p-coumaric acid

"What do you need help with?"

LabBot

Procurement
Synthesis
Safety
Alternatives
Testing
Regulation
Thanks, you'll receive a follow-up email shortly!

Suppliers

• Sigma-Aldrich - p-coumaric acid
  11.00 - 269.00 USD
• Fisher Scientific - Search for p-coumaric acid
• TCI - p-coumaric acid
  55.00 - 472.00 USD

Most-cited Publications

• PATHWAY OF P-COUMARIC ACID INCORPORATION INTO MAIZE LIGNIN AS REVEALED BY NMR (Journal of the American Chemical Society, 1994)
• Effect of rutile phase on the photocatalytic properties of nanocrystalline titania during the degradation of p-coumaric acid (Applied Catalysis B-environmental, 1998)
• Thiol ester-linked p-coumaric acid as a new photoactive prosthetic group in a protein with rhodopsin-like photochemistry (Biochemistry, 1994)
• p-Coumaric and ferulic acid components of cell walls of ryegrass and their relationships with lignin and digestibility (Journal of the Science of Food and Agriculture, 1972)
• Combination of H-box [CCTACC(N)7CT] and G-box (CACGTG) cis elements is necessary for feed-forward stimulation of a chalcone synthase promoter by the phenylpropanoid-pathway intermediate p-coumaric acid. (Proceedings of the National Academy of Sciences of the United States of America, 1992)
• Evidence for transcis isomerization of the pcoumaric acid chromophore as the photochemical basis of the photocycle of photoactive yellow protein (FEBS Letters, 1996)

Areas of Application

Safety

• Request a Demo
  Predict GHS Hazards for Any Chemical in silico.
  Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more.

Trends

Alternate Names

• 4-coumaric acid
• p-hydroxycinnamic acid
• 4-hydroxycinnamic acid
• 4-coumaric acid, disodium salt
• 4-coumaric acid, (E)-isomer
• para-coumaric acid
• 4-coumaric acid, (Z)-isomer
• SMILES
  C1=CC(=CC=C1C=CC(=O)O)O
• InChIKey
  NGSWKAQJJWESNS-UHFFFAOYSA-N

External Links

• Pubchem - p-coumaric acid
• Wikipedia - p-coumaric acid
  p-Coumaric acid is a hydroxycinnamic acid, an organic compound that is a hydroxy derivative of cinnamic acid. There are three isomers of coumaric acido-coumaric acid, m-coumaric acid, and p-coumaric acidthat differ by the position of the hydroxy substitution of the phenyl group. p-Coumaric acid is the most abundant isomer of the three in nature.

Synthesis

4-hydroxybenzaldehyde  +  ACETIC ANHYDRIDE (Perkin reaction)

glyoxylic acid  +  4-Hydroxybenzyl chloride (Wittig)

4-Vinylphenol  +  Chloroformic acid (Heck terminal vinyl)

(Z)-3-BROMOACRYLIC ACID  +  4-CHLOROPHENOL (Stille)

Reactant  +  dimethyl sulfide (Corey-Kim oxidation of secondary alcohols)

Synthesis of p-coumaric acid ›

Similar Compounds

Methyl 4-hydroxycinnamate (19367-38-5, 3943-97-3)

8 alternate names

3 suppliers

(Z)-3-(4-Methoxyphenyl)acrylic acid (5676-64-2)

8 alternate names

3 suppliers

832-01-9 (3901-07-3, 832-01-9)

8 alternate names

3 suppliers

(2E)-3-(4-methylphenyl)acrylic acid (940-61-4)

8 alternate names

3 suppliers

3-Methoxycinnamic acid (6099-04-3, 17570-26-2)

8 alternate names

3 suppliers

4-methoxy-3-methylcinnamic acid (182234-17-9)

8 alternate names

3 suppliers

p-Propenylanisole (50770-19-9, 104-46-1)

8 alternate names

3 suppliers

3,5-Dimethoxycinnamic acid (16909-11-8)

8 alternate names

3 suppliers

28166-41-8 (28166-41-8)

8 alternate names

3 suppliers

4-Vinylphenol (2628-17-3)

8 alternate names

3 suppliers

4-fluoro cinnamic acid (14290-86-9)

8 alternate names

3 suppliers

4-Fluorocinnamic acid (14290-86-9, 459-32-5)

8 alternate names

3 suppliers

3-[4-[(4-chlorophenyl)methoxy]phenyl]prop-2-enoic Acid (879642-82-7)

8 alternate names

3 suppliers

3-Fluoro-4-methoxycinnamic acid (713-85-9)

8 alternate names

3 suppliers

cis-2-Methoxycinnamic acid (14737-91-8)

8 alternate names

3 suppliers

ZINC6007078 (151539-49-0)

8 alternate names

3 suppliers

AC1LTL8W (144878-40-0)

8 alternate names

3 suppliers

AKOS030254001 (417712-26-6)

8 alternate names

3 suppliers

UNII-04OD6E6623 (75684-35-4, 2373-80-0)

8 alternate names

3 suppliers

(2E)-3-{4-[(3-fluorobenzyl)oxy]phenyl}acrylic acid (423752-10-7)

8 alternate names

3 suppliers

Methyl 4-chlorocinnamate (7560-44-3)

8 alternate names

3 suppliers

Tyrphostin 8 (3785-90-8)

8 alternate names

3 suppliers

4-Methoxystyrene (637-69-4)

8 alternate names

3 suppliers

CONIFERYL ALCOHOL (32811-40-8, 458-35-5)

8 alternate names

3 suppliers

2-hydroxy-3-phenylprop-2-enoic acid (25429-38-3)

8 alternate names

3 suppliers

m-Aminocinnamic acid (1664-56-8)

8 alternate names

3 suppliers

(2E)-3-(3-aminophenyl)acrylic acid (1664-56-8)

8 alternate names

3 suppliers

4-Phenylcinnamic acid (13026-23-8)

8 alternate names

3 suppliers

13026-12-5 (13026-12-5)

8 alternate names

3 suppliers

3-(1-Naphthyl)acrylic acid (13026-12-5)

8 alternate names

3 suppliers

4-Isopropenylphenol (64054-77-9, 4286-23-1)

8 alternate names

2 safety hazards

3 suppliers

alpha-cyano-3-hydroxycinnamic acid (54673-07-3)

8 alternate names

3 suppliers

4-Acetoxystyrene (2628-16-2)

8 alternate names

3 suppliers

Benzalacetone (1896-62-4, 122-57-6)

8 alternate names

3 suppliers

22014-01-3 (22014-01-3)

8 alternate names

3 suppliers

AC1M45RL (423754-20-5)

8 alternate names

3 suppliers

AC1LVUHY (122-67-8)

8 alternate names

3 suppliers

2-allyloxy-Z-cinnamic acid (1164517-01-4)

8 alternate names

3 suppliers

(2E)-3-(2,4-diethoxyphenyl)acrylic acid (423736-06-5)

8 alternate names

3 suppliers

3-[4-[(2-chlorophenyl)methoxy]phenyl]prop-2-enoic Acid (879642-95-2)

8 alternate names

3 suppliers

Dehydrozingerone (22214-42-2, 1080-12-2)

8 alternate names

3 suppliers

Tyrphostin 1 (2826-26-8)

8 alternate names

3 suppliers

1878-29-1 (1878-29-1)

8 alternate names

3 suppliers

Ethyl trans-4-bromocinnamate (24393-53-1)

8 alternate names

3 suppliers

1504-74-1 (1504-74-1)

8 alternate names

3 suppliers

P-METHOXYSTILBENE (1142-15-0)

8 alternate names

3 suppliers

cis-Isoeugenol (5912-86-7)

8 alternate names

3 suppliers

(2Z)-3-(4-methoxyphenyl)-2-phenylacrylic acid (19319-32-5)

8 alternate names

3 suppliers

6768-23-6 (6768-23-6)

8 alternate names

3 suppliers

4-tert-Butoxystyrene (95418-58-9)

8 alternate names

3 suppliers

1712-69-2 (1712-69-2)

8 alternate names

3 suppliers

3-Vinylphenol (620-18-8)

8 alternate names

3 suppliers

2,4-DICHLOROCINNAMIC ACID (20595-45-3, 1201-99-6)

8 alternate names

3 suppliers

BENZYL CINNAMATE (103-41-3)

8 alternate names

3 suppliers

103-41-3 (103-41-3)

8 alternate names

3 suppliers

3-(4-fluorophenyl)prop-2-enal (51791-26-5)

8 alternate names

3 suppliers

ethyl 2-cyano-3-(4-methoxyphenyl)acrylate (2286-29-5)

8 alternate names

3 suppliers

ethyl 2-cyano-3-(4-methoxyphenyl)prop-2-enoate (2286-29-5)

8 alternate names

3 suppliers

ZINC6489346 (565174-23-4)

8 alternate names

3 suppliers

2,3-Dimethoxycinnamic acid (7461-60-1)

8 alternate names

3 suppliers

3-(4-Pyridyl)acrylic acid (5337-79-1)

8 alternate names

3 suppliers

Piperonalacetone (3160-37-0)

8 alternate names

3 suppliers

UNII-629840Z2MG (886-65-7, 5808-05-9)

8 alternate names

3 suppliers

Bistyryl (886-65-7, 538-81-8)

8 alternate names

3 suppliers

4-Methylanisole (104-93-8, 3494-45-9)

8 alternate names

3 suppliers

4-Bromo-2-fluorocinnamic acid (149947-19-3)

8 alternate names

3 suppliers

4-hydroxybenzyl alcohol (623-05-2)

8 alternate names

3 suppliers

2-Methyl-1-phenylpropene (768-49-0)

8 alternate names

3 suppliers

CTK1D7865 (17480-08-9)

8 alternate names

3 suppliers

2-(Trifluoromethyl)cinnamic acid (2062-25-1)

8 alternate names

3 suppliers

ZINC569350 (1613317-59-1)

8 alternate names

3 suppliers

5-(4-chlorophenyl)penta-2,4-dienal (49678-03-7)

8 alternate names

3 suppliers

Benzalpinacolone (538-44-3)

8 alternate names

3 suppliers

(4-Methylphenoxy)acetic acid (940-64-7)

8 alternate names

3 suppliers

(Chloromethyl)styrene (2687-12-9)

8 alternate names

3 suppliers

(2E)-3-(5-bromo-2,4-dimethoxyphenyl)acrylic acid (1415601-70-5)

8 alternate names

3 suppliers

4-ETHYLPHENOL (123-07-9, 29471-88-3)

8 alternate names

1 safety hazard

3 suppliers

4-hydroxyphenylacetic acid (156-38-7)

8 alternate names

3 suppliers

Methyl 2-cyano-3-phenylacrylate (3695-84-9)

8 alternate names

3 suppliers

3-(3-Pyridyl)acrylic acid (1126-74-5, 19337-97-4)

8 alternate names

3 suppliers

3-Pyridineacrylic acid (1126-74-5)

8 alternate names

3 suppliers

2-(4-Hydroxyphenyl)acetaldehyde (7339-87-9)

8 alternate names

3 suppliers

2-Methoxy-6-vinylnaphthalene (63444-51-9)

8 alternate names

3 suppliers

2-(4-Hydroxyphenyl)ethanol (501-94-0)

8 alternate names

3 suppliers

3696-12-6 (3696-12-6)

8 alternate names

3 suppliers

N-METHYL-3-PHENYL-2-PROPEN-1-AMINE (83554-67-0)

8 alternate names

3 suppliers

Chavicol (501-92-8)

8 alternate names

3 suppliers

1-Methyl-4-propoxybenzene (5349-18-8)

8 alternate names

3 suppliers

3-(4-Methylphenoxy)propanoic acid (25173-37-9)

8 alternate names

3 suppliers

4-Hydroxybenzonitrile (767-00-0)

8 alternate names

3 suppliers

Show More

LabBot found multiple suppliers for

p-coumaric acid

Would like a custom pricing report from our suppliers?

Name

Email

Close Request Pricing

• Account Setup
• Social Profiles
• Personal Details

Which industry is this for?

• Research
• Manufacturing
• CRO / CMO
• Pharmaceuticals
• Government / Regulation
• Services

What is your zip code / postal code?

We'll find the best matches for your location.

Finding the Best Matches

Where should we send your matches?