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Merck
CN

428020

Latrunculin B

from Latrunculia magnifica, ≥95% (HPLC), solid, actin polymerization inhibitor, Calbiochem®

Synonym(s):

Latrunculin B, Latrunculia magnifica

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About This Item

Empirical Formula (Hill Notation):
C20H29NO5S
CAS Number:
76343-94-7
Molecular Weight:
395.51
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00270879

Key Documents

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Product Name

Latrunculin B, Latrunculia magnifica, Latrunculin B, CAS 76343-94-7, is a unique marine toxin that inhibits actin polymerization and disrupts microfilament organization. It is 10 to 100-fold more potent than cytochalasins.

SMILES string

S1C[C@H](NC1=O)[C@@]2(O[C@H]3C[C@@H](OC(=O)\C=C(/CC\C=C/[C@H](CC3)C)\C)C2)O

InChI

1S/C20H29NO5S/c1-13-5-3-4-6-14(2)9-18(22)25-16-10-15(8-7-13)26-20(24,11-16)17-12-27-19(23)21-17/h3,5,9,13,15-17,24H,4,6-8,10-12H2,1-2H3,(H,21,23)/b5-3-,14-9-/t13-,15-,16-,17+,20-/m1/s1

InChI key

NSHPHXHGRHSMIK-JRIKCGFMSA-N

description

Merck USA index - 14, 5378

assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

off-white to yellow

solubility

DMSO: 25 mg/mL
ethanol: 25 mg/mL
methanol: 50 mg/mL

shipped in

ambient

storage temp.

−20°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Cell permeable: no
Primary Target
Actin polymerization
Product does not compete with ATP.
Reversible: no

Disclaimer

Toxicity: Harmful (C)

General description

A structurally unique marine toxin. Inhibits actin polymerization in vitro and disrupts microfilament organization as well as microfilament-mediated processes. 10 to 100-fold more potent than cytochalasins.

Other Notes

Spector, I., et al. 1989. Cell Motil. Cytoskeleton13, 127.
de Oliveira, C.A., and Mantovani, B. 1988. Life Sci.43, 1825.
Coue, M., et al. 1987. FEBS Lett.213, 316.
Spector, I., et al. 1983. Science219, 493.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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