(2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-19-[(2S,3S)-3,6-Dihydro-3-methyl-6-oxo-2H-pyran-2-yl]-6-hydroxy-3,5,7,9,11,15,17-heptamethyl-8-oxo-2,10,12,16,18-nonadecapentaenoic acid
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![(2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-19-[(2S,3S)-3,6-Dihydro-3-methyl-6-oxo-2H-pyran-2-yl]-6-hydroxy-3,5,7,9,11,15,17-heptamethyl-8-oxo-2,10,12,16,18-nonadecapentaenoic acid structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220811/26ead52ec1a04a08881a94a26476d875.png "(2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-19-[(2S,3S)-3,6-Dihydro-3-methyl-6-oxo-2H-pyran-2-yl]-6-hydroxy-3,5,7,9,11,15,17-heptamethyl-8-oxo-2,10,12,16,18-nonadecapentaenoic 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]-6-hydroxy-3,5,7,9,11,15,17-heptamethyl-8-oxo-2,10,12,16,18-nonadecapentaenoic acid
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CAS No:
87081-36-5
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Formula:
C32H46O6
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Chemical Name:
(2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-19-[(2S,3S)-3,6-Dihydro-3-methyl-6-oxo-2H-pyran-2-yl]-6-hydroxy-3,5,7,9,11,15,17-heptamethyl-8-oxo-2,10,12,16,18-nonadecapentaenoic acid
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Synonyms:
2,10,12,16,18-Nonadecapentaenoic acid,19-[(2S,3S)-3,6-dihydro-3-methyl-6-oxo-2H-pyran-2-yl]-6-hydroxy-3,5,7,9,11,15,17-heptamethyl-8-oxo-,(2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-;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-;(2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-19-[(2S,3S)-3,6-Dihydro-3-methyl-6-oxo-2H-pyran-2-yl]-6-hydroxy-3,5,7,9,11,15,17-heptamethyl-8-oxo-2,10,12,16,18-nonadecapentaenoic acid;Leptomycin A;Jildamycin;NSC 369326
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CAS No:
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].
(2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-19-[(2S,3S)-3,6-Dihydro-3-methyl-6-oxo-2H-pyran-2-yl]-6-hydroxy-3,5,7,9,11,15,17-heptamethyl-8-oxo-2,10,12,16,18-nonadecapentaenoic acid Basic Attributes
526.709
526.70
Safety Information
UN 1230 3/PG 2
1
11-23/24/25-39/23/24/25
16-36/37-45
F,T
P210-P260-P280-P301 + P310-P311
H225-H301 + H311 + H331-H370
(2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-19-[(2S,3S)-3,6-Dihydro-3-methyl-6-oxo-2H-pyran-2-yl]-6-hydroxy-3,5,7,9,11,15,17-heptamethyl-8-oxo-2,10,12,16,18-nonadecapentaenoic acid Use and Manufacturing
Leptomycin A, a methyl analogue of leptomycin B, is a minor component of the leptomycin complex produced by selected Streptomyces species. Leptomycin B is a potent inhibitor of the nuclear transport receptor CRM1. Leptomycin A is also likely to inhibit nuclear transport and may offer differences in exporter selectivity. Leptomycin A shows antimicrobial activity against Schizosaccaromyces pombe and Mucor rouxianus.
Computed Properties
Molecular Weight:526.7
XLogP3:7.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:14
Exact Mass:526.32943918
Monoisotopic Mass:526.32943918
Topological Polar Surface Area:101
Heavy Atom Count:38
Complexity:1010
Undefined Atom Stereocenter Count:7
Undefined Bond Stereocenter Count:5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Latest News on (2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-19-[(2S,3S)-3,6-Dihydro-3-methyl-6-oxo-2H-pyran-2-yl]-6-hydroxy-3,5,7,9,11,15,17-heptamethyl-8-oxo-2,10,12,16,18-nonadecapentaenoic acid
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(2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-19-[(2S,3S)-3,6-Dihydro-3-methyl-6-oxo-2H-pyran-2-yl]-6-hydroxy-3,5,7,9,11,15,17-heptamethyl-8-oxo-2,10,12,16,18-nonadecapentaenoic acid
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