(2S)-2-[(2S)-4-[(2E,4E,6R)-6-[(1S,2S,5S,6S,7S)-1,6-dimethyl-8,9-dioxaspiro[bicyclo[3.3.1]nonane-2,2'-oxiran]-3-en-7-yl]-4-methylhepta-2,4-dienoyl]-5-hydroxy-1-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]-3-oxo-2,3-dihydro-1H-pyrrol-2-yl]-N-methylpropanamide

• ChemBase编号: 4331
• 分子式: C32H44N2O9
• 平均质量: 600.69976
• 单一同位素质量: 600.304681
• SMILES: CNC(=O)[C@@H](C)[C@@H]1N([C@@H]2CC[C@H](O)[C@H](C)O2)C(=C(C(=O)/C=C/C(=C/[C@@H](C)[C@@H]2O[C@]3(C)O[C@@H](C=C[C@@]43CO4)[C@@H]2C)/C)C1=O)O
• Canonical SMILES: CNC(=O)[C@H]([C@@H]1N([C@@H]2CC[C@@H]([C@@H](O2)C)O)C(=C(C1=O)C(=O)/C=C/C(=C/[C@H]([C@@H]1O[C@]2(C)O[C@H]([C@@H]1C)C=C[C@@]12CO1)C)/C)O)C
• InChI: InChI=1S/C32H44N2O9/c1-16(14-17(2)28-18(3)23-12-13-32(15-40-32)31(6,42-23)43-28)8-9-22(36)25-27(37)26(19(4)29(38)33-7)34(30(25)39)24-11-10-21(35)20(5)41-24/h8-9,12-14,17-21,23-24,26,28,35,39H,10-11,15H2,1-7H3,(H,33,38)/b9-8+,16-14+/t17-,18+,19+,20+,21+,23+,24+,26+,28+,31+,32+/m1/s1
• InChIKey: UEFVDAXLJNYMAZ-ONVRBHABSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-[(2S)-4-[(2E,4E,6R)-6-[(1S,2S,5S,6S,7S)-1,6-dimethyl-8,9-dioxaspiro[bicyclo[3.3.1]nonane-2,2'-oxiran]-3-en-7-yl]-4-methylhepta-2,4-dienoyl]-5-hydroxy-1-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]-3-oxo-2,3-dihydro-1H-pyrrol-2-yl]-N-methylpropanamide
• IUPAC传统名: streptolydigin
• 别名: Portamycin; Antibiotic D-45; Streptolydigin

登记号

• CAS号: 7229-50-7
• PubChem SID: 46505558; 160967763
• PubChem CID: 6436180; 54715134

理论计算性质

JChem

• 摩尔折射率: 169.6426 cm^3
• 极化性: 61.64769 Å^3
• 极化表面积: 147.16 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: false
• Acid pKa: 4.246581
• 质子受体: 10
• 质子供体: 3
• LogD (pH = 5.5): 2.196661
• LogD (pH = 7.4): -0.5420787
• Log P: 3.5402758

ALOGPS 2.1

• 溶解度: 4.61e-02 g/l
• Log P: 1.98
• LOG S: -4.11

详细说明

DrugBank - DB04785

• Drug Groups: experimental
• Pharmacology: Streptolydigin is an antibiotic which works by blocking nucleic acid chain elongation by binding to the polymerase, thus stopping RNA polymerase activity inside a cell. Specifically, it inhibits the assembly of the RNA polymerase II transcription complex and DNA polymerase III transcription. It is active against a number of gram positive bacteria.
• Affected Organisms: Enteric bacteria and other eubacteria
• External Links: Wikipedia