Latrunculin A (LAT-A) - ≥93% , CAS No.76343-93-6

CAS: 76343-93-6 Cat. No.: L275019 Peso molecular: 421.55
Disponible para pedir
GRADE & PURITY ≥93%
Synonyms
(4R)-4-[(1R,4Z,8E,10Z,12S,15R,17R)-17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-1,3-thiazolidin-2-one | 2-THIAZOLIDINONE, 4-(17-HYDROXY-5,12-DIMETHYL-3-OXO-2,16-DIOXABICYCLO(13.3.1)NONADECA-4,8,10-TRIEN-17-YL)-, (1R
Storage
Protected from light,Store at -20°C,Desiccated
Shipped In
Ice chest + Ice pads
 ·  off list, applied to all prices below.
Size
Estado
Price
Qty
1mg
L275019-1mg
1
1.139,90US$
Enter a quantity for the sizes you want to add.
🧪

Why this grade

≥93% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

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

📋

Quality documents

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

📚

Literature proof

Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Descripción general

Store at -20°C. It is important to note that this product is reported to be light sensitive. Store In the Dark. Store under desiccating conditions.

Specifications

Sinónimos
(4R)-4-[(1R, 4Z, 8E, 10Z, 12S, 15R, 17R)-17-hydroxy-5, 12-dimethyl-3-oxo-2, 16-dioxabicyclo[13.3.1]nonadeca-4, 8, 10-trien-17-yl]-1, 3-thiazolidin-2-one | 2-THIAZOLIDINONE, 4-(17-HYDROXY-5, 12-DIMETHYL-3-OXO-2, 16-DIOXABICYCLO(13.3.1)NONADECA-4, 8, 10-TRIEN-17-YL)-, (1R
Especificaciones y pureza
≥93%
Mecanismos bioquímicos y fisiológicos
Actin polymerization inhibitor. Potent antiproliferative agent. Stabilizes monomeric G-actin. Shows greater potency than Latrunculin B . Binds actin monomers near the nucleotide binding cleft with 1:1 stoichiometry. Inhibits growth of cancer cell lines (I
Condiciones de almacenamiento de almacenamiento
Protected from light, Store at -20°C, Desiccated
Enviado en
Ice chest + Ice pads
Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.
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.
Pureza
≥93%
Nombres e identificadores
Sonrisas canónicasCC1CCC2CC(CC(O2)(C3CSC(=O)N3)O)OC(=O)C=C(CCC=CC=C1)C
IUPAC Name(4R)-4-[(1R,4Z,8E,10Z,12S,15R,17R)-17-hydroxy-5,12-dimethyl-3-oxo-2,16-dioxabicyclo[13.3.1]nonadeca-4,8,10-trien-17-yl]-1,3-thiazolidin-2-one
InChIKeyDDVBPZROPPMBLW-IZGXTMSKSA-N
INCHI1S/C22H31NO5S/c1-15-7-5-3-4-6-8-16(2)11-20(24)27-18-12-17(10-9-15)28-22(26,13-18)19-14-29-21(25)23-19/h3-5,7,11,15,17-19,26H,6,8-10,12-14H2,1-2H3,(H,23,25)/b4-3+,7-5-,16-11-/t15-,17-,18-,19+,22-/m1/s1
Isómeros 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=C/C=C1)/C
Peso molecular 421.55
Reaxy-Rn 36792610
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=36792610&ln=

Documentation

📋 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
ClaseMacrolides 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
DescripciónThis 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
Estructura 3D
Modelo de Estructura Química Interactiva





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A498 (42825 Activities)
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OVCAR-8 (47708 Activities)
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HCC 2998 (41480 Activities)
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NCI-H460 (60772 Activities)
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MC-38 (857 Activities)
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3Y1 cell line (119 Activities)
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NIH3T3 (5395 Activities)
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ABC1 ATP binding cassette transporter Abc1p (50 Activities)
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Mecanismos de acción
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
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.

4 results found

Lot NumberCertificate TypeFechaArticulo
H2527641Certificate of AnalysisJun 09, 2026 L275019
E2625539Certificate of AnalysisApr 23, 2026 L275019
L2307555Certificate of AnalysisSep 05, 2024 L275019
G2227264Certificate of AnalysisJun 28, 2022 L275019
Propiedades químicas y físicas
SolubilidadSoluble in ethanol to 10 mM and in DMSO to 10 mM
Sensibilidadlight sensitive
Peso molecular421.600 g/mol
XLogP33.700
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count1
Exact Mass421.192 Da
Monoisotopic Mass421.192 Da
Topological Polar Surface Area110.000 Ų
Heavy Atom Count29
Formal Charge0
Complexity703.000
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count3
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds3
Covalently-Bonded Unit Count1
Calculadoras de soluciones
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