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38937-66-5 molecular structure
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N,N'-dihydroxyoctanediamide

ChemBase ID: 146062
Molecular Formular: C8H16N2O4
Molecular Mass: 204.22364
Monoisotopic Mass: 204.111007
SMILES and InChIs

SMILES:
C(CCCC(=O)NO)CCC(=O)NO
Canonical SMILES:
ONC(=O)CCCCCCC(=O)NO
InChI:
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)
InChIKey:
IDQPVOFTURLJPT-UHFFFAOYSA-N

Cite this record

CBID:146062 http://www.chembase.cn/molecule-146062.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
N,N'-dihydroxyoctanediamide
IUPAC Traditional name
N,N'-dihydroxyoctanediamide
Synonyms
N,N′-Dihydroxyoctanediamide
SBHA
Suberoyl bis-hydroxamic acid
Suberohydroxamic acid
N1,N8-Dihydroxyoctanediamide
N,N'-Dihydroxyoctanediamide
Suberodihydroxamic Acid
Suberic Bishydroxamate
Suberoyl Bis-hydroxamic Acid
软木肟酸
CAS Number
38937-66-5
MDL Number
MFCD00192455
PubChem SID
162240261
24864150
PubChem CID
5173

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 5173 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 8.606508  H Acceptors
H Donor LogD (pH = 5.5) -0.24079518 
LogD (pH = 7.4) -0.26691425  Log P -0.24045698 
Molar Refractivity 49.1146 cm3 Polarizability 19.263136 Å3
Polar Surface Area 98.66 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
153-155 °C(lit.) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Purity
95% expand Show data source
Certificate of Analysis
Download expand Show data source
Linear Formula
[-(CH2)3CONHOH]2 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich TRC TRC
Sigma Aldrich - 390585 external link
Packaging
1 g in glass bottle
Biochem/physiol Actions
Suberoyl bis-hydroxamic acid (SBHA) is a Histone deacetylase (HDAC) inhibitor. SBHA inhibits the activity of HDAC1 and HDAC3 with IC50 values of 250 and 300 nM, respectively. SBHA inhibits proliferation, and induces apoptosis in several cancer cell lines. SBHA has been shown to activate Notch signaling in medullary thyroid carcinoma (MTC) cells.
Toronto Research Chemicals - S688750 external link
Histone deacetylase inhibitor. A cell-permeable inhibitor of HDAC1 and HDAC3. Shown to suppresses the growth of proliferating keratinocytes and squamous cell carcinoma cells.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Marks, P.A., et al.: Proc.Natl. acad. Sci., 91, 10251 (1994)
  • • Brinkmann, H., et al.: J. Biol. Chem., 276, 22491 (1994)
  • • Haupt, S., et al.: J. Cell Sci., 116, 4077 (1994)
  • • Zhang, X., et al.: Biochem. Pharmacol., 66, 1537 (1994)
  • • Crighton, D., et al.: Bioch
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PATENTS

PATENTS

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INTERNET

INTERNET

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