- Retrorsine
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- $127.00 / 1mg
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2026-01-05
- CAS:480-54-6
- Min. Order:
- Purity: 97.73%
- Supply Ability: 10g
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| | RETRORSINE Basic information |
| Product Name: | RETRORSINE | | Synonyms: | 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: | 480-54-6 | | MF: | C18H25NO6 | | MW: | 351.39 | | EINECS: | 610-403-9 | | Product Categories: | | | Mol File: | 480-54-6.mol |  |
| | RETRORSINE Chemical Properties |
| Melting point | 208-211 °C (lit.) | | alpha | D18 -17.6° (c = 1.99 in ethanol) | | Boiling point | 485.2°C (rough estimate) | | density | 1.32±0.1 g/cm3 (20 ºC 760 Torr) | | refractive index | 1.5100 (estimate) | | storage temp. | 2-8°C | | solubility | DMSO: Slightly soluble: 0.1-1 mg/mlPBS (pH 7.2): Slightly soluble: 0.1-1 mg/ml | | form | Solid | | pka | 12.00±0.40(Predicted) | | color | White to off-white | | Merck | 13,8253 | | Major Application | 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 DataBase Reference | 480-54-6 | | IARC | 3 (Vol. 10, Sup 7) 1987 | | EPA Substance Registry System | Retrorsine (480-54-6) |
| Hazard Codes | T | | Risk Statements | 25 | | Safety Statements | 22-36/37/39-45 | | RIDADR | 1544 | | WGK Germany | 3 | | RTECS | VH7525000 | | HazardClass | 6.1(a) | | PackingGroup | II | | Storage Class | 6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials | | Hazard Classifications | Acute Tox. 2 Dermal
Acute Tox. 2 Inhalation
Acute Tox. 2 Oral | | Hazardous Substances Data | 480-54-6(Hazardous Substances Data) |
| | RETRORSINE Usage And Synthesis |
| Uses | Retrorsine-D4 is a labelled analogue of Retrorsine (R279000). Retrorsine is a pyrrolizidine alkaloid that blocks the hepatocyte cell cycle, ultimately affecting hepatocyte proliferative capacity. | | Definition | ChEBI: Retrorsine is a macrolide. | | General Description | This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG | | Safety Profile | Poison by ingestion, intraperitoneal, and intravenous routes. Questionable carcinogen with experimental neoplastigenic and tumorigenic data. hhtation data reported. When heated to decomposition it emits toxic fumes of NOx. | | in vivo | 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[4].
| Animal Model: | Male Wistar rats (180±20 g), portal branch ligation (PBL) model[4] | | 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. |
| | References | [1] C.C.J. CULVENOR. Hepato- and pneumotoxicity of pyrrolizidine alkaloids and derivatives in relation to molecular structure[J]. Chemico-Biological Interactions, 1976, 12 3: Pages 299-324. DOI: 10.1016/0009-2797(76)90046-6
[2] M. J. PESTCHANKER O. S G. Pyrrolizidine Alkaloids from Five Senecio Species[J]. Journal of Natural Products , 1986, 49 4: 722-723. DOI: 10.1021/np50046a041
[3] YAN HONG LI. Assessment of pyrrolizidine alkaloid-induced toxicity in an in vitro screening model[J]. Journal of ethnopharmacology, 2013, 150 2: Pages 560-567. DOI: 10.1016/j.jep.2013.09.010 |
| | RETRORSINE Preparation Products And Raw materials |
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