piperonal, CAS Registry Number 120-57-0. Food Chem Toxicol. 2025 Mar;197 Suppl 1:115143. doi: 10.1016/j.fct.2024.115143. Epub 2024 Nov 28. PMID: 39613242. 18: Stanfill SB, Calafat AM, Brown CR, Polzin GM, Chiang JM, Watson CH, Ashley DL. Concentrations of nine alkenylbenzenes, coumarin, piperonal and pulegone in Indian bidi cigarette tobacco. Food Chem Toxicol. 2003 Feb;41(2):303-17. doi: 10.1016/s0278-6915(02)00230-2. PMID: 12480305. 19: Zaman R, Ali G, Anjum Z, Sajid M, Khan MM, Ahmad A, Abbas SR, Rehman W. Discovery of a Tin-Piperonal-Entecavir Schiff Base Compound That Overcomes Multidrug Resistance by Inhibiting P-Glycoprotein. Assay Drug Dev Technol. 2018 May/Jun;16(4):205-211. doi: 10.1089/adt.2018.844. Epub 2018 Jun 7. PMID: 29878843. 20: Park ES, Bae IK, Kim HJ, Lee SE. Novel regulation of aflatoxin B1 biosynthesis in Aspergillus flavus by piperonal. Nat Prod Res. 2016 Aug;30(16):1854-7. doi: 10.1080/14786419.2015.1074228. Epub 2015 Aug 14. PMID: 26273991.