C9705

Concanamycin A

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

• Synonym(s): Folimycin
• Empirical Formula (Hill Notation): C₄₆H₇₅NO₁₄
• CAS Number: 80890-47-7
• Molecular Weight: 866.09
• NACRES: NA.77
• PubChem Substance ID: 24893186
• UNSPSC Code: 12352200
• MDL number: MFCD00210037
• Beilstein/REAXYS Number: 3560277
• Assay: ≥70% (HPLC)
• Form: solid film

Properties

• Product Name: Concanamycin A, ≥70% (HPLC)
• Quality Segment: 200
• assay: ≥70% (HPLC)
• form: solid film
• antibiotic activity spectrum: viruses
• mode of action: enzyme | inhibits
• 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[1] and comprises an 18-membered tetraenic macrolide ring.[2]

Application

Concanamycin A has been used:

• as a lysosomal inhibitor in young and old fibroblasts[3]
• as a vacuolar-type H⁺-ATPase inhibitor in presynaptic vesicles[4]
• as a lysosomal acidification blocker in HepG2 hepatocytes cells[5]

Biochem/physiol Actions

Concanamycin A (ConA) inhibits acidification of organelles[1] and perforin-mediated cytotoxicity.[6] It is a vacuolar-type v-ATPase inhibitor.[7] ConA possesses antiprotozoal and antineoplastic properties.[2] It mediates inhibition of the negative factor (Nef) protein of the human immunodeficiency virus.[1]

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H300 + H310 + H330,H319
• pcodes: P262 - P280 - P301 + P310 + P330 - P302 + P352 + P310 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Eye Irrit. 2
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges