Valinomycin - ≥98%(TLC),≥95%(HPLC) , CAS No.2001-95-8

CAS: 2001-95-8 Cat. No.: V100895 Summenformel: C54H90N6O18 Molekulargewicht: 1111.32 Beilstein Registry Number: 78657 EG-Nummer: 217-896-6 PubChem CID: 3000706
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QUALITÄT & REINHEIT ≥98%(TLC),≥95%(HPLC)
Synonyms
Potassium ionophore I | valino | Antibiotic N-329 B | CHEBI:28545 | N561YS75MN | NSC122023 | cyclo[-D-O-Val-D-Val-L-O-Ala-L-Val]3 | yclic(D-alpha-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl-D-alpha-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl-D-alpha-hydro
Storage
Protected from light,Store at -20°C
Shipped In
Ice chest + Ice pads
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5mg
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79,75€
50mg
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451,14€
250mg
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Warum diese Qualität

≥98%(TLC),≥95%(HPLC) für empfindliche chromatographische und analytische Workflows, die minimale Basislinieninterferenzen erfordern.

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Lagerung & Versand

Protected from light,Store at -20°C Versand Ice chest + Ice pads. Genaue Spezifikationen finden Sie im chargenspezifischen COA.

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Qualitätsdokumente

SDS, COA, Datenblatt und Spezifikationsblatt stehen zum Download bereit. Chargenspezifische COA über Chargennummernsuche abrufbar.

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Literaturbeleg

In 32 peer-reviewten Publikationen zu Chromatographie, organischer Synthese und Kreuzkupplungsreaktionen zitiert.

Übersicht

Valinomycin is a cyclodepsipeptide and potassium ionophore that has been shown to induce cell death. The compound has been shown to have antibabesial activity and reported to promote hemolysis in HK erythrocytes, and decrease the intracellular ATP concentration. CHO cell studies demonstrate that cells exposed to Valinomycin display caspase-3 activation, phosphatidylserine membrane translocation, and mitochondrial membrane depolarization. Can be used as a biosensor to detect potassium efflux as well.
A potassium ionophore shown to induce cell death;Being a Potassium selective ionophore, valinomycin is used in specific potassium measurment electrodes. Valinomycin is an apoptosis inducer. It is used as a tool in membrane research

Spezifikationen

Synonyme
Potassium ionophore I | valino | Antibiotic N-329 B | CHEBI:28545 | N561YS75MN | NSC122023 | cyclo[-D-O-Val-D-Val-L-O-Ala-L-Val]3 | yclic(D-alpha-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl-D-alpha-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl-D-alpha-hydro
Spezifikationen & Reinheit
≥98%(TLC),≥95%(HPLC)
Biochemische und physiologische Mechanismen
K+-selective ionophoric cyclodepsipeptide; potassium ionophore which uncouples oxidative phosphorylation, induces apoptosis in murine thymocytes, inhibits NGF-induced neuronal differentiation and antagonizes ET-induced vasoconstriction.K + selective ionop
Quelle
Streptomyces fulvissimus
Storage
Protected from light,Store at -20°C
Verschickt in
Ice chest + Ice pads
Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.
Hinweis
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 week. 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. Toxic, refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Reinheit
≥98%(TLC),≥95%(HPLC)
Namen und Kennungen
Pubchem Sid
Kanonisches Lächeln
CC1C(=O)NC(C(=O)OC(C(=O)NC(C(=O)OC(C(=O)NC(C(=O)OC(C(=O)NC(C(=O)OC(C(=O)NC(C(=O)OC(C(=O)NC(C(=O)O1)C(C)C)C(C)C)C(C)C)C)C(C)C)C(C)C)C(C)C)C)C(C)C)C(C)C)C(C)C
IUPAC Name
(3S,6S,9R,12R,15S,18S,21R,24R,27S,30S,33R,36R)-6,18,30-trimethyl-3,9,12,15,21,24,27,33,36-nona(propan-2-yl)-1,7,13,19,25,31-hexaoxa-4,10,16,22,28,34-hexazacyclohexatriacontane-2,5,8,11,14,17,20,23,26,29,32,35-dodecone
InChIKey
FCFNRCROJUBPLU-DNDCDFAISA-N
INCHI
1S/C54H90N6O18/c1-22(2)34-49(67)73-31(19)43(61)55-38(26(9)10)53(71)77-41(29(15)16)47(65)59-36(24(5)6)51(69)75-33(21)45(63)57-39(27(11)12)54(72)78-42(30(17)18)48(66)60-35(23(3)4)50(68)74-32(20)44(62)56-37(25(7)8)52(70)76-40(28(13)14)46(64)58-34/h22-42H,1-21H3,(H,55,61)(H,56,62)(H,57,63)(H,58,64)(H,59,65)(H,60,66)/t31-,32-,33-,34+,35+,36+,37-,38-,39-,40+,41+,42+/m0/s1
Isomere SMILES
C[C@H]1C(=O)N[C@H](C(=O)O[C@@H](C(=O)N[C@@H](C(=O)O[C@H](C(=O)N[C@H](C(=O)O[C@@H](C(=O)N[C@@H](C(=O)O[C@H](C(=O)N[C@H](C(=O)O[C@@H](C(=O)N[C@@H](C(=O)O1)C(C)C)C(C)C)C(C)C)C)C(C)C)C(C)C)C(C)C)C)C(C)C)C(C)C)C(C)C
WGK Deutschland
3
RTECS
YV9468000
PubChem CID
3000706
UN-Nummer
2811
Verpackungsgruppe
I
Molekulargewicht
1111.32
Beilstein
78657

Dokumentation

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Erweiterte Daten

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganic acids and derivatives
KlassePeptidomimetics
SubclassDepsipeptides
Intermediate Tree Nodes Not available
Direct ParentCyclic depsipeptides
Alternative Parents Hexacarboxylic acids and derivatives  Macrolide lactams  Alpha amino acid esters  Macrolactams  Macrolides and analogues  Lactones  Lactams  Secondary carboxylic acid amides  Carboxylic acid esters  Oxacyclic compounds  Azacyclic compounds  Carbonyl compounds  Hydrocarbon derivatives  Organic oxides  Organonitrogen compounds  Organopnictogen compounds  
Molecular FrameworkAliphatic heteromonocyclic compounds
Substituents Cyclic depsipeptide - Hexacarboxylic acid or derivatives - Macrolide lactam - Alpha-amino acid ester - Macrolactam - Macrolide - Alpha-amino acid or derivatives - Carboxamide group - Carboxylic acid ester - Lactam - Lactone - Secondary carboxylic acid amide - Oxacycle - Carboxylic acid derivative - Azacycle - Organoheterocyclic compound - Hydrocarbon derivative - Carbonyl group - Organic oxygen compound - Organic oxide - Organopnictogen compound - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Aliphatic heteromonocyclic compound
BeschreibungThis compound belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating.
External Descriptors cyclodepsipeptide - macrocycle
3D-Struktur
Interaktives chemisches Strukturmodell





Zugehörige Ziele (menschlich)
ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BXPC-3 (2997 Activities)
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MIA PaCa-2 (5949 Activities)
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HepG2 (196354 Activities)
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NCI-H460 (60772 Activities)
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A2780 (11979 Activities)
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SF-268 (49410 Activities)
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SW-620 (52400 Activities)
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ABCC2 Tchem Canalicular multispecific organic anion transporter 1 (1191 Activities)
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ABCB11 Tchem Bile salt export pump (2311 Activities)
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ABCC3 Tbio Canalicular multispecific organic anion transporter 2 (718 Activities)
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ABCC4 Tchem Multidrug resistance-associated protein 4 (785 Activities)
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HEK-293T (167025 Activities)
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C6 (2371 Activities)
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norA Quinolone resistance protein norA (2171 Activities)
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BCHE Cholinesterase (8742 Activities)
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Mycobacterium tuberculosis variant bovis BCG (1626 Activities)
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Cell membrane (1233 Activities)
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SARS-CoV (424 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Wirkungsmechanismen
Zertifikate (CoA, COO, BSE/TSE und Analyse-Diagramm)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

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44 results found

Lot NumberCertificate TypeDatumArtikel
A2310203A2310203Certificate of AnalysisSep 22, 2026 V100895
I2603845I2603845Certificate of AnalysisAug 27, 2026 V100895
I2603372I2603372Certificate of AnalysisAug 27, 2026 V100895
I2603371I2603371Certificate of AnalysisAug 27, 2026 V100895
I2603370I2603370Certificate of AnalysisAug 27, 2026 V100895
I2603369I2603369Certificate of AnalysisAug 27, 2026 V100895
K2210159K2210159Certificate of AnalysisAug 04, 2026 V100895
L2512461L2512461Certificate of AnalysisDec 05, 2025 V100895
L2512460L2512460Certificate of AnalysisDec 05, 2025 V100895
L2512459L2512459Certificate of AnalysisDec 05, 2025 V100895
L2512458L2512458Certificate of AnalysisDec 05, 2025 V100895
H2501720H2501720Certificate of AnalysisJul 04, 2025 V100895
H2501630H2501630Certificate of AnalysisJul 04, 2025 V100895
H2501629H2501629Certificate of AnalysisJul 04, 2025 V100895
H2501628H2501628Certificate of AnalysisJul 04, 2025 V100895
H2501616H2501616Certificate of AnalysisJul 04, 2025 V100895
E2514620E2514620Certificate of AnalysisDec 30, 2024 V100895
A2514547A2514547Certificate of AnalysisDec 30, 2024 V100895
A2514555A2514555Certificate of AnalysisDec 30, 2024 V100895
A2514556A2514556Certificate of AnalysisDec 30, 2024 V100895
E2526040E2526040Certificate of AnalysisDec 30, 2024 V100895
F2524403F2524403Certificate of AnalysisDec 30, 2024 V100895
G2430457G2430457Certificate of AnalysisJul 11, 2024 V100895
G2430471G2430471Certificate of AnalysisJul 11, 2024 V100895
G2430452G2430452Certificate of AnalysisJul 11, 2024 V100895
G2430453G2430453Certificate of AnalysisJul 11, 2024 V100895
J2326563J2326563Certificate of AnalysisOct 13, 2023 V100895
J2326565J2326565Certificate of AnalysisOct 13, 2023 V100895
J2326564J2326564Certificate of AnalysisOct 13, 2023 V100895
B23271240B23271240Certificate of AnalysisFeb 16, 2023 V100895
B23271239B23271239Certificate of AnalysisFeb 16, 2023 V100895
B23271242B23271242Certificate of AnalysisFeb 16, 2023 V100895
B23271270B23271270Certificate of AnalysisFeb 16, 2023 V100895
A2310216A2310216Certificate of AnalysisJan 05, 2023 V100895
A2310211A2310211Certificate of AnalysisJan 05, 2023 V100895
A2310206A2310206Certificate of AnalysisJan 05, 2023 V100895
A2310201A2310201Certificate of AnalysisJan 05, 2023 V100895
K2210072K2210072Certificate of AnalysisNov 04, 2022 V100895
K2210173K2210173Certificate of AnalysisNov 04, 2022 V100895
K2210174K2210174Certificate of AnalysisNov 04, 2022 V100895
F2215060F2215060Certificate of AnalysisJun 11, 2022 V100895
F2215065F2215065Certificate of AnalysisJun 11, 2022 V100895
F2215069F2215069Certificate of AnalysisJun 11, 2022 V100895
F2215070F2215070Certificate of AnalysisJun 11, 2022 V100895
Chemische und physikalische Eigenschaften
LöslichkeitSoluble in ethanol (50 mg/ml), petroleum ether, ether, benzene, chloroform, glacial acetic, butyl acetate, and methanol (5 mg/ml). Soluble in DMSO at 10mg/ml. Insoluble in water
EmpfindlichkeitLight & Moisture sensitive
Schmelzpunkt (°C)190°C
Molekulargewicht1111.300 g/mol
XLogP39.100
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count18
Rotatable Bond Count9
Exact Mass1110.63 Da
Monoisotopic Mass1110.63 Da
Topological Polar Surface Area332.000 Ų
Heavy Atom Count78
Formal Charge0
Complexity1910.000
Isotope Atom Count0
Defined Atom Stereocenter Count12
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
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