CAS 80890-47-7

Concanamycin A

Description:

Concanamycin A is a natural product belonging to the class of macrolide antibiotics, specifically derived from the fermentation of the bacterium *Streptomyces griseus*. It is characterized by its potent inhibitory effects on the vacuolar-type H+-ATPase (V-ATPase), an enzyme crucial for various cellular processes, including pH regulation and nutrient uptake. This compound exhibits significant antifungal and antitumor activities, making it of interest in pharmaceutical research. Concanamycin A is typically a white to off-white solid, and its molecular structure features a large lactone ring, which is common among macrolides. The compound is soluble in organic solvents, such as methanol and dimethyl sulfoxide, but has limited solubility in water. Its mechanism of action involves disrupting cellular homeostasis, leading to apoptosis in susceptible cells. Due to its biological properties, Concanamycin A is studied for potential therapeutic applications, particularly in cancer treatment and as an antifungal agent. However, its use is subject to ongoing research to fully understand its efficacy and safety profiles.

Formula: C₄₆H₇₅NO₁₄

InChI: InChI=1/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: InChIKey=DJZCTUVALDDONK-HQMSUKCRSA-N

SMILES: [C@@H]([C@@H]([C@H](C)[C@@]1([C@@H](OC)/C=C/C=C(\C)/C[C@@H](C)[C@H](O)[C@H](CC)[C@H](O)[C@H](C)/C=C(\C)/C=C(\OC)/C(=O)O1)[H])O)(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@@H](/C=C/C)O2

Synonyms:

• Oxacyclooctadeca-3,5,13,15-tetraen-2-one, 18-[(1S,2R,3S)-3-[(2R,4R,5S,6R)-4-[[4-O-(aminocarbonyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]oxy]tetrahydro-2-hydroxy-5-methyl-6-(1E)-1-propenyl-2H-pyran-2-yl]-2-hydroxy-1-methylbutyl]-9-ethyl-8,10-dihydroxy-3,17-dimethoxy-5,7,11,13-tetramethyl-, (3Z,5E,7R,8R,9S,10S,11R,13E,15E,17S,18R)-
• Oxacyclooctadeca-3,5,13,15-tetraen-2-one, 18-[(1S,2R,3S)-3-[(2R,4R,5S,6R)-4-[[4-O-(aminocarbonyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]oxy]tetrahydro-2-hydroxy-5-methyl-6-(1E)-1-propen-1-yl-2H-pyran-2-yl]-2-hydroxy-1-methylbutyl]-9-ethyl-8,10-dihydroxy-3,17-dimethoxy-5,7,11,13-tetramethyl-, (3Z,5E,7R,8R,9S,10S,11R,13E,15E,17S,18R)-
• (3Z,5E,7R,8R,9S,10S,11R,13E,15E,17S,18R)-18-[(1S,2R,3S)-3-[(2R,4R,5S,6R)-4-[[4-O-(Aminocarbonyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]oxy]tetrahydro-2-hydroxy-5-methyl-6-(1E)-1-propen-1-yl-2H-pyran-2-yl]-2-hydroxy-1-methylbutyl]-9-ethyl-8,10-dihydroxy-3,17-dimethoxy-5,7,11,13-tetramethyloxacyclooctadeca-3,5,13,15-tetraen-2-one
• Oxacyclooctadecane, concanamycin A deriv.
• Concanamycin A

Concanamycin A

CAS: 80890-47-7

Concanamycin A

Formula: C₄₆H₇₅NO₁₄

Purity: By hplc: 100% (Typical Value in Batch COA)

Color and Shape: Solid-Crystals

Molecular weight: 866.086

Ref: 54-BIC1091

Concanamycin A (1 mg/ml solution in acetonitrile)

CAS: 80890-47-7

Concanamycin A (1 mg/ml solution in acetonitrile) is a polycyclic lactone antibiotic, an inhibitor of V-ATPase and lysosomal acidification, and can be used to study inflammation.

Formula: C₄₆H₇₅NO₁₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 866.09

Ref: TM-T14995

Concanamycin A

CAS: 80890-47-7

Formula: C₄₆H₇₅NO₁₄

Purity: ≥ 90.0%

Color and Shape: White to off-white solid

Molecular weight: 866.1

Ref: 7W-GA7236

Concanamycin A

CAS: 80890-47-7

Inhibitor of vacuolar ATP-ases

Formula: C₄₆H₇₅NO₁₄

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 866.09 g/mol

Ref: 3D-BC162715