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Merck
CN

27689

Concanamycin A

from Streptomyces sp., ≥80% (HPLC)

Synonym(s):

Folimycin

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About This Item

Empirical Formula (Hill Notation):
C46H75NO14
CAS Number:
80890-47-7
Molecular Weight:
866.09
UNSPSC Code:
12352200
NACRES:
NA.25
PubChem Substance ID:
329753012
MDL number:
MFCD00210037
Beilstein/REAXYS Number:
3560277

Key Documents

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Product Name

Concanamycin A, from Streptomyces sp., ≥80% (HPLC)

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

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 key

DJZCTUVALDDONK-LWLXYWDNSA-N

biological source

Streptomyces sp.

assay

≥80% (HPLC)

form

solid

antibiotic activity spectrum

viruses

mode of action

enzyme | inhibits

storage temp.

−20°C

Quality Level

100

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Application

Concanamycin A has been used as an inhibitor of the perforin pathway.

General description

Chemical structure: macrolide

Other Notes

Characterization of concanamycins A, B and C; Selective inhibitor of the vacuolar proton-ATPase.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

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

Storage Class

6.1B - Non-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 P3 (EN 143) respirator cartridges

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCG2615
BCCF5240
BCCB6236
BCBV8057
BCBZ4846

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H. Kinashi et al.
The Journal of Antibiotics, 38, 1333-1333 (1984)
Cytotoxic mechanisms in different forms of T-cell-mediated drug allergies
P. C. Kuechler
Allergy (2004)
R Guinea et al.
FEBS letters, 349(3), 327-330 (1994-08-08)
The selective inhibitor of the vacuolar proton-ATPase, concanamycin A, powerfully blocks influenza virus entry into cells, if present during the initial times of virus infection. Attachment of virus particles to cells is not prevented by concanamycin A, rather the exit
Concanamycin A, the specific inhibitor of V-ATPases, binds to the V(o) subunit c.
Huss M
The Journal of Biological Chemistry, 277(43), 40544-40548 (2002)
T Boardman et al.
Veterinary immunology and immunopathology, 145(1-2), 511-515 (2011-12-23)
This study characterizes a monoclonal antibody (mAb) produced against the cytoplasmic tail region of the epsilon chain of the CD3 (CD3ε) transmembrane protein found on T lymphocytes of rainbow trout (Oncorhynchus mykiss). Flow cytometry and fluorescent microscopy conducted on trout
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