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雷帕霉素 | 53123-88-9

雷帕霉素
Rapamycin
53123-88-9
C51H79NO13
914.1719
如需查看该化合物的详细结构式,mol文件,smile,InChi 请点击:雷帕霉素结构式
134812764
雷帕霉素价格
简介
雷帕霉素(RAPA)其化学名称为: (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-甲氧环己基]-1-甲基乙基]-10, 21-二甲氧-6, 8, 12, 14, 20, 26-六甲基-23, 27-环氧-3H-吡啶并[2, 1-c][1, 4]氧杂氮杂三十一环烯-1, 5, 11, 28, 29 (4H, 6H, 31H)-戊酮,为白色固体结晶,熔点为183-185℃,亲脂性,溶解于甲醇、乙醇、丙酮、氯仿等有机溶剂,极微溶于水,几乎不溶于乙醚。临床上是一种新型大环内酯类免疫抑制剂。雷帕霉素通过不同的细胞因子受体阻断信号传导,阻断T淋巴细胞及其他细胞由G1期至S期的进程,从而发挥免疫抑制效应。
名称和标识符
MDL MFCD00867594
InChIKey QFJCIRLUMZQUOT-KADBNGAOSA-N
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
SMILES O(C([H])([H])[H])[C@@]1([H])[C@@]([H])(C([H])([H])C([H])([H])[C@@]([H])(C([H])([H])[C@@]([H])(C([H])([H])[H])[C@]2([H])C([H])([H])C([C@@]([H])(C([H])=C(C([H])([H])[H])[C@]([H])([C@]([H])(C([C@]([H])(C([H])([H])[H])C([H])([H])[C@]([H])(C([H])([H])[H])C([H])=C([H])C([H])=C([H])C([H])=C(C([H])([H])[H])[C@]([H])(C([H])([H])[C@]3([H])C([H])([H])C([H])([H])[C@@]([H])(C([H])([H])[H])[C@@](C(C(N4C([H])([H])C([H])([H])C([H])([H])C([H])([H])[C@@]4([H])C(=O)O2)=O)=O)(O[H])O3)OC([H])([H])[H])=O)OC([H])([H])[H])O[H])C([H])([H])[H])=O)C1([H])[H])O[H] |c:35,66,70,t:62|
别名信息
- 中文别名 -
  • 雷帕霉素
  • Rapamicin(sirolimus ) 抑制剂
  • Rapamycin 雷帕霉素
  • Sirolimus 雷帕霉素 标准品
  • Sirolimus,certified 标准品
  • 雷帕霉素 (西罗莫司、瑞帕霉素)
  • 雷帕霉素 西罗莫司
  • 雷帕霉素(西罗莫司)
  • 雷帕霉素,Rapamycin
  • 西罗莫司
  • 西罗莫司 (雷帕霉素)
  • 西罗莫司(雷帕霉素) 标准品
  • 西罗莫司,Sirolimus,植物提取物,标准品,对照品
  • 西罗莫司标准品
  • 间苯二酚
  • 雷帕酶素
  • 雷帕霉素 西罗莫司Rapamycin,Sirolimus
  • 雷帕霉素&nbsp
  • 雷帕霉素,Sirolimus
  • 雷帕霉素:西罗莫司
  • 瑞帕霉素
  • 雷帕霉素 来源于吸水链霉菌
  • 苯并吡喃
  • 雷帕霉素(对照品)
- 英文别名 -
  • rapamycin from streptomyces*hygroscopicus
  • 23,27-EPOXY-3H-PYRIDO(2,1-C)(1,4)OXAAZACYCLOHENTRIACONTINE
  • AY 22989
  • NSC-226080
  • RAPA
  • RAPAMUNE
  • RAPAMYCIN
  • RAPAMYCIN, STREPTOMYCES HYGROSCOPICUS
  • RPM
  • SIROLIMUS
  • antibioticay22989
  • sila9268a
  • WYETH RAPAMYCIN, 1GM
  • RAPAMYCIN 1GM
  • RAPAMYCIN, STANDARD WITH MS, NMR RESULT
  • Rapamicin
  • Rapamicin(sirolimus )
  • Rapamycin (AY 22989, Sirolimus, RAPA,NSC 226080, Rapamune®)
  • Rapamycin (Sirolimus)
  • Sirolimus solution
  • Siroliums
  • &nbsp
  • 23,27-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclohentriacontine,AY 22989,Sirolimus
  • Rapamycin from Streptomyces hygroscopicus
  • Resorcinol
  • 23,27-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclohentriacontine
  • (-)-Rapamycin
  • Rapammune
  • sirolimusum
  • Antibiotic AY 22989
  • SILA 9268A
  • W36ZG6FT64
  • C51H79NO13
  • DSSTox_CID_3582
  • DSSTox_RID_77091
  • DSSTox_GSID_23582
  • Cypher
  • Supralimus
  • Wy 090217
  • I 2190A
  • I2190A
  • SIIA 9268A
  • Sirolimus
  • AY-22989
  • Centchroman
  • Rapamycin
  • BRD-K84937637-001-06-5
  • (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-Hexadecahydro-9,27-dihydroxy-3-[(1R)-2-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethyl]-10,21-dimethoxy-6,8,12,14,20,26-hexamethyl-23,27-epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclohentriacontine-1,5,11,28,29(4H,6H,31H)-pentone
  • BRD-K84937637-001-04-0
  • Rapamycin, VETRANAL(TM), analytical standard
  • (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-11,36-dioxa-4-azatricyclo[30.3.1.0(4,9)]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentone
  • UNM-0000358684
  • SIROLIMUS (USP-RS)
  • S01XA23
  • BiomolKI2_000084
  • DTXSID5023582
  • Z2568665260
  • Human Blood - Sirolimus
  • SIROLIMUS [WHO-DD]
  • (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-Hexadecahydro-9,27-dihydroxy-3-[(1R)-2-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethyl]-10,21-dimethoxy-6,8,12,14,20,26-hexamethyl-23,27-ep
  • NSC-2260804
  • NCGC00021305-06
  • SIROLIMUS [ORANGE BOOK]
  • SIROLIMUS [MART.]
  • AC-722
  • CS-0063
  • NCGC00021305-05
  • 1fkb
  • HSDB 7284
  • L04AA10
  • Q32089
  • Rapamycin from Streptomyces hygroscopicus, >=95% (HPLC), powder
  • DE-109
  • Rapamycin (>85%)
  • BRD-K89626439-001-01-0
  • (1R,9S,12S,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32S,35R)-1,18-Dihydroxy-12-((1R)-2-((1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl)-1-methylethyl)-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-pentaone
  • CS-0626126
  • (3S,6R,7E,9R,10R,12R,14S,15E,17E,19E,21S,23S,26R,27R,34aS)-9,27-dihydroxy-3-{(1R)-2-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethyl}-10,21-dimethoxy-6,8,12,14,20,26-hexamethyl-9,10,12,13,14,21,22,23,24,25,26,27,32,33,34,34a-hexadecahydro-3H-23,27-epoxypyrido[2,1-c][1,4]oxazacyclohentriacontine-1,5,11,28,29(4H,6H,31H)-pentone
  • AKOS015961618
  • Fyarro (sirolimus albumin-bound particles)
  • M02444
  • 1pbk
  • (3S,6R,7E,9R,10R,12R,14S,15E,17E,19E,21S,23S,26R,27R,34aS)-4,9,10,12,13,14,21,22,23,24,25,26,27,32,33,34,34a-heptadecahydro-9,27-dihydroxy-3-[(1R)-2-[(1S,3,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethyl]-10,21-dimethoxy-6,8,12,14,20,26-hexamethyl-223,27-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclohentriacontine-1,5,11,28,29(6H,31H)-pentone
  • Npc-12g
  • SIROLIMUS [USAN]
  • DTXCID503582
  • Q-201659
  • Rapamune
  • Rapamycin Immunosuppressant Drug
  • (9S,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32S,35R)-1,18-Dihydroxy-12-{(2R)-1-[(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
  • HY-10219G
  • SIROLIMUS [VANDF]
  • SIROLIMUS [INN]
  • SIROLIMUS (MART.)
  • 9,10,12,13,14,21,22,23,24,25,26,27,32,33,34,34a-Hexadecahydro-9,27-dihydroxy-3-((1R)-2-((1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl)-1-methylethyl)-10,21-dimethoxy-6,8,12,14,20,26-hexamethyl-23,27-epoxy-3H-pyrido(2,1-c)(1,4)oxaazacyclohentriacontine-1,5,11,2
  • I-2190A
  • NSC226080
  • NCGC00021305-07
  • CCG-100684
  • (3S,6R,7E,9R,10R,12R,14S,15E,17E,19E,21S,23S,26R,27R,34 aS)-9,10,12,13,14,21,22,23,24,25,26,27,32,33,34,34a-Hex adecahydro-9,27-dihydroxy-3-[(1R)-2-[(1S,3R,4R)-4-hydro xy-3-methoxycyclohexyl]-1-methylethyl]-10,21-dimethoxy- 6,8,12,14,20,26-hexamethyl-23,27-ep
  • S1039
  • HYFTOR
  • AKOS015850976
  • LCP-Siro
  • 1,18-Dihydroxy-12-[2-(4-hydroxy-3-methoxy-cyclohexyl)-1-methyl-ethyl]-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-11,36-dioxa-4-aza-tricyclo[30.3.1.0*4,9*]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentaone (Rapamycin)
  • CHEBI:9168
  • DB00877
  • GTPL6031
  • (3S,6R,7E,9R,10R,12R,14S,15E,17E,19E,21S,23S,26R,27R,34aS)-9,27-dihydroxy-3-((2R)-1-((1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl)propan-2-yl)-10,21-dimethoxy-6,8,12,14,20,26-hexamethyl-9,10,12,13,14,21,22,23,24,25,26,27,32,33,34,34a-hexadecahydro-3H-23,27-epoxypyrido(2,1-c)(1,4)oxazacyclohentriacontine-1,5,11,28,29(4H,6H,31H)-pentone
  • Rapamycin/Sirolimus
  • SIROLIMUS [JAN]
  • HMS3403F11
  • (3S,6R,7E,9R,10R,12R,14S,15E,17E,19E,21S,23S,26R,27R,34aS)-9,27-dihydroxy-3-{(1R)-2-[(1S,3R,4R)-4-hydroxy-3-(methyloxy)cyclohexyl]-1-methylethyl}-6,8,12,14,20,26-hexamethyl-10,21-bis(methyloxy)-9,10,12,13,14,21,22,23,24,25,26,27,32,33,34,34a-hexadecahydro-3H-23,27-epoxypyrido[2,1-c][1,4]oxazacyclohentriacontine-1,5,11,28,29(6H,31H)-pentone
  • (3S,6R,7E,9R,10R,12R,14S,15E,17E,19E,21S,23S,26R,27R,34aS)-9,27-dihydroxy-3-{(2R)-1-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]propan-2-yl}-10,21-dimethoxy-6,8,12,14,20,26-hexamethyl-9,10,12,13,14,21,22,23,24,25,26,27,32,33,34,34a-hexadecahydro-3H-23,27-epoxypyrido[2,1-c][1,4]oxazacyclohentriacontine-1,5,11,28,29(4H,6H,31H)-pentone
  • SCHEMBL3463
  • EVEROLIMUS IMPURITY A (EP IMPURITY)
  • SM-88 COMPONENT SIROLIMUS
  • HMS2089A21
  • Sirolimus [USAN:INN:BAN]
  • EX-A1044
  • HY-10219
  • HMS3884C03
  • (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-11,36-dioxa-4-azatricyclo[30.3.1.04,9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentone
  • QFJCIRLUMZQUOT-HPLJOQBZSA-N
  • Rapamycin from Streptomyces hygroscopicus, Vetec(TM) reagent grade, >=95%
  • Rapamycin (GMP)
  • FYARRO
  • (3 S ,6 R ,7 E ,9 R ,10 R ,12 R ,14 S ,15 E ,17 E , 19 E ,21 S ,23 S ,26 R ,27 R ,34a S )-9,10,12,13,14,21,22,23,24,25,26,27,32,33,34, 34a-hexadecahydro-9,27-dihydroxy-3-
  • UNII-W36ZG6FT64
  • (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-Hexadecahydro-9,27-dihydroxy-3-((1R)-2-((1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl)-1-methylethyl)-10,21-dimethoxy-6,8,12,14,20,26-hexamethyl-23,27-epoxy-3H-pyrido(2,1-c)(1,4)oxaazacyclohentriacontine-1,5,11,28,29(4H,6H,31H)-pentone
  • WY-090217
  • (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-11,36-dioxa-4-azatricyclo(30.3.1.0(4,9))hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentone
  • MS-R001
  • 53123-88-9
  • AS-11687
  • EVEROLIMUS IMPURITY A [EP IMPURITY]
  • SMR004701276
  • NAB-RAPAMYCIN COMPONENT RAPAMYCIN
  • (3S,6R,7E,9R,10R,12R,14S,15E,17E,19E,21S,23S,26R,27R,34aS)-9,27-dihydroxy-3-{(1R)-2-[(1S,3R,4R)-4-hydroxy-3-(methyloxy)cyclohexyl]-1-methylethyl}-6,8,12,14,20,26-hexamethyl-10,21-bis(methyloxy)-9,10,12,13,14,21,22,23,24,25,26,27,32,33,34,34a-hexadecahydro
  • A-275
  • RAPAMYCIN [MI]
  • SIROLIMUS [EMA EPAR]
  • SIROLIMUS [HSDB]
  • MLS006010168
  • CCRIS 9024
  • R0097
  • EC 610-965-5
  • BDBM50064359
  • Perceiva
  • RAP
  • SIROLIMUS [USP-RS]
  • BDBM36609
  • rapalimus
  • Rapamycin,Sirolimus,Rapamune
  • MFCD00867594
  • BIDD:PXR0165
  • NSC 226080
  • 23,27-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclohentriacontine- 1,5,11,28,29(4H,6H,31H)-pentone, 9,10,12,13,14,21,22,23,24, 25,26,27,32,33,34,34a-hexadecahydro-9,27-dihydroxy- 3-[2-(4-hydroxy-3-methoxycyclohexyl)-1-methylethyl]- 10,21-dimethoxy-6,8,12,14,20,26-hexamethyl-, [3S-[3R*[S* (1R*,3S*,4S*)],6S*,7E,9S*,10S*,12S*,14R*,15E,17E,19E,21R*, 23R*,26S*,27S*,34aR*]]-
  • rapamycin
物化性质
实验特性
LogP 6.11850
PSA 195.43000
Merck 8114
折射率 1.5280 (estimate)
水溶性 Soluble in DMSO at 50mg/ml or methanol at 25mg/mlSoluble in alcohol, dimethyl sulfoxide and dimethyl formamide. Insoluble in water.
沸点 973°C at 760 mmHg
熔点 183-194°C
闪点 2℃(35.6℉)(lit.)
溶解度 ethanol: soluble2MM
颜色与性状 粉末
溶解性 难溶于水的
敏感性 Moisture Sensitive/Light Sensitive/Hygroscopic
比旋光度 -58.2° (MeOH)
密度 1.0352 (rough estimate)
计算特性
精确分子量 913.55500
氢键供体数量 3
氢键受体数量 13
可旋转化学键数量 6
同位素质量 913.555142
重原子数量 65
复杂度 1760
同位素原子数量 0
确定原子立构中心数量 15
不确定原子立构中心数量 0
确定化学键立构中心数量 4
不确定化学键立构中心数量 0
共价键单元数量 1
疏水参数计算参考值(XlogP) 6
互变异构体数量 15
表面电荷 0
拓扑分子极性表面积 195
分子量 914.2
国际标准相关数据
EINECS 226080
海关数据
海关编码 2942000000
海关数据

中国海关编码:

2942000000
生产方法和用途
用途
用作免疫抑制剂
免疫抑制剂。
专业数据库参考
PubChemId 134812764
参考资料
Reaxys RN 5848501
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