methyl (1S,2R,18R,19R,22R,34S,37R)-22-amino-2-{[(2R,4R,5R,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-64-{[(2S,3R,4S,5S,6R)-3-{[(2R,3S,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-2-yl]oxy}-4,5-dihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-18,26,31,44,49-pentahydroxy-30-methyl-21,35,38,54,56,59-hexaoxo-47-{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7,13,28-trioxa-20,36,39,53,55,58-hexaazaundecacyclo[38.14.2.23,6.214,17.219,34.18,12.123,27.129,33.141,45.010,37.046,51]hexahexaconta-3,5,8(64),9,11,14,16,23,25,27(61),29(60),30,32,41,43,45(57),46,48,50,62,65-henicosaene-52-carboxylate

• ChemBase编号: 155557
• 分子式: C95H110N8O44
• 平均质量: 2067.9171
• 单一同位素质量: 2066.66158884
• SMILES: Cc1c(cc2cc1Oc1cc(ccc1O)[C@H](C(=O)N[C@@H]1[C@@H](c3ccc(cc3)Oc3cc4cc(c3O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O)O)O)O[C@@H]3[C@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O[C@H]3[C@H]([C@@H]([C@@H](CO3)O)O)O)Oc3ccc(cc3)[C@H]([C@H]3C(=O)NC(c5cc(cc(c5c5cc(ccc5O)C(C(=O)N3)NC(=O)[C@@H]4NC(=O)[C@H]2NC1=O)O[C@H]1[C@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)C(=O)OC)O[C@H]1C[C@H]([C@H]([C@@H](O1)C)O)N)O)N)O
• Canonical SMILES: OC[C@H]1O[C@H](O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2O)O)CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)Oc2c3Oc4ccc(cc4)[C@@H](O[C@H]4C[C@@H](N)[C@H]([C@@H](O4)C)O)[C@@H]4NC(=O)C(NC(=O)[C@H]5c(c3)cc2Oc2ccc(cc2)[C@@H](O)[C@@H]2C(=O)N[C@H](C(=O)N5)c3cc(O)c(c(c3)Oc3cc([C@H](C(=O)N2)N)ccc3O)C)c2ccc(c(c2)c2c(C(NC4=O)C(=O)OC)cc(cc2O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@@H]2O)O)O)O)O)[C@H]([C@H]([C@@H]1O)O)O[C@@H]1OC[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C95H110N8O44/c1-30-47(109)18-37-20-49(30)139-50-19-35(9-16-46(50)108)59(97)84(125)102-64-68(113)33-5-11-40(12-6-33)137-52-21-38-22-53(81(52)145-95-83(76(121)72(117)56(143-95)29-134-91-78(123)73(118)67(112)32(3)136-91)147-94-82(75(120)71(116)55(27-105)142-94)146-92-77(122)69(114)48(110)28-133-92)138-41-13-7-34(8-14-41)80(144-57-25-44(96)66(111)31(2)135-57)65-89(130)101-63(90(131)132-4)43-23-39(106)24-51(140-93-79(124)74(119)70(115)54(26-104)141-93)58(43)42-17-36(10-15-45(42)107)60(85(126)103-65)98-87(128)62(38)99-86(127)61(37)100-88(64)129/h5-24,31-32,44,48,54-57,59-80,82-83,91-95,104-124H,25-29,96-97H2,1-4H3,(H,98,128)(H,99,127)(H,100,129)(H,101,130)(H,102,125)(H,103,126)/t31-,32-,44+,48+,54+,55+,56+,57-,59+,60?,61-,62+,63?,64+,65-,66-,67-,68+,69+,70+,71+,72+,73+,74-,75-,76-,77-,78+,79-,80+,82-,83+,91+,92-,93+,94+,95-/m0/s1
• InChIKey: VUOPFFVAZTUEGW-ZNAZZOOYSA-N

名称和登记号

名称

• IUPAC标准名: methyl (1S,2R,18R,19R,22R,34S,37R)-22-amino-2-{[(2R,4R,5R,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-64-{[(2S,3R,4S,5S,6R)-3-{[(2R,3S,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-2-yl]oxy}-4,5-dihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-18,26,31,44,49-pentahydroxy-30-methyl-21,35,38,54,56,59-hexaoxo-47-{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7,13,28-trioxa-20,36,39,53,55,58-hexaazaundecacyclo[38.14.2.2^3,^6.2^1^4,^1^7.2^1^9,^3^4.1^8,^1^2.1^2^3,^2^7.1^2^9,^3^3.1^4^1,^4^5.0^1^0,^3^7.0^4^6,^5^1]hexahexaconta-3,5,8(64),9,11,14,16,23,25,27(61),29(60),30,32,41,43,45(57),46,48,50,62,65-henicosaene-52-carboxylate
• IUPAC传统名: methyl (1S,2R,18R,19R,22R,34S,37R)-22-amino-2-{[(2R,4R,5R,6S)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy}-64-{[(2S,3R,4S,5S,6R)-3-{[(2R,3S,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}oxan-2-yl]oxy}-4,5-dihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-18,26,31,44,49-pentahydroxy-30-methyl-21,35,38,54,56,59-hexaoxo-47-{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-7,13,28-trioxa-20,36,39,53,55,58-hexaazaundecacyclo[38.14.2.2^3,^6.2^1^4,^1^7.2^1^9,^3^4.1^8,^1^2.1^2^3,^2^7.1^2^9,^3^3.1^4^1,^4^5.0^1^0,^3^7.0^4^6,^5^1]hexahexaconta-3,5,8(64),9,11,14,16,23,25,27(61),29(60),30,32,41,43,45(57),46,48,50,62,65-henicosaene-52-carboxylate
• 别名: Ristocetin sulfate salt; Ristomycin monosulfate

登记号

• CAS号: 11140-99-1
• MDL号: MFCD00076121
• PubChem SID: 162249695; 24899399
• PubChem CID: 16219933

理论计算性质

• Acid pKa: 7.2754326
• 质子受体: 42
• 质子供体: 29
• LogD (pH = 5.5): -11.215931
• LogD (pH = 7.4): -8.410837
• Log P: -7.821809
• 摩尔折射率: 481.6159 cm^3
• 极化性: 195.0123 Å^3
• 极化表面积: 816.22 Å^2
• 可自由旋转的化学键: 17
• 里宾斯基五规则: false

分子性质

安全信息

• RTECS编号: VJ8650000
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥90% ristocetin A basis (balance primarily Ristocetin B)
• Empirical Formula (Hill Notation): C95H110N8O44 · H2SO4

详细说明

Sigma Aldrich - R7752

Biochem/physiol Actions
Ristocetin activates platelets. Ristocetin-induced platelet agglutination (RIPA) is decreased in patients undergoing chronic hemodialysis. Together with increased plasma glycocalicin levels (a product of enzymatic cleavage of GPIb), RIPA may contribute to diminished platelet adhesion to vascular subendothelium and increased bleeding associated with uremia. Addition of ristocetin and vWf caused specific agglutination of rGPIbα-liposomes suporting the potential use of rGPIbα-liposomes to enhance platelet function in vivo and support hemostasis in thrombocytopenic individuals.
Other Notes
Glycopeptide antibiotic complex