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CONCANAMYCIN A

Product Name
CONCANAMYCIN A
CAS No.
80890-47-7
Chemical Name
CONCANAMYCIN A
Synonyms
FOLIMYCIN;S-45A;A661-I;x4357b;NSC 674620;Canavalin A;Concanamycin;CONCANAMYCIN A;A,ConcanaMycin;Antibiotic S-45A
CBNumber
CB9696475
Molecular Formula
C46H75NO14
Formula Weight
866.09
MOL File
80890-47-7.mol
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CONCANAMYCIN A Property

Melting point:
179-180℃ (dichloromethane ethanol )
Boiling point:
966.4±65.0 °C(Predicted)
Density 
1.20±0.1 g/cm3(Predicted)
storage temp. 
−20°C
solubility 
Soluble in DMSO
pka
12.46±0.70(Predicted)
form 
Lyophilized solid
color 
White
BRN 
3560277
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month.
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Safety

Hazard Codes 
T+
Risk Statements 
26/27/28-36
Safety Statements 
26-36/37/39-45
RIDADR 
UN 3462 6.1/PG 2
WGK Germany 
3
RTECS 
CB9732000
10-21
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
2941900000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H319Causes serious eye irritation

Precautionary statements

P262Do not get in eyes, on skin, or on clothing.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C9705
Product name
Concanamycin A
Purity
≥70% (HPLC)
Packaging
25μg
Price
$193
Updated
2024/03/01
Sigma-Aldrich
Product number
C9705
Product name
Concanamycin A
Purity
≥70% (HPLC)
Packaging
0.1mg
Price
$597
Updated
2024/03/01
Sigma-Aldrich
Product number
27689
Product name
Concanamycin A
Purity
from Streptomyces sp., ≥80% (HPLC)
Packaging
250μg
Price
$1410
Updated
2023/06/20
Sigma-Aldrich
Product number
344085
Product name
Folimycin, Streptomyces sp. - CAS 80890-47-7 - Calbiochem
Purity
A highly sensitive and specific inhibitor of vacuolar-type H+-ATPase (V-type; Ki = 20 pM).
Packaging
10μg
Price
$143
Updated
2022/05/15
Sigma-Aldrich
Product number
27689
Product name
Concanamycin A
Purity
from
Packaging
250ug
Price
$1150
Updated
2021/12/16
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CONCANAMYCIN A Chemical Properties,Usage,Production

Description

Concanamycin A (80890-47-7) is a potent and specific inhibitor of the vacuolar (V-type) H+-ATPase which can induce apoptotic cell death in various cell lines.1,2?Inhibits cell surface expression of virus envelope glycoproteins.3?Dramatically increases the rate of extracellular vesicle release from a variety of cell types.4?Inhibits autophagy by blocking lysosomal acidification.5

Uses

Concanamycin A is the major analogue of the concanamycin complex produced by Streptomyces sp.. It has been shown to act as a potent and specific vacuolar-ATPase inhibitor. Concanamycin A inhibits the acidification of organelles and blocks cell surface expression of viral envelope glycoproteins without affecting their synthesis. It also interferes with intracellular protein trafficking and inhibits perforin- and Fas-based lytic pathways in cell-mediated cytotoxicity. Concanamycins are structurally related to the bafilomycins.

Uses

Concanamycin A has been used:

  • as a lysosomal inhibitor in young and old fibroblasts
  • as a vacuolar-type H+-ATPase inhibitor in presynaptic vesicles
  • as a lysosomal acidification blocker in HepG2 hepatocytes cells

Definition

ChEBI: A concanamycin in which the lactone ring contains 4 double bonds and is substituted by 4 methyl groups, 2 hydroxy groups, 2 methoxy groups and an ethyl group.

General Description

Chemical structure: macrolide

Biological Activity

Specific inhibitor of V-type (vacuolar) H + -ATPase that displays > 2000-fold selectivity over other H + -ATPases (IC 50 values are 9.2, > 20000, > 20000 and > 20000 nM for yeast V-type, F-type, P-type H + -ATPases and porcine P-type Na + ,K + -ATPase respectively). Blocks cell surface expression of virus envelope glycoproteins without affecting synthesis and exhibits cytotoxicity in several cell lines.

Biochem/physiol Actions

Concanamycin A (ConA) inhibits acidification of organelles and perforin-mediated cytotoxicity. It is a vacuolar-type v-ATPase inhibitor. ConA possesses antiprotozoal and antineoplastic properties. It mediates inhibition of the negative factor (Nef) protein of the human immunodeficiency virus.

storage

Store at -20°C

References

1) Nishihara?et al.?(1995),?Specific inhibitors if vacuolar type H(+)-ATPases induce apoptotic cell death; Biochem. Biophys, Res. Commun.,?212?255 2) Hong?et al. (2006),?Nitric oxide production by the vacuolar-type (H+)-ATPase inhibitors bafilomycin A1 and concanamycin A and its possible role in apoptosis in RAW 264.7 cells; J. Pharmacol. Exp. Ther.,?319?672 3) Muroi?et al.?(1993),?Folimycin (concanamycin A), a specific inhibitor of V-ATPase, blocks intracellular translocation of the glycoprotein of vesicular stomatitis virus before arrival to the Golgi apparatus; Cell Struct. Function,?18?139 4) Cashikar and Hanson (1987),?A cell-based assay for CD63-containing extracellular vesicles; PLoS One,?14?e0220007 5) Gradzka?et al.?(2018),?Inhibitor of apoptosis proteins are required for effective fusion of autophagosomes with lysosomes; Cell Death Dis.,?9?529

CONCANAMYCIN A Preparation Products And Raw materials

Raw materials

Preparation Products

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CONCANAMYCIN A Suppliers

Nanjing Shizhou Biology Technology Co.,Ltd
Tel
025-85560043 13675144456
Fax
025-85563444
Email
sean.lv@synzest.com
Country
China
ProdList
11438
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58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
Hunan Hui Bai Shi Biotechnology Co., Ltd.
Tel
0731-85526065 13308475853
Email
ivy@hnhbsj.com
Country
China
ProdList
4554
Advantage
62
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
meilunui@163.com
Country
China
ProdList
4727
Advantage
58
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-400-6206333 18521732826
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
25003
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Shanghai Ruji Biology Technology Co., Ltd.
Tel
+86-21-65211385-8001 36031160
Fax
+86-21-65211385-8004
Email
sales@shruji.com
Country
China
ProdList
3224
Advantage
55
Shanghai BeiZhuo Biotech Co., Ltd.
Tel
021-61119791,13386096464
Fax
021-50190009
Email
bzswkf@foxmail.com
Country
China
ProdList
3921
Advantage
50
Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51456
Advantage
80
Beijing NuoqiYa Biotechnology Co., Ltd.
Tel
4000-819-385 010-62329685 13718666987
Fax
010-62340519
Country
China
ProdList
1971
Advantage
55

80890-47-7, CONCANAMYCIN ARelated Search:


  • CONCANAMYCIN A
  • CONCANAMYCIN A, STREPTOMYCES SP
  • concanamycin A from streptomyces species
  • A661-I
  • Antibiotic A661I
  • Antibiotic S-45A
  • S-45A
  • (3Z,5E,7R,8R,9S,10S,11R,13E,15E,17S,18R)-18-[(1S,2R,3S)-3-[(2R,4R,5S,6R)-4-[[4-O-(Aminocarbonyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]oxy]tetrahydro-2-hydroxy-5-methyl-6-(1E)-1-propenyl-2H-pyran-2-yl]-2-hydroxy-1-methylbutyl]-9-ethyl-8,10-dihydroxy-3,17-dimethoxy-5,7,11,13-tetramethyloxacyclooctadeca-3,5,13,15-tetraen-2-one
  • (3Z,5E,7R,8R,9S,10S,11R,13E,15E,17S,18R)-18-[(1S,2R,3S)-3-[(2R,4R,5S,6R)-4-[[4-O-(AMinocarbonyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]oxy]tetrahydro-2-hydroxy-5-Methyl-6-(1E)-1-propenyl-2H-pyran-2-yl]-2-hydroxy-1-Methylbutyl]-9-ethyl-8,10-
  • ConcanaMycin A (high purity)
  • A,ConcanaMycin
  • FoliMycin, TAN 1323B
  • NSC 674620
  • antibioticx4357b
  • x4357b
  • FOLIMYCIN
  • FOLIMYCIN, STREPTOMYCES SP
  • FOLIMYCIN, STREPTOMYCES SPECIES
  • Folimycin, Streptomyces sp. - CAS 80890-47-7 - Calbiochem
  • Concanamycin
  • Oxacyclooctadeca-3,5,13,15-tetraen-2-one, 18-[(1S,2R,3S)-3-[(2R,4R,5S,6R)-4-[[4-O-(aminocarbonyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]oxy]tetrahydro-2-hydroxy-5-methyl-6-(1E)-1-propen-1-yl-2H-pyran-2-yl]-2-hydroxy-1-methylbutyl]-9-ethyl-8,10-dihydroxy-3,17-dimethoxy-5,7,11,13-tetramethyl-, (3Z,5E,...
  • Concanamycin A (Folimycin)
  • CONCANAMYCIN A USP/EP/BP
  • Canavalin A
  • 80890-47-7
  • C46H75NO14
  • BioChemical
  • Antibiotics
  • Antibiotics A-F
  • Antibiotics A to Z