2385-77-5
Chemical Structure
(R)-(+)-Citronellal
Synonym(s): (+)-Citronellal
- CAS No.: 2385-77-5
- Formula:C10H18O
- Molecular Weight:154.25
IUPAC Name: (R)-3,7-dimethyloct-6-enal
InChIKey: NEHNMFOYXAPHSD-SNVBAGLBSA-N
SMILES: C/C(C)=C\CC[C@@H](C)CC=O
Biological Activity: (R)-(+)-Citronellal ((+)-Citronellal) is a monoterpenoid compound and is one of the main components of essential oils from plants such as lemon grass. (R)-(+)-Citronellal has antibacterial, antifungal, and insecticidal activities. (R)-(+)-Citronellal alleviates the bitterness of caffeine by antagonizing the bitter taste receptors Tas2r43 (IC50 = 84 μM) and Tas2R46. (R)-(+)-Citronellal generates analgesic activity by activating the opioid receptor (broad-spectrum opioid receptor) pathway, and its effect is particularly significant for inflammatory pain[1][2][3][4].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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(R)-(+)-Citronellal | 98.72% | (R)-(+)-Citronellal ((+)-Citronellal) is a monoterpenoid compound and is one of the main components of essential oils from plants such as lemon grass. (R)-(+)-Citronellal has antibacterial, antifungal, and insecticidal activities. (R)-(+)-Citronellal alleviates the bitterness of caffeine by antagonizing the bitter taste receptors Tas2r43 (IC50 = 84 μM) and Tas2R46. (R)-(+)-Citronellal generates analgesic activity by activating the opioid receptor (broad-spectrum opioid receptor) pathway, and its effect is particularly significant for inflammatory pain. | ||||||||||||||||||||
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(S)-(-)-Citronellal | 99.66% | (S)-(-)-Citronellal ((-)-Citronellal) is an oxygenated monoterpenoid found in Citrus limon (L.) Burm. F. essential oils. (S)-(-)-Citronellal is a chiral isomers of (R)-(+)-Citronellal (HY-111664) and does not possess microtubule-disrupting activity. (S)-(-)-Citronellal can be used for cancer research. | ||||||||||||||||||||
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(R)-Citronellol | 99.78% | (R)-Citronellol (D-Citronellol) is an alcoholic monoterpene found in geranium essential oil. (R)-Citronellol inhibits degranulation of mast cells and does not affect caffeine bitterness perception. (R)-Citronellol can be used in decorative cosmetics, toiletries as well as in non-cosmetic products. | ||||||||||||||||||||
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Citral (Standard) | 98.20% | Citral (Standard) is the analytical standard of Citral. This product is intended for research and analytical applications. Citral is an orally active monoterpene compound in lemon grass essential oil and a natural ALDH1A inhibitor, which can induce apoptosis and cycle arrest in breast cancer cell lines, and has analgesic, anti-injurious and anti-inflammatory effects. | ||||||||||||||||||||
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Citronellal (Standard) | ≥98% | Citronellal (Standard) is the analytical standard of Citronellal. This product is intended for research and analytical applications.Citronellal is a monoterpene that can be found in the essential oils in various aromatic species of plants, with antiinflammatory and antinociceptive properties. Citronellal attenuates mechanical nociception, mediated in part by the NO-cGMP-ATP-sensitive K+ channel pathway. Citronellal induces reduction of spontaneuous activity, ataxia, analgesia, and sedation in vivo. Citronellal can attenuate mechanical nociception response in mouse model. | ||||||||||||||||||||
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(R)-(+)-Citronellic acid | 99.45% | (R)-(+)-Citronellic acid is a chiral carboxylic acid and can be used as a drug intermediate. | ||||||||||||||||||||
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Citronellol | 98.40% | Citronellol ((±)-Citronellol) is an orally active inducer of apoptosis. Citronellol can prevent oxidative stress, mitochondrial dysfunction, and apoptosis in the SH-SY5Y cell Parkinson's disease model induced by 6-OHDA by regulating the ROS-NO, MAPK/ERK, and PI3K/Akt signaling pathways. Citronellol can induce necroptosis in human lung cancer cells through the TNF-α pathway and accumulation of ROS. Citronellol can reduce the levels of LC-3 and p62 to regulate the autophagy pathway, inhibit oxidative stress and neuroinflammation, and thus have neuroprotective effects on Parkinson's rats. Citronellol exhibits anti-fungal activity against Trichophyton rubrum by inhibiting ergosterol synthesis. | ||||||||||||||||||||
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L-Citronellol (Standard) | 99.53% | L-Citronellol ((S)-3,7-Dimethyloct-6-en-1-ol) is an analytical standard for L-Citronellol (HY-W015515). This product is intended for research and analytical applications. L-Citronellol is a natural product with anti-allergic and neuroprotective effects. L-Citronellol inhibits mast cell activation and the release of inflammatory factors by inhibiting the ERK pathway. L-Citronellol inhibits BACE1/PSEN1 and AChE, reduces TNF-α expression and lipid peroxidation, demonstrating the potential of multi-target anti-Alzheimer's disease (AD). | ||||||||||||||||||||
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(S)-(-)-Citronellic acid | (S)-(-)-Citronellic acid is a monoterpenoid carboxylic acid. | |||||||||||||||||||||
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Dihydromyrcene | 90.04% | Dihydromyrcene is a volatile terpenoid compound found in essential oil from Rosa indica L. petals. Dihydromyrcene has potential vasorelaxant and antispasmodic effects. | ||||||||||||||||||||
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Neral | 97.87% | Neral is a plant-derived anti-inflammatory, antioxidant and anticancer agent. Neral inhibits the phosphorylation of ERK1/2, p38 MAPK and IκB in macrophages induced by LPS (HY-D1056), suppresses the secretion of TNF-α and IL-6, as well as the expression of pro-IL-1β, iNOS and COX-2 in cells, and reduces the production of ROS in cells. Neral inhibits the activation of the NLRP3 inflammasome, and decreases the activation of caspase-1 and the secretion of IL-1β in mouse macrophages. Neral induces autophagy, and exhibits antiproliferative activity both in in vitro breast cancer cell models and mouse xenograft models. Neral regulates brassinosteroid, jasmonic acid and ethylene signaling pathways, and induces the expression of AP2/ERF-ERF and bHLH family genes in rice roots. Neral acts as a herbicide safener, alleviates the damage induced by Fenoxaprop-P-ethyl (HY-B2013), and promotes the elongation of rice roots. Neral can be used in research related to breast cancer, inflammatory and immune system diseases, and herbicide safeners. | ||||||||||||||||||||
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References
- [1]. Gouveia RG, et al. Antifungal effect of (R) and (S)-citronellal enantiomers and their predictive mechanism of action on Candida albicans from voriconazole-resistant onychomycoses. Braz J Biol. 2023 May 22;83:e271530. [Content Brief]
- [2]. Wu P, et al. Chemical Composition, Antimicrobial and Insecticidal Activities of Essential Oils of Discarded Perfume Lemon and Leaves (Citrus Limon (L.) Burm. F.) as Possible Sources of Functional Botanical Agents. Front Chem. 2021 May 24;9:679116. [Content Brief]
- [3]. Suess B, et al. The Odorant ( R)-Citronellal Attenuates Caffeine Bitterness by Inhibiting the Bitter Receptors TAS2R43 and TAS2R46. J Agric Food Chem. 2018 Mar 14;66(10):2301-2311. [Content Brief]
- [4]. Costa AOC, et al. Evaluation of the antinociceptive effect generated by citronellal monoterpene isomers. Braz J Biol. 2023 May 29;83:e271781. [Content Brief]