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Dodecanedioic acid

CAT: 0804-HY-W012241-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-W012241-02Size:10 mM - 1 mL
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Description
Dodecanedioic acid is an orally active straight-chain dicarboxylic acid. As an alternative energy substrate between lipids and carbohydrates, Dodecanedioic acid can be rapidly oxidized during exercise, reducing muscle fatigue without stimulating insulin secretion. Dodecanedioic acid also exhibits blood glucose-lowering activity in non-insulin-dependent diabetes mellitus[1][2][3].
CAS Number
693-23-2
UNSPSC
12352211
Hazard Statement
H302, H315, H319, H335
Target
Endogenous Metabolite
Type
Natural Products
Related Pathways
Metabolic Enzyme/Protease
Applications
Metabolism-sugar/lipid metabolism
Field of Research
Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/Dodecanedioic_acid.html
Purity
98.0
Solubility
DMSO : 100 mg/mL (ultrasonic) |H2O : < 0.1 mg/mL (ultrasonic)
Smiles
OC(=O)CCCCCCCCCCC(O)=O
Molecular Formula
C12H22O4
Molecular Weight
230.30
Precautions
H302, H315, H319, H335
References & Citations
[1]Greco AV, et al. The metabolic effect of dodecanedioic acid infusion in non-insulin-dependent diabetic patients. Nutrition. 1998 Apr;14 (4) :351-7.|[2]Greco AV, et al. Uptake of dodecanedioic acid by isolated rat liver. Clin Chim Acta. 1997 Feb 17;258 (2) :209-18.|[3]Salinari S, et al. Dodecanedioic acid overcomes metabolic inflexibility in type 2 diabetic subjects. Am J Physiol Endocrinol Metab. 2006 Nov;291 (5) :E1051-8.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Dodecanedioic Acid

Dodecanedioic acid is an alpha,-dicarboxylic acid that is dodecane in which the methyl groups have been oxidised to the corresponding carboxylic acids. It has a role as an EC 1.1.1.1 (alcohol dehydrogenase) inhibitor and a human metabolite. It is a dicarboxylic fatty acid and an alpha,omega-dicarboxylic acid. It is a conjugate acid of a dodecanedioate(2-). It derives from a hydride of a dodecane.

CAS Number693-23-2
PubChem CID12736
IUPAC Namedodecanedioic acid
Molecular FormulaC12H22O4
Molecular Weight230.30
XLogP3.2
Topological Polar Surface Area74.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count11
Heavy Atom Count16
Formal Charge0
Complexity179
SMILES
C(CCCCCC(=O)O)CCCCC(=O)O
InChI
InChI=1S/C12H22O4/c13-11(14)9-7-5-3-1-2-4-6-8-10-12(15)16/h1-10H2,(H,13,14)(H,15,16)
InChIKey
TVIDDXQYHWJXFK-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Dodecanedioic Acid
CAS: 693-23-2
CID: 12736
Formula: C12H22O4
MW: 230.30
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight230.30
XLogP33.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count11
Exact Mass230.15180918
Monoisotopic Mass230.15180918
Topological Polar Surface Area74.6 Ų
Heavy Atom Count16
Formal Charge0
Complexity179
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes