Cas no 14110-64-6 (Cytochalasin A)

Cytochalasin A is a fungal-derived secondary metabolite belonging to the cytochalasin family, known for its potent actin polymerization inhibitory activity. This compound selectively binds to the barbed ends of actin filaments, disrupting cytoskeletal dynamics and cellular processes such as motility, cytokinesis, and vesicle trafficking. Its mechanism of action makes it a valuable tool in cell biology research for studying actin-dependent functions. Cytochalasin A exhibits higher stability and specificity compared to some analogs, enhancing its utility in experimental applications. Additionally, it has been employed in pharmacological studies to investigate potential therapeutic targets involving actin remodeling. The compound is typically supplied in high-purity formulations to ensure reproducibility in research settings.
Cytochalasin A structure
Cytochalasin A structure
Product Name:Cytochalasin A
CAS No:14110-64-6
MF:C29H35NO5
MW:477.591908693314
CID:145408
PubChem ID:24892882
Update Time:2025-10-31

Cytochalasin A Chemical and Physical Properties

Names and Identifiers

    • 2H-Oxacyclotetradecino[2,3-d]isoindole-2,5,18-trione,6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-13-hydroxy-9,15-dimethyl-14-methylene-16-(phenylmethyl)-,(3E,9R,11E,12aS,13S,15S,15aS,16S,18aS)-
    • 2H-Oxacyclotetradecino[2,3-d]isoindole-2,5,18-trione,6,7,8,9,10,12a,13,14,15,15a,16,17-dodecah...
    • 2H-Oxacyclotetradecino[2,3-d]isoindole-2,5,18-trione,6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-13-hydroxy-9,15-dimethyl-1
    • Cytochalasin A
    • Cytochalasin A (NSC 174119 )
    • 20-dehydro-phomin
    • 5,5-Didehydrophomin
    • cytochalasin a from helminthosporium dematioideum
    • Cytochalasin dreschslera dematioidea
    • CytochalasinA from Drechslera dematioidea
    • Dehydrophomin
    • 5-Dehydrophomin
    • NSC 174119
    • Phomin, 5,5-didehydro-
    • CYTOCHALASIN A(RG)
    • CYTOCHALASIN A FROM DRESCHSLERA DEMATIOIDEA
    • Cytochalasin A 5-Dehydrophomin Dehydrophomin
    • Cytochalasin dreschslera dematioidea
    • CytochalasinA from Drechslera dematioidea
    • CYTOCHALASIN A FROM DRESCHSLERA DEMATIOIDEA, BIOCHEMIKA, >= 99.0% (TLC)
    • Spectrum5_001741
    • DTXSID401017587
    • 14110-64-6
    • UNII-BV8WQ9500E
    • 24-Oxa(14)cytochalasa-6(12),13,21-triene-1,20,23-trione, 7-hydroxy-16-methyl-10-phenyl-, (7S,13E,16R,21E)-
    • 2H-Oxacyclotetradecino(2,3-d)isoindole-2,5,18-trione, 6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-13-hydroxy-9,15-dimethyl-14-methylene-16-(phenylmethyl)-, (3E,9R,11E,12aS,13S,15S,15aS,16S,18aS)-
    • BV8WQ9500E
    • MFCD00005935
    • NCGC00388356-01
    • C19953
    • 2H-Oxacyclotetradecino(2,3-d)isoindole-2,5,18-trione, 6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-13-hydroxy-9,15-dimethyl-14-methylene-16-(phenylmethyl)-, (9R-(3E,9R*,11E,12aS*,13S*,15S*,15aS*,16S*,18aS*))-
    • CCG-39699
    • J-007460
    • Cytochalasin A from Drechslera dematioidea
    • NSC174119
    • 7(S)-Hydroxy-16(R)-methyl-10-phenyl-24-oxa(14)cytochalasa-6(12),13(E),21(E)-triene-1,20,23-trione
    • LMPK11000001
    • CHEBI:144392
    • CS-0091953
    • 2H-Oxacyclotetradecino(2,3-d)isoindole-2,5,18-trione, 16-benzyl-6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-13-hydroxy-9,15-dimethyl-14-methylene-
    • EINECS 237-964-9
    • 16-Benzyl-13-hydroxy-9,15-dimethyl-14-methylene-8,9,10,12a,13,14,15,15a,16,17-decahydro-2H-oxacyclotetradecino[2,3-d]isoindole-2,6,18(5H,7H)-trione
    • AKOS030213126
    • (1S,4E,10R,12E,14S,15S,17S,18S,19S)-19-benzyl-15-hydroxy-10,17-dimethyl-16-methylidene-2-oxa-20-azatricyclo[12.7.0.01,18]henicosa-4,12-diene-3,6,21-trione
    • (7S,13E,16R,21E)-7-Hydroxy-16-methyl-10-phenyl-24-oxa[14]cytochalasa-6(12),13,21-triene-1,20,23-trione
    • HY-N6773
    • benzyl-hydroxy-dimethyl-methylene-[?]trione
    • SMP1_000087
    • NS00052243
    • FT-0624328
    • 16-benzyl-5-hydroxy-9,15-dimethyl-14-methylidene-2H,5H,6H,7H,8H,9H,10H,13H,14H,15H,15aH,16H,17H,18H,18bH-oxacyclotetradeca(3,2-e)isoindole-2,13,18-trione
    • NSC-174119
    • DTXCID401475771
    • (3E,9R,11E,12aS,13S,15S,15aS,16S,18aS)-16-Benzyl-13-hydroxy-9,15-dimethyl-14-methylene-6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-2H-oxacyclotetradecino(2,3-d)isoindole-2,5,18-trione
    • 5,5-Didehydrophomin; (7S)-Hydroxy-(16R)-methyl-10-phenyl-24-oxa(14)cytochalasa-6(12),13(E),21(E)-triene-1,20,23-trione
    • (3E,9R,11E,12aS,13S,15S,15aS,16S,18aS)-16-Benzyl-13-hydroxy-9,15-dimethyl-14-methylene-6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-2H-oxacyclotetradecino[2,3-d]isoindole-2,5,18-trione
    • (7S,13E,16R,21E)-7-Hydroxy-16-methyl-10-phenyl-24-oxa(14)cytochalasa-6(12),13,21-triene-1,20,23-trione
    • 16-benzyl-5-hydroxy-9,15-dimethyl-14-methylidene-2H,5H,6H,7H,8H,9H,10H,13H,14H,15H,15aH,16H,17H,18H,18bH-oxacyclotetradeca[3,2-e]isoindole-2,13,18-trione
    • (1S,4E,10R,12E,14S,15S,17S,18S,19S)-19-benzyl-15-hydroxy-10,17-dimethyl-16-methylidene-2-oxa-20-azatricyclo(12.7.0.01,18)henicosa-4,12-diene-3,6,21-trione
    • ZMAODHOXRBLOQO-TZVKRXPSSA-N
    • 7(S)-hydroxy-16(R)-methyl-10-phenyl-24-oxa[14]cytochalasa-6(12),13(E),21(E)-triene-1,20,23-trione
    • MDL: MFCD00005935
    • Inchi: 1S/C29H35NO5/c1-18-9-7-13-22(31)15-16-25(32)35-29-23(14-8-10-18)27(33)20(3)19(2)26(29)24(30-28(29)34)17-21-11-5-4-6-12-21/h4-6,8,11-12,14-16,18-19,23-24,26-27,33H,3,7,9-10,13,17H2,1-2H3,(H,30,34)/b14-8+,16-15+/t18-,19-,23+,24+,26+,27-,29-/m1/s1
    • InChI Key: ZMAODHOXRBLOQO-TZVKRXPSSA-N
    • SMILES: O1C(C=CC(CCC[C@@H](C)CC=C[C@H]2[C@@H](C(=C)[C@@H](C)[C@H]3[C@H](CC4C=CC=CC=4)NC([C@]132)=O)O)=O)=O |t:2,11|

Computed Properties

  • Exact Mass: 477.25200
  • Monoisotopic Mass: 477.252
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 35
  • Rotatable Bond Count: 2
  • Complexity: 901
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 7
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 2
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 4
  • XLogP3: 3.3
  • Topological Polar Surface Area: 92.7

Experimental Properties

  • Color/Form: White powder
  • Density: 1.20±0.1 g/cm3 (20 oC 760 Torr),
  • Melting Point: 185-187 oC
  • Boiling Point: 725.1 °C at 760 mmHg
  • Flash Point: 392.3 °C
  • Refractive Index: 1.59
  • Solubility: Very slightly soluble (0.57 g/l) (25 o C),
  • Water Partition Coefficient: Soluble in DMF, DMSO, ethanol and acetone. Insoluble in water.
  • PSA: 92.70000
  • LogP: 4.02910
  • Sensitiveness: Light Sensitive
  • Solubility: Soluble

Cytochalasin A Security Information

  • Symbol: GHS06 GHS08
  • Signal Word:Danger
  • Hazard Statement: H300-H310-H330-H361
  • Warning Statement: P260-P264-P280-P284-P302+P350-P310
  • Hazardous Material transportation number:UN 1544 6.1/PG 2
  • WGK Germany:3
  • Hazard Category Code: 63-26/27/28
  • Safety Instruction: 28-36/37-45
  • FLUKA BRAND F CODES:10
  • Hazardous Material Identification: T+
  • Hazard Level:6.1(a)
  • Risk Phrases:R26/27/28
  • Safety Term:6.1(a)
  • HazardClass:6.1(a)
  • PackingGroup:I
  • Storage Condition:?20°C

Cytochalasin A Customs Data

  • HS CODE:29349990

Cytochalasin A Pricemore >>

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Cytochalasin A Production Method

Cytochalasin A Suppliers

Amadis Chemical Company Limited
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(CAS:14110-64-6)Cytochalasin A
Order Number:A1200535
Stock Status:in Stock
Quantity:5mg/10mg
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 02:42
Price ($):426.0/690.0

Additional information on Cytochalasin A

Cytochalasin A (CAS No. 14110-64-6): A Comprehensive Overview of Its Biochemical Significance and Recent Research Applications

Cytochalasin A, a naturally occurring macrolide compound identified by its unique chemical structure, is widely recognized for its profound influence on cellular processes. With the CAS number 14110-64-6, this compound has been extensively studied in the field of biochemistry and pharmacology due to its remarkable properties. The structure of Cytochalasin A features a complex ring system that interacts selectively with cellular components, primarily targeting actin filaments and microtubules, thereby modulating various cellular functions.

The biochemical mechanism of Cytochalasin A involves its binding to actin monomers, preventing their polymerization into filaments. This interaction is pivotal in numerous cellular processes, including cell division, motility, and phagocytosis. The compound's ability to disrupt actin dynamics has made it a valuable tool in research settings, particularly in studying cell biology and cytoskeletal organization. Its pharmacological potential has also been explored in therapeutic contexts, where it shows promise in inhibiting certain pathological conditions associated with abnormal actin polymerization.

Recent advancements in the study of Cytochalasin A have highlighted its role in cancer research. Studies have demonstrated that the compound can induce apoptosis in tumor cells by disrupting their cytoskeleton, leading to cell cycle arrest and programmed cell death. Additionally, research has revealed that Cytochalasin A exhibits anti-inflammatory properties, making it a candidate for treating inflammatory diseases. These findings underscore the compound's multifaceted applications in biomedical research and drug development.

The synthetic derivatives of Cytochalasin A have also been a focus of interest, as modifications to its structure can enhance its efficacy and reduce toxicity. Researchers have developed analogs that retain the core pharmacological activity while exhibiting improved solubility and bioavailability. Such derivatives are being tested in clinical trials for their potential use in treating neurological disorders and infectious diseases. The structural analysis of these derivatives using advanced spectroscopic techniques has provided insights into their binding interactions with biological targets, further refining their therapeutic potential.

In the realm of drug discovery, Cytochalasin A serves as a key scaffold for designing novel therapeutic agents. Its unique mechanism of action has inspired the development of small molecule inhibitors targeting various disease pathways. For instance, researchers have leveraged the structural insights from Cytochalasin A to create compounds that inhibit bacterial actin assembly, offering a new strategy against antibiotic-resistant infections. This approach highlights the compound's broader implications beyond traditional cancer therapy.

The cellular signaling pathways modulated by Cytochalasin A have been extensively studied to understand their implications in disease progression. Evidence suggests that the compound can influence signaling cascades involved in cell survival, inflammation, and angiogenesis. By disrupting actin filaments, Cytochalasin A indirectly affects downstream signaling events, providing a holistic view of its biological impact. These findings are crucial for developing targeted therapies that address multiple aspects of disease pathology.

Moreover, the application of Cytochalasin A in high-throughput screening has accelerated the discovery of novel bioactive compounds. Its ability to selectively inhibit specific cellular processes makes it an ideal candidate for identifying new drug candidates with minimal off-target effects. This methodological approach has been instrumental in uncovering compounds with therapeutic potential across various domains, including oncology and neurology.

The future directions of Cytochalasin A research are promising, with ongoing studies exploring its role in regenerative medicine and tissue engineering. Preliminary data indicate that the compound can influence stem cell differentiation by modulating cytoskeletal dynamics. Such findings open up new avenues for treating degenerative diseases and injuries by harnessing the regenerative capabilities of stem cells.

In conclusion, Cytochalasin A (CAS No. 14110-64-6) is a versatile compound with significant implications in biochemistry and pharmacology. Its unique mechanism of action on actin filaments has led to numerous breakthroughs in understanding cellular processes and developing novel therapeutic strategies. The recent research advancements highlight its potential as a lead compound for drug discovery and as a tool for studying complex biological systems.

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Amadis Chemical Company Limited
(CAS:14110-64-6)Cytochalasin A
A1200535
Purity:99%/99%
Quantity:5mg/10mg
Price ($):426.0/690.0
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