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C9705 Sigma-Aldrich

Concanamycin A

≥70% (HPLC)

Synonym: Folimycin

  • CAS Number 80890-47-7

  • Empirical Formula (Hill Notation) C46H75NO14

  • Molecular Weight 866.09

  •  Beilstein/REAXYS Number 3560277

  •  MDL number MFCD00210037

  •  PubChem Substance ID 24893186

  •  NACRES NA.77

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Properties

Related Categories Antibiotics, Antibiotics A to Z, Antibiotics by Application, Antibiotics by Mechanism of Action, Antibiotics  A-F,
Quality Level   200
assay   ≥70% (HPLC)
Mode of action   enzyme | inhibits
antibiotic activity spectrum   viruses
storage temp.   −20°C
SMILES string   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

Description

General description

Chemical structure: macrolide

Concanamycin A belongs to the plecomacrolide family and comprises an 18-membered tetraenic macrolide ring.

Application

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

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.

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
RIDADR 
UN 3462 6.1 / PGII
WGK Germany 
WGK 3
RTECS 
CB9732000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Discover Bioactive Small Molecules for Ion Channels Research

Ion transport across the relatively impermeable lipid bilayer of the cell membrane is accomplished via membrane proteins known as ion channels, pumps and transporters. Ion channels are gated pores an...
Keywords: Biological processes, Cell signaling, Diseases, Hormones, Ligands, Neurotransmitters

Peer-Reviewed Papers
15

References

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