ChemicalBook >> CAS DataBase List >>RETRORSINE

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
Molecular Weight:
351.39
MDL Number:
MFCD00870195
MOL File:
480-54-6.mol
Last updated:2025-09-17 10:44:43

RETRORSINE 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
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
EWG's Food Scores 1
FDA UNII XJ86XWL8IY
IARC 3 (Vol. 10, Sup 7) 1987
EPA Substance Registry System Retrorsine (480-54-6)
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H300+H310+H330
Precautionary statements  P260-P262-P264-P280-P302+P352+P310-P304+P340+P310
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)

RETRORSINE price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich R0382 Retrorsine ≥90% (HPLC) 480-54-6 100mg $268 2025-07-31 Buy
Sigma-Aldrich R0382 Retrorsine ≥90% (HPLC) 480-54-6 500mg $923 2025-07-31 Buy
Sigma-Aldrich PHL89775 Retrorsine phyproof Reference Substance 480-54-6 10mg $303 2025-07-31 Buy
American Custom Chemicals Corporation API0009902 RETRORSINE 95.00% 480-54-6 10MG $573.3 2021-12-16 Buy
Medical Isotopes, Inc. 48570 Retrorsine 480-54-6 10mg $585 2021-12-16 Buy
Product number Packaging Price Buy
R0382 100mg $268 Buy
R0382 500mg $923 Buy
PHL89775 10mg $303 Buy
API0009902 10MG $573.3 Buy
48570 10mg $585 Buy

RETRORSINE Chemical Properties,Uses,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

69102-07-4
102731-60-2
480-54-6
Synthesis of RETRORSINE from PUTRESCINE-1,4-14C DIHYDROCHLORIDE and Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

RETRORSINE Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 112)Suppliers
Supplier Tel Email Country ProdList Advantage
Chengdu Greenpure Biopharma CO.,Ltd
18283602253; +8618283602253 jancyzheng@gcgreenpure.com China 954 58
TargetMol Chemicals Inc.
+1-781-999-5354; +17819995354 marketing@targetmol.com United States 32431 58
Aktin Chemicals, Inc.
028-85159085 info@aktinchem.com CHINA 1025 58
Finetech Industry Limited
+86-27-8746-5837 +8619945049750 info@finetechnology-ind.com China 9629 58
Chengdu Youngshe Chemical Co., Ltd.
+8618108235634 Cecilia@youngshechem.com China 2345 58
Shaanxi Didu New Materials Co. Ltd
+86-89586680 +86-13289823923 1026@dideu.com China 9015 58
TargetMol Chemicals Inc.
+1-781-999-5354; support@targetmol.com United States 39031 58
Wuhan Topule Biopharmaceutical Co., Ltd
+8618327326525 masar@topule.com China 8467 58
Zibo Hangyu Biotechnology Development Co., Ltd
+86-0533-2185556 +8615965530500 nickzhang@hangyubiotech.com China 10997 58
Shanghai Acmec Biochemical Technology Co., Ltd.
+86-18621343501; +undefined18621343501 product@acmec-e.com China 33338 58

View Lastest Price from RETRORSINE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Retrorsine pictures 2025-09-17 Retrorsine
480-54-6
US $127.00 / mg 97.73% 10g TargetMol Chemicals Inc.
  • Retrorsine pictures
  • Retrorsine
    480-54-6
  • US $127.00 / mg
  • 97.73%
  • TargetMol Chemicals Inc.
BETA-LONGILOBINE 12,18-DIHYDROXYSENECIONAN-11,16-DIONE RETRORSIN 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 Retrosine trans-15-ethylidene-12beta-hydroxy-12alpha-hydroxymethyl-13beta-methylsenec-1- RETRORSINE(AS) β-Longilobine, 12,18-Dihydroxysenecionan-11,16-dione β-Longilobine Retrorcine [1,6]Dioxacyclododecino[2,3,4-gh]pyrrolizine-2,7-dione, 3-ethylidene-3,4,5,6,9,11,13,14,14a,14b-decahydro-6-hydroxy-6-(hydroxymethyl)-5-methyl-, (3Z,5R,6S,14aR,14bR)- Retrorsine 100 μg/mL in Water 480-54-6 C18H23O5N