Safranal | CAS#116-26-7 | Natural monoterpenoid

MedKoo Cat#: 463112 | Name: Safranal

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Description:

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

Safranal is a monoterpenoid that has been found in C. sativus and has diverse biological activities, including microtubule polymerization inhibitory, cancer cell growth inhibitory, and antioxidant properties. It decreases microtubule polymerization in a cell-free assay and inhibits the growth of HeLa cells. Safranal reduces the levels of thiobarbituric acid reactive substances and malondialdehyde in the hippocampus in a rat model of global cerebral ischemia. It also reduces convulsions induced by pentylenetetrazole in mice.

Chemical Structure

Safranal

CAS#116-26-7

Theoretical Analysis

MedKoo Cat#: 463112

Name: Safranal

CAS#: 116-26-7

Chemical Formula: C10H14O

Exact Mass: 150.1045

Molecular Weight: 150.22

Elemental Analysis: C, 79.96; H, 9.39; O, 10.65

Price and Availability

Size	Price	Availability
5g	USD 450.00	2 Weeks
10g	USD 750.00	2 Weeks
25g	USD 1,250.00	2 Weeks

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Related CAS #

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Synonym

Safranal;

IUPAC/Chemical Name

2,6,6-trimethylcyclohexa-1,3-diene-1-carbaldehyde

InChi Key

SGAWOGXMMPSZPB-UHFFFAOYSA-N

InChi Code

InChI=1S/C10H14O/c1-8-5-4-6-10(2,3)9(8)7-11/h4-5,7H,6H2,1-3H3

SMILES Code

O=CC1=C(C=CCC1(C)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

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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 150.22 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.

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: Lertnimitphun P, Zhang W, Fu W, Yang B, Zheng C, Yuan M, Zhou H, Zhang X, Pei W, Lu Y, Xu H. Safranal Alleviated OVA-Induced Asthma Model and Inhibits Mast Cell Activation. Front Immunol. 2021 May 20;12:585595. doi: 10.3389/fimmu.2021.585595. PMID: 34093515; PMCID: PMC8173045. 2: Esmaealzadeh D, Moodi Ghalibaf A, Shariati Rad M, Rezaee R, Razavi BM, Hosseinzadeh H. Pharmacological effects of Safranal: An updated review. Iran J Basic Med Sci. 2023;26(10):1131-1143. doi: 10.22038/IJBMS.2023.69824.15197. PMID: 37736506; PMCID: PMC10510479. 3: Fazeli E, Ghalibaf MHE, Forouzanfar F. Neuroprotective Potency of Safranal Against Neurological Disorders. Curr Mol Med. 2023;23(9):952-959. doi: 10.2174/1566524023666221117104612. PMID: 36397621. 4: Gupta M, Wani A, Ahsan AU, Ali M, Chibber P, Singh S, Digra SK, Datt M, Bharate SB, Vishwakarma RA, Singh G, Kumar A. Safranal inhibits NLRP3 inflammasome activation by preventing ASC oligomerization. Toxicol Appl Pharmacol. 2021 Jul 15;423:115582. doi: 10.1016/j.taap.2021.115582. Epub 2021 May 18. PMID: 34019860. 5: Nanda S, Madan K. The role of Safranal and saffron stigma extracts in oxidative stress, diseases and photoaging: A systematic review. Heliyon. 2021 Feb 10;7(2):e06117. doi: 10.1016/j.heliyon.2021.e06117. PMID: 33615006; PMCID: PMC7881230. 6: Sheng SR, Wu YH, Dai ZH, Jin C, He GL, Jin SQ, Zhao BY, Zhou X, Xie CL, Zheng G, Tian NF. Safranal inhibits estrogen-deficiency osteoporosis by targeting Sirt1 to interfere with NF-κB acetylation. Phytomedicine. 2023 Jun;114:154739. doi: 10.1016/j.phymed.2023.154739. Epub 2023 Mar 5. PMID: 37004404. 7: Abdalla Y, Abdalla A, Hamza AA, Amin A. Safranal Prevents Liver Cancer Through Inhibiting Oxidative Stress and Alleviating Inflammation. Front Pharmacol. 2022 Feb 1;12:777500. doi: 10.3389/fphar.2021.777500. PMID: 35177980; PMCID: PMC8845597. 8: Alavi MS, Fanoudi S, Fard AV, Soukhtanloo M, Hosseini M, Barzegar H, Sadeghnia HR. Safranal Attenuates Excitotoxin-Induced Oxidative OLN-93 Cells Injury. Drug Res (Stuttg). 2019 Jun;69(6):323-329. doi: 10.1055/a-0790-8200. Epub 2018 Nov 21. PMID: 30463091. 9: Cerdá-Bernad D, Valero-Cases E, Pastor JJ, Frutos MJ. Saffron bioactives crocin, crocetin and safranal: effect on oxidative stress and mechanisms of action. Crit Rev Food Sci Nutr. 2022;62(12):3232-3249. doi: 10.1080/10408398.2020.1864279. Epub 2020 Dec 24. PMID: 33356506. 10: Forouzanfar F, Asadpour E, Hosseinzadeh H, Boroushaki MT, Adab A, Dastpeiman SH, Sadeghnia HR. Safranal protects against ischemia-induced PC12 cell injury through inhibiting oxidative stress and apoptosis. Naunyn Schmiedebergs Arch Pharmacol. 2021 Apr;394(4):707-716. doi: 10.1007/s00210-020-01999-8. Epub 2020 Oct 31. PMID: 33128592. 11: Yang X, Lu D, Sun Y, Wei T, Man D, Chen A, Luo T, Zhao F, Liu X, Cheng B, Wang X, Zhao P, Wang D, Li X. Network pharmacology and experimental verification reveal the mechanism of safranal against glioblastoma (GBM). Front Oncol. 2023 Sep 5;13:1255164. doi: 10.3389/fonc.2023.1255164. PMID: 37736545; PMCID: PMC10509474. 12: Al-Saigh NN, Abdalla S. Safranal Induces Vasorelaxation by Inhibiting Ca2+ Influx and Na+/Ca2+ Exchanger in Isolated Rat Aortic Rings. Molecules. 2022 Jun 30;27(13):4228. doi: 10.3390/molecules27134228. PMID: 35807473; PMCID: PMC9268204. 13: Bo-Qiang L, Si-Tong Z, Zu-Yuan L, Wan-Yun N, Bin C, Yuan L, Xuyun L, Liangen M, You-Chao C, Xin-Zhen Y, Zhong C, Xiao-Ying Y, Wei-Wei H. Safranal carried by nanostructured lipid vehicles inhibits generalized epilepsy in mice. Pharmazie. 2018 Apr 2;73(4):207-212. doi: 10.1691/ph.2018.7310. PMID: 29609687. 14: Abdalla A, Murali C, Amin A. Safranal Inhibits Angiogenesis via Targeting HIF-1α/VEGF Machinery: In Vitro and Ex Vivo Insights. Front Oncol. 2022 Feb 2;11:789172. doi: 10.3389/fonc.2021.789172. PMID: 35211395; PMCID: PMC8862147. 15: Lertnimitphun P, Jiang Y, Kim N, Fu W, Zheng C, Tan H, Zhou H, Zhang X, Pei W, Lu Y, Xu H. Safranal Alleviates Dextran Sulfate Sodium-Induced Colitis and Suppresses Macrophage-Mediated Inflammation. Front Pharmacol. 2019 Nov 1;10:1281. doi: 10.3389/fphar.2019.01281. PMID: 31736758; PMCID: PMC6838343. 16: Tamaddonfard E, Erfanparast A, Farshid AA, Imani M, Mirzakhani N, Salighedar R, Tamaddonfard S. Safranal, a constituent of saffron, exerts gastro-protective effects against indomethacin-induced gastric ulcer. Life Sci. 2019 May 1;224:88-94. doi: 10.1016/j.lfs.2019.03.054. Epub 2019 Mar 23. PMID: 30914317. 17: Lei X, Zhou Z, Wang S, Jin LH. The protective effect of safranal against intestinal tissue damage in Drosophila. Toxicol Appl Pharmacol. 2022 Mar 15;439:115939. doi: 10.1016/j.taap.2022.115939. Epub 2022 Feb 23. PMID: 35217026. 18: Rafieipour F, Hadipour E, Emami SA, Asili J, Tayarani-Najaran Z. Safranal protects against beta-amyloid peptide-induced cell toxicity in PC12 cells via MAPK and PI3 K pathways. Metab Brain Dis. 2019 Feb;34(1):165-172. doi: 10.1007/s11011-018-0329-9. Epub 2018 Nov 6. PMID: 30402809. 19: El Midaoui A, Ghzaiel I, Vervandier-Fasseur D, Ksila M, Zarrouk A, Nury T, Khallouki F, El Hessni A, Ibrahimi SO, Latruffe N, Couture R, Kharoubi O, Brahmi F, Hammami S, Masmoudi-Kouki O, Hammami M, Ghrairi T, Vejux A, Lizard G. Saffron (Crocus sativus L.): A Source of Nutrients for Health and for the Treatment of Neuropsychiatric and Age-Related Diseases. Nutrients. 2022 Jan 29;14(3):597. doi: 10.3390/nu14030597. PMID: 35276955; PMCID: PMC8839854. 20: Khayyat S, Elgendy E. Safranal epoxide - A potential source for diverse therapeutic applications. Saudi Pharm J. 2018 Jan;26(1):115-119. doi: 10.1016/j.jsps.2017.10.004. Epub 2017 Oct 4. PMID: 29379342; PMCID: PMC5783823.