CAS 87081-36-5|Leptomycin A

Introduction:Basic information about CAS 87081-36-5|Leptomycin A, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameLeptomycin A
CAS Number87081-36-5Molecular Weight526.70400
Density1.079g/cm3Boiling Point717.7ºC at 760 mmHg
Molecular FormulaC32H46O6Melting Point/
MSDSUSAFlash Point224.2ºC
Symbol
GHS02, GHS06, GHS08
Signal WordDanger

Names

Nameleptomycin A
SynonymMore Synonyms

Leptomycin A BiologicalActivity

DescriptionLeptomycin 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 CatalogSignaling 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

Density1.079g/cm3
Boiling Point717.7ºC at 760 mmHg
Molecular FormulaC32H46O6
Molecular Weight526.70400
Flash Point224.2ºC
Exact Mass526.32900
PSA100.90000
LogP6.39460
Index of Refraction1.544
InChIKeyQECBVZBMGUAZDL-SJMSETAHSA-N
SMILESCC(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

RTECS NUMBER :
RA5391000
CHEMICAL NAME :
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-
CAS REGISTRY NUMBER :
87081-36-5
LAST UPDATED :
199401
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C32-H46-O6
MOLECULAR WEIGHT :
526.78

HEALTH HAZARD DATA

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

Safety Information

Symbol
GHS02, GHS06, GHS08
Signal WordDanger
Hazard StatementsH225-H301 + H311 + H331-H370
Precautionary StatementsP210-P260-P280-P301 + P310-P311
Hazard CodesF,T
Risk Phrases11-23/24/25-39/23/24/25
Safety Phrases16-36/37-45
RIDADRUN 1230 3/PG 2

Articles11

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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
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