Chaetoglobosin F
| Code | Size | Price |
|---|
| BVT-0461-M001 | 1 mg | £205.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
Ambient
Storage:
+4°C
Documents
Further Information
Alternate Names/Synonyms:
(21,22-Dihydro,19-ketone,20beta-alcohol)-chaetoglobosin A
Appearance:
Off-white solid.
CAS:
55945-75-0
EClass:
32160000
Form (Short):
solid
GHS Symbol:
GHS07
Handling Advice:
Protect from light.
Hazards:
H302, H312, H319
InChi:
InChI=1S/C32H38N2O5/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/h5-7,9-11,14,16-17,19,22,24-25,27,29,33,35H,8,12-13,15H2,1-4H3,(H,34,38)/b10-7+,18-14-/t17-,19-,22-,24-,25+,27-,29-,31+,32+/m0/s1
InChiKey:
KTFGDHPTDQFFRL-WSLWJRNMSA-N
Long Description:
Chemical. CAS: 55945-75-0. Formula: C32H38N2O5. MW: 530.7. Isolated from Chaetomium sp. Cytochalasan mycotoxin, derivative of chaetoglobosin A (Prod. No. BVT-0092 http://www.adipogen.com/bvt-0092/chaetoglobosin-a.html ). Phytotoxic. Cytotoxic against HCT116 (human colon cancer cells). Antibacterial (Ps. aeruginosa). Anti-inflammatory and immunomodulatory compound.
MDL:
N/A
Molecular Formula:
C32H38N2O5
Molecular Weight:
530.7
Package Type:
Plastic Vial
Precautions:
P270, P280, P301, P312, P302, P352, P312
Product Description:
Cytochalasan mycotoxin, derivative of chaetoglobosin A (Prod. No. BVT-0092 http://www.adipogen.com/bvt-0092/chaetoglobosin-a.html ). Phytotoxic. Cytotoxic against HCT116 (human colon cancer cells). Antibacterial (Ps. aeruginosa). Anti-inflammatory and immunomodulatory compound.
Purity:
>98% (HPLC, NMR)
Signal Word:
Warning
SMILES:
[H][C@]12[C@H](CC3=CNC4=CC=CC=C34)NC(=O)[C@]11C(=O)CC[C@@H](O)C(=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 DMSO, acetone or dichloromethane. Poorly soluble in methanol. 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 +4°C.
References
Chaetoglobosins, cytotoxic 10-(indol-3-yl)-[13]cytochalasans from Chaetomium spp. I. Production, isolation, and some cytological effects of chaetoglobosin A-J: S. Sekita, et al.; Chem. Pharm. Bull. 30, 1609 (1982) | Chaetoglobosins, cytotoxic 10-(indol-3yl)-[13]cytochalasans from Chaetomium spp. III. Structures of chaetoglobosins C, E, F, G, and J: S. Sekita, et al.; Chem. Pharm. Bull. 30, 1629 (1982) | Chaetoglobosin U, a cytochalasan alkaloid from endophytic Chaetomium globosum IFB-E019: G. Ding, et al.; J. Nat. Prod. 69, 302 (2006) | Cytotoxic 10-(indol-3-yl)-[13]cytochalasans from the fungus Chaetomium elatum ChE01: S. Thohinung, et al.; Arch. Pharm. Res. 33, 1135 (2010) | Cytotoxic chaetoglobosins from the endophyte Chaetomium globosum: J. Zhang, et al.; Planta Med. 76, 1910 (2010) | New azaphilones from Chaetomium globosum isolated from the built environment: D.R. McMullin, et al.; Tetrahedron Lett. 54, 568 (2013) | Chaetoglobosin F, a small molecule compound, possesses immunomodulatory properties on bone marrow-derived dendritic cells via TLR9 signaling pathway: C. Hua, et al.; Immunobiology 218, 292 (2013) | Chaetoglobosins and azaphilones produced by Canadian strains of Chaetomium globosum isolated from the indoor environment: D.R. Mcmullin, et al.; Mycotoxin Res. 29, 47 (2013) | Production of an antimicrobial cytochalasan by an endophytic Chaetomium globosum HYML55 from Hypericum mysorense and its RNA secondary structure analysis: P. Samaga, et al.; Chem. Ecology 30, 566 (2014) | Chaetoglobosins from Chaetomium globosum, an endophytic fungus in Ginkgo biloba, and their phytotoxic and cytotoxic activities: H. Li, et al.; J. Agr. Food Chem. 62, 3734 (2014)