CAS 3148-09-2

Verrucarin A

Description:

Verrucarin A is a naturally occurring compound classified as a macrocyclic lactone and is primarily known for its antifungal properties. It is produced by certain species of fungi, particularly those in the genus Myrothecium. The chemical structure of Verrucarin A features a complex arrangement of rings and functional groups, contributing to its biological activity. It exhibits a range of pharmacological effects, including cytotoxicity against various cancer cell lines, making it of interest in medicinal chemistry and drug development. Verrucarin A has been studied for its potential use in agriculture as a biopesticide due to its ability to inhibit fungal growth. Additionally, it has been investigated for its mechanism of action, which involves interference with protein synthesis in target organisms. As with many bioactive compounds, safety and toxicity assessments are crucial for its application in both medical and agricultural fields. Overall, Verrucarin A represents a significant compound in the study of natural products and their potential therapeutic uses.

Formula: C₂₇H₃₄O₉

InChI: InChI=1S/C27H34O9/c1-16-8-10-26-14-33-24(31)23(30)17(2)9-11-32-21(28)6-4-5-7-22(29)36-18-13-20(35-19(26)12-16)27(15-34-27)25(18,26)3/h4-7,12,17-20,23,30H,8-11,13-15H2,1-3H3/b6-4+,7-5+/t17-,18-,19-,20-,23+,25-,26-,27+/m1/s1

InChI key: InChIKey=NLUGUZJQJYVUHS-UZUWKDTNSA-N

SMILES: C[C@]12[C@@]3([C@@]4(O[C@]5([C@]1(COC(=O)[C@@H](O)[C@H](C)CCOC(=O)\C=C\C=C\C(=O)O[C@@]2(C4)[H])CCC(C)=C5)[H])[H])CO3

Synonyms:

• (10Z,12Z)-4-hydroxy-5,16a,21-trimethyl-4,5,6,7,16,16a,22,23-octahydro-3H,18H,19aH-spiro[16,18-methano[1,6,12]trioxacyclooctadecino[3,4-d]chromene-17,2'-oxirane]-3,9,14-trione
• (4S,5R,10E,12Z,16R,16aS,17S,18R,19aR,23aR)-4,5,6,7,16,16a,19a,22-Octahydro-4-hydroxy-5,16a,21-trimethylspiro[16,18-methano-1H,3H,23H-[1,6,12]trioxacyclooctadecino[3,4-d][1]benzopyran-17(18H),2′-oxirane]-3,9,14-trione
• (4S,5R,10E,12Z,16R,16aS,18R,19aR,23aR)-4-hydroxy-5,16a,21-trimethyl-4,5,6,7,16,16a,22,23-octahydro-3H,18H,19aH-spiro[16,18-methano[1,6,12]trioxacyclooctadecino[3,4-d]chromene-17,2'-oxirane]-3,9,14-trione
• (4S,5R,10Z,12Z,16R,16aS,17R,18R,19aR,23aR)-4-hydroxy-5,16a,21-trimethyl-4,5,6,7,16,16a,22,23-octahydro-3H,18H,19aH-spiro[16,18-methano[1,6,12]trioxacyclooctadecino[3,4-d]chromene-17,2'-oxirane]-3,9,14-trione
• 379Y
• Ai3-29707
• Antibiotic 379Y
• Muconomycin
• Muconomycin A
• Nsc 126728
• Nsc 200736
• Spiro(16,18-methano-1H,3H,23H-(1,6,12)trioxacyclooctadecino(3,4-d)(1)benzopyran-17(18H),2'-oxirane)-3,9,14-trione, 4,5,6,7,16,16a,19a,22-octahydro-4-hydroxy-5,16a,21-trimethyl-, stereoisomer
• Spiro[16,18-methano-1H,3H,23H-[1,6,12]trioxacyclooctadecino[3,4-d][1]benzopyran-17(18H),2′-oxirane], verrucarin A deriv.
• Spiro[16,18-methano-1H,3H,23H-[1,6,12]trioxacyclooctadecino[3,4-d][1]benzopyran-17(18H),2′-oxirane]-3,9,14-trione, 4,5,6,7,16,16a,19a,22-octahydro-4-hydroxy-5,16a,21-trimethyl-, (4S,5R,10E,12Z,16R,16aS,17S,18R,19aR,23aR)-
• Ver A
• Verrucarin A
• Verrucarin A (8CI)(9CI)

Verrucarin A

CAS: 3148-09-2

Verrucarin A

Formula: C₂₆H₃₂O₉

Purity: By hplc: 99.90% (Typical Value in Batch COA)

Color and Shape: white powder

Molecular weight: 488.53g/mol

Ref: 54-BIV1006

Verrucarin A

CAS: 3148-09-2

Verrucarin A is a macrolide mycotoxin, which is a secondary metabolite of certain fungi, particularly those in the Myrothecium genus. It is derived from naturally occurring environmental fungi, which produce this toxin under specific growth conditions. Verrucarin A exerts its effects primarily by inhibiting protein synthesis. It achieves this by binding to the 60S ribosomal subunit, thereby disrupting the elongation process during polypeptide chain synthesis.

Formula: C₂₆H₃₂O₉

Purity: Min. 95%

Molecular weight: 488.53 g/mol

Ref: 3D-FV171535

Verrucarin A

CAS: 3148-09-2

Verrucarin A, a mycotoxin from Myrothecium verrucaria, inhibits protein synthesis, leukemia growth, and triggers apoptosis.

Formula: C₂₇H₃₄O₉

Color and Shape: Solid

Molecular weight: 502.55

Ref: TM-T41240

MUCONOMYCIN A

CAS: 3148-09-2

Formula: C₂₇H₃₄O₉

Molecular weight: 502.56

Ref: 4Z-M-308001