Veratric Acid (HCID 7121)

Overview

3,4-dimethoxybenzoic acid is a member of the class of benzoic acids that is benzoic acid substituted by methoxy groups at positions 2 and 3. It has a role as an allergen and a plant metabolite. It derives from a hydride of a benzoic acid.

Names & identifiers

Preferred name: Veratric Acid
IUPAC: 3,4-dimethoxybenzoic acid
English name: Veratric Acid
Molecular formula: C9H10O4
Molecular weight: 182.17

Names & synonyms

3,4-Dimethoxybenzoic acidVERATRIC ACID93-07-2Benzoic acid, 3,4-dimethoxy-Dimethylprotocatechuic acid3,4-Dimethylprotocatechuic acidNSC-77211YY04E7RR4DTXSID6059077CHEBI:296881RefChem:901791DTXCID7048827

Show more names

3,4-DimethoxybenzoicAKOS 220-15reratric acidVERATRIC ACID(RG)AKOS BBS-00003717Veratric acid (8CI)

202-215-7Veratrylic acidMFCD000025003,4-Dimethoxy-benzoic acidVeratrumenoic acidNSC 77213,4dimethoxy benzoic acid3,4-Dimethoxy benzoic acid

Database identifiers

CAS: 93-07-2
PubChem CID: 7121
DTXSID: DTXSID6059077
ChEMBL: CHEMBL118903
ChEBI: CHEBI:296881
UNII: 1YY04E7RR4
EC Number: 202-215-7
Nikkaji: J10.598H

Properties

Computed structural properties

XLogP: 1.6
Topological polar surface area: 55.8 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 3
Heavy atoms: 13
Formal charge: 0
Complexity: 180

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Benzoic Acid Derivatives

DrugsPharmaceuticals -> Metabolite of Mebeverine

SpringerMaterials PropertiesBoiling point

LogP1.61

Endocrine DisruptorsPotential endocrine disrupting compound

Physical DescriptionMonohydrate: Odorless solid; [Merck Index] Light yellow powder; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point: 179 · 179-182 °C(lit.)
Boiling point: 275.56 °C · 275.56°C (rough estimate)
Density: 1.2481 · 1.2481 (rough estimate)
refractive index: 1.45 · 1.4500 (estimate)
storage temp.: Inert atmosphere,Room Temperature
solubility: 0.5 g/l · 0.5g/l
pka: 4.35 · 4.35±0.10(Predicted)
form: Crystalline Powder
color: Almost white to beige or reddish
Water Solubility: slightly soluble
Merck: 14 · 14,9953
BRN: 518285 · 518285
Henry's Law Constant: 1.1 · 1.1×105 mol/(m3Pa) at 25℃, Abraham and Jr. (2019)
Stability: Stable. Incompatible with strong oxidizing agents.
Cosmetics Ingredients Functions: HAIR CONDITIONING
InChI: 1S/C9H10O4/c1-12-7-4-3-6(9(10)11)5-8(7)13-2/h3-5H,1-2H3,(H,10,11)
InChIKey: DAUAQNGYDSHRET-UHFFFAOYSA-N
SMILES: COc1ccc(cc1OC)C(O)=O
LogP: 1.61 · 1.610
CAS DataBase Reference: 93 · 93-07-2(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 1 YY04E7RR4 · 1YY04E7RR4
NIST Chemistry Reference: 3 · Benzoic acid, 3,4-dimethoxy-(93-07-2)
EPA Substance Registry System: 3 · Benzoic acid, 3,4-dimethoxy- (93-07-2)
UNSPSC Code: 12352106 · 12352106
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 335 · H335-H315-H319
Precautionary statements: 264 · P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36-37/39
WGK Germany: 3 · 3
RTECS: 8598750 · DG8598750
TSCA: TSCA listed
HS Code: 29189090 · 29189090
Storage Class: 11 · 11 - Combustible Solids
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 5.7% (4 of 70) of reports.

Warning

H302 (14.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 70 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: Benzoic acid, 3,4-dimethoxy-

Status: Active Update: 29-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/23656

Benzoic acid, 3,4-dimethoxy-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazards SummaryIntraperitoneal LD50 (mouse) >800 mg/kg; [RTECS] A skin and strong eye irritant; [Sigma-Aldrich MSDS] See 2-Methoxybenzoic acid.

Hazard Classes and CategoriesAcute Tox. 4 (14.3%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
tsca: TSCA listed
rtecs: DG8598750
hs_code: 29189090
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36-37/39
Storage Class: 11 - Combustible Solids
Hazard statements: H335-H315-H319
REACH Registrations: Active
Precautionary statements: P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationBenzoic acid, 3,4-dimethoxy-: ACTIVE

Applications · 3 items

DescriptionVeratric acid (3,4-Dimethoxybenzoic acid) is an orally active phenolic compound derived from vegetables and fruits and has antioxidant and anti-inflammatory activities. It also acts as a protective agent against hypertension-associated cardiovascular remodeling. Veratric acid reduces upregulated COX-2 expression and levels of PGE2 and IL-6 after UVB irradiation. This compound could be reduced to veratrine aldehyde, and alcohol was performed with enzyme extracts from a wood-degrading basidiomycete, Polystictus (Trametes) versicolor[1].

Uses3,4-Dimethoxybenzoic acid plays an important role in producing antibiotics and various dyes. They are used as intermediates for pharmaceuticals (especially for antipyretic analgesic, antirheumatism) and other organic synthesis. It is used as matrix for ionization of peptides, proteins and carbohydrates.

Uses3,4-Dimethoxybenzoic acid is a derivative of Protocatechuic Acid.3,4-Dimethoxybenzoic acid is a reagent used in the production of antimicrobial agents, antifeedants, and a variety of other biologically active compounds.