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Melilotic acid

CAT: 0804-HY-W017158-01Size: 1 gDry Ice: NoHazardous: No
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CAT#:0804-HY-W017158-01Size:1 g
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Description
Melilotic acid (3- (2-hydroxyphenyl) -propanoic acid) is an orally active compound. Melilotic acid can be isolated from the bark of Chinese cinnamon. Melilotic acid has a significant inhibitory effect on gastric ulcers induced by serotonin , phenylbutazone (HY-B0230), ethanoyl, and water immersion stress[1][2].
CAS Number
495-78-3
UNSPSC
12352005
Hazard Statement
H315, H319, H335
Target
Endogenous Metabolite
Type
Natural Products
Related Pathways
Metabolic Enzyme/Protease
Applications
Metabolism-sugar/lipid metabolism
Field of Research
Endocrinology
Assay Protocol
https://www.medchemexpress.com/melilotic-acid.html
Concentration
10mM
Purity
99.97
Solubility
DMSO : 200 mg/mL (ultrasonic) |H2O : ≥ 100 mg/mL
Smiles
O=C(O)CCC1=CC=CC=C1O
Molecular Formula
C9H10O3
Molecular Weight
166.18
Precautions
H315, H319, H335
References & Citations
[1]LEVY CC, et al. THE METABOLISM OF COUMARIN BY A MICROORGANISM. II. THE REDUCTION OF O-COUMARIC ACID TO MELILOTIC ACID. Biochemistry. 1964 Dec;3:1944-7. |[2]Tanaka S, et al. Antiulcerogenic compounds isolated from Chinese cinnamon. Planta Med. 1989 Jun;55 (3) :245-8.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
Microbial Metabolite

Chemical Information

Melilotic acid

3-(2-hydroxyphenyl)propanoic acid is a monocarboxylic acid that is propionic acid in which one of the hydrogens at position 3 is substituted by a 2-hydroxyphenyl group. It has a role as a plant metabolite, a human xenobiotic metabolite, a fungal xenobiotic metabolite and a bacterial xenobiotic metabolite. It is a monocarboxylic acid and a member of phenols. It is functionally related to a propionic acid. It is a conjugate acid of a 3-(2-hydroxyphenyl)propanoate.

CAS Number495-78-3
PubChem CID873
IUPAC Name3-(2-hydroxyphenyl)propanoic acid
Molecular FormulaC9H10O3
Molecular Weight166.17
XLogP1.4
Topological Polar Surface Area57.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Heavy Atom Count12
Formal Charge0
Complexity156
SMILES
C1=CC=C(C(=C1)CCC(=O)O)O
InChI
InChI=1S/C9H10O3/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-4,10H,5-6H2,(H,11,12)
InChIKey
CJBDUOMQLFKVQC-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Melilotic acid
CAS: 495-78-3
CID: 873
Formula: C9H10O3
MW: 166.17
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight166.17
XLogP31.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass166.062994177
Monoisotopic Mass166.062994177
Topological Polar Surface Area57.5 Ų
Heavy Atom Count12
Formal Charge0
Complexity156
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

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