Homovanillic Acid

• CAS: 306-08-1
• Catalog Number: ACM306081
• Category: Other Products
• Molecular Weight: 182.17
• Molecular Formula: C9H10O4
• Synonyms: 4-Hydroxy-3-methoxybenzeneacetic acid
• IUPAC Name: 2-(4-Hydroxy-3-methoxyphenyl)acetic acid
• Canonical SMILES: COC1=C(C=CC(=C1)CC(=O)O)O
• InChI: InChI=1S/C9H10O4/c1-13-8-4-6(5-9(11)12)2-3-7(8)10/h2-4,10H,5H2,1H3,(H,11,12)
• InChI Key: QRMZSPFSDQBLIX-UHFFFAOYSA-N
• Boiling Point: 235.56 °C
• Melting Point: 142-145 °C(lit.)
• Flash Point: 151.9 °C
• Density: 1.1634 g/cm³
• Solubility: Soluble in water
• Appearance: Crystalline powder
• Storage: Keep in dark place, sealed in dry, room temperature
• Complexity: 181
• Exact Mass: 182.05790880
• Hazard Statements: Xi
• Monoisotopic Mass: 182.05790880
• pKa: 4.39±0.10(Predicted)
• Refractive Index: 1.4209
• Safety Description: 26-36
• Solubility In Water: Soluble
• Supplemental Hazard Statements: H315-H319-H335
• Symbol: GHS07
• Topological Polar Surface Area: 66.8 Ų

Custom Q&A

What is the molecular formula of homovanillic acid?

The molecular formula of homovanillic acid is C9H10O4.

What are some synonyms for homovanillic acid?

Some synonyms for homovanillic acid include 4-Hydroxy-3-methoxyphenylacetic acid and Vanillacetic acid.

Where is homovanillic acid found naturally?

Homovanillic acid is a natural product found in Aloe africana, Ginkgo biloba, and other organisms with data available.

What is the role of homovanillic acid?

Homovanillic acid is a catecholamine metabolite and has a role as a human metabolite and a mouse metabolite.

How is the IUPAC name of homovanillic acid defined?

The IUPAC name of homovanillic acid is 2-(4-hydroxy-3-methoxyphenyl)acetic acid.

What is the InChIKey of homovanillic acid?

The InChIKey of homovanillic acid is QRMZSPFSDQBLIX-UHFFFAOYSA-N.

What is the exact molecular weight of homovanillic acid?

The exact molecular weight of homovanillic acid is 182.17 g/mol.

How many hydrogen bond donor counts does homovanillic acid have?

Homovanillic acid has 2 hydrogen bond donor counts.

How many hydrogen bond acceptor counts does homovanillic acid have?

Homovanillic acid has 4 hydrogen bond acceptor counts.

What is the topological polar surface area of homovanillic acid?

The topological polar surface area of homovanillic acid is not specified in the provided reference.

Synthetic Use

Upstream Synthesis Route 1

• 215872-63-2

• 1135-24-6
• 621-54-5
• 1135-23-5
• 331-39-5
• 102-32-9
• 306-08-1
• 1078-61-1
• 1081-71-6

Reference: [1] Journal of Agricultural and Food Chemistry, 2009, vol. 57, # 8, p. 3356 - 3362

Upstream Synthesis Route 2

• 215872-63-2

• 1135-24-6
• 621-54-5
• 1135-23-5
• 331-39-5
• 102-32-9
• 306-08-1
• 1078-61-1
• 23028-17-3
• 2475-56-1
• 1081-71-6

Reference: [1] Journal of Agricultural and Food Chemistry, 2009, vol. 57, # 8, p. 3356 - 3362

Downstream Synthesis Route 1

• 64-17-5
• 306-08-1

• 60563-13-5

Reference: [1] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 22, p. 8092 - 8105
[2] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 1, p. 299 - 302
[3] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 16, p. 5227 - 5231

Downstream Synthesis Route 2

• 306-08-1
• 108-24-7

• 5447-38-1

Reference: [1]Bioorganic and Medicinal Chemistry Letters,2002,vol. 12,p. 1189 - 1192
[2]Journal of Medicinal Chemistry,1993,vol. 36,p. 2595 - 2604
[3]Journal of the American Chemical Society,1947,vol. 69,p. 1208
[4]Canadian Journal of Chemistry,1954,vol. 32,p. 532,536
[5]Bioorganic and Medicinal Chemistry,2010,vol. 18,p. 8092 - 8105

Downstream Synthesis Route 3

• 67-56-1
• 306-08-1

• 15964-80-4

Reference: [1]ACS Chemical Neuroscience,2018,vol. 9,p. 587 - 602

Downstream Synthesis Route 4

• 306-08-1
• 100-39-0

• 65340-85-4

Reference: [1]Tetrahedron,2013,vol. 69,p. 8914 - 8920

* For details of the synthesis route, please refer to the original source to ensure accuracy.