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MedKoo Cat#: 591723 | Name: Citral

Description:

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

Citral is a vitamin A antagonist; oxygenated monoterpene; inhibits cytosolic dehydrogenases.

Chemical Structure

Citral
Citral
CAS# 5392-40-5

Theoretical Analysis

MedKoo Cat#: 591723

Name: Citral

CAS#: 5392-40-5

Chemical Formula: C10H16O

Exact Mass: 152.1201

Molecular Weight: 152.24

Elemental Analysis: C, 78.90; H, 10.59; O, 10.51

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
Citral; NSC 6170; NSC-6170; NSC6170
IUPAC/Chemical Name
2,6-Octadienal, 3,7-dimethyl-
InChi Key
WTEVQBCEXWBHNA-JXMROGBWSA-N
InChi Code
InChI=1S/C10H16O/c1-9(2)5-4-6-10(3)7-8-11/h5,7-8H,4,6H2,1-3H3/b10-7+
SMILES Code
C/C(C)=C\CC/C(C)=C/C=O
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 152.24 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: da Silva LVF, Veras Mourão RH, Manimala J, Lnenicka GA. The essential oil of Lippia alba and its components affect Drosophila behavior and synaptic physiology. J Exp Biol. 2018 Jun 7. pii: jeb.176909. doi: 10.1242/jeb.176909. [Epub ahead of print] PubMed PMID: 29880632. 2: Galié S, García-Gutiérrez C, Miguélez EM, Villar CJ, Lombó F. Biofilms in the Food Industry: Health Aspects and Control Methods. Front Microbiol. 2018 May 7;9:898. doi: 10.3389/fmicb.2018.00898. eCollection 2018. Review. PubMed PMID: 29867809; PubMed Central PMCID: PMC5949339. 3: Gaonkar R, Shiralgi Y, Lakkappa DB, Hegde G. Essential oil from Cymbopogon flexuosus as the potential inhibitor for HSP90. Toxicol Rep. 2018 Apr 5;5:489-496. doi: 10.1016/j.toxrep.2018.03.014. eCollection 2018. PubMed PMID: 29854620; PubMed Central PMCID: PMC5978008. 4: Costa S, Cavadas C, Cavaleiro C, Salgueiro L, do Céu Sousa M. In vitro susceptibility of Trypanosoma brucei brucei to selected essential oils and their major components. Exp Parasitol. 2018 Jul;190:34-40. doi: 10.1016/j.exppara.2018.05.002. Epub 2018 May 18. PubMed PMID: 29778466. 5: Xu J, Zhang M, Zhang X, Yang H, Sun B, Wang Z, Zhou Y, Wang S, Liu X, Liu L. Contribution of Hepatic Retinaldehyde Dehydrogenase Induction to Impairment of Glucose Metabolism by High-Fat Diet Feeding in C57BL/6J Mice. Basic Clin Pharmacol Toxicol. 2018 May 12. doi: 10.1111/bcpt.13039. [Epub ahead of print] PubMed PMID: 29753302. 6: Afzal S, Maswal M, Dar AA. Rheological behavior of pH responsive composite hydrogels of chitosan and alginate: Characterization and its use in encapsulation of citral. Colloids Surf B Biointerfaces. 2018 May 2;169:99-106. doi: 10.1016/j.colsurfb.2018.05.002. [Epub ahead of print] PubMed PMID: 29753183. 7: Bandeira Junior G, Sutili FJ, Gressler LT, Ely VL, Silveira BP, Tasca C, Reghelin M, Matter LB, Vargas APC, Baldisserotto B. Antibacterial potential of phytochemicals alone or in combination with antimicrobials against fish pathogenic bacteria. J Appl Microbiol. 2018 May 9. doi: 10.1111/jam.13906. [Epub ahead of print] PubMed PMID: 29741243. 8: El-Nabarawi MA, Shamma RN, Farouk F, Nasralla SM. Dapsone-Loaded Invasomes as a Potential Treatment of Acne: Preparation, Characterization, and In Vivo Skin Deposition Assay. AAPS PharmSciTech. 2018 May 3. doi: 10.1208/s12249-018-1025-0. [Epub ahead of print] PubMed PMID: 29725903. 9: Ailincai D, Tartau Mititelu L, Marin L. Drug delivery systems based on biocompatible imino-chitosan hydrogels for local anticancer therapy. Drug Deliv. 2018 Nov;25(1):1080-1090. doi: 10.1080/10717544.2018.1466937. PubMed PMID: 29722585. 10: Mukilan M, Bogdanowicz W, Marimuthu G, Rajan KE. Odour discrimination learning in the Indian greater short-nosed fruit bat (Cynopterus sphinx): differential expression of Egr-1, C-fos and PP-1 in the olfactory bulb, amygdala and hippocampus. J Exp Biol. 2018 Jun 15;221(Pt 12). pii: jeb175364. doi: 10.1242/jeb.175364. PubMed PMID: 29674380. 11: Wang Y, Feng K, Yang H, Zhang Z, Yuan Y, Yue T. Effect of Cinnamaldehyde and Citral Combination on Transcriptional Profile, Growth, Oxidative Damage and Patulin Biosynthesis of Penicillium expansum. Front Microbiol. 2018 Mar 29;9:597. doi: 10.3389/fmicb.2018.00597. eCollection 2018. PubMed PMID: 29651282; PubMed Central PMCID: PMC5884930. 12: Carvalho PMM, Macêdo CAF, Ribeiro TF, Silva AA, Da Silva RER, de Morais LP, Kerntopf MR, Menezes IRA, Barbosa R. Effect of the Lippia alba (Mill.) N.E. Brown essential oil and its main constituents, citral and limonene, on the tracheal smooth muscle of rats. Biotechnol Rep (Amst). 2017 Dec 6;17:31-34. doi: 10.1016/j.btre.2017.12.002. eCollection 2018 Mar. PubMed PMID: 29619330; PubMed Central PMCID: PMC5881402. 13: Chhikara N, Kour R, Jaglan S, Gupta P, Gat Y, Panghal A. Citrus medica: nutritional, phytochemical composition and health benefits - a review. Food Funct. 2018 Apr 25;9(4):1978-1992. doi: 10.1039/c7fo02035j. Review. PubMed PMID: 29594287. 14: Maruoka T, Kitanaka A, Kubota Y, Yamaoka G, Kameda T, Imataki O, Dobashi H, Bandoh S, Kadowaki N, Tanaka T. Lemongrass essential oil and citral inhibit Src/Stat3 activity and suppress the proliferation/survival of small-cell lung cancer cells, alone or in combination with chemotherapeutic agents. Int J Oncol. 2018 Mar 13. doi: 10.3892/ijo.2018.4314. [Epub ahead of print] PubMed PMID: 29568932. 15: Bitzer ZT, Goel R, Reilly SM, Elias RJ, Silakov A, Foulds J, Muscat J, Richie JP Jr. Effect of flavoring chemicals on free radical formation in electronic cigarette aerosols. Free Radic Biol Med. 2018 May 20;120:72-79. doi: 10.1016/j.freeradbiomed.2018.03.020. Epub 2018 Mar 13. PubMed PMID: 29548792; PubMed Central PMCID: PMC5940571. 16: OuYang Q, Tao N, Zhang M. A Damaged Oxidative Phosphorylation Mechanism Is Involved in the Antifungal Activity of Citral against Penicillium digitatum. Front Microbiol. 2018 Feb 16;9:239. doi: 10.3389/fmicb.2018.00239. eCollection 2018. PubMed PMID: 29503638; PubMed Central PMCID: PMC5820319. 17: Bayala B, Bassole IHN, Maqdasy S, Baron S, Simpore J, Lobaccaro JA. Cymbopogon citratus and Cymbopogon giganteus essential oils have cytotoxic effects on tumor cell cultures. Identification of citral as a new putative anti-proliferative molecule. Biochimie. 2018 Mar 6. pii: S0300-9084(18)30056-7. doi: 10.1016/j.biochi.2018.02.013. [Epub ahead of print] PubMed PMID: 29501481. 18: Pérez Zamora CM, Torres CA, Nuñez MB. Antimicrobial Activity and Chemical Composition of Essential Oils from Verbenaceae Species Growing in South America. Molecules. 2018 Mar 1;23(3). pii: E544. doi: 10.3390/molecules23030544. Review. PubMed PMID: 29494478. 19: Alam MF, Varshney S, Khan MA, Laskar AA, Younus H. In vitro DNA binding studies of therapeutic and prophylactic drug citral. Int J Biol Macromol. 2018 Jul 1;113:300-308. doi: 10.1016/j.ijbiomac.2018.02.098. Epub 2018 Feb 22. PubMed PMID: 29477540. 20: Mani López E, Valle Vargas GP, Palou E, López Malo A. Penicillium expansum Inhibition on Bread by Lemongrass Essential Oil in Vapor Phase. J Food Prot. 2018 Feb 23:467-471. doi: 10.4315/0362-028X.JFP-17-315. [Epub ahead of print] PubMed PMID: 29474143.

View History

BIBX-79

BIBX-79