CAS 87081-36-5|Leptomycin A
| Common Name | Leptomycin A | ||
|---|---|---|---|
| CAS Number | 87081-36-5 | Molecular Weight | 526.70400 |
| Density | 1.079g/cm3 | Boiling Point | 717.7ºC at 760 mmHg |
| Molecular Formula | C32H46O6 | Melting Point | / |
| MSDS | USA | Flash Point | 224.2ºC |
| Symbol | GHS02, GHS06, GHS08 | Signal Word | Danger |
Names
| Name | leptomycin A |
|---|---|
| Synonym | More Synonyms |
Leptomycin A BiologicalActivity
| Description | Leptomycin A, a Streptomyces metabolite, is an inhibitor of CRM1 (exportin 1) that blocks CRM1 interaction with nuclear export signals, preventing the nuclear export of a broad range of proteins. Leptomycin A suppresses HIV-1 replication. Less potent than Leptomycin B[1][2]. |
|---|---|
| Related Catalog | Signaling Pathways >>Anti-infection >>HIVResearch Areas >>InfectionSignaling Pathways >>Membrane Transporter/Ion Channel >>CRM1 |
| Target | CRM1[1][2]. |
| References | [1]. Kudo, N., et al. Leptomycin B inhibition of signal-mediated nuclear export by direct binding to CRM1. Exp. Cell Res. 242(2), 540-547 (1998). [2]. Wolff B, et al. Leptomycin B is an inhibitor of nuclear export: inhibition of nucleo-cytoplasmic translocation of the human immunodeficiency virus type 1 (HIV-1) Rev protein and Rev-dependent mRNA. Chem Biol. 1997 Feb;4(2):139-47. |
Chemical & Physical Properties
| Density | 1.079g/cm3 |
|---|---|
| Boiling Point | 717.7ºC at 760 mmHg |
| Molecular Formula | C32H46O6 |
| Molecular Weight | 526.70400 |
| Flash Point | 224.2ºC |
| Exact Mass | 526.32900 |
| PSA | 100.90000 |
| LogP | 6.39460 |
| Index of Refraction | 1.544 |
| InChIKey | QECBVZBMGUAZDL-SJMSETAHSA-N |
| SMILES | CC(C=CC1OC(=O)C=CC1C)=CC(C)CC=CC(C)=CC(C)C(=O)C(C)C(O)C(C)CC(C)=CC(=O)O |
| Storage condition | ?20°C |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 10 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
MUTATION DATA - TYPE OF TEST :
- Mutation test systems - not otherwise specified
- TEST SYSTEM :
- Yeast - Schizosaccharomyces pombe
- DOSE/DURATION :
- 10 ug/L
- REFERENCE :
- JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 38,1573,1985
- TYPE OF TEST :
- Mutation test systems - not otherwise specified
- TEST SYSTEM :
- Yeast - Schizosaccharomyces pombe
- DOSE/DURATION :
- 10 ug/L
- REFERENCE :
- JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 38,1573,1985
Safety Information
| Symbol | GHS02, GHS06, GHS08 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H225-H301 + H311 + H331-H370 |
| Precautionary Statements | P210-P260-P280-P301 + P310-P311 |
| Hazard Codes | F,T |
| Risk Phrases | 11-23/24/25-39/23/24/25 |
| Safety Phrases | 16-36/37-45 |
| RIDADR | UN 1230 3/PG 2 |
Articles11
More Articles| Serine residue 115 of MAPK-activated protein kinase MK5 is crucial for its PKA-regulated nuclear export and biological function. Cell. Mol. Life Sci. 68 , 847-62, (2011) The mitogen-activated protein kinase-activated protein kinase-5 (MK5) resides predominantly in the nucleus of resting cells, but p38(MAPK), extracellular signal-regulated kinases-3 and -4 (ERK3 and ER... | |
| Leptomycins A and B, new antifungal antibiotics. I. Taxonomy of the producing strain and their fermentation, purification and characterization. J. Antibiot. 36(6) , 639-45, (1983) A strain of Streptomyces was found to produce new antifungal antibiotics. The active compounds were purified and separated into two substances named leptomycin A and B by high performance liquid chrom... | |
| Leptomycins A and B, new antifungal antibiotics. II. Structure elucidation. J. Antibiot. 36(6) , 646-50, (1983) The structures of new antifungal antibiotics, leptomycins A and B produced by Streptomyces sp. ATS1287 were determined as described below (Fig. 1) on the basis of their spectral and chemical character... |
Synonyms
| (2E,10E,12E,16E,18E)-6-hydroxy-3,5,7,9,11,15,17-heptamethyl-19-(3-methyl-6-oxo-2,3-dihydropyran-2-yl)-8-oxononadeca-2,10,12,16,18-pentaenoic acid |
| 2,10,12,16,18-Nonadecapentaenoic acid,19-(3,6-dihydro-3-methyl-6-oxo-2H-pyran-2-yl)-3,5,7,9,11,15,17-heptamethyl-6-hydroxy-8-oxo |
| C32H46O6 |
| 2,10,12,16,18-Nonadecapentaenoic acid,19-(3,6-dihydro-3-methyl-6-oxo-2H-pyran-2-yl)-6-hydroxy-3,5,7,9,11,15,17-heptamethyl-8-oxo |
| Leptomycin A |
| Jildamycin |
