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(S)-10-Hydroxycamptothecin (CAS 19685-09-7)

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Alternate Names:
(4S)-4-Ethyl-4,9-dihydroxy-1H-pyrano[3,4:6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione; Hydroxycamptothecin
Application:
(S)-10-Hydroxycamptothecin is a camptothecin derivative that inhibits DNA topoisomerase I
CAS Number:
19685-09-7
Purity:
≥98%
Molecular Weight:
364.35
Molecular Formula:
C20H16N2O5
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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(S)-10-Hydroxycamptothecin is an organic compound that is the subject of extensive research in the field of biochemistry, particularly in studies related to DNA replication and cell division. It is known to target the enzyme topoisomerase I, which is essential for DNA unwinding and replication, by stabilizing the complex between the enzyme and DNA, leading to the interruption of the replication process. Research involving (S)-10-Hydroxycamptothecin is focused on understanding its binding affinity and specificity to the topoisomerase I-DNA complex. Additionally, this compound serves as a starting point for the synthesis of various analogs that may exhibit enhanced efficacy or different biochemical properties. The compound′s hydroxyl group is also an important functional moiety that can undergo further chemical modifications, which is useful in structure-activity relationship studies that explore how changes to the molecule affect its biological activity. Researchers are interested in the natural roles of (S)-10-Hydroxycamptothecin and its derivatives in plant defense mechanisms as well.


(S)-10-Hydroxycamptothecin (CAS 19685-09-7) References

  1. The induction of apoptosis by chemotherapeutic agents occurs in all phases of the cell cycle.  |  Cotter, TG., et al. 1992. Anticancer Res. 12: 773-9. PMID: 1622137
  2. Expeditious total syntheses of camptothecin and 10-hydroxycamptothecin.  |  Liu, GS., et al. 2008. Org Lett. 10: 5393-6. PMID: 18991442
  3. On the mechanism of topoisomerase I inhibition by camptothecin: evidence for binding to an enzyme-DNA complex.  |  Hertzberg, RP., et al. 1989. Biochemistry. 28: 4629-38. PMID: 2548584
  4. Organoid Culture of Isolated Cells from Patient-derived Tissues with Colorectal Cancer.  |  Xie, BY. and Wu, AW. 2016. Chin Med J (Engl). 129: 2469-2475. PMID: 27748340
  5. (S)-10-Hydroxycamptothecin Inhibits Esophageal Squamous Cell Carcinoma Growth In Vitro and In Vivo Via Decreasing Topoisomerase I Enzyme Activity.  |  Song, M., et al. 2019. Cancers (Basel). 11: PMID: 31817790
  6. Current Topics in Esophageal Squamous Cell Carcinoma.  |  Kurumi, H. and Isomoto, H. 2020. Cancers (Basel). 12: PMID: 33050257
  7. A natural product, (S)-10-Hydroxycamptothecin inhibits pseudorabies virus proliferation through DNA damage dependent antiviral innate immunity.  |  Liu, X., et al. 2022. Vet Microbiol. 265: 109313. PMID: 34968801
  8. Evaluating the therapeutic efficacy of triptolide and (S)-10-hydroxycamptothecin on cutaneous and ocular Herpes Simplex Virus type-1 infections in mice.  |  Aliabadi, N., et al. 2022. Heliyon. 8: e10348. PMID: 36090228
  9. Action of (S)-10-hydroxycamptothecin on P388 leukemia and distribution of the drug in mice.  |  Creasey, WA., et al. 1983. Cancer Treat Rep. 67: 179-82. PMID: 6825126
  10. Anti-tumor effect of (S)-10-hydroxycamptothecin on mouse hepatoma BW7756 and its possible mode of action.  |  Tsou, KC., et al. 1981. Anticancer Res. 1: 115-9. PMID: 7347154

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

(S)-10-Hydroxycamptothecin, 25 mg

sc-205614
25 mg
$200.00

(S)-10-Hydroxycamptothecin, 100 mg

sc-205614A
100 mg
$450.00

Is this synthisized chemically? And Is this a FDA proved drug?

Asked by: two2igm05
Thank you for your question. This is synthesized chemically and it not a FDA approved or proven drug. Please contact Technical Service if you have further questions concerning this product.
Answered by: Tech Service 9
Date published: 2017-01-16

What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. The chemical, sc-205614, is provided as a light yellow powder. If you have any further questions or concerns, please feel free to contact our Technical Service department by calling 800-457-3801 option 2, emailing scbt@scbt.com, or using the Live Chat function on our website.
Answered by: Tech Service 8
Date published: 2017-01-11
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Rated 5 out of 5 by from FeiFei, B. et al. (PubMed 23721525) reported that (S)-10-Hydroxycamptothecin induces apoptosis and inhibits tumor growth in colon cancer by the downregulation of survivin and XIAP expression. -SCBT Publication Review
Date published: 2015-02-27
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(S)-10-Hydroxycamptothecin is rated 5.0 out of 5 by 1.
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