Chaetoglobosin A

Bioviotica
Product Code: BVT-0092
Supplier: Bioviotica
CodeSizePrice
BVT-0092-M0011 mg£90.00
Quantity:
BVT-0092-M0055 mg£310.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
20°C
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
NSC366739; BRN1097707
Appearance:
Yellow solid.
CAS:
50335-03-0
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
Protect from light.
Hazards:
H302, H312, H319
InChi:
InChI=1S/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
InChiKey:
OUMWCYMRLMEZJH-HSXMBTRQSA-N
Long Description:
Chemical. CAS: 50335-03-0. Formula: C32H36N2O5. MW: 528.7. Isolated from Chaetomium sp. Antibiotic. Cytochalasan analog with anti-fungal activity. Phytotoxic, nematicidal and anti-bacterial activity. Exhibits cytotoxic effects against human cancer cell lines. Induces apoptosis in lymphocytic leukemia cells by targeting the cytoskeleton. Enhances fibrinolytic activity of bovine aortic endothelial cells. Mycotoxin.
MDL:
MFCD31380758
Molecular Formula:
C32H36N2O5
Molecular Weight:
528.7
Package Type:
Plastic Vial
Precautions:
P270, P280, P301, P312, P302, P352, P312
Product Description:
Antibiotic. Cytochalasan analog with anti-fungal activity. Phytotoxic, nematicidal and anti-bacterial activity. Exhibits cytotoxic effects against human cancer cell lines. Induces apoptosis in lymphocytic leukemia cells by targeting the cytoskeleton. Enhances fibrinolytic activity of bovine aortic endothelial cells. Mycotoxin.
Purity:
>98% (HPLC)
Signal word:
Warning
SMILES:
[H][C@]12[C@H](CC3=CNC4=CC=CC=C34)NC(=O)[C@@]11C(=O)C=CC(=O)[C@H](O)C(C)=C/[C@@H](C)CC=C[C@]1([H])[C@@H]1O[C@]1(C)[C@H]2C
Solubility Chemicals:
Soluble in methanol; almost insoluble in water.
Source / Host:
Isolated from Chaetomium sp.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 1 year after receipt when stored at -20°C. After reconstitution protect from light at -20°C.

References

Acute toxic effects of chaetoglobosin A, a new cytochalasan compound produced by Chaetomium globosum, on mice and rats: K. Ohtsubo, et al.; Jpn. J. Exp. Med. 48, 105 (1978) | Chaetoglobosins, cytotoxic 10-(indol-3-yl)-[13]cytochalasans from Chaetomium spp. I. Production, isolation and some cytological effects of chaetoglobosins A-J: S. Sekita, et al.; Chem. Pharm. Bull. 30, 1609 (1982) | Enhancement of fibrinolytic activity of vascular endothelial cells by chaetoglobosin A, crinipellin B, geodin and triticone B: C. Shinohara, et al.; J. Antibiot. 53, 262 (2000) | Phytotoxic chaetoglobosins are produced by the plant pathogen Calonectriam organii (anamorph Cylindrocladium scoparium): C. Von Wallbrunn, et al.; J. Gen. Appl. Microbiol. 47, 33 (2001) | Chaetoglobosins Q, R, and T, three further new metabolites from Chaetomium globosum: W. Jiao, et al.; J. Nat. Prod. 67, 1722 (2004) | Growth and mycotoxin production by Chaetomium globosum: M.R. Fogle, et al.; Mycopathologia 164, 49 (2007) | New azaphilones from Chaetomium globosum isolated from the built environment: D. R. McMullin, et al.; Tetrahedron Lett. 54, 568 (2013) | Combinatorial generation of complexity by redox enzymes in the chaetoglobosin A biosynthesis: K. Ishiuchi, et al.; JACS 135, 7371 (2013) | Nematicidal activity of chaetoglobosin A produced by Chaetomium globosum NK102 against Meloidogyne incognita: Y. Hu, et al.; J. Agricult. Food Chem. 61, 41 (2013) | Efficacy assessment of antifungal metabolites from Chaetomium globosum No.05, a new biocontrol agent, against Setosphaeria turcica: G. Zhang, et al.; BioControl 64, 90 (2013) | Chaetoglobosin A preferentially induces apoptosis in chronic lymphocytic leukemia cells by targeting the cytoskeleton: P. B. Knudson, et al.; Leukemia 28, 1289 (2014) | Production of vineomycin A1 and chaetoglobosin A by Streptomyces sp. PAL114: A. Aouiche, et al.; Ann. Microbiol. 65, 1351 (2015)

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