计算溶液所需的质量、体积或浓度。
| 活性类型 | 活性值-log(M) | 作用机制 | 期刊 | 参考文献(PubMed IDs) |
|---|
有货
为什么选择此级别
Moligand™ 级 提供 ≥98% 纯度，适用于对基线干扰要求严格的色谱和分析工作流程。
储存与运输
2-8°C储存。低温运输 。请查阅批次 COA 获取详细规格。
质量文档
SDS、COA、产品数据表及规格说明书均可下载。可通过批号查询获取批次 COA。
文献证明
在色谱分析、有机合成和交叉偶联反应领域已被 24 篇同行评审文献引用。
概述
Cyclosporin A (Cyclosporine A) 是一种免疫抑制剂，能与亲环素结合，抑制 calcineurin 活性的IC50 值为 7 nM。Cyclosporin A 也抑制 CD11a/CD18 粘附分子。无臭无味。抑制T细胞受体信号传导路径,用于分子生物学研究。
规格
别名
环孢菌素A | 环孢菌素 | 抗生素 S 7481F1 | 环孢素 | 环孢素A | 环孢多肽A | 环孢灵 | 赛斯平 | 环孢霉素
英文别名
Cicloral (antibiotic) | cyclosporine | CYCLOSPORINE [HSDB] | Cyclosporine [USAN:USP] | CYCLOSPORINE [VANDF] | Prestwick3_000435 | CSA | Antibiotic S 7481F1 | (3S,6S,9R,12R,15S,18S,21S,24S,30S,33S)-30-Ethyl-33-((1R,2R,E)-1-hydroxy-2-methylhex-4-en-1-yl)-6,
规格或纯度
Moligand™, ≥98%
英文名称
Cyclosporin A
储存条件
2-8°C储存
运输条件
低温运输
作用类型
抑制剂
作用机制
嗜环素 A 调节器
纯度
≥98%
名称和识别符
PubChem SID
EC号
611-907-1
分子类型
未知
IUPAC Name
(3S,6S,9S,12R,15S,18S,21S,24S,30S,33S)-30-ethyl-33-[(E,1R,2R)-1-hydroxy-2-methylhex-4-enyl]-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone
INCHI
1S/C62H111N11O12/c1-25-27-28-40(15)52(75)51-56(79)65-43(26-2)58(81)67(18)33-48(74)68(19)44(29-34(3)4)55(78)66-49(38(11)12)61(84)69(20)45(30-35(5)6)54(77)63-41(16)53(76)64-42(17)57(80)70(21)46(31-36(7)8)59(82)71(22)47(32-37(9)10)60(83)72(23)50(39(13)14)62(85)73(51)24/h25,27,34-47,49-52,75H,26,28-33H2,1-24H3,(H,63,77)(H,64,76)(H,65,79)(H,66,78)/b27-25+/t40-,41+,42-,43+,44+,45+,46+,47+,49+,50+,51+,52-/m1/s1
InChi Key
PMATZTZNYRCHOR-CGLBZJNRSA-N
Smiles
CCC1C(=O)N(CC(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)NC(C(=O)N(C(C(=O)N(C(C(=O)N(C(C(=O)N(C(C(=O)N1)C(C(C)CC=CC)O)C)C(C)C)C)CC(C)C)C)CC(C)C)C)C)C)CC(C)C)C)C(C)C)CC(C)C)C)C
Isomeric SMILES
CC[C@H]1C(=O)N(CC(=O)N([C@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)N([C@H](C(=O)N1)[C@@H]([C@H](C)C/C=C/C)O)C)C(C)C)C)CC(C)C)C)CC(C)C)C)C)C)CC(C)C)C)C(C)C)CC(C)C)C)C
PubChem CID
分子量
1202.61
Beilstein号
3647785
Reaxy-Rn
3647785
技术文档
高级数据
系统学分类
分类树（Taxonomy Tree）
| 界（kingdom) | 有机化合物 |
|---|---|
| 超类（Superclass) | 有机酸及其衍生物 |
| 类（Class) | 肽模拟物 |
| 亚类（Subclass） | 类肽-肽杂化物 |
| 中间层级节点（Intermediate Tree Nodes） | 暂无 |
| 直接上位类(Direct Parent) | 环孢菌素 |
| 其他上位类（Alternative Parents） | 寡肽 大环内酰胺类 α氨基酸及其衍生物 叔羧酸酰胺 仲羧酸酰胺 仲醇 内酰胺类 氮杂环化合物 有机光子化合物 有机氮化合物 有机氧化物 碳氢化合物衍生物 羰基化合物 |
| 分子骨架（Molecular Framework) | 脂肪族杂单环化合物 |
| 取代基（Substituents） | 羟基苯甲酸酯 - 脂肪族杂单环化合物 - α-氨基酸或其衍生物 - α-寡肽 - 氮杂环 - 羰基 - 羧酰胺基 - 羧酸衍生物 - 环孢素骨架 - 烃衍生物 - 肟 - M-噻唑啉 - 有机硝基化合物 - 有机氧化物 - 有机氧化合物 - 有机杂环化合物 - 有机氮化合物 - 有机氧化合物 - 有机氮化合物 - 醛基 - 醛基 - 叔羧酸酰胺 |
| 描述（Description） | 该化合物属于环孢素类有机化合物。这类化合物是含有环孢素主链的环状脱肽。 |
| 外部描述符（External Descriptors） | homodetic cyclic peptide |
三维结构
交互式化学结构模型
产品属性
| ALogP | 7.5 |
|---|
关联靶点（人）
ABCB1
Tchem
多药耐药蛋白1(Multidrug resistance protein 1)
(0 活性数据)
FPR1
Tchem
fMet-Leu-Phe 受体(fMet-Leu-Phe receptor)
(0 活性数据)
SLCO1B1
Tchem
溶质载体有机阴离子转运蛋白家族成员1B1(Solute carrier organic anion transporter family member 1B1)
(0 活性数据)
SLCO1B3
Tchem
溶质载体有机阴离子转运蛋白家族成员1B3(Solute carrier organic anion transporter family member 1B3)
(0 活性数据)
PPID
Tchem
肽基脯氨酰顺反异构酶D(Peptidyl-prolyl cis-trans isomerase D)
(0 活性数据)
ABCG2
Tchem
ATP 结合盒亚家族 G 成员 2(ATP-binding cassette sub-family G member 2)
(0 活性数据)
ABCB11
Tchem
胆盐输出泵(Bile salt export pump)
(0 活性数据)
SLC10A1
Tclin
钠/胆汁酸协同转运蛋白(Sodium/bile acid cotransporter)
(0 活性数据)
PPIA
Tclin
肽基脯氨酰顺反异构酶A(Peptidyl-prolyl cis-trans isomerase A)
(0 活性数据)
PDE5A
Tclin
Phosphodiesterase 5A
(5113 活性数据)
EGFR
Tclin
Epidermal growth factor receptor erbB1
(33727 活性数据)
CA2
Tclin
Carbonic anhydrase II
(17698 活性数据)
ESR1
Tclin
Estrogen receptor alpha
(17718 活性数据)
HMGCR
Tclin
HMG-CoA reductase
(2475 活性数据)
NR3C1
Tclin
Glucocorticoid receptor
(14987 活性数据)
INSR
Tclin
Insulin receptor
(5558 活性数据)
PGR
Tclin
Progesterone receptor
(8562 活性数据)
ADRB2
Tclin
Beta-2 adrenergic receptor
(11824 活性数据)
CHRM2
Tclin
Muscarinic acetylcholine receptor M2
(10671 活性数据)
ADRB1
Tclin
Beta-1 adrenergic receptor
(6630 活性数据)
HTR1A
Tclin
Serotonin 1a (5-HT1a) receptor
(14969 活性数据)
ADRA2A
Tclin
Alpha-2a adrenergic receptor
(9450 活性数据)
AR
Tclin
Androgen Receptor
(11781 活性数据)
RARA
Tclin
Retinoic acid receptor alpha
(1324 活性数据)
CHRM1
Tclin
Muscarinic acetylcholine receptor M1
(12690 活性数据)
VDR
Tclin
Vitamin D receptor
(26531 活性数据)
ACE
Tclin
Angiotensin-converting enzyme
(1423 活性数据)
DRD2
Tclin
Dopamine D2 receptor
(23596 活性数据)
GABRA1
Tclin
GABA receptor alpha-1 subunit
(399 活性数据)
FKBP1A
Tclin
FK506-binding protein 1A
(1014 活性数据)
MAOA
Tclin
Monoamine oxidase A
(11911 活性数据)
CNR1
Tclin
Cannabinoid CB1 receptor
(20913 活性数据)
DRD1
Tclin
Dopamine D1 receptor
(9720 活性数据)
DRD4
Tchem
Dopamine D4 receptor
(7907 活性数据)
ACHE
Tclin
Acetylcholinesterase
(18204 活性数据)
PTGS1
Tclin
Cyclooxygenase-1
(9233 活性数据)
PPIB
Tchem
Cyclophilin B
(53 活性数据)
SLC6A2
Tclin
Norepinephrine transporter
(10102 活性数据)
HRH2
Tclin
Histamine H2 receptor
(5428 活性数据)
ADRA1D
Tclin
Alpha-1d adrenergic receptor
(4171 活性数据)
MAOB
Tclin
Monoamine oxidase B
(8835 活性数据)
HTR1B
Tclin
Serotonin 1b (5-HT1b) receptor
(2801 活性数据)
HTR2A
Tclin
Serotonin 2a (5-HT2a) receptor
(14758 活性数据)
HTR2C
Tclin
Serotonin 2c (5-HT2c) receptor
(11471 活性数据)
AVPR2
Tclin
Vasopressin V2 receptor
(2912 活性数据)
ADORA1
Tclin
Adenosine A1 receptor
(17603 活性数据)
AGTR1
Tclin
Type-1 angiotensin II receptor
(5176 活性数据)
CALCR
Tclin
Calcitonin receptor
(2215 活性数据)
SLC6A4
Tclin
Serotonin transporter
(12625 活性数据)
CRHR1
Tclin
Corticotropin releasing factor receptor 1
(2996 活性数据)
ADRA1A
Tclin
Alpha-1a adrenergic receptor
(8359 活性数据)
PTGS2
Tclin
Cyclooxygenase-2
(13999 活性数据)
HRH1
Tclin
Histamine H1 receptor
(7573 活性数据)
ADRA1B
Tclin
Alpha-1b adrenergic receptor
(2912 活性数据)
OPRM1
Tclin
Mu opioid receptor
(19785 活性数据)
DRD3
Tclin
Dopamine D3 receptor
(14368 活性数据)
PPARG
Tclin
Peroxisome proliferator-activated receptor gamma
(15191 活性数据)
AVPR1A
Tclin
Vasopressin V1a receptor
(5412 活性数据)
OPRD1
Tclin
Delta opioid receptor
(15096 活性数据)
关联靶点（其它种属）
pol
Human immunodeficiency virus type 1 reverse transcriptase (18245 活性数据)
Htr7
Serotonin 7 (5-HT7) receptor (19 活性数据)
Agtr2
Angiotensin II type 2 (AT-2) receptor (803 活性数据)
Il2
Interleukin-2 (29 活性数据)
Mc4r
Melanocortin receptor 4 (1205 活性数据)
Ltc4s
Leukotriene C4 synthase (1 活性数据)
Tspo
Peripheral-type benzodiazepine receptor (243 活性数据)
Sigmar1
Sigma opioid receptor (160 活性数据)
Npy1r
Neuropeptide Y receptor type 1 (8 活性数据)
Cckar
Cholecystokinin A receptor (90 活性数据)
Ntsr1
Neurotensin receptor 1 (48 活性数据)
Pde4d
Phosphodiesterase 4D (4 活性数据)
Bdkrb1
Bradykinin B1 receptor (77 活性数据)
Abcc1
Multidrug resistance-associated protein 1 (42 活性数据)
Ppard
Peroxisome proliferator-activated receptor delta (358 活性数据)
Abcb1b
P-glycoprotein 1 (174 活性数据)
Nos2
Nitric oxide synthase, inducible (3573 活性数据)
Mapk1
MAP kinase ERK2 (650 活性数据)
Mmp9
Matrix metalloproteinase 9 (38 活性数据)
Abcb1a
P-glycoprotein 3 (492 活性数据)
Saccharomyces cerevisiae (19171 活性数据)
Kluyveromyces marxianus (909 活性数据)
Trypanosoma brucei brucei (13300 活性数据)
Plasmodium falciparum (966862 活性数据)
Cryptococcus neoformans (21258 活性数据)
Trypanosoma cruzi (99888 活性数据)
Plasmodium berghei (192651 活性数据)
Gallus gallus (1187 活性数据)
Human alphaherpesvirus 2 (4932 活性数据)
Human respirovirus 3 (1674 活性数据)
Influenza B virus (2113 活性数据)
Human alphaherpesvirus 3 (4092 活性数据)
Human betaherpesvirus 5 (5122 活性数据)
Oryctolagus cuniculus (11301 活性数据)
Mus musculus (284745 活性数据)
Rattus norvegicus (775804 活性数据)
Vaccinia virus (4609 活性数据)
Human alphaherpesvirus 1 (11089 活性数据)
Hepatitis B virus (7925 活性数据)
Human immunodeficiency virus 1 (70413 活性数据)
Simian immunodeficiency virus (338 活性数据)
West Nile virus (623 活性数据)
Yellow fever virus (1530 活性数据)
Hepatitis C virus (23859 活性数据)
Vesicular stomatitis virus (4460 活性数据)
Influenza A virus (11224 活性数据)
Coxsackievirus (559 活性数据)
Tolypocladium inflatum (13 活性数据)
Enterovirus A71 (1246 活性数据)
EMT6 (738 活性数据)
作用机制
| 作用机制 | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | 参考文献 |
|---|
化学和物理性质
溶解性
极易溶于乙醚、丙酮、甲醇、乙醇；可溶于氯仿
密度
1.016
敏感性
对热敏感 ;对光线敏感
比旋光度
-193 ° (C=0.5, MeOH)
熔点
151°C
分子量
1202.600 g/mol
XLogP3
7.500
氢键供体数Hydrogen Bond Donor Count
5
氢键受体数Hydrogen Bond Acceptor Count
12
可旋转键计数Rotatable Bond Count
15
精确质量Exact Mass
1201.84 Da
单同位素质量Monoisotopic Mass
1201.84 Da
拓扑极表面积Topological Polar Surface Area
279.000 Ų
重原子数Heavy Atom Count
85
形式电荷Formal Charge
0
复杂度Complexity
2330.000
同位素原子数Isotope Atom Count
0
定义的原子立体中心计数Defined Atom Stereocenter Count
12
未定义的原子立体中心计数Undefined Atom Stereocenter Count
0
定义的键立体中心计数Defined Bond Stereocenter Count
1
未定义的键立体中心计数Undefined Bond Stereocenter Count
0
所有立体化学键的总数The total count of all stereochemical bonds
1
共价键合单元计数Covalently-Bonded Unit Count
1
安全和危险性（GHS）
信号词
危险
危险声明
H302: 吞食有害
H350: 可能导致癌症
H360: 可能损害生育力或未出生的孩子
H372: 通过长时间或反复暴露对器官造成损害
预防措施声明
P260: 不要吸入灰尘/烟雾/气体/雾/蒸汽/喷雾。
P264: 处理后要彻底洗手。
P270: 使用本产品时，请勿进食、饮水或吸烟。
P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。
P330: 漱口
P405: 密闭存放
P501: 将内容物/容器处理到。。。
P203: 使用前，获取、阅读并遵守所有安全说明。
P301+P317: 如果被吞咽：请寻求医疗帮助。
P318: 如果暴露或担心，请就医。
P319: 如果你感到不适，请寻求医疗帮助。
WGK Germany
3
RTECS
GZ4120000
Merck Index
2752
个人防护装备
Eyeshields,full-face particle respirator type N100 (US),Gloves,respirator cartridge type N100 (US),type P1 (EN143) respirator filter,type P3 (EN 143) respirator cartridges
质检证书（CoA,COO,BSE/TSE 和分析图谱)
C of A & Other Certificates(BSE/TSE, COO):
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通过匹配包装上的批号来查找并下载产品的 COA，每批产品都进行了严格的验证，您可放心使用！
| 批号(Lot Number) | 证书类型 | 货号 |
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 L22151184 |
分析证书 | C106893 |
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此产品的引用文献
引用文献
| 1. Liu Qian, Liu Jun, Guo Minmei, Sung Tzu-Cheng, Wang Ting, Yu Tao, Tian Zeyu, Fan Guoping, Wu Wencan, Higuchi Akon. (2023) Comparison of retinal degeneration treatment with four types of different mesenchymal stem cells, human induced pluripotent stem cells and RPE cells in a rat retinal degeneration model. Journal of Translational Medicine, 21 (1): (1-22). [PMID:38098048] [10.1186/s12967-023-04785-1] |
| 2. Feng Chen, Xiaoxia Yang, Huanhuan Li, Xiaodan Zeng, Ziwei Deng, Hongqiang Wang, Yuanxiang Jin, Chengfeng Qiu, Zhihua Shi. (2023) Improved LC–MS/MS method for the simultaneous quantification of tacrolimus and cyclosporine A in human blood and application to therapeutic drug monitoring. BIOMEDICAL CHROMATOGRAPHY, 37 (12): (e5751). [PMID:37772369] [10.1002/bmc.5751] |
| 3. Xiaoxuan Zhao, Yuepeng Jiang, Xiao Ma, Qujia Yang, Xinyi Ding, Hanzhi Wang, Xintong Yao, Linxi Jin, Qin Zhang. (2023) Demystifying the impact of prenatal tobacco exposure on the placental immune microenvironment: Avoiding the tragedy of mending the fold after death. JOURNAL OF CELLULAR AND MOLECULAR MEDICINE, [PMID:37700485] [10.1111/jcmm.17846] |
| 4. Xiaoqian Jiang, Xinxin Xu, Hua Kuang, Liqiang Liu, Liguang Xu, Aihua Qu, Chuanlai Xu. (2023) A gold-based immunochromatographic strip for the specific detection of tacrolimus in whole blood. Journal of Materials Chemistry B, 11 (20): (4464-4474). [PMID:37159048] [10.1039/D3TB00569K] |
| 5. Yan Wu, Yue Zhou, Hongchen Long, Xiangyu Chen, Yuanyuan Jiang, Lei Zhang, Tao Le. (2023) A novel Zn/Eu-MOF for the highly sensitive, reversible and visualized sensing of ofloxacin residues in pork, beef and fish. FOOD CHEMISTRY, [PMID:37126953] [10.1016/j.foodchem.2023.136250] |
| 6. Wang Hongkang, Ji Zhe, Feng Yanru, Yan Tianhua, Cao Yongbing, Lu Hui, Jiang Yuanying. (2022) Myriocin enhances the antifungal activity of fluconazole by blocking the membrane localization of the efflux pump Cdr1. Frontiers in Pharmacology, [PMID:36618949] [10.3389/fphar.2022.1101553] |
| 7. Huiyuan Wang, Yunpeng Gai, Youfu Zhao, Minhui Wang, Zhonghua Ma. (2022) The calcium-calcineurin and high-osmolarity glycerol pathways co-regulate tebuconazole sensitivity and pathogenicity in Fusarium graminearum. PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY, [PMID:36740345] [10.1016/j.pestbp.2022.105311] |
| 8. Ting-Ting Cao, Huan Chen, Mao Pang, Si-Si Xu, Hui-Quan Wen, Bin Liu, Li-Min Rong, Mang-Mang Li. (2022) Dose optimization of intrathecal administration of human umbilical cord mesenchymal stem cells for the treatment of subacute incomplete spinal cord injury. Neural Regeneration Research, [PMID:35017439] [10.4103/1673-5374.332151] |
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