An anthracycline antitumor antibiotic
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Product Categories

Product Type

Biochemicals
Antibiotics
Anthracyclines

Research Area

Cancer
Cell Death

Epirubicin (hydrochloride)

Item No. 12091

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(8S,10S)-10-[(3-amino-2,3,6-trideoxy-α-L-arabino-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-5,12-naphthacenedione, monohydrochloride
CAS Number
56390-09-1
Synonyms
  • 4’-Epidoxorubicin
Molecular Formula
C27H29NO11 • HCl
Formula Weight
580.0
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlWater: 10 mg/ml
λmax
234, 252, 289, 479 nm
SMILES
O=C1C2=C(C(O)=C(C[C@](C(CO)=O)(O)C[C@@H]3O[C@@]4([H])C[C@H](N)[C@@H](O)[C@H](C)O4)C3=C2O)C(C5=CC=CC(OC)=C51)=O.Cl
InChi Code
InChI=1S/C27H29NO11.ClH/c1-10-22(31)13(28)6-17(38-10)39-15-8-27(36,16(30)9-29)7-12-19(15)26(35)21-20(24(12)33)23(32)11-4-3-5-14(37-2)18(11)25(21)34;/h3-5,10,13,15,17,22,29,31,33,35-36H,6-9,28H2,1-2H3;1H/t10-,13-,15-,17-,22-,27-;/m0./s1
InChi Key
MWWSFMDVAYGXBV-FGBSZODSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    25 mg

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    100 mg

    $602

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    Cayman Chemical
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    Product Description

    Epirubicin is a stereoisomer of the antitumor anthracycline doxorubicin (Item No. 15007) that undergoes β-glucuronidation, which partially detoxifies the dose-limiting side effects that are present with doxorubicin.1 Compared to doxorubicin, epirubicin is equally cytotoxic to HeLa cells (ID50s = 9 μM).1 When used either alone or in combination therapies, epirubicin has been shown to demonstrate high rates of complete or partial remission in various cancers including advanced ovary, lymphomas, breast, pancreas, gastric, hepatocellular carcinoma, head and neck tumors, and colorectal.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Arcamone, F. Properties of antitumor anthracyclines and new developments in their application: Cain memorial award lecture. Cancer Res. 45(12 Pt 1), 5995-5999 (1985).

    2. Yao, X., Hosenpud, J., Chitambar, C.R., et al. A phase II study of concurrent docetaxel, epirubicin and cyclophospha-mide as a neoadjuvant chemotherapy regimen in patients with locally advanced breast cancer. J. Cancer 3, 145-151 (2012).