Leptomycin B

CAT: 1410-M24883-05Size: 25 mgDry Ice: NoHazardous: No

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CAT#:1410-M24883-05Size:25 mg

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Description

Leptomycin B is a potent inhibitor of the nuclear export of proteins and is a potent antifungal antibiotic blocking the eukaryotic cell cycle. Leptomycin B inactivates CRM1/exportin 1 by covalent modification at a cysteine residue.

CAS Number

87081-35-4

Stability

≥ 2 years

Purity

>98% (HPLC)

Weight

540.73

Molecular Formula

C33H48O6

Notes

Research use only, not for human use.

Receptor

CRM1|exportin 1

Chemical Information

Leptomycin B

Leptomycin B is a leptomycin having a (2E,10E,12E,16Z,18E)-double bond configuration as well as an ethyl substituent at position 17. It has a role as an antifungal agent and a bacterial metabolite. It is a hydroxy polyunsaturated fatty acid and a leptomycin. It is functionally related to a tetracosanoic acid.

CAS Number	87081-35-4
PubChem CID	6917907
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
Molecular Formula	C33H48O6
Molecular Weight	540.7
XLogP	7.9
Topological Polar Surface Area	101
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	15
Heavy Atom Count	39
Formal Charge	0
Complexity	1020

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

Chemical Structure

2D Structure

CAS: 87081-35-4

CID: 6917907

Formula: C33H48O6

MW: 540.7

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	540.7
XLogP3	7.9
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	15
Exact Mass	540.34508925
Monoisotopic Mass	540.34508925
Topological Polar Surface Area	101 Å²
Heavy Atom Count	39
Formal Charge	0
Complexity	1020
Isotope Atom Count	0
Defined Atom Stereocenter Count	7
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	5
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

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Alternative Products

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MBS5766979	Leptomycin A
MBS3845420-01	Leptomycin B
BC049-100	Leptomycin B, >99%

Leptomycin B

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