80-59-1
80-59-1
Chemical Structure
Tiglic acid
- CAS No.: 80-59-1
- Formula:C5H8O2
- Molecular Weight:100.12
IUPAC Name: (E)-2-methylbut-2-enoic acid
InChIKey: UIERETOOQGIECD-ONEGZZNKSA-N
SMILES: C/C=C(C)/C(O)=O
Biological Activity: Tiglic acid is a monocarboxylic unsaturated organic acid. Tiglic acid can be isolated from croton oil. Tiglic acid agonizes FFA2 and upregulates PYY expression. Tiglic acid derivatives have anti-inflammatory activity. Tiglic acid can be used in the research of obesity, diabetes, and inflammatory diseases[1][2][3].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Tiglic acid | 99.74% | Tiglic acid is a monocarboxylic unsaturated organic acid. Tiglic acid can be isolated from croton oil. Tiglic acid agonizes FFA2 and upregulates PYY expression. Tiglic acid derivatives have anti-inflammatory activity. Tiglic acid can be used in the research of obesity, diabetes, and inflammatory diseases. | ||||||||||||||||||||
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Tiglic acid (Standard) | ≥98% | Tiglic acid (Standard) is the analytical standard of Tiglic acid (HY-W012999). This product is intended for research and analytical applications. Tiglic acid is a monocarboxylic unsaturated organic acid. Tiglic acid can be isolated from croton oil. Tiglic acid agonizes FFA2 and upregulates PYY expression. Tiglic acid derivatives have anti-inflammatory activity. Tiglic acid can be used in the research of obesity, diabetes, and inflammatory diseases. | ||||||||||||||||||||
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(E)-2-Methylbut-2-enoic-4,4,4-d3 acid | (E)-2-Methylbut-2-enoic-4,4,4-d3 acid is the deuterium labeled Tiglic acid (HY-W012999). Tiglic acid is a monocarboxylic unsaturated organic acid found in croton oil and in several other natural products. Tiglic aci has a role as a plant metabolite. | |||||||||||||||||||||
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Citraconic acid (Standard) | ≥98% | Citraconic acid (Methylmaleic acid) (Standard) is the analytical standard of Citraconic acid (HY-113298). This product is intended for research and analytical applications. Citraconic acid is an orally active inhibitor targeting the NLRP3 inflammasome and Keap1-Nrf2 pathway. Citraconic acid reduces reactive oxygen species (ROS) generation by inhibiting succinate dehydrogenase (SDH) activity. Citraconic acid also modifies the conformation of Keap1 protein, relieves its inhibition of Nrf2, promotes antioxidant gene expression, and inhibits NLRP3 activation and the release of pro-inflammatory factors such as IL-1β and IL-18. Citraconic acid has anti-inflammatory and antioxidant activities, can reduce oxidative stress and cell pyroptosis, improve tissue damage, and can be used for the research of inflammation-related diseases such as acute renal ischemia-reperfusion injury. Citraconic acid is an isomer of Itaconic acid (HY-Y052). | ||||||||||||||||||||
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Mesaconic acid | 99.95% | Mesaconic acid (Citronic acid; Methylfumaric acid) is an orally active anti-inflammatory and antioxidant agent. Mesaconic acid reduces the level of NF-κB in colon tissues, downregulates the expression of Keap1 and Bax, upregulates the expression of Nrf2 and Bcl2, and decreases the expression of Caspase-1. Mesaconic acid reduces the levels of NLRP3, ASC and Casp-1 in colon, liver and kidney tissues. Mesaconic acid reduces pro-inflammatory cytokine levels, increases the level of the anti-inflammatory cytokine IL-10, elevates NAD+ levels, regulates oxidative stress markers and antioxidant enzyme levels, and upregulates intestinal barrier proteins in colon, liver and kidney tissues. Mesaconic acid increases the abundance of beneficial gut bacteria and reduces the abundance of harmful gut bacteria in rapidly aging mice, and exhibits anti-aging properties. Mesaconic acid acts as a flame retardant and serves as a competitive inhibitor of fumarate reduction. Mesaconic acid can be used in the research of aging-related inflammation. | ||||||||||||||||||||
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(Z)-2-Angeloyloxymethyl-2-butenoic | (Z)-2-Angeloyloxymethyl-2-butenoic is a natural product that can be found in the roots of Anthriscus sylvestris Hoffm. | |||||||||||||||||||||
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Angelic acid | 99.20% | Angelic acid is a ferroptosis inducer, targeting NRF2 degradation. Angelic acid binds to NRF2 protein and promotes NRF2 degradation via ubiquitination-proteasome pathway, relieves the inhibitory effect of NRF2 on oxidative stress and lipid peroxidation. Then, Angelic acid induces ferroptosis in tumor cells. Angelic acid can enhance the accumulation of intracellular reactive oxygen species (ROS), upregulate ferroptosis-related markers CHAC1 and PTGS2, and synergize with ferroptosis inducers to enhance anti-tumor effects. Angelic acid also has the activity of scavenging UVA-induced ROS in vitro, inhibiting skin fibroblast senescence and extracellular matrix degradation. Angelic Acid helps wound healing with sedative activity. | ||||||||||||||||||||
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3,3-Dimethylacrylic acid (Standard) | ≥98% | 3,3-Dimethylacrylic acid (Standard) (3-Methylcrotonic acid (Standard)) is the analytical standard of 3,3-Dimethylacrylic acid (HY-W010611). This product is intended for research and analytical applications.3,3-Dimethylacrylic acid is an active small molecule, that can be used as drug intermediate. | ||||||||||||||||||||
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(E)-Pent-3-en-2-one | (E)-Pent-3-en-2-one is a volatile component that can be found in the fruit of Melicocca bijuga L. | |||||||||||||||||||||
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trans-2-Methyl-2-butenal | trans-2-Methyl-2-butenal (Tiglaldehyde) is an adduct former that can be found in cigarette smoke, and very weakly inhibits growth of cancer cells and normal mouse cells. trans-2-Methyl-2-butenal forms adducts with glutathione (GSH) via Michael addition.trans-2-Methyl-2-butenal is an α,β-unsaturated carbonyl compound. | |||||||||||||||||||||
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(E)-Crotonic acid (Standard) | 99.11% | (E)-Crotonic acid (Standard) is the analytical standard of (E)-Crotonic acid. This product is intended for research and analytical applications. (E)-Crotonic acid is an endogenous metabolite. | ||||||||||||||||||||
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References
- [1]. ROBERT E. BUCKLES, et al. THE PREPARATION OF TIGLIC AND ANGELIC ACIDS AND ESTERS. Cite This:J. Org. Chem.1950153680-684.
- [2]. Larraufie P, et al. SCFAs strongly stimulate PYY production in human enteroendocrine cells. Sci Rep. 2018 Jan 8;8(1):74. [Content Brief]
- [3]. Wang HQ, et al. Hydroxylated Ethacrylic and Tiglic Acid Derivatives from the Stems and Branches of Enkianthus chinensis and Their Potential Anti-inflammatory Activities. J Nat Prod. 2020 Oct 23;83(10):2867-2876. [Content Brief]
