Saltar al contenido
Merck
Todas las fotos(1)

Documentos clave

Ver Toda la documentación

SML0642

Sigma-Aldrich

Chaetoglobosin A

from Chaetomium globosum, ≥98% (HPLC)

Sinónimos:

4,7,14,14a,15,15a,16a,16b-Octahydro-7-hydroxy-14-(1H-indol-3-ylmethyl)-4,6,15,15a-tetramethyl-, 3H-Cyclotridec[d]oxireno[f]isoindole-8,11,12(13H)-trione

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización
Todas las fotos(1)

About This Item

Fórmula empírica (notación de Hill):
C32H36N2O5
Número de CAS:
50335-03-0
Peso molecular:
528.64
Código UNSPSC:
12352200
NACRES:
NA.77

origen biológico

Chaetomium globosum

Nivel de calidad

200

Ensayo

≥98% (HPLC)

solubilidad

DMSO: soluble 10 mg/mL
methanol: soluble 10 mg/mL

temp. de almacenamiento

−20°C

cadena SMILES

[nH]1c2c(c(c1)C[C@@H]3NC(=O)[C@]54[C@H]3[C@@H]([C@]6(O[C@H]6C5\C=C\C[C@@H](\C=C(\[C@H](C(=O)\C=C\C4=O)O)/C)C)C)C)cccc2

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

Clave InChI

OUMWCYMRLMEZJH-VIRVUJSBSA-N

Aplicación

Chaetoglobosin A has been used as a standard for the detection and quantification of chaetoglobosin A from Chaetomium globosum by HPLC.

Acciones bioquímicas o fisiológicas

Chaetomium globosum is a fungus commonly found in water-damaged walls and causes Sick Building Syndrome (SBS). Chaetoglobosin A is a mycotoxic cytochalasin.
Chaetomium globosum is a fungus commonly found in water-damaged walls and causes Sick Building Syndrome (SBS). Chaetoglobosin A is a mycotoxic cytochalasin. Over 40 chaetoglobosins were characterized, many of which show acute toxicity to mammals, as well as cytotoxicity to human cancer cell lines such as KB, K562, MCF-7, and HepG2.

Cytochalasins were also found to inhibit glucose transport in human erythrocytes by binding to the glucose carrier on the erythrocyte membrane. Chaetoglobosin A was found to inhibit nematode proliferation and egg hatching. It also causes mortality of second stage juveniles of Meloidogyne incognita.

Otras notas

Store the product sealed at −20 °C. Under these conditions the product is stable for at least 2 years.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Elija entre una de las versiones más recientes:

Certificados de análisis (COA)

Lot/Batch Number
098M4099V
14130502
053M4057V
32130501

¿No ve la versión correcta?

Si necesita una versión concreta, puede buscar un certificado específico por el número de lote.

Busque por un COA

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

Hui Ming Ge et al.
Chemical communications (Cambridge, England), 47(8), 2321-2323 (2010-12-15)
Precursor-fed cultivation of endophytic Chaetomium globosum 1C51 afforded nine novel "unnatural" halogenated chaetoglobosins including those with more preferable immunosuppressive activity.
Yang Hu et al.
Science China. Life sciences, 55(12), 1100-1108 (2012-12-13)
Chaetomium globosum is one of the most common fungi in nature. It is best known for producing chaetoglobosins; however, the molecular basis of chaetoglobosin biosynthesis is poorly understood in this fungus. In this study, we utilized RNA interference (RNAi) to
Omar E Christian et al.
Journal of natural products, 68(11), 1592-1597 (2005-11-29)
The isolation and structure elucidation of three new secondary metabolites, chaetoglobosin-510 (1), -540 (2), and -542 (3), are described. These compounds were produced by cultures of the marine-derived fungus Phomopsis asparagi, challenged with the known F-actin inhibitor jasplakinolide. Chaetoglobosin-542 (3)
David R McMullin et al.
Mycotoxin research, 29(1), 47-54 (2013-01-22)
Chaetomium globosum is one of the most common species of fungi found growing on damp building materials in North America and Europe. At doses that could be experienced in a building with some mould damage, exposure to metabolites from other
Guo-Bo Xu et al.
Rapid communications in mass spectrometry : RCM, 26(18), 2115-2122 (2012-08-14)
Chaetoglobosins are a family of macrocyclic polyketide alkaloids. They possess many similar isomers and exhibit a wide range of biological activities. Thus, there is a need for reliable, fast, and low-cost analysis of this class of compounds. A series of
Ver todos los artículos relacionados

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico