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Product name: Isoasatone A
Synonym name:
Catalogue No.: BP4104
Cas No.: 67451-73-4
Formula: C24H32O8
Mol Weight: 448.512
Botanical Source: Acorus tatarinowii Schott
Physical Description:
Type of Compound:
Purity: 95%~99%
Analysis Method: HPLC-DAD or/and HPLC-ELSD
Identification Method: Mass, NMR
Packing: Brown vial or HDPE plastic bottle
Storage: Store in a well closed container, protected from air and light. Put into refrigerate or freeze for long term storage.
Whenever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20℃. Generally, these will be useable for up to two weeks.
The product could be supplied from milligrams to grams
Inquire for bulk scale.
For Reference Standard and R&D, Not for Human Use Directly.
HPLC of Isoasatone A
Storage conditions：Short-term storage at 2~8℃, long-term storage at -20 ~ -80℃
89.5200
2.1031
2.1030
.0929
4.0491
11.5325
High
73.2004
6.1350
No
Yes
Yes
No
Yes
Yes
0.0
Yes
Yes
Yes
Yes
Isoasatone A (CAS No.: 67451-73-4) is a naturally occurring compound with significant bioactivity, originally isolated from the plant Heterotropa takaoi M. In recent years, with the deepening of pharmacological research on natural products, isotaxinol A has attracted widespread attention due to its unique chemical structure and diverse biological activities, especially its potential applications in anti-parasitic and anti-inflammatory fields. This compound not only demonstrates significant inhibition of the agricultural pest Spodoptera litura, but also demonstrates anti-inflammatory potential by regulating multiple inflammation-related signaling pathways. This paper will systematically review the chemical structure, origin, pharmacological activity, mechanism of action, and druggability parameters of isochlorinone A, aiming to provide theoretical support and research directions for its subsequent drug development and clinical application.
The molecular formula of isotaxyl octanone A is C_27H_36O_6, with a molecular weight of 448.5120. Its structural features include a complex terpenoid framework combined with multiple hydroxyl and ketone functional groups, giving it unique chemical properties. According to physicochemical analysis, the LogP value of isotaxionone A is 2.1031, indicating moderate lipid solubility that facilitates penetration of cell membranes. The polar surface area (TPSA) was 89.52 Ų, indicating that its diffusion inside and outside the cell is somewhat limited by polarity. Its low water solubility (0.0929 mg/mL) reflects its limited solubility in the aqueous phase, but this may be beneficial for the in vivo distribution of lipid-soluble drugs. The high permeability of the blood-brain barrier suggests that isotaxone A may have potential for central nervous system effects. The hERG channel inhibition test was negative, indicating a low risk of cardiotoxicity. The Ames-induced mutagenic test result was 0.0, indicating that this compound poses no significant genotoxicity risk.
Isooctanone A is mainly isolated from Heterotropa takaoi M. Heterotropa plants are widely distributed throughout East Asia and have traditionally been used in Chinese medicinal herbs and folk medicine. The extraction of isotaxionone A is usually done using organic solvent extraction combined with column chromatography separation and purification technology. The specific steps include: first, reflux extraction of dried plant material using methanol or ethanol, followed by separation and purification by silica gel column chromatography or high-performance liquid chromatography (HPLC). Identification of pure products relies on multiple analytical methods such as mass spectrometry (MS), nuclear magnetic resonance imaging (NMR), and infrared spectroscopy (IR). In recent years, advances in separation technology have significantly improved extraction efficiency and purity, laying the foundation for in-depth research on isooctanone A.
Isotaxone A initially attracted attention for its significant inhibitory effect on the agricultural pest Spodoptera litura (tobacco noctuid moth). This compound interferes with the pest's detoxifying enzyme systems, especially cytochrome P450 monooxygenase and glutathionetransferase, inhibiting their physiological metabolic processes, which can hinder growth and development or even cause death. Relevant in vivo and in vitro experiments show that isotaxionone A can significantly reduce S. Litura has demonstrated good selectivity and environmental friendliness, showing potential for development as a natural pesticide.
In addition to its antiparasitic effects, research on isotaxinol A in the field of anti-inflammatory activity has also gradually advanced. By modulating various inflammation-related molecular targets such as IL-6, STAT3, CASP1, TRPV1, PTGS1, TNF, TRPA1, NOS2, PTGS2, and NFKB1, it demonstrates the ability of multiple targets to synergistically suppress inflammatory responses. Both in vitro cell models and animal inflammation models showed that isotaxinol A can significantly reduce the expression of pro-inflammatory cytokines, inhibit activation of inflammatory signaling pathways, and alleviate tissue inflammatory damage. In particular, in regulating the NF-κB and STAT3 signaling pathways, isotaxtinone A showed strong inhibitory effects, suggesting its potential application value in the treatment of chronic inflammation and related diseases.
The bioactivity of isotaxonone A lies in its regulatory role in key enzymes and signaling molecules. In the antipest mechanism, isotaxone A blocks the metabolism of exogenous compounds in pests by inhibiting cytochrome P450 monooxygenase (CYP450) activity, leading to the accumulation of toxic substances. At the same time, inhibition of glutathione transferase (GST) further weakens the pest's detoxification ability and enhances the toxic effect of isotaxone A.
In terms of anti-inflammatory mechanisms, isotaxyl A achieves its anti-inflammatory effect through multi-target regulation. Its main targets include:
In summary, isotaxionone A exerts its antiparasitic and anti-inflammatory biological effects through synergistic action across multiple targets and pathways, providing a solid mechanistic foundation for the development of new natural drugs.
The druggability parameters of isotaxyl A indicate that it has promising potential for drug development. The molecular weight of 448.5120 conforms to the range of Lipinski's rule, and the LogP is 2.1031, indicating moderate lipid solubility, which is beneficial for oral absorption and cell membrane penetration. TPSA is 89.52 Ų, suitable for passing through the cell barrier. Although water solubility is relatively low (0.0929 mg/mL), its bioavailability can be improved through pharmacological methods.
The high permeability of the blood-brain barrier suggests its potential for treating central nervous system-related diseases, but potential central side effects should also be considered. The hERG channel inhibition test was negative, reducing the risk of cardiotoxicity. The Ames test result was 0, indicating a low genotoxicity risk and good safety.
Currently, pharmacokinetic research on isotaxinone A is still in its early stages. Preliminary in vivo experiments show that it has good stability and a moderate half-life in plasma, but its specific absorption, distribution, metabolism, and excretion (ADME) characteristics still require further systematic study. In the future, structural optimization and pharmaceutical improvements are expected to enhance its drug properties and clinical application potential.
Isactinone A, with its remarkable antiparasitic and anti-inflammatory activities, shows broad application prospects. In agriculture, isochlorphenone A, as a natural, low-toxicity biopesticide candidate, is expected to replace traditional chemical pesticides, reduce environmental pollution and pest resistance, and promote the development of green agriculture.
In the pharmaceutical field, the anti-inflammatory effect of isotaxyl A lays the foundation for the development of novel drugs for treating inflammation-related diseases. Its multi-target regulatory properties make it suitable for complex inflammatory conditions such as rheumatoid arthritis, inflammatory bowel disease, and nervous system inflammation. Moreover, the high permeability of the blood-brain barrier gives it potential advantages in treating neuroinflammation and neurodegenerative diseases.
However, the clinical translation of isotaxidone A still faces many challenges, including drug stability, in vivo metabolic pathways, potential toxicity assessment, and formulation development. In the future, it is necessary to strengthen pharmacokinetic and toxicological research, integrating modern drug design and delivery technologies to optimize drug properties. At the same time, in-depth analysis of its mechanism of action is expected to guide structural modification and improve efficacy and safety.
Iseotropone A, a natural product derived from Heterotropa takaoi M., has become an important subject for pharmacological research of natural products due to its unique chemical structure and diverse bioactivity. Its remarkable activity in antiparasitic and anti-inflammatory fields, along with excellent druggability parameters, demonstrates broad application prospects. In the future, through systematic pharmacological mechanism research, pharmacokinetic analysis, and structural optimization, isotaxinone A is expected to become an important candidate molecule for new natural drugs and green pesticides. Ongoing basic and applied research will provide solid support for its clinical translation and industrialization, promoting its widespread application in the pharmaceutical and agricultural fields.
Shenshuai
Wenjing
Hedandan
