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Methyl syringate-d6

CAT: 0804-HY-W002116SSize: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-W002116SSize:1 mg
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Description
Methyl syringate-d6 is the deuterium labeled Methyl syringate. Methyl syringate is a selective TRPA1 agonist. Methyl syringate regulates food intake and gastric emptying through a TRPA1-mediated pathway. Methyl syringate is an efficient phenolic mediator for bacterial and fungal laccases. Methyl syringate is a chemical marker of Asphodel monofloral honey. Methyl syringate contributes to the antibacterial activity of honey. Methyl syringate inhibits aflatoxin production. Methyl syringate can contribute to weight suppression. Methyl syringate can be studies for cancer prevention (e.g. lung cancer), suppression of hypoxia-induced inflammatory response and tumorigenesis[1][2][3][4].
CAS Number
1182838-09-0
UNSPSC
12352005
Target
Bacterial; COX; Phosphatase; TRP Channel
Type
Isotope-Labeled Compounds
Related Pathways
Anti-infection; Immunology/Inflammation; Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease; Neuronal Signaling
Applications
COVID-19-immunoregulation
Field of Research
Cancer; Infection; Metabolic Disease; Inflammation/Immunology
Solubility
10 mM in DMSO
Smiles
COC(C1=CC(OC([2H])([2H])[2H])=C(C(OC([2H])([2H])[2H])=C1)O)=O
Molecular Formula
C10H6D6O5
Molecular Weight
218.24
References & Citations
[1]Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019 Feb;53 (2) :211-216.|[2]Tuberoso CI, et al. Methyl syringate: a chemical marker of asphodel (Asphodelus microcarpus Salzm. et Viv.) monofloral honey. J Agric Food Chem. 2009 May 13;57 (9) :3895-900.|[3]Rosado T, et al. Methyl syringate: an efficient phenolic mediator for bacterial and fungal laccases. Bioresour Technol. 2012 Nov124:371-8.|[4]Kim MJ, et al. The TRPA1 agonist, methyl syringate suppresses food intake and gastric emptying. PLoS One. 2013 Aug 218 (8) :e71603.|[5]Joonwoo Park, et al., Methyl syringate, a TRPA1 agonist represses hypoxia-induced cyclooxygenase-2 in lung cancer cells, Phytomedicine, Volume 23, Issue 3, 2016, Pages 324-329, ISSN 0944-7113.|[6]Ahn D, et al., Methyl Syringate Stimulates Glucose Uptake by Inhibiting Protein Tyrosine Phosphatases Relevant to Insulin Resistance. Life. 2023; 13 (6) :1372.
Shipping Conditions
Room temperature
Scientific Category
Isotope-Labeled Compounds
Clinical Information
No Development Reported

Chemical Information

Methyl syringate-d6
CAS Number1182838-09-0
PubChem CID131866592
IUPAC Namemethyl 4-hydroxy-3,5-bis(trideuteriomethoxy)benzoate
Molecular FormulaC10H12O5
Molecular Weight218.24
XLogP1.4
Topological Polar Surface Area65
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Heavy Atom Count15
Formal Charge0
Complexity204
SMILES
[2H]C([2H])([2H])OC1=CC(=CC(=C1O)OC([2H])([2H])[2H])C(=O)OC
InChI
InChI=1S/C10H12O5/c1-13-7-4-6(10(12)15-3)5-8(14-2)9(7)11/h4-5,11H,1-3H3/i1D3,2D3
InChIKey
ZMXJAEGJWHJMGX-WFGJKAKNSA-N
Chemical Structure
2D Structure
2D structure of Methyl syringate-d6
CAS: 1182838-09-0
CID: 131866592
Formula: C10H12O5
MW: 218.24
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight218.24
XLogP31.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Exact Mass218.10613395
Monoisotopic Mass218.10613395
Topological Polar Surface Area65 Ų
Heavy Atom Count15
Formal Charge0
Complexity204
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

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