A potent inhibitor of DNA topoisomerase I
Related Products
Active Metabolite(s)
15632SN-38
Metabolite(s)
35642SN-38 Glucuronide
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Irinotecan (hydrochloride hydrate)

Item No. 14180

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
[1,4'-bipiperidine]-1'-carboxylic acid, (4S)-4,11-diethyl-3,4,12,14-tetrahydro-4-hydroxy-3,14-dioxo-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-yl ester, monohydrochloride, trihydrate
CAS Number
136572-09-3
Molecular Formula
C33H38N4O6 • HCl [3H2O]
Formula Weight
677.2
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlDMSO:PBS(pH7.2) (1:1): 0.5 mg/ml
λmax
221, 356, 360 nm
SMILES
O=C(OC1=CC2=C(CC)C3=C(C(N4C3)=CC([C@@](O)(CC)C(OC5)=O)=C5C4=O)N=C2C=C1)N(CC6)CCC6N7CCCCC7.Cl
InChi Code
InChI=1S/C32H40N4O4.ClH/c1-3-25-26-19-24(40-31(38)35-16-11-23(12-17-35)34-13-6-5-7-14-34)8-9-28(26)33-30-27(25)20-36-15-10-22(18-29(30)36)32(39,4-2)21-37;/h8-10,18-19,21,23,39H,3-7,11-17,20H2,1-2H3;1H/t32-;/m1./s1
InChi Key
YXADZFCIMIDTPM-RYWNGCACSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

    $54

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    50 mg

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    100 mg

    $106

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    250 mg

    $238

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    Cayman Chemical
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    Product Description

    Irinotecan, a derivative of the alkaloid camptothecin (Item No. 11694), functions as a prodrug that is converted by tissue carboxylesterase to 7-ethyl-10-hydroxycamptothecin, a potent inhibitor of DNA topoisomerase I.1,2 Its action is terminated by glucuronidation by UDP glucuronosyl transferase 1A1.3,4 Irinotecan demonstrates a broad spectrum of antitumor activity against metastatic colorectal cancer, small cell lung cancer, and several other solid tumors and has proven useful in radiation treatment of tumors by sensitizing tissue to radiation damage.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

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

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

    3. Mathijssen, R.H.J., van Alphen, R.J., Verweij, J., et al. Clinical pharmacokinetics and metabolism of irinotecan (CPT-11). Clin. Cancer Res. 7(8), 2182-2194 (2001).

    4. Ma, M.K., and McLeod, H.L. Lessons learned from the irinotecan metabolic pathway. Curr. Med. Chem. 10(1), 41-49 (2003).