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Valinomycin

CAT: 0013-GTR19216222-04Size: 1 gDry Ice: NoHazardous: No
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Description
Valinomycin is a cyclic depsipeptide antibiotic and a potassium-specific ionophore.Valinomycin induces PINK1 activation and promotes Parkin phosphorylation at Ser65. (In Vitro) :Valinomycin significantly induced CHO cell death within 12 hours after administration. In CHO cells treated with valinomycin, within the first few hours, multiple apoptotic features were observed, including caspase-3 activation, phosphatidylserine (PS) membrane translocation, and mitochondrial membrane depolarization. Increasing the extracellular potassium concentration can reduce potassium efflux . (In Vivo) :Valinomycin is irritating in contact with eyes and skin. Inhalation of Valinomycin can cause respiratory disturbances and even loss of consciousness. The median lethal dose (LD50) of Valinomycin in mice and rabbits was 2.5 mg/kg and 5 mg/kg, respectively. Valinomycin also has various chronic effects, including central and peripheral nervous system damage, eye damage, lens damage, and corneal damage .
CAS Number
2001-95-8
Product Name Alternative
NSC 122023
Purity
>98% (HPLC)
Solubility
In Vitro: Ethanol : 50 mg/mL (44.99 mM)
Smiles
CC (C) [C@H] (C (O[C@@H] (C) C (N[C@@H] (C (C) C) C (O[C@H] (C (C) C) C (N[C@H] (C (C) C) C (O[C@@H] (C) C (N[C@@H] (C (C) C) C (O[C@H] (C (C) C) C (N[C@H] (C (C) C) C (O[C@@H] (C) C (N[C@@H] (C (C) C) C (O[C@@H]1C (C) C) =O) =O) =O) =O) =O) =O) =O) =O) =O) =O) =O) NC1=O
Molecular Formula
C54H90N6O18
Molecular Weight
1111.32
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

Valinomycin

Valinomycin is a twelve-membered cyclodepsipeptide composed of three repeating D-alpha-hydroxyisovaleryl-D-valyl-L-lactoyl-L-valyl units joined in sequence. An antibiotic found in several Streptomyces strains. It has a role as an antiviral agent, an antimicrobial agent, a bacterial metabolite and a potassium ionophore. It is a cyclodepsipeptide and a macrocycle.

CAS Number2001-95-8
PubChem CID3000706
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
Molecular FormulaC54H90N6O18
Molecular Weight1111.3
XLogP9.1
Topological Polar Surface Area332
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count18
Rotatable Bond Count9
Heavy Atom Count78
Formal Charge0
Complexity1910
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
InChI
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
InChIKey
FCFNRCROJUBPLU-DNDCDFAISA-N
Chemical Structure
2D Structure
2D structure of Valinomycin
CAS: 2001-95-8
CID: 3000706
Formula: C54H90N6O18
MW: 1111.3
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight1111.3
XLogP39.1
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count18
Rotatable Bond Count9
Exact Mass1110.63116004
Monoisotopic Mass1110.63116004
Topological Polar Surface Area332 Ų
Heavy Atom Count78
Formal Charge0
Complexity1910
Isotope Atom Count0
Defined Atom Stereocenter Count12
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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