CAS 87081-35-4

Leptomycin B

Description:

Leptomycin B is a natural product and a potent antibiotic that belongs to the class of compounds known as macrolides. It is produced by the actinobacterium Streptomyces leptosphaerius. This compound is characterized by its ability to inhibit nuclear export of proteins, particularly those containing nuclear localization signals, by targeting the exportin 1 (XPO1) pathway. Leptomycin B exhibits significant cytotoxicity against various cancer cell lines, making it a subject of interest in cancer research. Its mechanism of action involves the formation of a complex with exportin 1 and the cargo proteins, thereby preventing their transport from the nucleus to the cytoplasm. Additionally, Leptomycin B has shown potential in modulating immune responses and has been studied for its effects on viral infections. The compound is typically used in laboratory settings for research purposes, and its unique properties make it a valuable tool for studying cellular transport mechanisms and therapeutic applications in oncology.

Formula: C₃₃H₄₈O₆

InChI: InChI=1S/C33H48O6/c1-9-28(14-15-29-24(5)13-16-31(36)39-29)19-22(3)12-10-11-21(2)17-25(6)32(37)27(8)33(38)26(7)18-23(4)20-30(34)35/h10-11,13-17,19-20,22,24-27,29,33,38H,9,12,18H2,1-8H3,(H,34,35)/b11-10+,15-14+,21-17+,23-20+,28-19-/t22-,24+,25-,26+,27-,29+,33-/m1/s1

InChI key: InChIKey=YACHGFWEQXFSBS-XYERBDPFSA-N

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

Synonyms:

• (2E,10E,12E,16E,18E)-17-ethyl-6-hydroxy-3,5,7,9,11,15-hexamethyl-19-(3-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-8-oxononadeca-2,10,12,16,18-pentaenoic acid
• (2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-17-ethyl-6-hydroxy-3,5,7,9,11,15-hexamethyl-19-[(2R,3S)-3-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]-8-oxononadeca-2,10,12,16,18-pentaenoic acid
• (2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-17-ethyl-6-hydroxy-3,5,7,9,11,15-hexamethyl-19-[(2S,3S)-3-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]-8-oxononadeca-2,10,12,16,18-pentaenoic acid
• (2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-19-[(2S,3S)-3,6-Dihydro-3-methyl-6-oxo-2H-pyran-2-yl]-17-ethyl-6-hydroxy-3,5,7,9,11,15-hexamethyl-8-oxo-2,10,12,16,18-nonadecapentaenoic acid
• 2,10,12,16,18-Nonadecapentaenoic acid, 19-(3,6-dihydro-3-methyl-6-oxo-2H-pyran-2-yl)-17-ethyl-6-hydroxy-3,5,7,9,11,15-hexamethyl-8-oxo-
• 2,10,12,16,18-Nonadecapentaenoic acid, 19-[(2S,3S)-3,6-dihydro-3-methyl-6-oxo-2H-pyran-2-yl]-17-ethyl-6-hydroxy-3,5,7,9,11,15-hexamethyl-8-oxo-, (2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-
• 2,10,12,16,18-Nonadecapentanoic acid, 19-(3,6-dihydro-3-methyl-6-oxo-2H-pyran-2-yl)-17-ethyl-6-hydroxy-3,5,7,9,11,15-hexamethyl-8-oxo-
• Antibiotic CI 940
• Antibiotic CL 1957A
• Ci-940
• Cl 1957A
• Elactocin
• Mantuamycin
• Nsc 364372
• Pd 114720

Leptomycin B

CAS: 87081-35-4

Formula: C₃₃H₄₈O₆

Purity: 97.6%

Color and Shape: Colorless ethanolic solution

Molecular weight: 541.0

Ref: 8R-CL0057

Leptomycin B from Streptomyces sp

CAS: 87081-35-4

Formula: C₃₃H₄₈O₆

Purity: 98%

Color and Shape: Solid

Molecular weight: 540.7306

Ref: IN-DA00GSY2

Leptomycin B

CAS: 87081-35-4

Leptomycin B

Purity: ≥95%

Molecular weight: 540.73g/mol

Ref: 54-BUP08666

Leptomycin B

CAS: 87081-35-4

Leptomycin B

Formula: C₃₃H₄₈O₆

Purity: By hplc: 98.13% (Typical Value in Batch COA)

Color and Shape: colourless liquid

Molecular weight: 540.73g/mol

Ref: 54-BIL2101

Leptomycin B

CAS: 87081-35-4

Formula: C₃₃H₄₈O₆

Molecular weight: 540.73

Ref: 7W-GL0192

Leptomycin B

CAS: 87081-35-4

Leptomycin B: potent CRM1 inhibitor, blocks protein nuclear export and cell cycle, antifungal, modifies cysteine.

Formula: C₃₃H₄₈O₆

Purity: 97.10% - 99.04%

Color and Shape: White Crystalline Solid

Molecular weight: 540.73

Ref: TM-T15735

Leptomycin B, Streptomyces sp. ATS1287

CAS: 87081-35-4

Formula: C₃₃H₄₈O₆

Purity: 98%

Color and Shape: Liquid

Molecular weight: 540.741

Ref: 10-M02064

Leptomycin B (5 μg/mL in Ethanol)

Controlled Product

CAS: 87081-35-4

Formula: C₃₃H₄₈O₆

Color and Shape: Single Solution

Molecular weight: 540.73

Ref: TR-KIT2650

Leptomycin B

Controlled Product

CAS: 87081-35-4

Formula: C₃₃H₄₈O₆

Color and Shape: Neat

Molecular weight: 540.73

Ref: TR-L329650

Leptomycin B

CAS: 87081-35-4

Leptomycin B is a bacterial secondary metabolite, which is derived from the bacterium Streptomyces sp. This compound is a potent nuclear export inhibitor with a mechanism of action that targets and inhibits the export receptor CRM1 (Chromosomal Maintenance 1), also known as Exportin 1. By binding irreversibly to CRM1, Leptomycin B prevents the nuclear export of proteins and RNA, disrupting the nuclear-cytoplasmic transport essential for cell function.

Formula: C₃₃H₄₈O₆

Purity: Min. 95%

Molecular weight: 540.73 g/mol

Ref: 3D-FL75164