(4S,4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-N-(pyrrolidin-1-ylmethyl)-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide

• ChemBase编号: 1152
• 分子式: C27H33N3O8
• 平均质量: 527.56622
• 单一同位素质量: 527.22676503
• SMILES: c1cc(c2c(c1)[C@@]([C@@H]1C(=C([C@]3([C@@H](C1)[C@@H](C(=C(C3=O)C(=O)NCN1CCCC1)O)N(C)C)O)O)C2=O)(C)O)O
• Canonical SMILES: CN([C@@H]1C(=C(C(=O)NCN2CCCC2)C(=O)[C@@]2([C@H]1C[C@H]1C(=C2O)C(=O)c2c([C@@]1(C)O)cccc2O)O)O)C
• InChI: InChI=1S/C27H33N3O8/c1-26(37)13-7-6-8-16(31)17(13)21(32)18-14(26)11-15-20(29(2)3)22(33)19(24(35)27(15,38)23(18)34)25(36)28-12-30-9-4-5-10-30/h6-8,14-15,20,31,33-34,37-38H,4-5,9-12H2,1-3H3,(H,28,36)/t14-,15-,20-,26+,27-/m0/s1
• InChIKey: HMEYVGGHISAPJR-IAHYZSEUSA-N

名称和登记号

名称

• IUPAC标准名: (4S,4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-N-(pyrrolidin-1-ylmethyl)-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
• IUPAC传统名: rolitetracycline; (4S,4aS,5aS,6S,12aS)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-N-(pyrrolidin-1-ylmethyl)-4,4a,5,5a-tetrahydrotetracene-2-carboxamide
• 别名: 罗利环素; Rolitetracycline; Rolitetracycline

登记号

• CAS号: 751-97-3
• EC号: 212-031-9
• MDL号: MFCD00056562
• PubChem SID: 160964615; 24899354; 46507805
• PubChem CID: 54682938; 5282179

理论计算性质

JChem

• Acid pKa: 0.31439412
• 质子受体: 10
• 质子供体: 6
• LogD (pH = 5.5): -3.889621
• LogD (pH = 7.4): -5.4319563
• Log P: -3.8152645
• 摩尔折射率: 139.4546 cm^3
• 极化性: 53.166935 Å^3
• 极化表面积: 170.87 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: -0.08
• LOG S: -2.47
• 溶解度: 1.81e+00 g/l

分子性质

理化性质

• 溶解度: 555 mg/mL [MERCK INDEX (1996)]

安全信息

• RTECS编号: QI9150000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 1
• 危险公开号: 22-36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 级别: analytical standard

详细说明

DrugBank - DB01301

• Drug Groups: approved
• Description: A pyrrolidinylmethyl tetracycline. [PubChem]
• Indication: Rolitetracycline is a broad-spectrum antibiotic used in cases needing high concentrations or when oral administration is impractical.
• Toxicity: Symptoms of overdose include anorexia, nausea, diarrhoea, glossitis, dysphagia, enterocolitis and inflammatory lesions (with monilial overgrowth) in the anogenital region, skin reactions such as maculopapular and erythematous rashes, exfoliative dermatitis, photosensitivity, hypersensitivity reactions such as urticaria, angioneurotic oedema, anaphylaxis, anaphyl-actoid purpura, pericarditis, and exacerbation of systemic lupus erythematosus, benign intracranial hypertension in adults disappearing on discontinuation of the medicine, haematologic abnormalities such as haemolytic anaemia, thrombocytopenia, neutropenia, and eosinophilia. LD₅₀=262 mg/kg (I.P. in rat).
• External Links: Wikipedia