(1S,2R,18R,22S,26R,29R,41S)-49-{[(2S,3R,4S,6R)-3-{[(2S,4S,5S,6S)-4-amino-5-hydroxy-4,6-dimethyloxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-48,50-dichloro-2,18,33,36,38-pentahydroxy-19-[(2R)-4-methyl-2-(methylamino)pentanamido]-20,24,27,43,45-pentaoxo-7,13-dioxa-21,25,28,42,44-pentaazaoctacyclo[27.14.2.23,6.214,17.18,12.130,34.010,26.035,40]henpentaconta-3,5,8,10,12(49),14,16,30(46),31,33,35(40),36,38,47,50-pentadecaene-22,41-dicarboxylic acid

• ChemBase编号: 179438
• 分子式: C66H74Cl2N8O25
• 平均质量: 1450.23836
• 单一同位素质量: 1448.41421527
• SMILES: c1c2cc(c(c1)Oc1cc3cc(c1O[C@@H]1O[C@H](C([C@@H]([C@@H]1O[C@@H]1O[C@H]([C@H]([C@](C1)(N)C)O)C)O)O)CO)Oc1ccc(cc1Cl)[C@H](C(C(=O)N[C@@H](CC(=O)N[C@H]3C(=O)N[C@H]1C(=O)N[C@H](C(=O)N[C@H](c3c(c4cc1ccc4O)c(cc(c3)O)O)C(=O)O)[C@@H]2O)C(=O)O)NC(=O)[C@@H](CC(C)C)NC)O)Cl
• Canonical SMILES: OC[C@@H]1O[C@@H](Oc2c3cc4cc2Oc2ccc(cc2Cl)[C@@H](O)[C@@H]2NC(=O)[C@H](NC(=O)[C@@H]4NC(=O)C[C@H](NC(=O)C([C@@H](c4ccc(O3)c(Cl)c4)O)NC(=O)[C@@H](CC(C)C)NC)C(=O)O)c3ccc(c(c3)c3c(O)cc(cc3[C@@H](NC2=O)C(=O)O)O)O)[C@H]([C@H](C1O)O)O[C@@H]1O[C@@H](C)[C@H]([C@@](C1)(C)N)O
• InChI: InChI=1S/C66H74Cl2N8O25/c1-23(2)12-34(70-5)58(87)75-49-51(82)26-7-10-38(32(67)14-26)97-40-16-28-17-41(55(40)101-65-56(54(85)53(84)42(22-77)99-65)100-44-21-66(4,69)57(86)24(3)96-44)98-39-11-8-27(15-33(39)68)52(83)50-62(91)74-48(64(94)95)31-18-29(78)19-37(80)45(31)30-13-25(6-9-36(30)79)46(59(88)76-50)73-60(89)47(28)72-43(81)20-35(63(92)93)71-61(49)90/h6-11,13-19,23-24,34-35,42,44,46-54,56-57,65,70,77-80,82-86H,12,20-22,69H2,1-5H3,(H,71,90)(H,72,81)(H,73,89)(H,74,91)(H,75,87)(H,76,88)(H,92,93)(H,94,95)/t24-,34+,35-,42+,44-,46?,47+,48-,49?,50?,51+,52+,53?,54-,56+,57+,65-,66-/m0/s1
• InChIKey: OGMARHJAPWBNFA-ZHMABJRFSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2R,18R,22S,26R,29R,41S)-49-{[(2S,3R,4S,6R)-3-{[(2S,4S,5S,6S)-4-amino-5-hydroxy-4,6-dimethyloxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-48,50-dichloro-2,18,33,36,38-pentahydroxy-19-[(2R)-4-methyl-2-(methylamino)pentanamido]-20,24,27,43,45-pentaoxo-7,13-dioxa-21,25,28,42,44-pentaazaoctacyclo[27.14.2.2^3,^6.2^1^4,^1^7.1^8,^1^2.1^3^0,^3^4.0^1^0,^2^6.0^3^5,^4^0]henpentaconta-3,5,8,10,12(49),14,16,30(46),31,33,35(40),36,38,47,50-pentadecaene-22,41-dicarboxylic acid
• IUPAC传统名: (1S,2R,18R,22S,26R,29R,41S)-49-{[(2S,3R,4S,6R)-3-{[(2S,4S,5S,6S)-4-amino-5-hydroxy-4,6-dimethyloxan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-48,50-dichloro-2,18,33,36,38-pentahydroxy-19-[(2R)-4-methyl-2-(methylamino)pentanamido]-20,24,27,43,45-pentaoxo-7,13-dioxa-21,25,28,42,44-pentaazaoctacyclo[27.14.2.2^3,^6.2^1^4,^1^7.1^8,^1^2.1^3^0,^3^4.0^1^0,^2^6.0^3^5,^4^0]henpentaconta-3,5,8,10,12(49),14,16,30(46),31,33,35(40),36,38,47,50-pentadecaene-22,41-dicarboxylic acid
• 别名: 45-[[2-O-(3-Amino-2,3,6-trideoxy-3-C-methyl-α-L-arabinohexopyranosyl)-β-D-glucopyranosyl]oxy]-11,20-dichloro-1,2,3,4,5,6,7,8,24,25,26,27,37,38,39,39a-hexadecahydro-8,23,29,31,33-pentahydroxy-7-[[4-methyl-2-(methylamino)-1-oxopentyl]amino]-2,6,25,39,40-pentaoxo-23H-9,12:19,22-dietheno-24,37-(iminomethano)-14,17:32,36-dimetheno-17H-[1,6,10]oxadiazacycloheptadecino[4,5-m][10,2,16]benzoxadiazacyclotetracosine-4,27-dicarboxylic Acid; CDP-I; Vancomycin CDP-1

登记号

• CAS号: 55598-85-1
• PubChem SID: 164235348
• PubChem CID: 71752912

理论计算性质

• Acid pKa: 2.6450176
• 质子受体: 25
• 质子供体: 19
• LogD (pH = 5.5): -5.1073694
• LogD (pH = 7.4): -5.1509566
• Log P: -5.1072664
• 摩尔折射率: 344.7863 cm^3
• 极化性: 138.13962 Å^3
• 极化表面积: 524.7 Å^2
• 可自由旋转的化学键: 12
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO
• 外观: White to Off-White Solid
• 熔点: >200°C (dec.)

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - V096510

Vancomycin (V096500) impurity.

参考文献

• Rotschafer, J., et al.: Antimicrob. Agents Chemother., 22, 391 (1982)
• Pfaller, M., et al.: J. Clin. Microbiol., 20, 311 (1982)
• Rodvold, K., et al.: Clin. Pharm., 6, 655 (1982)