Synonym
2-Hydroxydecanoic acid; 2-Hydroxydecanoate; alpha-Hydroxydecanoic acid; (±)-2-hydroxy Decanoic Acid; (±)-α-hydroxy Decanoic Acid; 2-hydroxy Decylic Acid; α-hydroxy Decylic Acid; NSC 4801.
IUPAC/Chemical Name
2-hydroxydecanoic acid
InChi Key
GHPVDCPCKSNJDR-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H20O3/c1-2-3-4-5-6-7-8-9(11)10(12)13/h9,11H,2-8H2,1H3,(H,12,13)
SMILES Code
CCCCCCCCC(O)C(O)=O
Purity
>97% (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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
188.27
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.
| 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 |
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2: Rohokale RS, Dhavale DD. Synthesis of (2S,3R)-3-amino-2-hydroxydecanoic acid and its enantiomer: a non-proteinogenic amino acid segment of the linear pentapeptide microginin. Beilstein J Org Chem. 2014 Mar 17;10:667-71. doi: 10.3762/bjoc.10.59. eCollection 2014. PubMed PMID: 24778718; PubMed Central PMCID: PMC3999816.
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4: Nagahashi G, Douds DD Jr. The effects of hydroxy fatty acids on the hyphal branching of germinated spores of AM fungi. Fungal Biol. 2011 Apr-May;115(4-5):351-8. doi: 10.1016/j.funbio.2011.01.006. Epub 2011 Feb 1. PubMed PMID: 21530917.
5: Pormsila W, Gong XY, Hauser PC. Determination of the enantiomers of alpha-hydroxy- and alpha-amino acids in capillary electrophoresis with contactless conductivity detection. Electrophoresis. 2010 Jun;31(12):2044-8. doi: 10.1002/elps.201000127. PubMed PMID: 20496346.
6: Das S, Glenn JH 4th, Subramanian M. Enantioselective oxidation of 2-hydroxy carboxylic acids by glycolate oxidase and catalase coexpressed in methylotrophic Pichia pastoris. Biotechnol Prog. 2010 May-Jun;26(3):607-15. doi: 10.1002/btpr.363. PubMed PMID: 20014430.
7: Sano T, Takagi H, Morrison LF, Metcalf JS, Codd GA, Kaya K. Leucine aminopeptidase M inhibitors, cyanostatin A and B, isolated from cyanobacterial water blooms in Scotland. Phytochemistry. 2005 Mar;66(5):543-8. PubMed PMID: 15721946.
8: Wee AG, McLeod DD. Stereoselective synthesis of the nonproteinogenic amino acid (2S,3R)-3-amino-2-hydroxydecanoic acid from (4S,5S)-4-formyl-5-vinyl-2-oxazolidinone. J Org Chem. 2003 Aug 8;68(16):6268-73. PubMed PMID: 12895060.
9: Takahashi K, Murakami T, Kamata A, Yumoto R, Higashi Y, Yata N. Pharmacokinetic analysis of the absorption enhancing action of decanoic acid and its derivatives in rats. Pharm Res. 1994 Mar;11(3):388-92. PubMed PMID: 8008704.
