RETRORSINE
- Product Name
- RETRORSINE
- CAS No.
- 480-54-6
- Chemical Name
- RETRORSINE
- Synonyms
- Retrosine;RETRORSIN;RETRORSINE;Retrorcine;β-Longilobine;RETRORSINE(AS);BETA-LONGILOBINE;Retrorsine 100 μg/mL in Water;cis-retronecicacidesterofretronecine;16-dione,12,18-dihydroxy-senecionan-1
- CBNumber
- CB1256406
- Molecular Formula
- C18H25NO6
- Formula Weight
- 351.39
- MOL File
- 480-54-6.mol
RETRORSINE Property
- 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
- pka
- 12.00±0.40(Predicted)
- form
- Solid
- color
- White to off-white
- Merck
- 13,8253
- 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)
Safety
- 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
- Hazardous Substances Data
- 480-54-6(Hazardous Substances Data)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Precautionary statements
-
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P262Do not get in eyes, on skin, or on clothing.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- R0382
- Product name
- Retrorsine
- Purity
- ≥90% (HPLC)
- Packaging
- 100mg
- Price
- $268
- Updated
- 2025/07/31
- Product number
- R0382
- Product name
- Retrorsine
- Purity
- ≥90% (HPLC)
- Packaging
- 500mg
- Price
- $923
- Updated
- 2025/07/31
- Product number
- PHL89775
- Product name
- Retrorsine
- Purity
- phyproof Reference Substance
- Packaging
- 10mg
- Price
- $303
- Updated
- 2025/07/31
- Product number
- API0009902
- Product name
- RETRORSINE
- Purity
- 95.00%
- Packaging
- 10MG
- Price
- $573.3
- Updated
- 2021/12/16
- Product number
- 48570
- Product name
- Retrorsine
- Packaging
- 10mg
- Price
- $585
- Updated
- 2021/12/16
RETRORSINE Chemical Properties,Usage,Production
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
Raw materials
Preparation Products
RETRORSINE Suppliers
- Tel
- 028-87865381 18108190480
- 2881944542@qq.com
- Country
- China
- ProdList
- 3308
- Advantage
- 58
- Tel
- 021-50135380
- shchemsky@sina.com
- Country
- China
- ProdList
- 32321
- Advantage
- 50
- Tel
- 0411-62910999 13889544652
- sales@meilune.com
- Country
- China
- ProdList
- 4747
- Advantage
- 58
- Tel
- 021-51320588
- Fax
- 0086-21-51320502
- tauto@tautobiotech.com
- Country
- China
- ProdList
- 3988
- Advantage
- 66
- Tel
- 0755-0755-66853366 13670046396
- Fax
- 0755-28363542
- sales@chem-strong.com
- Country
- China
- ProdList
- 18333
- Advantage
- 56
- Tel
- 0510-85629785 18013409632
- Fax
- 051085625359
- sales@reading-chemicals.com
- Country
- China
- ProdList
- 15178
- Advantage
- 58
- Tel
- 027-87465837 19945049750
- Fax
- 027-8777-2287
- sales@finetechnology-ind.com
- Country
- China
- ProdList
- 9637
- Advantage
- 58
- Tel
- 021-61415566 800-8193336
- orderCN@merckgroup.com
- Country
- China
- ProdList
- 51395
- Advantage
- 80
- Tel
- 702-983-3769
- Fax
- 702-983-3769
- sales@albtechnology.com
- Country
- United States
- ProdList
- 2993
- Advantage
- 55
- Tel
- 18607101326 15172504745
- Fax
- +86-27-84254680
- aileen@chemfaces.com
- Country
- China
- ProdList
- 6905
- Advantage
- 55