HDAC inhibitor
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Isomer(s)
33093Octopinic Acid
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Suberohydroxamic Acid

Item No. 10574

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N1,N8-dihydroxy-octanediamide
CAS Number
38937-66-5
Synonyms
  • SBHA
  • Suberic bis-Hydroxamic Acid
Molecular Formula
C8H16N2O4
Formula Weight
204.2
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 0.1 mg/mlDMSO: 1.25 mg/mlDMSO:PBS (pH 7.2) (1:10): 0.1 mg/ml
SMILES
ONC(CCCCCCC(NO)=O)=O
InChi Code
InChI=1S/C8H16N2O4/c11-7(9-13)5-3-1-2-4-6-8(12)10-14/h13-14H,1-6H2,(H,9,11)(H,10,12)
InChi Key
IDQPVOFTURLJPT-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 mg

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    500 mg

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    1 g

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    Cayman Chemical
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    Product Description

    Suberohydroxamic acid (SBHA) is a competitive histone deacetylase (HDAC) inhibitor that has been shown to inhibit HDAC1 (IC50 = 0.25 μM) and HDAC3 (IC50 = 0.30 μM).1 SBHA causes cell differentiation, cell cycle arrest, or apoptosis.2,3,4,5,6 HDAC inhibitors, including SBHA, act synergistically to kill cancer cells when used in combination with cytostatic drugs, allowing lower doses of both inhibitors and drugs to be used.7,8

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Richon, V.M., Emiliani, S., Verdin, E., et al. A class of hybrid polar inducers of transformed cell differentiation inhibits histone deacetylases. Proc. Natl. Acad. Sci. USA 95(6), 3003-3007 (1998).

    2. Brinkmann, H., Dahler, A.L., Popa, C., et al. Histone hyperacetylation induced by histone deacetylase inhibitors is not sufficient to cause growth inhibition in human dermal fibroblasts. The Journal of Biological Chemisty 276(25), 22491-22499 (2001).

    3. You, B.R., and Park, W.H. Suberoyl bishydroxamic acid inhibits the growth of A549 lung cancer cells via caspase-dependent apoptosis. Mol. Cell. Biochem. (2010).

    4. Ning, L., Greenblatt, D.Y., Kunnimalaiyaan, M., et al. Suberoyl bis-hydroxamic acid activates Notch-1 signaling and induces apoptosis in medullary thyroid carcinoma cells. Oncologist 13, 98-104 (2008).

    5. Zhang, X.D., Gillespie, S.K., Borrow, J.M., et al. The histone deacetylase inhibitor suberic bishydroxamate regulates the expression of multiple apoptotic mediators and induces mitochondria-dependent apoptosis of melanoma cells. Mol. Cancer Ther. 3(4), 425-435 (2004).

    6. Zhang, X.D., Gillespie, S.K., Borrow, J.M., et al. The histone deacetylase inhibitor suberic bishydroxamate: A potential sensitizer of melanoma to TNF-related apoptosis-inducing ligand (TRAIL) induced apoptosis. Biochem. Pharmacol. 66, 1537-1545 (2003).

    7. Flis, S., Gnyszka, A., Flis, K., et al. MS275 enhances cytotoxicity induced by 5-fluorouracil in the colorectal cancer cells. Eur. J. Pharmacol. 627, 26-32 (2010).

    8. Flis, S., Gnyszka, A., and Splawinski, J. HDAC inhibitors, MS275 and SBHA, enhances cytotoxicity induced by oxaliplatin in the colorectal cancer cell lines. Biochem. Biophys. Res. Commun. 387, 336-341 (2009).