3-HYDROXYDODECANOIC ACID
3-HYDROXYDODECANOIC ACID Basic information
- Product Name:
- 3-HYDROXYDODECANOIC ACID
- Synonyms:
-
- Dodecanoic acid,3-hydroxy-
- 3-HYDROXY C12:0 ACID
- (+/-)-3-HYDROXYDODECANOIC ACID
- 3-HYDROXYDODECANOIC ACID
- DL-BETA-HYDROXYLAURIC ACID
- 3-Hydroxydodecanoic acid, 98 %
- 3-hydroxylauricaci
- 3-Hydroxydodecanoic acid, 3-Hydroxy C12:0 derivative of lauric acid
- CAS:
- 1883-13-2
- MF:
- C12H24O3
- MW:
- 216.32
- Product Categories:
-
- Acyclics, Miscellaneous Reagents
- Mol File:
- 1883-13-2.mol
3-HYDROXYDODECANOIC ACID Chemical Properties
- Melting point:
- 70-70.5 °C
- Boiling point:
- 113-115 °C(Press: 3 Torr)
- Density
- 0.987±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 4.38±0.10(Predicted)
- color
- Pale Beige to Light Beige
- InChI
- InChI=1S/C12H24O3/c1-2-3-4-5-6-7-8-9-11(13)10-12(14)15/h11,13H,2-10H2,1H3,(H,14,15)
- InChIKey
- MUCMKTPAZLSKTL-UHFFFAOYSA-N
- SMILES
- C(O)(=O)CC(O)CCCCCCCCC
- LogP
- 3.110 (est)
MSDS
- Language:English Provider:SigmaAldrich
3-HYDROXYDODECANOIC ACID Usage And Synthesis
Uses
3-Hydroxylauric Acid is used in the study of Lipid A, a major constituent of the lipopolysaccharides, which are responsible for the toxicity of gram negative bacteria. Also used in the synthesis of olefins from β-hydroxy carboxylic acids.
Uses
3-hydroxydodecanoic acid is used in the study of Lipid A, a major constituent of the lipopolysaccharides, which are responsible for the toxicity of gram negative bacteria. Also used in the synthesis of olefins from β-hydroxy carboxylic acids.
Definition
ChEBI: A medium-chain fatty acid that is the 3-hydroxylated derivative of lauric acid; associated with fatty acid metabolic disorders.
Biochem/physiol Actions
DL-3-Hydroxydodecanoic acid (3HDD) is a racemic mixture of D- and L-3HDD. 3-hydroxydodecanoic acid is found as a monomer in the construction of polyhydroxyalkanoates. 3HDD is used to study the roles of β-hydroxy fatty acids in chronic inflammation and insulin resistance and the biosynthesis of diffusible signal factors involved in quorum sensing.
in vivo
3-Hydroxydodecanoic acid (i.p., days 6, 9, and 12) shows anti-tumor effect via GPR84 activation and IL-12 production in mice carrying MC38 tumors[2].
.
| Animal Model: | C57BL/6JRj mice carrying MC38 tumors[2] |
| Dosage: | |
| Administration: | Intraperitoneal injection (i.p.), days 6, 9, and 12 |
| Result: | Showed a significant reduction in tumor growth. Increased IL-12. Exhibited higher infiltration of CD8+ T cells in tumors. Was dependent on GPR84 receptor signaling. Had a strong anti-tumor effect in combination with 5-FU. |
IC 50
Human Endogenous Metabolite
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