Date published: 2025-10-4

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Retrorsine (CAS 480-54-6)

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Alternate Names:
β-Longilobine
Application:
Retrorsine is a cytotoxic pyrrolizidine alkaloid compound
CAS Number:
480-54-6
Purity:
≥90%
Molecular Weight:
351.39
Molecular Formula:
C18H25NO6
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Retrorsine, a pyrrolizidine alkaloid, is a mutagenic, antimitotic, and cytotoxic compound. The toxicity of retrorsine relies on its bioactivation by cytochrome P450 enzymes (CYP) and may act to result from one of two compounds that are generated after CYP metabolism of retrorsine. Retrorsine works by inhibiting DNA synthesis and repair, which leads to mutations and damage in cells.


Retrorsine (CAS 480-54-6) References

  1. Induction of cytochrome P450 enzymes in the livers of rats treated with the pyrrolizidine alkaloid retrorsine.  |  Gordon, GJ., et al. 2000. Exp Mol Pathol. 69: 17-26. PMID: 10891289
  2. Metabolic activation of the tumorigenic pyrrolizidine alkaloid, retrorsine, leading to DNA adduct formation in vivo.  |  Wang, YP., et al. 2005. Int J Environ Res Public Health. 2: 74-9. PMID: 16705803
  3. Retrorsine, but not monocrotaline, is a mechanism-based inactivator of P450 3A4.  |  Dai, J., et al. 2010. Chem Biol Interact. 183: 49-56. PMID: 19818743
  4. Maternal-Fetal Disposition and Metabolism of Retrorsine in Pregnant Rats.  |  Li, X., et al. 2018. Drug Metab Dispos. 46: 422-428. PMID: 29352068
  5. CYP2C and CYP2B Mediated Metabolic Activation of Retrorsine in Cyp3a Knockout Mice.  |  Pang, X., et al. 2020. Curr Drug Metab. 21: 1040-1051. PMID: 33267758
  6. Antibody-based detection of lysine modification of hepatic protein in mice treated with retrorsine.  |  Cheng, T., et al. 2020. J Environ Sci Health C Toxicol Carcinog. 38: 315-328. PMID: 33382013
  7. Prenatal Exposure to Retrorsine Induces Developmental Toxicity and Hepatotoxicity of Fetal Rats in a Sex-Dependent Manner: The Role of Pregnane X Receptor Activation.  |  Dai, Y., et al. 2021. J Agric Food Chem. 69: 3219-3231. PMID: 33685126
  8. Metabolic Activation of Retrorsine may Disrupt Bile Acid Homeostasis in Mice through the Nrf2 Pathway.  |  Pang, X., et al. 2021. Curr Drug Metab. 22: 870-881. PMID: 33906588
  9. Diurnal hepatic CYP3A11 contributes to chronotoxicity of the pyrrolizidine alkaloid retrorsine in mice.  |  Guo, L., et al. 2021. Xenobiotica. 51: 1019-1028. PMID: 34311664
  10. Toxicokinetic and bioavailability studies on retrorsine in mice, and ketoconazole-induced alteration in toxicokinetic properties.  |  Li, J., et al. 2022. Biomed Chromatogr. 36: e5270. PMID: 34727371
  11. Organic Cation Transporter I and Na+ /taurocholate Co-Transporting Polypeptide are Involved in Retrorsine- and Senecionine-Induced Hepatotoxicity in HepaRG cells.  |  Enge, AM., et al. 2022. Mol Nutr Food Res. 66: e2100800. PMID: 34826203
  12. Correlation Investigation between Pyrrole-DNA and Pyrrole-Protein Adducts in Male ICR Mice Exposed to Retrorsine, a Hepatotoxic Pyrrolizidine Alkaloid.  |  Zhu, L., et al. 2022. Toxins (Basel). 14: PMID: 35737038
  13. Isolation of Small Hepatocyte-Like Progenitor Cells from Retrorsine/Partial Hepatectomy Rat Livers by Laser Microdissection.  |  Ichinohe, N., et al. 2022. Methods Mol Biol. 2544: 183-193. PMID: 36125719
  14. PBTK modeling of the pyrrolizidine alkaloid retrorsine to predict liver toxicity in mouse and rat.  |  Lehmann, A., et al. 2023. Arch Toxicol.. PMID: 36906727
  15. Retrorsine in breast milk influences copper handling in suckling rat pups.  |  Aston, N., et al. 1996. J Hepatol. 25: 748-55. PMID: 8938555

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Retrorsine, 100 mg

sc-215805
100 mg
$256.00

Retrorsine, 500 mg

sc-215805A
500 mg
$935.00

Retrorsine, 1 g

sc-215805B
1 g
$1750.00

Retrorsine, 2 g

sc-215805C
2 g
$3468.00

Retrorsine, 3 g

sc-215805D
3 g
$5100.00

Retrorsine, 5 g

sc-215805E
5 g
$8160.00

I would like to inquire in regard to the solubility of Retrorsine in Ethanol (99.9%). Thank you

Asked by: HAYASHI
Thank you for your question. Please contact our Technical Service Department for more information. Our Asian Technical Service team is available at (+86) 021-60936350 or asia@scbio.cn or by live chat on our website.
Answered by: Technical Service SH
Date published: 2025-08-08
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Rated 5 out of 5 by from Dai et alDai et al. (PubMed ID 19818743) found that retrorsine inactivated 3A4 in the presence of NADPH. -SCBT Publication Review
Date published: 2015-01-09
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Retrorsine is rated 5.0 out of 5 by 1.
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