倒千里光堿
| 中文名稱 | 倒千里光堿 |
|---|---|
| 中文同義詞 | 探討倒千里光堿;倒千里光堿(>90%,BC);倒千里光堿;逆丙氨酸;倒千里光堿/HPLC;Retrorsine #天然產(chǎn)物 HY-N6638;Retrorsine #天然產(chǎn)物 HY-N6638;回旋千里光堿 |
| 英文名稱 | RETRORSINE |
| 英文同義詞 | BETA-LONGILOBINE;12,18-DIHYDROXYSENECIONAN-11,16-DIONE;RETRORSINE;16-dione,12,18-dihydroxy-senecionan-1;5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-6-hydroxymethyl-5-3-ethylidene-4;cis-retronecicacidesterofretronecine;methyl(1,6)dioxacyclododeca(2,3,4-gh)pyrrolizidine-2,7-dione;trans-15-ethylidene-12beta-hydroxy-12alpha-hydroxymethyl-13beta-methylsenec-1- |
| CAS號(hào) | 480-54-6 |
| 分子式 | C18H25NO6 |
| 分子量 | 351.39 |
| EINECS號(hào) | 610-403-9 |
| 相關(guān)類別 | 生化試劑;對(duì)照品;中藥對(duì)照品 |
| Mol文件 | 480-54-6.mol |
| 結(jié)構(gòu)式 |  |
倒千里光堿 性質(zhì)
| 熔點(diǎn) | 208-211 °C (lit.) |
|---|---|
| 比旋光度 | D18 -17.6° (c = 1.99 in ethanol) |
| 沸點(diǎn) | 485.2°C (rough estimate) |
| 密度 | 1.32±0.1 g/cm3 (20 ºC 760 Torr) |
| 折射率 | 1.5100 (estimate) |
| 儲(chǔ)存條件 | 2-8°C |
| 溶解度 | DMSO: Slightly soluble: 0.1-1 mg/mlPBS (pH 7.2): Slightly soluble: 0.1-1 mg/ml |
| 形態(tài) | 固體 |
| 酸度系數(shù)(pKa) | 12.00±0.40(Predicted) |
| 顏色 | 白色至米白色 |
| Merck | 13,8253 |
| 主要應(yīng)用 | food and beverages |
| InChI | InChI=1S/C18H25NO6/c1-3-12-8-11(2)18(23,10-20)17(22)24-9-13-4-6-19-7-5-14(15(13)19)25-16(12)21/h3-4,11,14-15,20,23H,5-10H2,1-2H3/b12-3-/t11-,14-,15-,18-/m1/s1 |
| InChIKey | BCJMNZRQJAVDLD-VMOBWIEOSA-N |
| SMILES | N12CC=C3COC(=O)[C@@](O)(CO)[C@H](C)C/C(=C/C)/C(=O)O[C@@]([H])([C@]13[H])CC2 |
| CAS 數(shù)據(jù)庫 | 480-54-6 |
| (IARC)致癌物分類 | 3 (Vol. 10, Sup 7) 1987 |
| EPA化學(xué)物質(zhì)信息 | Retrorsine (480-54-6) |
Retrorsine 是一種天然存在的有毒吡咯利西啶生物堿。Retrorsine 可以與 DNA 結(jié)合，抑制肝細(xì)胞的增殖能力。Retrorsine 可用于肝細(xì)胞損傷的研究。
Retrorsine (60-240 μM; 24 hours) significantly reduces HSEC-CYP3A4 cells viability and GSH levels, and increases formation of pyrrole-protein adducts.
Cell Viability Assay
| Cell Line: | HSEC-CYP3A4 cells |
| Concentration: | 60 μM, 120 μM , 240 μM |
| Incubation Time: | 24 hours |
| Result: | Significantly decreased cell viability. |
Retrorsine (30 mg/kg; i.p.; twice) impairs liver regeneration in the PBL model not only by an S or G2/M phase block, but also by a block located before the G1/S transition of the cell cycle.
| Animal Model: | Male Wistar rats (180±20 g), portal branch ligation (PBL) model |
| Dosage: | 30 mg/kg |
| Administration: | Intraperitoneal injection, twice, separated by 2-week interval |
| Result: | Strongly impaired the liver weight gain, protein and DNA synthesis as well as induction of cell cycle related proteins in the regenerating lobes after PBL. |
安全信息
| 危險(xiǎn)品標(biāo)志 | T |
|---|---|
| 危險(xiǎn)類別碼 | 25 |
| 安全說明 | 22-36/37/39-45 |
| 危險(xiǎn)品運(yùn)輸編號(hào) | 1544 |
| WGK Germany | 3 |
| RTECS號(hào) | VH7525000 |
| 危險(xiǎn)等級(jí) | 6.1(a) |
| 包裝類別 | II |
| 存儲(chǔ)類別 | 6.1A - 可燃，急性毒性物質(zhì)（類別1和類別2） 劇毒的危險(xiǎn)物質(zhì) |
| 危險(xiǎn)性類別 | 急性毒性 類別2 經(jīng)皮 急性毒性 類別2 吸入 急性毒性 類別2 經(jīng)口 |
| 毒害物質(zhì)數(shù)據(jù) | 480-54-6(Hazardous Substances Data) |