Cas no 143437-61-0 (Oryzalexin S)

Oryzalexin S is a diterpenoid phytoalexin primarily found in rice (Oryza sativa), synthesized in response to pathogen attack or environmental stress. It exhibits notable antifungal and antimicrobial properties, contributing to plant defense mechanisms. Structurally classified as a member of the oryzalexin family, it features a distinctive carbon skeleton with functional groups that enhance its bioactivity. Research indicates its potential role in inhibiting fungal growth, particularly against Magnaporthe oryzae, the causative agent of rice blast disease. Its biosynthesis is regulated by jasmonate signaling pathways, highlighting its importance in stress-responsive metabolism. Oryzalexin S is of interest for studies on plant-pathogen interactions and natural product-derived agrochemicals.
Oryzalexin S structure
Oryzalexin S structure
Product Name:Oryzalexin S
CAS No:143437-61-0
MF:C20H32O2
MW:304.466886520386
CID:166954
PubChem ID:101628275
Update Time:2025-06-11

Oryzalexin S Chemical and Physical Properties

Names and Identifiers

    • 9,11a-Methano-11aH-cyclohepta[a]naphthalene-4-methanol,1,2,3,4,4a,5,6,6a,9,10,11,11b-dodecahydro-2-hydroxy-4,8,11b-trimethyl-,(2R,4S,4aR,6aS,9R,11aR,11bS)-
    • 9,11a-Methano-11aH-cyclohepta[a]naphthalene-4-methanol,1,2,3,4,4a,5,6,6a,9,10,11,11b-dodecahydro-2-hydroxy-4,8,11b-trimethyl-
    • 9,11a-Methano-11aH-cyclohepta[a]naphthalene-4-methanol,1,2,3,4,4a,5,6,6a,9,10,11,11b-dodecahydro-2-hydroxy-4,8,11b-trimethyl-, [2R-(2a,4b,4aa,6ab,9a,11aa,11bb)]-
    • Oryzalexin S
    • Oryzalexin S NEW
    • 143437-61-0
    • (2R,4S,4aR,6aS,9R,11aR,11bS)-1,2,3,4,4a,5,6,6a,9,10,11,11b-Dodecahydro-2-hydroxy-4,8,11b-trimethyl-9,11a-methano-11aH-cyclohepta[a]naphthalene-4-methanol
    • (1R,2S,4R,6S,7R,10S,13R)-6-(hydroxymethyl)-2,6,12-trimethyltetracyclo[11.2.1.01,10.02,7]hexadec-11-en-4-ol
    • XO165578
    • CHEBI:170109
    • Q65660465
    • DTXSID001100118
    • Inchi: 1S/C20H32O2/c1-13-8-15-4-5-17-18(2,12-21)10-16(22)11-19(17,3)20(15)7-6-14(13)9-20/h8,14-17,21-22H,4-7,9-12H2,1-3H3/t14-,15+,16+,17+,18-,19+,20-/m1/s1
    • InChI Key: OXKYBEZXRLIPKC-OSIAAWHGSA-N
    • SMILES: [C@@]123C[C@@]([H])(CC1)C(C)=C[C@]2([H])CC[C@]1([H])[C@]3(C)C[C@@H](O)C[C@]1(C)CO

Computed Properties

  • Exact Mass: 304.240230259g/mol
  • Monoisotopic Mass: 304.240230259g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 1
  • Complexity: 512
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 7
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 4
  • Topological Polar Surface Area: 40.5?2

Oryzalexin S Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
O675510-1mg
Oryzalexin S
143437-61-0
1mg
$190.00 2023-05-17
TRC
O675510-10mg
Oryzalexin S
143437-61-0
10mg
$1499.00 2023-05-17

Additional information on Oryzalexin S

Recent Advances in Oryzalexin S (143437-61-0) Research: A Comprehensive Review

Oryzalexin S (CAS: 143437-61-0) is a diterpenoid phytoalexin primarily found in rice (Oryza sativa), known for its significant role in plant defense mechanisms against pathogens. Recent studies have expanded its potential applications in the chemical, biological, and pharmaceutical fields, particularly due to its antimicrobial, anti-inflammatory, and anticancer properties. This research briefing synthesizes the latest findings on Oryzalexin S, focusing on its molecular mechanisms, biosynthesis pathways, and therapeutic potentials.

Recent investigations into Oryzalexin S have highlighted its unique chemical structure, which contributes to its bioactivity. The compound belongs to the oryzalexin family, characterized by a labdane-related diterpenoid skeleton. Advanced spectroscopic techniques, including NMR and mass spectrometry, have been employed to elucidate its structure-activity relationships. These studies reveal that subtle modifications in its functional groups can significantly alter its biological efficacy, opening avenues for synthetic analogs with enhanced properties.

One of the most promising areas of research involves the biosynthesis of Oryzalexin S. Recent genomic and metabolomic studies have identified key enzymes, such as diterpene synthases and cytochrome P450s, involved in its production. Genetic engineering approaches are being explored to enhance yield in microbial hosts, such as Escherichia coli and Saccharomyces cerevisiae, for scalable production. These advancements could address current limitations in natural extraction methods, which are often inefficient and environmentally taxing.

In the pharmaceutical domain, Oryzalexin S has demonstrated potent antimicrobial activity against multidrug-resistant pathogens, including Staphylococcus aureus and Candida albicans. Mechanistic studies suggest it disrupts microbial cell membranes and inhibits essential enzymatic pathways. Additionally, its anti-inflammatory properties, mediated through the suppression of NF-κB and MAPK signaling pathways, position it as a candidate for treating chronic inflammatory diseases. Preclinical trials are underway to evaluate its efficacy and safety in vivo.

Another groundbreaking application is in cancer therapy. Oryzalexin S has shown selective cytotoxicity against various cancer cell lines, including breast, lung, and colon cancers, while sparing normal cells. Researchers attribute this to its ability to induce apoptosis via mitochondrial dysfunction and ROS generation. Combination therapies with conventional chemotherapeutic agents are being investigated to enhance treatment outcomes and reduce side effects.

Despite these advancements, challenges remain in the clinical translation of Oryzalexin S. Issues such as poor solubility, bioavailability, and potential toxicity at higher doses need to be addressed. Novel drug delivery systems, including nanoparticles and liposomes, are being tested to improve its pharmacokinetic profile. Furthermore, regulatory hurdles and the need for extensive clinical trials pose significant barriers to its commercialization.

In conclusion, Oryzalexin S (143437-61-0) represents a versatile compound with broad applications in medicine and agriculture. Ongoing research continues to uncover its multifaceted roles, from pathogen resistance in crops to innovative therapeutic agents. Collaborative efforts among chemists, biologists, and pharmacologists are essential to harness its full potential and overcome existing limitations. This briefing underscores the importance of sustained investment in phytoalexin research to meet global health and agricultural challenges.

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