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Merck
CN

27691

Sigma-Aldrich

Concanamycin C from Streptomyces sp.

~95% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C45H74O13
CAS Number:
Molecular Weight:
823.06
Beilstein:
6628190
MDL number:
UNSPSC Code:
51101500
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Assay

~95% (HPLC)

antibiotic activity spectrum

viruses

Mode of action

enzyme | inhibits

storage temp.

−20°C

SMILES string

CC[C@H]1[C@@H](O)[C@H](C)C\C(C)=C\C=C\[C@H](OC)C(OC(=O)\C(OC)=C\C(C)=C\[C@@H](C)[C@H]1O)[C@@H](C)[C@@H](O)[C@H](C)[C@@]2(O)C[C@@H](O[C@H]3C[C@@H](O)[C@H](O)[C@@H](C)O3)[C@H](C)[C@H](O2)\C=C\C

General description

Chemical structure: macrolide

Application

Cancanamycin C, a vacuolar AT Pase, is used to suppress antigen presentation by MHC class II molecules. V-ATPases are responsible for the acidification of eukaryotic organelles such as endosomes and lysosomes and the vacuoles of plants and fungi

Biochem/physiol Actions

Concanamycin C inhibits v-ATPase (vacuolar-ATPase) and perturbs vacuolar organelle, endosome, and lysosome acidification processes. Used to suppress antigen presentation by MHC class II molecules.
Concanamycin C inhibits v-ATPase (vacuolar-ATPase) and perturbs vacuolar organelle, endosome, and lysosome acidification processes. Vacuolar ATPases, such as Concanamycin C, pump protons into the lumen of various endomembrane systems and cellular compartments .

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

涉药品监管产品
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S Dröse et al.
The Journal of experimental biology, 200(Pt 1), 1-8 (1997-01-01)
Bafilomycins and concanamycins, two groups of the plecomacrolide-defined class of macrolide antibiotics, have recently been recognized as important tools for studying the physiological role of vacuolar-type, proton-translocating ATPases (V-ATPases) and ATPases with phosphorylated states (P-ATPases) in animal and plant cells
S Dröse et al.
Biochemistry, 40(9), 2816-2825 (2001-03-22)
V-type ATPases are inhibited by the plecomacrolides bafilomycin and concanamycin, which exert their inhibitory potential at nanomolar concentrations. In addition, some P-type ATPases are inhibited at micromolar concentrations. We initiated intensive structure-activity investigations with semisynthetic concanamycin derivatives to approach the
H Kinashi et al.
The Journal of antibiotics, 37(11), 1333-1343 (1984-11-01)
Concanamycins A, B and C were isolated from the mycelium of Streptomyces diastatochromogenes S-45 as effective inhibitors of the proliferation of mouse splenic lymphocytes stimulated by concanavalin A. They represent a new class of 18-membered macrolide antibiotics, and are biologically
T Ishii et al.
The Journal of antibiotics, 48(1), 12-20 (1995-01-01)
We detected potent angiostatic activity in a MeOH extract from the mycelia of microbial strain S-45628 in the chick chorioallantoic membrane (CAM) assay. The producer was taxonomically characterized as Streptomyces purpurascens. Active principles designated TAN-1323 A-D were isolated and determined
Structures of concanamycins B and C.
H Kinashi et al.
The Journal of antibiotics, 35(11), 1618-1620 (1982-11-01)

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