MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 565362 | Name: CBHA
Featured

Description:

WARNING: This product is for research use only, not for human or veterinary use.

CBHA is a histone deacetylase (HDAC) inhibitor which potently induces transformed cell growth arrest and terminal differentiation.

Chemical Structure

CBHA
CBHA
CAS#174664-65-4

Theoretical Analysis

MedKoo Cat#: 565362

Name: CBHA

CAS#: 174664-65-4

Chemical Formula: C10H10N2O4

Exact Mass: 222.0641

Molecular Weight: 222.20

Elemental Analysis: C, 54.05; H, 4.54; N, 12.61; O, 28.80

Price and Availability

Size Price Availability Quantity
5mg USD 300.00 2 Weeks
10mg USD 550.00 2 Weeks
25mg USD 950.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
Carboxycinnamic acid bishydroxamide; Histone Deacetylase Inhibitor II; CBHA
IUPAC/Chemical Name
N-Hydroxy-3-[(E)-3-(hydroxyamino)-3-oxoprop-1-enyl]benzamide
InChi Key
OYKBQNOPCSXWBL-SNAWJCMRSA-N
InChi Code
InChI=1S/C10H10N2O4/c13-9(11-15)5-4-7-2-1-3-8(6-7)10(14)12-16/h1-6,15-16H,(H,11,13)(H,12,14)/b5-4+
SMILES Code
O=C(NO)C1=CC=CC(/C=C/C(NO)=O)=C1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 222.20 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Schwarz WH, Brunecky R, Broeker J, Liebl W, Zverlov VV. Handling gene and protein names in the age of bioinformatics: the special challenge of secreted multimodular bacterial enzymes such as the cbhA/cbh9A gene of Clostridium thermocellum. World J Microbiol Biotechnol. 2018 Feb 26;34(3):42. doi: 10.1007/s11274-018-2424-9. Review. PubMed PMID: 29480332. 2: Song Y, Hai T, Wang Y, Guo R, Li W, Wang L, Zhou Q. Epigenetic reprogramming, gene expression and in vitro development of porcine SCNT embryos are significantly improved by a histone deacetylase inhibitor--m-carboxycinnamic acid bishydroxamide (CBHA). Protein Cell. 2014 May;5(5):382-93. doi: 10.1007/s13238-014-0034-3. Epub 2014 Mar 14. PubMed PMID: 24627095; PubMed Central PMCID: PMC3996156. 3: Brunecky R, Alahuhta M, Bomble YJ, Xu Q, Baker JO, Ding SY, Himmel ME, Lunin VV. Structure and function of the Clostridium thermocellum cellobiohydrolase A X1-module repeat: enhancement through stabilization of the CbhA complex. Acta Crystallogr D Biol Crystallogr. 2012 Mar;68(Pt 3):292-9. doi: 10.1107/S0907444912001680. Epub 2012 Feb 14. PubMed PMID: 22349231. 4: Takai N, Ueda T, Nishida M, Nasu K, Matsuda K, Kusumoto M, Narahara H. CBHA is a family of hybrid polar compounds that inhibit histone deacetylase, and induces growth inhibition, cell cycle arrest and apoptosis in human endometrial and ovarian cancer cells. Oncology. 2006;70(2):97-105. Epub 2006 Apr 4. Retraction in: Takai N, Ueda T, Nishida M, Nasu K, Matsuda K, Kusumoto M, Narahara H. Oncology. 2015;88(5):320. PubMed PMID: 16601366. 5: Kataeva IA, Brewer JM, Uversky VN, Ljungdahl LG. Domain coupling in a multimodular cellobiohydrolase CbhA from Clostridium thermocellum. FEBS Lett. 2005 Aug 15;579(20):4367-73. PubMed PMID: 16054142. 6: Zhang Y, Adachi M, Kawamura R, Imai K. Bmf is a possible mediator in histone deacetylase inhibitors FK228 and CBHA-induced apoptosis. Cell Death Differ. 2006 Jan;13(1):129-40. PubMed PMID: 15947789. 7: Coffey DC, Kutko MC, Glick RD, Butler LM, Heller G, Rifkind RA, Marks PA, Richon VM, La Quaglia MP. The histone deacetylase inhibitor, CBHA, inhibits growth of human neuroblastoma xenografts in vivo, alone and synergistically with all-trans retinoic acid. Cancer Res. 2001 May 1;61(9):3591-4. PubMed PMID: 11325825.