CAS 2001-95-8 MFCD00005114-Valinomycin 缬氨霉素 TAO{mole}

Valinomycin 缬氨霉素

CAS 2001-95-8 MFCD00005114

化学结构图

SMILES: CC1OC(=O)C(C(C)C)NC(=O)C(C(C)C)OC(=O)C(C(C)C)NC(=O)C(C)OC(=O)C(C(C)C)NC(=O)C(C(C)C)OC(=O)C(C(C)C)NC(=O)C(C)OC(=O)C(C(C)C)NC(=O)C(C(C)C)OC(=O)C(C(C)C)NC1=O

化学属性

Mol. Formula	C54 H90 N6 O18
Mol. Weight	1111.32
Melting Point	187-188
Density	1.06
Solubility	Soluble in ethanol (50 mg/ml), DMSO (≥10 mg/ml), petroleum ether, ether, benzene, chloroform, glacial acetic, butyl acetate, and methanol (5 mg/ml). Insoluble in water
Stability	对光敏感

别名和识别编码

Chemical Name	Valinomycin
CAS Number	2001-95-8
Synonym	######## (+)-Valinomycin Antibiotic N-329 B Cyclo(L-Val-D-HyIva-D-Val-L-Lac-)3: HyIva = α-Hydroxyisovaleric acid, Lac = Lactic acid NSC 122023 Valinomicin Valinomycin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {uni_hamburg} 缬氨霉素
PubChem Substance ID	3000706
EC Number	217-896-6
Beilstein Registry Number	78657
MDL Number	MFCD00005114
Chemical Name Translation	缬氨霉素
Wiswesser Line Notation	T-36-MV DOV GMV JOV MMV POV SMV VOV B&MV E&OV H&MVK&OVTJ C1 FY1&1 IY1&1 LY1&1 O1 RY1&1 UY1&1
LabNetwork Molecule ID	LN02001362
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

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分类

{SA} Antibiotics, Antibiotics A to Z, Antibiotics T-Z, Anti
{
{SNA} Antibiotics, Antibiotics A to Z, Antibiotics T-Z, Antibiotics by Application, Antineoplastic and Immunosuppressive Antibiotics, Bioactive Small Molecule Alphabetical Index, Biochemicals and Reagents, Chemical Structure Class, Interferes with Cell Membrane Permeability (Ionophores), Ion Channels, Ionophores, Mechanism of Action, Monovalent Ion Channels, Peptides, V, Voltage-gated Ion Channels, 生物活性小分子, 细胞信号转导和神经科学, 细胞生物学
{SNA} Antibacterial, Antibiotic Ready Made Solutions,
{SNA} Antibiotics A to Z, Antibiotics

产品应用

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

安全信息

GHS Symbol

WGK Germany3

Hazard Codes T+ Xn

Hazard statements

H300 Fatal if swallowed 吞食致命
H300+H310
H310 Fatal in contact with skin 皮肤接触致命

Personal Protective Equipment Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

RTECSYV9468000

Precautionary statements

P262 Do not get in eyes, on skin, or on clothing. 不要接触眼睛，皮肤或衣服。
P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西，喝水或吸烟。
P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
P301+P310
P301+P316
P302+P350
P302+P352
P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
P316
P321 Specific treatment (see … on this label). 具体治疗（见本标签上的）。
P322 Specific measures (see …on this label). 具体治疗（见本标签上的）。
P330 Rinse mouth. 漱口
P361 Remove/Take off immediately all contaminated clothing. 立即去除/脱掉所有被污染的衣服。
P361+P364
P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
P405 Store locked up. 上锁保管。
P501 Dispose of contents/container to..… 处理内容物/容器.....

Signal word

Safety Statements

S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
S28 After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) 皮肤接触后，立即用大量…（由生产厂家指定）冲洗；

Risk Statements

R27/28 Very toxic in contact with skin and if swallowed 皮肤接触及吞食都有剧毒

Packing GroupI

UN Number

Storage condition -20 -20°C -20℃ 储存温度-20°C 储存温度2-8°C

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 5 mg/kg
TOXIC EFFECTS :
   Behavioral - tremor
   Behavioral - convulsions or effect on seizure threshold
   Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
   DCTODJ Drug and Chemical Toxicology.  (Marcel Dekker, 270 Madison Ave., New
   York, NY 10016) V.1-    1977/78-  Volume(issue)/page/year: 8,451,1985

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 2500 ug/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   85ERAY "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al.,
   eds., Washington, DC, American Soc. for Microbiology, 1978
   Volume(issue)/page/year: 1,325,19

TYPE OF TEST            : LD50 - Lethal dose, 50 pe

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 390 ug/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NCISP* National Cancer Institute Screening Program Data Summary,
   Developmental Therapeutics Program. (Bethesda, MD 20205)
   Volum

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 390 ug/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NCISP* National Cancer Institute Screening Program Data Summary,
   Developmental Therapeutics Program. (Bethesda, MD 20205)
   Volume(issue)/page/year: JAN1986

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其他信息

是一种由12个氨基酸组成的环形小肽，它是一种脂溶性的抗生素。将缬氨霉素插入脂质体后，通过环的疏水面与脂双层相连, 极性的内部能精确地固定K+。它在一侧结合K+,然后向内侧移动通过脂双层, 在另一侧将K+释放到细胞内。缬氨酶素可使K+的扩散速率提高100，000倍，但是它不能有效地提高Na+的扩散速度。结构缬氨霉素的化学结构含有重复三次的D-缬氨酸、L-乳酸、L-缬氨酸和D-羟基异戊酸盐序列的环状肽。水中溶解度:1 g/L (20°C)，溶于石油醚、醚、苯、氯仿、冰乙酸、丁酸和丙酮。
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.