基本描述

别名	雷帕霉素 \| 西罗莫司 \| (3S,6R,7E,9R,10R,12R,14S,15E,17E,19E,21S,23S,26R,27R,34aS)-9,10,12,13,14,21,22,23,24,25,26,27,32,33,34,34a-十六氢-9,27-二羟基-3-[(1R)-2-[(1S,3R,4R)-4-羟基-3-甲氧基环己基]-1-甲基乙基]-10,21-二甲氧基-6,8,12,14,20,26-六甲基-23,27-环氧-3H-吡啶并[2,1-c][1,4]氧杂氮杂环三十一烯-1,5,11,2
英文别名	AY 22989 \| AY-22989 \| CHEBI:9168 \| EC 610-965-5 \| HMS2089A21 \| RAPA \| (1R,9S,12S,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32S,35R)-1,18-dihydroxy-12-{(2S)-1-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]propan-2-yl}-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl
规格或纯度	Moligand™, ≥98%(HPLC)
英文名称	Rapamycin
生化机理	一种大环三烯抗生素，能与雷帕霉素分子靶标（mTOR）结合并对其产生抑制作用。它与 FKBP12 形成复合物，能结合并抑制雷帕霉素分子靶标（mTOR）。雷帕霉素是一种强效免疫抑制剂，具有抗癌活性。与 FKBP-12 结合，抑制 mTOR（雷帕霉素哺乳动物靶标）C1 信号传导。在体外和体内诱导自噬。
应用	Rapamycin 是一种特异性的 mTOR 抑制剂，IC50 为 0.1 nM。
储存温度	-20°C储存,充氩
运输条件	超低温冰袋运输
备注	如果有可能，您尽量在使用的当天配置溶液，并在当天使用完它。但是，如果您需要预先配制储备溶液，我们建议您将溶液等份保存在-20°C的密封小瓶中。通常，它们最多可以使用一个月。在使用前和打开样品瓶之前，我们建议您让您的产品在室温下平衡至少1小时。需要更多关于溶解度，用法和处理的建议吗？请访问我们的常见问题（FAQ）页面以获取更多详细信息。
产品介绍	雷帕霉素是从吸水链霉菌中分离得到的一种抗真菌抗生素。这种抗生素对所有的白色念珠菌都有效。它可阻断激活T辅助细胞所需的信号转导通路。Rapamycin 是一种特异性的 mTOR 抑制剂，IC50 为 0.1 nM。 Rapamycin is an anti-fungal antibiotic isolated from Streptomyces hygroscopicus. This antibiotic is active against all strains of Candida albicans. It blocks the signal transduction pathways required for the activation of T-helper cells.

关联靶点（人）

FKBP1A Tclin 肽基脯氨酰顺反异构酶 FKBP1A(Peptidyl-prolyl cis-trans isomerase FKBP1A) (10 活性数据)

点击查看靶蛋白信息： FKBP1A

活性类型	活性值-log(M)	作用机制	期刊	参考文献(PubMed IDs)

FKBP1B Tchem 肽基脯氨酰顺反异构酶 FKBP1B(Peptidyl-prolyl cis-trans isomerase FKBP1B) (1 活性数据)

点击查看靶蛋白信息： FKBP1B

活性类型	活性值-log(M)	作用机制	期刊	参考文献(PubMed IDs)

FKBP5 Tchem 肽基脯氨酰顺反异构酶 FKBP5(Peptidyl-prolyl cis-trans isomerase FKBP5) (1 活性数据)

点击查看靶蛋白信息： FKBP5

活性类型	活性值-log(M)	作用机制	期刊	参考文献(PubMed IDs)

EIF4E Tchem 真核翻译起始因子4E(Eukaryotic translation initiation factor 4E) (1 活性数据)

点击查看靶蛋白信息： EIF4E

活性类型	活性值-log(M)	作用机制	期刊	参考文献(PubMed IDs)

PDCD4 Tchem 程序性细胞死亡蛋白 4(Programmed cell death protein 4) (1 活性数据)

点击查看靶蛋白信息： PDCD4

活性类型	活性值-log(M)	作用机制	期刊	参考文献(PubMed IDs)

MTOR Tclin 丝氨酸/苏氨酸蛋白激酶 mTOR(Serine/threonine-protein kinase mTOR) (7 活性数据)

点击查看靶蛋白信息： MTOR

活性类型	活性值-log(M)	作用机制	期刊	参考文献(PubMed IDs)

名称和识别符

PubChem SID	488195295
分子类型	小分子
IUPAC Name	(1R,9S,12S,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32S,35R)-1,18-dihydroxy-12-[(2R)-1-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]propan-2-yl]-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-11,36-dioxa-4-azatricyclo[30.3.1.04,9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentone
INCHI	InChI=1S/C51H79NO13/c1-30-16-12-11-13-17-31(2)42(61-8)28-38-21-19-36(7)51(60,65-38)48(57)49(58)52-23-15-14-18-39(52)50(59)64-43(33(4)26-37-20-22-40(53)44(27-37)62-9)29-41(54)32(3)25-35(6)46(56)47(63-10)45(55)34(5)24-30/h11-13,16-17,25,30,32-34,36-40,42-44,46-47,53,56,60H,14-15,18-24,26-29H2,1-10H3/b13-11+,16-12+,31-17+,35-25+/t30-,32-,33-,34-,36-,37+,38+,39+,40-,42+,43+,44-,46-,47+,51-/m1/s1
InChi Key	QFJCIRLUMZQUOT-HPLJOQBZSA-N
Canonical SMILES	CC1CCC2CC(C(=CC=CC=CC(CC(C(=O)C(C(C(=CC(C(=O)CC(OC(=O)C3CCCCN3C(=O)C(=O)C1(O2)O)C(C)CC4CCC(C(C4)OC)O)C)C)O)OC)C)C)C)OC
Isomeric SMILES	C[C@@H]1CC[C@H]2C[C@@H](/C(=C/C=C/C=C/[C@H](C[C@H](C(=O)[C@@H]([C@@H](/C(=C/[C@H](C(=O)C[C@H](OC(=O)[C@@H]3CCCCN3C(=O)C(=O)[C@@]1(O2)O)[C@H](C)C[C@@H]4CC[C@H]([C@@H](C4)OC)O)C)/C)O)OC)C)C)/C)OC
RTECS	VE6250000
分子量	914.19
Reaxy-Rn	5848501

化学和物理性质

溶解性	不溶于水；可溶于氯仿、丙酮、二甲基甲酰胺、甲醇、乙醚
敏感性	对热敏感
比旋光度	-150° (C=0.2,MeOH)
熔点	177 °C(dec.)
分子量	914.200 g/mol
XLogP3	6.000
氢键供体数Hydrogen Bond Donor Count	3
氢键受体数Hydrogen Bond Acceptor Count	13
可旋转键计数Rotatable Bond Count	6
精确质量Exact Mass	913.555 Da
单同位素质量Monoisotopic Mass	913.555 Da
拓扑极表面积Topological Polar Surface Area	195.000 Å²
重原子数Heavy Atom Count	65
形式电荷Formal Charge	0
复杂度Complexity	1760.000
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	15
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	4
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	4
共价键合单元计数Covalently-Bonded Unit Count	1

安全和危险性（GHS）

象形图	GHS08
信号词	Danger
危险声明	H351: 怀疑引起遗传缺陷 H372: 通过长时间或反复暴露对器官造成损害 H361: 怀疑破坏生育力或未出生的孩子
预防措施声明	P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。 P405: 密闭存放 P501: 将内容物/容器处理到。。。 P264: 处理后要彻底洗手。 P260: 不要吸入灰尘/烟雾/气体/雾/蒸汽/喷雾。 P270: 使用本产品时，请勿进食、饮水或吸烟。 P203: 使用前，获取、阅读并遵守所有安全说明。 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。
RTECS	VE6250000
Reaxy-Rn	5848501
Merck Index	8114

SDS英文版

质量标准

Purity(HPLC)	98-100（%）
Nitrogen by Elemental Analysis	1.2-1.7（%）
Specific Rotation [a]20/D(c=0.2 in MeOH)	-155--145（°）
Carbon by Elemental Analysis	66.5-67.5（%）
Appearance（S115842)	White to Yellow Powder
Proton NMR spectrum	Conforms to Structure
Solubility in CHCL3,Colorless to Pale Yellow to Yellow,Clear,4.90-5.10 mg/ml	Solubility in CHCL3,Colorless to Pale Yellow to Yellow,Clear,4.90-5.10 mg/ml

质量标准

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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找到46个结果

批号(Lot Number)	证书类型	日期	货号
G2326284	分析证书	25-04-18	S115842
G2326288	分析证书	25-04-18	S115842
G2326272	分析证书	25-04-08	S115842
G2326291	分析证书	25-04-08	S115842
C2505453	分析证书	25-02-25	S115842
C2505454	分析证书	25-02-25	S115842
C2505456	分析证书	25-02-25	S115842
C2505457	分析证书	25-02-25	S115842
C2505458	分析证书	25-02-25	S115842
E2305205	分析证书	25-02-11	S115842
E2305213	分析证书	25-02-11	S115842
E2305215	分析证书	25-02-11	S115842
E2305216	分析证书	25-02-11	S115842
E2305219	分析证书	25-02-11	S115842
K2228737	分析证书	24-09-04	S115842
H2428300	分析证书	24-07-24	S115842
H2428319	分析证书	24-07-24	S115842
H2428320	分析证书	24-07-24	S115842
H2428322	分析证书	24-07-24	S115842
H2428321	分析证书	24-07-24	S115842
E2421160	分析证书	24-04-10	S115842
E2421161	分析证书	24-04-10	S115842
E2421162	分析证书	24-04-10	S115842
E2421163	分析证书	24-04-10	S115842
E2421478	分析证书	24-04-10	S115842
B2518461	分析证书	24-03-29	S115842
B2518477	分析证书	24-03-29	S115842
B2518504	分析证书	24-03-29	S115842
G2326282	分析证书	23-07-08	S115842
E2305202	分析证书	23-02-22	S115842
E2305212	分析证书	23-02-22	S115842
E2305217	分析证书	23-02-22	S115842
E2305193	分析证书	23-02-22	S115842
E2305104	分析证书	23-02-22	S115842
K2228734	分析证书	22-10-14	S115842
K2228735	分析证书	22-10-14	S115842
K2228736	分析证书	22-10-14	S115842
K2228738	分析证书	22-10-14	S115842
H2230023	分析证书	22-09-03	S115842
G2227352	分析证书	22-06-11	S115842
G2227353	分析证书	22-06-11	S115842
G2227354	分析证书	22-06-11	S115842
G2227355	分析证书	22-06-11	S115842
J2215165	分析证书	22-06-11	S115842
K2218143	分析证书	22-06-11	S115842
D2009140	分析证书	22-02-17	S115842

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参考文献

1. Xie Xu, Nana Tao, Caihua Sun, Robert D. Hoffman, Dongling Shi, Yuyuan Ying, Shujie Dong, Jianli Gao. (2023) Ligustilide prevents thymic immune senescence by regulating Thymosin β15-dependent spatial distribution of thymic epithelial cells. PHYTOMEDICINE, (155216). [PMID:38061285] [10.1016/j.phymed.2023.155216]
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溶液计算器

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