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安全信息

C9705

Sigma-Aldrich

刀豆素A

≥70% (HPLC), crystals, vacuolar-type v-ATPase inhibitor

别名:

福霉素

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About This Item

经验公式（希尔记法）:
C46H75NO14
CAS号:
80890-47-7
分子量:
866.09
Beilstein:
3560277
MDL编号:
MFCD00210037
UNSPSC代码:
12352200
PubChem化学物质编号:
24893186
NACRES:
NA.77

产品名称

刀豆素A, ≥70% (HPLC)

质量水平

200

方案

≥70% (HPLC)

表单

solid film

抗生素抗菌谱

viruses

作用机制

enzyme | inhibits

储存温度

−20°C

SMILES字符串

CCC1C(O)C(C)C\C(C)=C\C=C\C(OC)C(OC(=O)\C(OC)=C\C(C)=C\C(C)C1O)C(C)C(O)C(C)[C@]2(O)C[C@@H](O[C@H]3C[C@@H](O)[C@H](OC(N)=O)[C@@H](C)O3)[C@H](C)C(O2)\C=C\C

InChI

1S/C46H75NO14/c1-13-16-34-28(7)37(58-38-22-33(48)43(31(10)57-38)60-45(47)53)23-46(54,61-34)30(9)41(51)29(8)42-35(55-11)18-15-17-24(3)19-26(5)39(49)32(14-2)40(50)27(6)20-25(4)21-36(56-12)44(52)59-42/h13,15-18,20-21,26-35,37-43,48-51,54H,14,19,22-23H2,1-12H3,(H2,47,53)/b16-13+,18-15+,24-17+,25-20+,36-21-/t26?,27?,28-,29?,30?,31-,32?,33-,34?,35?,37-,38+,39?,40?,41?,42?,43-,46+/m1/s1

InChI key

DJZCTUVALDDONK-LWLXYWDNSA-N

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一般描述

刀豆素A属于plecomacrolide家族一员，由18元四烯大环内酯环构成。
化学结构：大环内酯

应用

刀豆素A已用于：
  • 作为新老成纤维细胞的溶酶体抑制剂
  • 作为突触前囊泡的液泡型H+-ATP酶抑制剂
  • 作为HepG2肝细胞的溶酶体酸化抑制剂

生化/生理作用

刀豆素A(ConA)抑制细胞器的酸化和穿孔素介导的细胞毒性。它是一种液泡型v-ATP酶抑制剂。刀豆素A具有抗原虫和抗肿瘤活性。它可介导对人类免疫缺陷病毒(HIV)负调控因子(Nef)的抑制。

象形图

Skull and crossbones
GHS06

警示用语：

Danger

危险分类

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Eye Irrit. 2

储存分类代码

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

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

法规信息

监管及禁止进口产品

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分析证书(COA)

Lot/Batch Number
0000383099
0000355352
0000348907
0000334295
0000331848

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Mark M Painter et al.
Proceedings of the National Academy of Sciences of the United States of America, 117(38), 23835-23846 (2020-09-10)
Nef is an HIV-encoded accessory protein that enhances pathogenicity by down-regulating major histocompatibility class I (MHC-I) expression to evade killing by cytotoxic T lymphocytes (CTLs). A potent Nef inhibitor that restores MHC-I is needed to promote immune-mediated clearance of HIV-infected
Hideaki Toda et al.
Developmental and comparative immunology, 35(1), 88-93 (2010-09-04)
T cell-mediated cytotoxicity occurs via pathways based on perforin or Fas mechanisms. Perforin is a protein present in the cytoplasmic granules of CD8(+) cytotoxic T lymphocytes and is secreted to form pores on target cell membranes. In fish, although the
Christiane Ott et al.
Redox biology, 10, 266-273 (2016-11-09)
The overall decrease in proteolytic activity in aging can promote and accelerate protein accumulation and metabolic disturbances. To specifically analyze changes in macroautophagy (MA) we quantified different autophagy-related proteins (ATGs) in young, adult and old murine tissue as well as
Stephen F Haydock et al.
Microbiology (Reading, England), 151(Pt 10), 3161-3169 (2005-10-07)
The macrolide antibiotic concanamycin A has been identified as an exceptionally potent inhibitor of the vacuolar (V-type) ATPase. Such compounds have been mooted as the basis of a potential drug treatment for osteoporosis, since the V-ATPase is involved in the
Markus Huss et al.
The Journal of biological chemistry, 277(43), 40544-40548 (2002-08-21)
Vacuolar-type ATPase (V-ATPase) purified from the midgut of the tobacco hornworm Manduca sexta is inhibited 50% by 10 nm of the plecomacrolide concanamycin A, the specific inhibitor of V-ATPases. To determine the binding site(s) of that antibiotic in the enzyme
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