Leptomycin B

Modify Date: 2024-01-04 05:35:23

Leptomycin B Structure
Leptomycin B structure
 Common Name Leptomycin B
CAS Number 87081-35-4 Molecular Weight 540.73
Density 1.1±0.1 g/cm3 Boiling Point 725.8±60.0 °C at 760 mmHg
Molecular Formula C33H48O6 Melting Point 41-44ºC
MSDS N/A Flash Point 224.8±26.4 °C
Symbol GHS02 GHS06 GHS08
GHS02, GHS06, GHS08		 Signal Word Danger

 Use of Leptomycin B


Leptomycin B (CI 940; LMB) is a potent inhibitor of the nuclear export of proteins. Leptomycin B inactivates CRM1/exportin 1 by covalent modification at a cysteine residue. Leptomycin B is a potent antifungal antibiotic blocking the eukaryotic cell cycle[1].

 Names

Name leptomycin B
Synonym More Synonyms

 Leptomycin B Biological Activity

Description Leptomycin B (CI 940; LMB) is a potent inhibitor of the nuclear export of proteins. Leptomycin B inactivates CRM1/exportin 1 by covalent modification at a cysteine residue. Leptomycin B is a potent antifungal antibiotic blocking the eukaryotic cell cycle[1].
Related Catalog
Target

CRM1/exportin 1[1]

References

[1]. Kudo N, et al. Leptomycin B inactivates CRM1/exportin 1 by covalent modification at a cysteine residue in the central conserved region. Proc Natl Acad Sci U S A. 1999 Aug 3;96(16):9112-7.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 725.8±60.0 °C at 760 mmHg
Melting Point 41-44ºC
Molecular Formula C33H48O6
Molecular Weight 540.73
Flash Point 224.8±26.4 °C
Exact Mass 540.345093
PSA 100.90000
LogP 6.66
Vapour Pressure 0.0±5.3 mmHg at 25°C
Index of Refraction 1.542

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
RA5390000
CHEMICAL NAME :
2,10,12,16,18-Nonadecapentanoic acid, 19-(3,6-dihydro-3-methyl-6-oxo-2H-pyran-2-yl)-17-ethy l- 6-hydroxy-3,5,7,9,11,15-hexamethyl-8-oxo-
CAS REGISTRY NUMBER :
87081-35-4
LAST UPDATED :
199412
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C33-H48-O6
MOLECULAR WEIGHT :
540.81

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 :
3100 ug/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 :
Rodent - mouse Leukocyte
DOSE/DURATION :
1 umol/L
REFERENCE :
PAACA3 Proceedings of the American Association for Cancer Research. (Waverly Press, 428 E. Preston St., Baltimore, MD 21202) V.1- 1954- Volume(issue)/page/year: 26,253,1985

 Safety Information

Symbol GHS02 GHS06 GHS08
GHS02, GHS06, GHS08
Signal Word Danger
Hazard Statements H225-H301-H311-H331-H370
Precautionary Statements P210-P260-P280-P301 + P310-P311
Hazard Codes T: Toxic;F: Flammable;
Risk Phrases R23/25
Safety Phrases 7-16-24-33-45
RIDADR UN 1230 3
WGK Germany 3
HS Code 2916190090

 Synthetic Route

 Customs

HS Code 2916190090
Summary 2916190090 unsaturated acyclic monocarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives。supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward)。VAT:17.0%。tax rebate rate:9.0%。MFN tariff:6.5%。general tariff:30.0%

 Articles93

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Virology 474 , 82-93, (2014)

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Nat. Commun. 5 , 5437, (2014)

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 Synonyms

Leptomycin B,(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-nonadecapentaenoicacid
2,10,12,16,18-nonadecapentaenoic acid
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,16E,18E)-
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)-
7,9,11,15-hexamethyl-8-oxo--yl)-17-ethyl-6-hydroxy-5
(2E,5S,6R,7S,9R,10E,12E,15R,16E,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-oxo-2,10,12,16,18-nonadecapentaenoic acid
antibioticci940
(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-oxo-2,10,12,16,18-nonadecapentaenoic acid
antibioticcl1957a
LEPTOMYCIN B FROM STREPTOMYCES SP
Leptomycin B
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