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Poacic acid

CAT: 0804-HY-163462-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-163462-01Size:25 mg
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Description
Poacic Acid is a plant-derived stilbenoid with an antifungal activity. Poacic Acid localizes to the yeast cell wall and disrupts the production and assembly of β-1,3-glucan in the fungal cell walls. Poacic Acid exhibits fungicidal activity to Saccharomyces cerevisiae and plasma membrane-compromised Candida albicans mutants[1].
CAS Number
160097-32-5
UNSPSC
12352005
Target
Fungal
Type
Reference compound
Related Pathways
Anti-infection
Applications
COVID-19-immunoregulation
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/poacic-acid.html
Purity
97.21
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
COC1=CC(/C=C/C(O)=O)=CC(/C=C/C2=CC(OC)=C(C=C2)O)=C1O
Molecular Formula
C19H18O6
Molecular Weight
342.34
References & Citations
[1]Yona A, et al. Poacic Acid, a Plant-Derived Stilbenoid, Augments Cell Wall Chitin Production, but Its Antifungal Activity Is Hindered by This Polysaccharide and by Fungal Essential Metals. Biochemistry. 2024 Apr 16;63 (8) :1051-1065.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Decarboxylated 8,5'-diferulic acid

Poacic acid is a hydroxycinnamic acid that is (2E)-3-phenylprop-2-enoic acid in which the hydrogens at positions 3, 4 and 5 are replaced by 2-(4-hydroxy-3-methoxyphenyl)ethenyl, hydroxy and methoxy groups, respectively. It is a natural product found in maize bran which exhibits antifungal activities against several fungal and oomycete pathogens including Sclerotinia sclerotiorum, Alternaria solani, and Phytophthora sojae. It inhibits beta-1,3-glucan synthesis in cells walls resulting in rapid cell lysis. It has a role as an antifungal agent and a plant metabolite. It is a hydroxycinnamic acid, a monomethoxybenzene, a polyphenol, a stilbenoid and a methoxycinnamic acid.

CAS Number160097-32-5
PubChem CID10337420
IUPAC Name(E)-3-[4-hydroxy-3-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-5-methoxyphenyl]prop-2-enoic acid
Molecular FormulaC19H18O6
Molecular Weight342.3
XLogP3.4
Topological Polar Surface Area96.2
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count6
Heavy Atom Count25
Formal Charge0
Complexity488
SMILES
COC1=CC(=CC(=C1O)/C=C/C2=CC(=C(C=C2)O)OC)/C=C/C(=O)O
InChI
InChI=1S/C19H18O6/c1-24-16-10-12(4-7-15(16)20)3-6-14-9-13(5-8-18(21)22)11-17(25-2)19(14)23/h3-11,20,23H,1-2H3,(H,21,22)/b6-3+,8-5+
InChIKey
SLIMCXCSQXYCGL-JENUQAQBSA-N
Chemical Structure
2D Structure
2D structure of Decarboxylated 8,5'-diferulic acid
CAS: 160097-32-5
CID: 10337420
Formula: C19H18O6
MW: 342.3
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight342.3
XLogP33.4
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count6
Exact Mass342.11033829
Monoisotopic Mass342.11033829
Topological Polar Surface Area96.2 Ų
Heavy Atom Count25
Formal Charge0
Complexity488
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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