Basic Description

Synonyms	latrunculin B \| LAT-B \| 76343-94-7 \| (+)-latrunculin B \| CHEBI:49703 \| NSC 339663 \| NSC-339663 \| LW7U308U7U \| (4R)-4-[(1R,4Z,8Z,10S,13R,15R)-15-hydroxy-5,10-dimethyl-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,8-dien-15-yl]-1,3-thiazolidin-2-one \| UNII-LW7U308U7U \| latrunculi
Specifications & Purity	≥96%
Biochemical and Physiological Mechanisms	Cell-permeable actin polymerization inhibitor. Forms a 1:1 complex with monomeric G-actin. Shows less potent growth inhibition effects on cancer cell lines than Latrunculin A, (IC 50 values are 7.1 and 4.8 μM for HCT116 and MDA-MB-435 cells r
Storage Temp	Protected from light,Store at -20°C,Desiccated
Shipped In	Ice chest + Ice pads
Note	Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description	Latrunculin B, an alkaloid from the Red Sea sponge, is an actin polymerization inhibitor with antifungal and antiprotozoal activity.Latrunculin B modulates the electrophysiological characteristics of the pulmonary veins and attenuates the occurrence of torsade de pointes, and may be used in the study of glaucoma in adolescents.

Associated Targets(Human)

MCF7 (126967 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HCT-116 (91556 Activities)

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HepG2 (196354 Activities)

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HUVEC (11049 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MDA-MB-435 (38290 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Aspergillus flavus (8875 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Saccharomyces cerevisiae (19171 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Candida albicans (78123 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

A10 (235 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MC-38 (857 Activities)

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H4 (48 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ACTA1 Actin, alpha skeletal muscle (25 Activities)

Discover Target: ACTA1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Names and Identifiers

IUPAC Name	(4R)-4-[(1R,4Z,8Z,10S,13R,15R)-15-hydroxy-5,10-dimethyl-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,8-dien-15-yl]-1,3-thiazolidin-2-one
INCHI	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
Canonical SMILES	CC1CCC2CC(CC(O2)(C3CSC(=O)N3)O)OC(=O)C=C(CCC=C1)C
Isomeric SMILES	C[C@H]/1CC[C@@H]2C[C@H](C[C@@](O2)([C@@H]3CSC(=O)N3)O)OC(=O)/C=C(\CC/C=C1)/C
PubChem CID	6436219
Molecular Weight	395.51

Certificates

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5 results found

Lot Number	Certificate Type	Date	Item
G2424382	Certificate of Analysis	Jul 08, 2024	L275457
A2405310	Certificate of Analysis	Dec 28, 2023	L275457
A2405311	Certificate of Analysis	Dec 28, 2023	L275457
D23211091	Certificate of Analysis	Mar 21, 2023	L275457
D23211185	Certificate of Analysis	Mar 21, 2023	L275457

Chemical and Physical Properties

Solubility	Soluble in DMSO (25 mg/ml) or ethanol (25 mg/ml)
Sensitivity	light sensitive

Citations of This Product

1. Haihong Chen, Yiyi Hu, Guanpin Yang, Pingping Li, Jingru Yin, Xiaoqing Feng, Qiong Wu, Jingyu Zhang, Baoheng Xiao, Zhenghong Sui. (2023) Macropinocytosis in Gracilariopsis lemaneiformis (Rhodophyta). Frontiers in Plant Science, 14 (12): (1225675). [PMID:37822336]

References

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2. Zheng X et al.. (2019) Actin filaments are dispensable for bulk autophagy in plants.. Autophagy, 15 (12): (2126-2141). [PMID:30907219]
3. Williams TD et al.. (2022) Actin remodelling controls proteasome homeostasis upon stress.. Nat Cell Biol, 24 (7): (1077-1087). [PMID:35739319]
4. Zhu M et al.. (2017) Actomyosin polarisation through PLC-PKC triggers symmetry breaking of the mouse embryo.. Nat Commun, 8 (921). [PMID:29030553]
5. Liu YL et al.. (2019) Assessing metastatic potential of breast cancer cells based on EGFR dynamics.. Sci Rep, 9 (3395). [PMID:30833579]
6. Lewis TR et al.. (2018) Cone myoid elongation involves unidirectional microtubule movement mediated by dynein-1.. Mol Biol Cell, 29 (2): (180-190). [PMID:29142075]
7. Hong AW et al.. (2020) Critical roles of phosphoinositides and NF2 in Hippo pathway regulation.. Genes Dev, 34 (7-8): (511-525). [PMID:32115406]
8. Kepser LJ et al.. (2021) Cyclase-associated protein 2 (CAP2) controls MRTF-A localization and SRF activity in mouse embryonic fibroblasts.. Sci Rep, 11 (4789). [PMID:33637797]
9. Hurst V et al.. (2021) Cytoskeleton integrity influences XRCC1 and PCNA dynamics at DNA damage.. Mol Biol Cell, 32 (20): (br6). [PMID:34379448]
10. Mahapatra S & Lou X. (2017) Dynamin-1 deletion enhances post-tetanic potentiation and quantal size after tetanic stimulation at the calyx of Held.. J Physiol, 595 (193-206). [PMID:27229184]
11. Yan Z et al.. (2019) Fluid shear stress induces cell migration and invasion via activating autophagy in HepG2 cells.. Cell Adh Migr, 13 (152-163). [PMID:30663937]
12. Yang J et al.. (2020) Hepatic Polarization Accelerated by Mechanical Compaction Involves HNF4a Activation.. Biomed Res Int, 2020 (8016306). [PMID:32802875]
13. Fang XD et al.. (2022) Host casein kinase 1-mediated phosphorylation modulates phase separation of a rhabdovirus phosphoprotein and virus infection.. Elife, 11 [PMID:35191833]
14. Chan J et al.. (2020) Intrinsic Cell Polarity Coupled to Growth Axis Formation in Tobacco BY-2 Cells.. Curr Biol, 30 (24): (4999-5006.e3). [PMID:33035485]
15. Sun Y et al.. (2021) Plant egg cell fate determination depends on its exact position in female gametophyte.. Proc Natl Acad Sci U S A, 118 (8): [PMID:33597298]
16. Liang YY et al.. (2020) RASSF1A inhibits PDGFB-driven malignant phenotypes of nasopharyngeal carcinoma cells in a YAP1-dependent manner.. Cell Death Dis, 11 (10): (855). [PMID:33057010]
17. Bayati A et al.. (2022) Rapid macropinocytic transfer of a-synuclein to lysosomes.. Cell Rep, 40 (3): (111102). [PMID:35858558]
18. Liu YL et al.. (2019) Spatial EGFR Dynamics and Metastatic Phenotypes Modulated by Upregulated EphB2 and Src Pathways in Advanced Prostate Cancer.. Cancers (Basel), 11 (12): [PMID:31805710]
19. Bae SJ et al.. (2020) STK25 suppresses Hippo signaling by regulating SAV1-STRIPAK antagonism.. Elife, 9 [PMID:32292165]
20. Fan Y et al.. (2021) SEPT6 drives hepatocellular carcinoma cell proliferation, migration and invasion via the Hippo/YAP signaling pathway.. Int J Oncol, 58 (6): [PMID:33846777]
21. Mahapatra S et al.. (2016) Tissue-specific dynamin-1 deletion at the calyx of Held decreases short-term depression through a mechanism distinct from vesicle resupply.. Proc Natl Acad Sci U S A, 113 (22): (E3150-8). [PMID:27185948]
22. Garbett D et al.. (2020) T-Plastin reinforces membrane protrusions to bridge matrix gaps during cell migration.. Nat Commun, 11 (4818). [PMID:32968060]
23. Moroishi T et al.. (2016) The Hippo Pathway Kinases LATS1/2 Suppress Cancer Immunity.. Cell, 167 (6): (1525-1539.e17). [PMID:27912060]
24. Wang Q et al.. (2020) The regulatory G protein signaling complex, Gß5-R7, promotes glucose- and extracellular signal-stimulated insulin secretion.. J Biol Chem, 295 (21): (7213-7223). [PMID:32229584]
25. Viloria K et al.. (2020) Vitamin-D-Binding Protein Contributes to the Maintenance of a Cell Function and Glucagon Secretion.. Cell Rep, 31 (11): (107761). [PMID:32553153]
26. Haihong Chen, Yiyi Hu, Guanpin Yang, Pingping Li, Jingru Yin, Xiaoqing Feng, Qiong Wu, Jingyu Zhang, Baoheng Xiao, Zhenghong Sui. (2023) Macropinocytosis in Gracilariopsis lemaneiformis (Rhodophyta). Frontiers in Plant Science, 14 (12): (1225675). [PMID:37822336]

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Latrunculin B - ≥96%, high purity , CAS No.76343-94-7