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50335-03-0

Chaetoglobosin A (50335-03-0) is a cytochalasin analog, a complex macrocyclic alkaloid, which has been isolated from Diplodia macrospora, Chaetomium globosum, and Calonectria morganii. It targets filamentous actin and possesses cytotoxic effects against human colorectal HCT116 cells, with an IC50 value of 3.15 μM. Chaetoglobosin A is known to preferentially induce apoptosis in chronic lymphocytic leukemia cells by targeting the cytoskeleton and enhances the fibrinolytic activity of vascular endothelial cells.

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  • 3H-Cyclotridec[d]oxireno[f]isoindole-8,11,12(13H)-trione,4,7,14,14a,15,15a,16a,16b-octahydro-7-hydroxy-14-(1H-indol-3-ylmethyl)-4,6,15,15a-tetramethyl-,(1E,4S,5E,7R,9E,11aR,14S,14aR,15S,15aR,16aS,16bR

    Cas No: 50335-03-0

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  • 3H-Cyclotridec[d]oxireno[f]isoindole-8,11,12(13H)-trione,4,7,14,14a,15,15a,16a,16b-octahydro-7-hydroxy-14-(1H-indol-3-ylmethyl)-4,6,15,15a-tetramethyl-,(1E,4S,5E,7R,9E,11aR,14S,14aR,15S,15aR,16aS,16bR

    Cas No: 50335-03-0

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  • 3H-Cyclotridec[d]oxireno[f]isoindole-8,11,12(13H)-trione,4,7,14,14a,15,15a,16a,16b-octahydro-7-hydroxy-14-(1H-indol-3-ylmethyl)-4,6,15,15a-tetramethyl-,(1E,4S,5E,7R,9E,11aR,14S,14aR,15S,15aR,16aS,16bR

    Cas No: 50335-03-0

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  • 50335-03-0 Structure

  • Basic information

    1. Product Name: CHAETOGLOBOSIN A
    2. Synonyms: (13)cytochalasa-13,17,21-triene-1,20,23-trione,6,7-epoxy-19-hydroxy-10-(1h-ind;18-dimethyl-,(7s,13e,16s,17e,19r,21e)-ol-3-yl)-1;chaetoglobosins;CHAETOGLOBOSIN;CHAETOGLOBOSIN A;CHAETOGLOBOSIN A, B, C, D, E, F, K, Q, R, T;CHAETOGLOBOSINB;CHAETOGLOBOSINM
    3. CAS NO:50335-03-0
    4. Molecular Formula: C32H36N2O5
    5. Molecular Weight: 528.64
    6. EINECS: N/A
    7. Product Categories: Antibiotic
    8. Mol File: 50335-03-0.mol

  • Chemical Properties

    1. Melting Point: 188°C
    2. Boiling Point: 608.81°C (rough estimate)
    3. Flash Point: 431.4 °C
    4. Appearance: /
    5. Density: 1.1705 (rough estimate)
    6. Vapor Pressure: 2.78E-26mmHg at 25°C
    7. Refractive Index: 1.5800 (estimate)
    8. Storage Temp.: ?20°C
    9. Solubility: DMSO: soluble10mg/mL
    10. PKA: 17.32±0.30(Predicted)
    11. Stability: Stable for 1 year as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
    12. CAS DataBase Reference: CHAETOGLOBOSIN A(CAS DataBase Reference)
    13. NIST Chemistry Reference: CHAETOGLOBOSIN A(50335-03-0)
    14. EPA Substance Registry System: CHAETOGLOBOSIN A(50335-03-0)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 50335-03-0(Hazardous Substances Data)

50335-03-0 Usage

Uses

Used in Pharmaceutical Industry:
Chaetoglobosin A is used as a cytotoxic agent for its ability to inhibit the growth of cancer cells, particularly in human colorectal HCT116 cells. Its cytotoxic effects make it a potential candidate for the development of anticancer drugs.
Used in Research Applications:
Chaetoglobosin A is used as a research tool for studying the effects of cytochalasin analogs on the cytoskeleton and their role in inducing apoptosis in chronic lymphocytic leukemia cells. This helps in understanding the underlying mechanisms of cell death and the potential therapeutic applications of such compounds.
Used in Agricultural Industry:
Chaetoglobosin A is used as a growth inhibitor in wheat coleoptiles, which can be beneficial in controlling the growth of certain plant species or understanding the effects of such compounds on plant growth and development.
Used in Drug Delivery Systems:
Similar to gallotannin, Chaetoglobosin A could potentially be incorporated into novel drug delivery systems to enhance its applications and efficacy against cancer cells. Various organic and metallic nanoparticles could be employed as carriers for Chaetoglobosin A delivery, aiming to improve its delivery, bioavailability, and therapeutic outcomes.

References

1) Li et al. (2014), Chaetoglobosins from Chaetomium globosum, an endophytic fungus in Ginkgo biloba, and their phytotoxic and cytotoxic activities; J. Agric. Food Chem., 62 3734 2) Knudsen et al. (2014), Chaetoglobosin A preferentially induces apoptosis in chronic lymphocytic leukemia cells by targeting the cytoskeleton; Leukemia, 28 1289 3) Shinohara et al. (2000), Enhancement of fibrinolytic activity of vascular endothelial cells by chaetoglobosin A, crinipellin B, geodin and triticone B; J. Antibiot. (Tokyo), 53 262

Check Digit Verification of cas no

The CAS Registry Mumber 50335-03-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,0,3,3 and 5 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 50335-03:
(7*5)+(6*0)+(5*3)+(4*3)+(3*5)+(2*0)+(1*3)=80
80 % 10 = 0
So 50335-03-0 is a valid CAS Registry Number.
InChI:InChI=1/C32H36N2O5/c1-17-8-7-10-22-29-31(4,39-29)19(3)27-24(15-20-16-33-23-11-6-5-9-21(20)23)34-30(38)32(22,27)26(36)13-12-25(35)28(37)18(2)14-17/h5-7,9-14,16-17,19,22,24,27-29,33,37H,8,15H2,1-4H3,(H,34,38)/b10-7+,13-12+,18-14+/t17-,19-,22-,24-,27-,28+,29-,31+,32+/m0/s1

50335-03-0 Well-known Company Product Price

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  • Sigma

  • (SML0642)  Chaetoglobosin A  from Chaetomium globosum, ≥98% (HPLC)

  • 50335-03-0

  • SML0642-1MG

  • 3,292.38CNY

  • Detail

50335-03-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name chaetoglobosin A

1.2 Other means of identification

Product number -
Other names chaetoglobosins

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:50335-03-0 SDS

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