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C2149

Sigma-Aldrich

Cytochalasin E from Aspergillus clavatus

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About This Item

經驗公式（希爾表示法）:
C28H33NO7
CAS號碼:
36011-19-5
分子量：:
495.56
Beilstein:
1096975
EC號碼:
252-835-7
MDL號碼:
MFCD00005178
分類程式碼代碼:
12352200
PubChem物質ID:
24892467
NACRES:
NA.77
暫時無法取得訂價和供貨情況

形狀

powder

儲存溫度

−20°C

SMILES 字串

C[C@H]1C\C=C\[C@H]2[C@@H]3O[C@]3(C)[C@@H](C)[C@H]4[C@H](Cc5ccccc5)NC(=O)[C@@]24OC(=O)O\C=C\[C@@](C)(O)C1=O

InChI

1S/C28H33NO7/c1-16-9-8-12-19-23-27(4,35-23)17(2)21-20(15-18-10-6-5-7-11-18)29-24(31)28(19,21)36-25(32)34-14-13-26(3,33)22(16)30/h5-8,10-14,16-17,19-21,23,33H,9,15H2,1-4H3,(H,29,31)/b12-8+,14-13+/t16-,17-,19-,20-,21-,23-,26+,27+,28+/m0/s1

InChI 密鑰

LAJXCUNOQSHRJO-ZYGJITOWSA-N

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應用

Cytochalasin E has been used as:
  • a toxin to study its effects on avocado plants[1]
  • a component of the incubating medium in feline junctional adhesion molecule 1 (fJAM-1) expression assay[2]
  • an inhibitor of actin polymerization to study its effects on mitochondria uptake by mice endothelial cells[3]

生化／生理作用

Cytochalasin E is a cell-permeable fungal toxin that inhibits actin polymerization stimulated by F-actin. Cytochalasin E does not inhibit glucose transport.
Cytochalasin E is an epoxide[4] that exhibits anti-proliferative activity in endothelial cells in vitro. It also participates in inhibiting tumor growth and angiogenesis in vivo.[5] Cytochalasin E also possesses antimicrobial and antiviral properties.[4]

象形圖

Skull and crossbonesHealth hazard
GHS06,GHS08

訊號詞

Danger

危險分類

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Repr. 2

儲存類別代碼

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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分析證明 (COA)

Lot/Batch Number
067M4106V
027M4089V
14160901
078M4114V
113M4119V

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Liwen Lin et al.
American journal of transplantation : official journal of the American Society of Transplantation and the American Society of Transplant Surgeons, 19(7), 1917-1929 (2019-02-15)
The innate immune system is a critical regulator of the adaptive immune responses that lead to allograft rejection. It is increasingly recognized that endogenous molecules released from tissue injury and cell death are potent activators of innate immunity. Mitochondria, ancestrally
Sylvie Delebassée et al.
Fitoterapia, 121, 146-151 (2017-07-15)
A biological screening of sixteen lichen extracts on human HT-29 colorectal cancer cells, led to the selection of Pleurosticta acetabulum, a lichen widely present in tree barks in Europe. Bioguided purification of the acetonic extract resulted in the isolation of
Siwen Yuan et al.
European journal of medicinal chemistry, 202, 112502-112502 (2020-07-12)
Many fungal metabolites show promising anticancer properties both in vitro and in animal models, and some synthetic analogs of those metabolites have progressed into clinical trials. However, currently, there are still no fungi-derived agents approved as anticancer drugs. Two potential reasons
Contribution of Rosellinia necatrix toxins to avocado white root rot
Arjona-Girona I, et al.
European Journal of Plant Pathology, 148(1), 109-117 (2017)
Kangjian Qiao et al.
Metabolic engineering, 13(6), 723-732 (2011-10-11)
Cytochalasins are a group of fungal secondary metabolites with diverse structures and bioactivities, including cytochalasin E produced by Aspergillus clavatus, which is a potent anti-angiogenic agent. Here, we report the identification and characterization of the cytochalasin gene cluster from A.
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