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MW 540.7 Da, Purity >95%. Potent inhibitor of CRM-1-mediated (exportin-1) nuclear export. Displays antibiotic, antifungal, and antitumor properties and blocks the cell cycle at G1 and G2 phases. Potent inhibitor of nucleo-cytoplasmic translocation of Rev. Also shown to suppress HIV-1 replication in human monocytes (IC50 = 600 pM).

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CAS number

87081-35-4

Purity

> 95%

Form

Liquid

Source

Steptomyces sp.

Molecular weight

540.7 Da

Molecular formula

C33H48O6

PubChem identifier

6917907

Nature

Native

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MW 540.7 Da, Purity >95%. Potent inhibitor of CRM-1-mediated (exportin-1) nuclear export. Displays antibiotic, antifungal, and antitumor properties and blocks the cell cycle at G1 and G2 phases. Potent inhibitor of nucleo-cytoplasmic translocation of Rev. Also shown to suppress HIV-1 replication in human monocytes (IC50 = 600 pM).

Key facts

Purity

> 95%

Source

Steptomyces sp.

PubChem identifier

6917907

Biochemical name

Leptomycin B

Biological description

Potent inhibitor of CRM-1-mediated (exportin-1) nuclear export. Displays antibiotic, antifungal, and antitumor properties and blocks the cell cycle at G1 and G2 phases. Potent inhibitor of nucleo-cytoplasmic translocation of Rev. Also shown to suppress HIV-1 replication in human monocytes (IC50 = 600 pM).

Canonical SMILES

CCC(=CC(C)CC=CC(=CC(C)C(=O)C(C)C(C(C)CC(=CC(=O)O)C)O)C)C=CC1C(C=CC(=O)O1)C

Isomeric SMILES

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

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

InChIKey

YACHGFWEQXFSBS-XYERBDPFSA-N

IUPAC name

(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-2,3-dihydropyran-2-yl]-8-oxononadeca-2,10,12,16,18-pentaenoic acid

Storage

Shipped at conditions

Ambient - Can Ship with Ice

Appropriate long-term storage conditions

-20°C

Storage information

Store under desiccating conditions

Notes

Supplied in ethanol (25 μg/ml).

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Product protocols

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