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Hippuric acid-13C6

CAT: 0804-HY-W747703-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-W747703-01Size:1 mg
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Description
Hippuric acid-13C6 (Benzoylglycine-13C6) is 13C labeled Hippuric acid. Hippuric Acid is an orally active metabolite. Hippuric Acid can be produced by intestinal microorganisms from the metabolism of polyphenols, benzoic acid. Hippuric Acid decreases NRF2, MMP9 and leads to ROS accumulation. Hippuric Acid activates TGFβ/SMAD signaling. Hippuric Acid improves hyperuricemia and colitis. Hippuric Acid can also be used in cardiovascular disease research[1][2][3][4]. [5][6][7][8][9].
CAS Number
1163160-18-6
Product Name Alternative
Benzoylglycine-13C6
UNSPSC
12352005
Target
Endogenous Metabolite; Isotope-Labeled Compounds; Keap1-Nrf2; MMP; Reactive Oxygen Species (ROS) ; TGF-beta/Smad
Related Pathways
Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB; Others; Stem Cell/Wnt; TGF-beta/Smad
Applications
Metabolism-sugar/lipid metabolism
Field of Research
Metabolic Disease; Inflammation/Immunology; Cardiovascular Disease
Smiles
OC(CNC([13C]1=[13CH][13CH]=[13CH][13CH]=[13CH]1)=O)=O
Molecular Formula
C3 13C6H9NO3
Molecular Weight
185.13
References & Citations
[1]Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53 (2) :211-216.|[2]Niwa T, et al. Organic acids and the uremic syndrome: protein metabolite hypothesis in the progression of chronic renal failure. Semin Nephrol. 1996 May;16 (3) :167-82.|[3]Edwards SJ, et al. (-) -Epicatechin and its colonic metabolite hippuric acid protect against dexamethasone-induced atrophy in skeletal muscle cells. J Nutr Biochem. 2022 Dec;110:109150.|[4]Santhakumar AB, et al. The ex vivo antiplatelet activation potential of fruit phenolic metabolite hippuric acid. Food Funct. 2015 Aug;6 (8) :2679-83.|[5]Sun B, et al. Hippuric Acid Promotes Renal Fibrosis by Disrupting Redox Homeostasis via Facilitation of NRF2-KEAP1-CUL3 Interactions in Chronic Kidney Disease. Antioxidants (Basel) . 2020 Aug 25;9 (9) :783. |[6]Xu YX, et al. Alistipes indistinctus-derived hippuric acid promotes intestinal urate excretion to alleviate hyperuricemia. Cell Host Microbe. 2024 Mar 13;32 (3) :366-381.e9.|[7]Yang Y, et al. Hippuric acid alleviates dextran sulfate sodium-induced colitis via suppressing inflammatory activity and modulating gut microbiota. Biochem Biophys Res Commun. 2024 May 28;710:149879.|[8]Zhao H, et al. Hippuric acid and 3- (3-hydroxyphenyl) propionic acid inhibit murine osteoclastogenesis through RANKL-RANK independent pathway. J Cell Physiol. 2020 Jan;235 (1) :599-610.|[9]Griffith W H. Inhibition of tissue respiration by sodium benzoate and sodium hippurate. Proceedings of the Society for Experimental Biology and Medicine, 1937, 37 (2) : 279-280. |[10]Chen JR, et al. GPR109A mediates the effects of hippuric acid on regulating osteoclastogenesis and bone resorption in mice. Commun Biol. 2021 Jan 8;4 (1) :53.
Shipping Conditions
Room temperature
Scientific Category
Isotope-Labeled Compounds
Clinical Information
No Development Reported

Chemical Information

Hippuric acid-13C6
CAS Number1163160-18-6
PubChem CID155891745
IUPAC Name2-((1,2,3-13C3)cyclohexatrienecarbonylamino)acetic acid
Molecular FormulaC9H9NO3
Molecular Weight185.13
XLogP0.3
Topological Polar Surface Area66.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Heavy Atom Count13
Formal Charge0
Complexity197
SMILES
C1=C[13C](=[13CH][13CH]=C1)[13C](=O)N[13CH2][13C](=O)O
InChI
InChI=1S/C9H9NO3/c11-8(12)6-10-9(13)7-4-2-1-3-5-7/h1-5H,6H2,(H,10,13)(H,11,12)/i2+1,4+1,6+1,7+1,8+1,9+1
InChIKey
QIAFMBKCNZACKA-QJBUZINDSA-N
Chemical Structure
2D Structure
2D structure of Hippuric acid-13C6
CAS: 1163160-18-6
CID: 155891745
Formula: C9H9NO3
MW: 185.13
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight185.13
XLogP30.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass185.07837216
Monoisotopic Mass185.07837216
Topological Polar Surface Area66.4 Ų
Heavy Atom Count13
Formal Charge0
Complexity197
Isotope Atom Count6
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes