A vitamin D analog with anticancer potential
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Product Categories

Product Type

Biochemicals

Research Area

Cancer
Cell Death
Apoptosis

EB 1089

Item No. 21579

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-1-[(1R,2E,4E)-6-ethyl-6-hydroxy-1-methyl-2,4-octadien-1-yl]octahydro-7a-methyl-4H-inden-4-ylidene]ethylidene]-4-methylene-1,3-cyclohexanediol
CAS Number
134404-52-7
Synonyms
  • Seocalcitol
Molecular Formula
C30H46O3
Formula Weight
454.7
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mLDMSO: 30 mg/mLEthanol: 30 mg/mLEthanol:PBS (pH 7.2)(1:2): 0.33 mg/mL
λmax
233, 264 nm
SMILES
C=C1[C@@H](O)C[C@H](O)C/C1=C/C=C2[C@@]3([H])[C@]([C@]([C@H](C)/C=C/C=C/C(CC)(O)CC)([H])CC3)(C)CCC/2
InChi Code
InChI=1S/C30H46O3/c1-6-30(33,7-2)18-9-8-11-21(3)26-15-16-27-23(12-10-17-29(26,27)5)13-14-24-19-25(31)20-28(32)22(24)4/h8-9,11,13-14,18,21,25-28,31-33H,4,6-7,10,12,15-17,19-20H2,1-3,5H3/b11-8+,18-9+,23-13+,24-14-/t21-,25-,26-,27+,28+,29-/m1/s1
InChi Key
LVLLALCJVJNGQQ-SEODYNFXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 µg

    $107

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    1 mg

    $203

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    5 mg

    $851

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    Cayman Chemical
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    Product Description

    EB 1089 is a synthetic vitamin D analog that is 50-200 times more potent than calcitriol (Item No. 71820) at inhibiting cell proliferation and differentiation, yet displays reduced calcemic activity compared to that of calcitriol.1 It has been shown to promote tumor regression in vitro by inducing apoptosis.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hansen, C.M., Hamberg, K.J., Binderup, E., et al. Seocalcitol (EB 1089): A vitamin D analogue of anti-cancer potential. Background, design, synthesis, pre-clinical and clinical evaluation. Curr. Pharm. Des. 6(7), 803-828 (2000).

    2. James, S.Y., Mercer, E., Brady, M., et al. EB1089, a synthetic analogue of vitamin D, induces apoptosis in breast cancer cells in vivo and in vitro. Br. J. Pharmacol. 125(5), 953-962 (1998).