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1883-13-2

1883-13-2 Structure

1883-13-2 Structure
IdentificationBack Directory
[Name]

3-HYDROXYDODECANOIC ACID
[CAS]

1883-13-2
[Synonyms]

3-hydroxylauricaci
3-HYDROXY C12:0 ACID
3-HYDROXYDODECANOIC ACID
DL-BETA-HYDROXYLAURIC ACID
Dodecanoic acid,3-hydroxy-
3-Hydroxydodecanoic acid, 98 %
(+/-)-3-HYDROXYDODECANOIC ACID
[Molecular Formula]

C12H24O3
[MDL Number]

MFCD00133279
[MOL File]

1883-13-2.mol
[Molecular Weight]

216.32
Chemical PropertiesBack Directory
[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)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P264-P270-P301+P312-P501
[Hazard Codes ]

Xn
[Risk Statements ]

22
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Hazard InformationBack Directory
[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
Spectrum DetailBack Directory
[Spectrum Detail]

3-HYDROXYDODECANOIC ACID(1883-13-2)1HNMR
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