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C9705

Concanamycin A

Name: Concanamycin A
Brand: SIGMA

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

Synonym(s):

Folimycin

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About This Item

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

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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

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

Chemical structure: macrolide

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.

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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

Regulatory Information

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