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Merck

SML0642

Sigma-Aldrich

Chaetoglobosin A

from Chaetomium globosum, ≥98% (HPLC)

别名:

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

经验公式(希尔记法):
C32H36N2O5
CAS号:
分子量:
528.64
UNSPSC代码:
12352200
NACRES:
NA.77

生物来源

Chaetomium globosum

质量水平

方案

≥98% (HPLC)

溶解性

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

储存温度

−20°C

SMILES字符串

[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

InChI key

OUMWCYMRLMEZJH-VIRVUJSBSA-N

应用

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

生化/生理作用

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.

其他说明

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

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
Santi Thohinung et al.
Archives of pharmacal research, 33(8), 1135-1141 (2010-08-31)
Nine 10-(indol-3-yl)-[13]cytochalasans such as a new chaetoglobosin V (1); two new natural products, prochaetoglobosin III (2) and prochaetoglobosin III(ed) (3); six known chaetoglobosins B-D (4-6), F (7), and G (8) and isochaetoglobosin D (9) in addition to two known sterols
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
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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