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Documenti fondamentali

SML0642

Sigma-Aldrich

Chaetoglobosin A

from Chaetomium globosum, ≥98% (HPLC)

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C32H36N2O5
Numero CAS:
Peso molecolare:
528.64
Codice UNSPSC:
12352200
NACRES:
NA.77

Origine biologica

Chaetomium globosum

Livello qualitativo

Saggio

≥98% (HPLC)

Solubilità

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

Temperatura di conservazione

−20°C

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
OUMWCYMRLMEZJH-VIRVUJSBSA-N

Applicazioni

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

Azioni biochim/fisiol

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.

Altre note

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

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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Tatyana S Sidorova et al.
Pharmaceutical research, 25(6), 1297-1308 (2007-11-28)
The purpose of the present study was to identify the biochemical mechanism(s) of the preventative and reversal effects of Chaetoglobosin K (ChK), a bioactive natural product, on inhibition of gap junction-mediated communication and connexin phosphorylation by the tumor promoting organochlorine
Min Xue et al.
Chirality, 24(8), 668-674 (2012-05-18)
One new cytochalasan alkaloid, chaetoglobosin V(b) (1), together with two structurally related known compounds, chaetoglobosin V (2) and chaetoglobosin G (3), was isolated from the ethyl acetate extract of a culture of the endophytic fungus Chaetomium globosum, associated with the
Yanhong Wang et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 19(3-4), 364-368 (2011-11-25)
An endophytic fungus, strain L18, isolated from the medicinal plant Curcuma wenyujin Y.H. Chen et C. Ling was identified as Chaetomium globosum Kunze based on morphological characteristics and sequence data for the internal transcribed spacer (ITS-5.8S-ITS2) of the nuclear ribosomal
Gang Ding et al.
Journal of natural products, 69(2), 302-304 (2006-02-28)
A new cytotoxic cytochalasan-based alkaloid named chaetoglobosin U (1), along with four known analogues, chaetoglobosins C (2), F (3), and E (5) and penochalasin A (4), has been characterized from the EtOAc extract of a solid culture of Chaetomium globosum
A PKS gene, pks-1, is involved in chaetoglobosin biosynthesis,
pigmentation and sporulation in Chaetomium globosum
HU Yang
Life Sciences (2012)

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