A DNA topoisomerase I inhibitor
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9-amino Camptothecin

Item No. 17232

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4S)-10-amino-4-ethyl-4-hydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
CAS Number
91421-43-1
Synonyms
  • NSC 603071
Molecular Formula
C20H17N3O4
Formula Weight
363.4
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 1 mg/mlDMSO:PBS(pH 7.2) (1:3): 0.25 mg/ml
λmax
224, 263, 336, 370 nm
SMILES
O=C([C@@]1(CC)O)OCC2=C1C=C(C(N=C(C=CC=C3N)C3=C4)=C4C5)N5C2=O
InChi Code
InChI=1S/C20H17N3O4/c1-2-20(26)13-7-16-17-10(6-11-14(21)4-3-5-15(11)22-17)8-23(16)18(24)12(13)9-27-19(20)25/h3-7,26H,2,8-9,21H2,1H3/t20-/m0/s1
InChi Key
FUXVKZWTXQUGMW-FQEVSTJZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    25 mg

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    Cayman Chemical
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    Product Description

    DNA topoisomerases relax supercoiled DNA during replication, transcription, recombination, repair, and chromosome condensation. The relaxation of DNA supercoiling by topoisomerase I at single-strand breaks represents a target for anticancer agents to intercalate between DNA base pairs, leading to the activation of apoptotic and cell cycle arrest pathways.1 9-amino Camptothecin is a topoisomerase I inhibitor that was developed as a more water-soluble analog of camptothecin (Item No. 11694).2,3 It is cytotoxic to HT-29 cells at an IC50 value of 19 nM, induces DNA damage in whole cells at a concentration of 85 nM, and demonstrates significant anti-tumor activity in clinical studies.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Drwal, M.N., Agama, K., Wakelin, L.P.G., et al. Exploring DNA topoisomerase I ligand space in search of novel anticancer agents. PLoS One 6(9), 1-12 (2011).

    2. Rothenberg, M.L. Topoisomerase I inhibitors: Review and update. Ann. Oncol. 8(9), 837-855 (1997).

    3. Dancey, J., and Eisenhauer, E.A. Current perspectives on camptothecins in cancer treatment. Br. J. Cancer 74(3), 327-338 (1996).