Latrunculin B - Moligand™, ≥96% , CAS No.76343-94-7

CAS: 76343-94-7 Cat. No.: L275457 Formula: C20H29NO5S Peso molecolare: 395.51
Disponibile su ordine
GRADE & PURITY Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥96%
Synonyms
SY102473 | SCHEMBL2531366 | LAT-B | (+)-latrunculin B | AKOS032947159 | IDI1_002180 | Tektamer | Lat B | (4R)-4-[(1R,4S,5Z,9Z,13R,15R)-15-hydroxy-4,9-dimethyl-11-oxo-12,16-dioxabicyclo[11.3.1]heptadeca-5,9-dien-15-yl]thiazolidin-2-one | 2-THIAZOLIDINONE,
Storage
Protected from light,Store at -20°C,Desiccated
Shipped In
Ice chest + Ice pads
★
Size
Germania (EU)
USA*
Price
Qty
1mg
L275457-1mg
—
1 Disponibile
542,25€
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Why this grade

Moligand™, ≥96% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Protected from light,Store at -20°C,Desiccated Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 1 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Panoramica

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.

Specifications

Sinonimi
SY102473 | SCHEMBL2531366 | LAT-B | (+)-latrunculin B | AKOS032947159 | IDI1_002180 | Tektamer | Lat B | (4R)-4-[(1R,4S,5Z,9Z,13R,15R)-15-hydroxy-4,9-dimethyl-11-oxo-12,16-dioxabicyclo[11.3.1]heptadeca-5,9-dien-15-yl]thiazolidin-2-one | 2-THIAZOLIDINONE,
Specifiche e purezza
Moligand™, ≥96%
Meccanismi biochimici e fisiologici
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
Condizioni di conservazione di stoccaggio
Protected from light,Store at -20°C,Desiccated
Spedito in
Ice chest + Ice pads
Questo prodotto richiede spedizione a catena fredda. I servizi di terra e altri servizi economici non sono disponibili.
Grado
Moligand™
Tipo di azione
INHIBITOR
Nota
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.
Purezza
≥96%
Nomi e identificatori
Pubchem Sid528765369
Sorrisi canoniciCC1CCC2CC(CC(O2)(C3CSC(=O)N3)O)OC(=O)C=C(CCC=C1)C
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
InChIKeyNSHPHXHGRHSMIK-JRIKCGFMSA-N
INCHI1S/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
Isomeri 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
Peso molecolare 395.51
Reaxy-Rn 31789741
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=31789741&ln=

Documentazione

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassPhenylpropanoids and polyketides
ClasseMacrolides and analogues
SubclassNot available
Intermediate Tree Nodes Not available
Direct ParentMacrolides and analogues
Alternative Parents Oxanes  Thiazolidines  Enoate esters  Thiocarbamic acid derivatives  Organic carbonic acids and derivatives  Lactones  Hemiacetals  Oxacyclic compounds  Monocarboxylic acids and derivatives  Azacyclic compounds  Organopnictogen compounds  Organonitrogen compounds  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular FrameworkAliphatic heteropolycyclic compounds
Substituents Macrolide - Oxane - Thiazolidine - Enoate ester - Alpha,beta-unsaturated carboxylic ester - Carboxylic acid ester - Hemiacetal - Lactone - Carbonic acid derivative - Thiocarbamic acid derivative - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organoheterocyclic compound - Azacycle - Oxacycle - Organic oxide - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic nitrogen compound - Hydrocarbon derivative - Carbonyl group - Aliphatic heteropolycyclic compound
DescrizioneThis compound belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.
External Descriptors cyclic hemiketal - macrolide - oxabicycloalkane - thiazolidinone
Struttura 3D
Modello di struttura chimica interattiva





Obiettivi associati (umani)
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HUVEC (11049 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-435 (38290 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Obiettivi associati (non umani)
Aspergillus flavus (8875 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Saccharomyces cerevisiae (19171 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Candida albicans (78123 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A10 (235 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MC-38 (857 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
H4 (48 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Meccanismi d'azione
Certificati (CoA, COO, BSE/TSE e tabella di analisi)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

8 results found

Lot NumberCertificate TypeDataOggetto
G2627223Certificate of AnalysisJun 30, 2026 L275457
A2405310Certificate of AnalysisApr 02, 2026 L275457
F2511675Certificate of AnalysisMar 17, 2026 L275457
A2630577Certificate of AnalysisDec 15, 2025 L275457
G2424382Certificate of AnalysisMay 09, 2025 L275457
A2405311Certificate of AnalysisDec 28, 2023 L275457
D23211091Certificate of AnalysisMar 21, 2023 L275457
D23211185Certificate of AnalysisMar 21, 2023 L275457
Proprietà chimiche e fisiche
SolubilitàSoluble in DMSO (25 mg/ml) or ethanol (25 mg/ml)
Sensibilitàlight sensitive
Peso molecolare395.500 g/mol
XLogP32.900
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count1
Exact Mass395.177 Da
Monoisotopic Mass395.177 Da
Topological Polar Surface Area110.000 Ų
Heavy Atom Count27
Formal Charge0
Complexity634.000
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds2
Covalently-Bonded Unit Count1
Domande frequenti e articoli
Mechanisms of Action, Research Applications, and Cold-Induced Effects of Colchicine: An Overview
The uPA/uPAR System in Cell Migration and Microenvironment Remodeling
Cytoskeleton in Cell Structure Maintenance, Migration, and Disease Mechanisms
Cytoskeleton in Cell Structure Maintenance, Migration, and Disease Mechanisms
Receptor Signaling Regulation of Actin Dynamics and Its Role in Cell Behavior and Disease
Structural Characteristics, Biological Activities, and Research Methods of Marine Natural Products
Molecular Mechanisms, Experimental Identification, and Targeted Research of Efferocytosis
Molecular Mechanisms, Experimental Identification, and Targeted Research of Disulfidptosis
Citations of This Product
Riferimenti
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,      [PMID:37822336] [10.3389/fpls.2023.1225675]
Calcolatori di soluzioni
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