Concanamycin B

SKU
C-2661
  • CAS:81552-33-2
  • Formula:C45H73NO14
  • MW:851.5 Da
  • Appearance:White solid
  • Purity:>95% by HPLC
Product Name Qty
Concanamycin B
1 mg
$1,173.00
Concanamycin B
0.25 mg
$351.90

Description

Concanamycin B is a macrocyclic lactone originally isolated from Streptomyces diastatochromogenes in 1982 as a potent inhibitor of the proliferation of mouse splenic lymphocytes stimulated by concanavalin A. Like other concanamycins and bafilomycins, concanamycin B inhibits vacuolar H(+)-ATPase. Concanamycin B inhibits the expression of newly-synthesized MHC class II molecules and suppresses bone resorption in vitro.

References

Structures of concanamycins B and C. Kinashi H. et al., J. Antibiot. 1982, 35, 1618.
Concanamycin B, a vacuolar H(+)-ATPase specific inhibitor suppresses bone resorption in vitro. Woo J.T. et al., Biol. Pharm. Bull. 1996, 19, 297.
Concanamycin B inhibits the expression of newly-synthesized MHC class II molecules on the cell surface. Ito K. et al., J. Antibiot. 1995, 48, 488.

More Information
Alternate Name/Synonyms
S 45B
SKU
C-2661
CAS #
81552-33-2
Chemical Name
[6-[2-[4-(10,12-dihydroxy-3,17-dimethoxy-7,9,11,13,15-pentamethyl-18-oxo-1-oxacyclooctadeca-4,6,14,16-tetraen-2-yl)-3-hydroxypentan-2-yl]-2-hydroxy-5-methyl-6-prop-1-enyloxan-4-yl]oxy-4-hydroxy-2-methyloxan-3-yl] carbamate
Chemical Formula
C45H73NO14
Molecular Weight
851.5 Da
Appearance
White solid
Purity
>95% by HPLC
Solubility
Soluble in ethanol, methanol, DMF or DMSO. Poor water solubility.
Storage Temp
-20°C
THERAPEUTIC AREA
Musculoskeletal Disorders
USE
Concanamycin B is a vacuolar H(+)-ATPase specific inhibitor, suppresses bone resorption.
MDL NUMBER
MFCD01731919
INCHI
InChI=1S/C45H73NO14/c1-13-15-33-27(6)36(57-37-21-32(47)42(31(10)56-37)59-44(46)52)22-45(53,60-33)30(9)40(50)29(8)41-34(54-11)17-14-16-23(2)18-25(4)38(48)28(7)39(49)26(5)19-24(3)20-35(55-12)43(51)58-41/h13-17,19-20,25-34,36-42,47-50,53H,18,21-22H2,1-12H3,(H2,46,52)/b15-13+,17-14+,23-16+,24-19+,35-20-/t25?,26?,27-,28?,29?,30?,31-,32-,33-,34?,36-,37+,38?,39?,40?,41?,42-,45-/m1/s1
SMILES
C/C=C/[C@@H]1[C@H]([C@@H](C[C@@](O1)(C(C)C(C(C)C2C(/C=C/C=C(/CC(C(C(C(C(/C=C(/C=C(/C(=O)O2)\OC)\C)C)O)C)O)C)\C)OC)O)O)O[C@H]3C[C@H]([C@@H]([C@H](O3)C)OC(=O)N)O)C
Handling
Avoid contact with skin, eyes or clothing. Use personal protective equipment as required. Wash contaminated clothing before reuse. Do not breathe dust/fume/gas/mist/vapors/spray. Do not eat, drink or smoke when using this product. Use with local exhaust ventilation. Corrosive hazard. Wear protective gloves/clothing and eye/face protection.
GHS PICTOGRAMS
HandlingAvoid contact with skin, eyes or clothing. Use personal protective equipment as required. Wash contaminated clothing before reuse. Do not breathe dust/fume/gas/mist/vapors/spray. Do not eat, drink or smoke when using this product. Use with local exhaust ventilation. Corrosive hazard. Wear protective gloves/clothing and eye/face protection.
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