An active metabolite of nemorubicin
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PNU 159682

Item No. 37370

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(8S,10S)-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-10-[[(1S,3R,4aS,9S,9aR,10aS)-octahydro-9-methoxy-1-methyl-1H-pyrano[4′,3′:4,5]oxazolo[2,3-c][1,4]oxazin-3-yl]oxy]-5,12-naphthacenedione
CAS Number
202350-68-3
Molecular Formula
C32H35NO13
Formula Weight
641.6
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/ml
λmax
235, 252, 481, 496 nm
SMILES
OC1=C(C(C2=CC=CC(OC)=C2C3=O)=O)C3=C(O)C4=C1C[C@](C(CO)=O)(O)C[C@@H]4O[C@H]5C[C@]6([H])N7[C@]([C@H](OCC7)OC)([H])O[C@]6([H])[C@@H](O5)C
InChi Code
InChI=1S/C32H35NO13/c1-13-29-16(33-7-8-43-31(42-3)30(33)46-29)9-20(44-13)45-18-11-32(40,19(35)12-34)10-15-22(18)28(39)24-23(26(15)37)25(36)14-5-4-6-17(41-2)21(14)27(24)38/h4-6,13,16,18,20,29-31,34,37,39-40H,7-12H2,1-3H3/t13-,16-,18-,20-,29+,30+,31-,32-/m0/s1
InChi Key
SLURUCSFDHKXFR-WWMWMSKMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $68

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    5 mg

    $283

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    10 mg

    $498

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    Cayman Chemical
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    Product Description

    PNU 159682 is an anthracycline and active metabolite of the anticancer agent nemorubicin.1 It is formed from nemorubicin by the cytochrome P450 (CYP) isoform CYP3A4. PNU 159682 forms DNA adducts and inhibits the proliferation of several cancer cell lines (IC70s = 0.075-0.577 nM).2,1 It reduces tumor volume in an MX-1 breast cancer mouse xenograft model when administered at a dose of 4 µg/kg.1 PNU 159682 has also been used in the synthesis of cytotoxic payload moieties of antibody-drug conjugates (ADCs).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Quintieri, L., Geroni, C., Fantin, M., et al. Formation and antitumor activity of PNU-159682, a major metabolite of nemorubicin in human liver microsomes. Clin. Cancer Res. 11(4), 1608-1617 (2005).

    2. Scalabrin, M., Quintieri, L., Palumbo, M., et al. Virtual cross-linking of the active nemorubicin metabolite PNU-159682 to double-stranded DNA. Chem. Res. Toxicol. 30(2), 614-624 (2017).

    3. Holte, D., Lyssikatos, J.P., Valdiosera, A.M., et al. Evaluation of PNU-159682 antibody drug conjugates (ADCs). Biooorg. Med. Chem. Lett. 30(24), 127640 (2020).