An active metabolite of paclitaxel
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Parent Compound(s)
10461Paclitaxel
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7-epi Paclitaxel

Item No. 20741

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(αR,βS)-β-(benzoylamino)-α-hydroxy-benzenepropanoic acid, (2aR,4R,4aS,6R,9S,11S,12S,12aR,12bS)-6,12b-bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester
CAS Number
105454-04-4
Synonyms
  • 7-epi Taxol
Molecular Formula
C47H51NO14
Formula Weight
853.9
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMF:PBS (pH 7.2)(1:3): 0.25 mg/mlDMSO: 10 mg/mlEthanol: 5 mg/ml
λmax
226 nm
SMILES
O=C([C@H](OC(C)=O)C1=C(C)[C@@H](OC([C@H](O)[C@@H](NC(C2=CC=CC=C2)=O)C3=CC=CC=C3)=O)C[C@]([C@H]4OC(C5=CC=CC=C5)=O)(O)C1(C)C)[C@@]6(C)[C@@]4([H])[C@@]7(OC(C)=O)[C@H](OC7)C[C@H]6O
InChi Code
InChI=1S/C47H51NO14/c1-25-31(60-43(56)36(52)35(28-16-10-7-11-17-28)48-41(54)29-18-12-8-13-19-29)23-47(57)40(61-42(55)30-20-14-9-15-21-30)38-45(6,32(51)22-33-46(38,24-58-33)62-27(3)50)39(53)37(59-26(2)49)34(25)44(47,4)5/h7-21,31-33,35-38,40,51-52,57H,22-24H2,1-6H3,(H,48,54)/t31-,32+,33+,35-,36+,37+,38-,40-,45+,46-,47+/m0/s1
InChi Key
RCINICONZNJXQF-LYTKHFMESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    7-epi Paclitaxel is an active metabolite of paclitaxel (Item No. 10461).1 It is formed from paclitaxel by hydrolysis. 7-epi Paclitaxel inhibits microtubule polymerization in J774.2 and CHO cells (EC50 = 120 and 310 nM, respectively).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Royer, I., Alvinerie, P., Armand, J.P., et al. Paclitaxel metabolites in human plasma and urine: identification of 6 alpha-hydroxytaxol, 7-epitaxol and taxol hydrolysis products using liquid chromatography/atmospheric-pressure chemical ionization mass spectrometry. Rapid Commun Mass Spectrom. 9(6), 495-502 (1995).

    2. Ringel, I., and Horwitz, S.B. Taxol is converted to 7-epitaxol, a biologically active isomer, in cell culture medium. J. Pharmacol. Exp. Ther. 242(2), 692-698 (1987).