3-Methylhippuric Acid
Basic information
- CAS
27115-49-7- Standard SMILES
Cc1cccc(C(=O)NCC(=O)O)c1- InChIKey
YKAKNMHEIJUKEX-UHFFFAOYSA-N- Molecular formula
- C10H11NO3
- Average molar mass
- 193.2 g/mol
- Monoisotopic mass
- 193.07389321
Overview
M-methylhippuric acid is an N-acylglycine that is the 3-methyl derivative of hippuric acid. It has a role as a metabolite. It is functionally related to a N-benzoylglycine.
Names & identifiers
- Preferred name
- 3-Methylhippuric Acid
- IUPAC
- 2-[(3-methylbenzoyl)amino]acetic acid
- English name
- 3-Methylhippuric acid
- Molecular formula
- C10H11NO3
- Molecular weight
- 193.2
Names & synonyms
3-Methylhippuric acid27115-49-7m-Methylhippuric acidN-(3-Methylbenzoyl)glycineN-(m-Toluoyl)glycinem-Toluric acidGlycine, N-(3-methylbenzoyl)-3-MethylbenzoylglycineHippuric acid, m-methyl-meta-Methylhippuric acidW60W59C1G5NSC-201735
Show more names
m-methylhippuricaciMETA-METHYL-HIPPURICACIDN-(m-Toluoyl)glycine >3-Methylhippuric acid 98%3-METHYLHIPPURIC ACID 98+%
CHEBI:68500DTXSID90181579RefChem:5042363-MHADTXCID801040703-methyl hippuric acid2-(3-Methylbenzamido)acetic acid2-[(3-methylbenzoyl)amino]acetic acid
Database identifiers
- CAS
27115-49-7- PubChem CID
- 99223
- DTXSID
DTXSID90181579- ChEMBL
CHEMBL456202- ChEBI
CHEBI:68500- UNII
- W60W59C1G5
- EC Number
- 690-389-9
- Nikkaji
- J47.328F
Properties
Computed structural properties
- XLogP
- 1.6
- Topological polar surface area
- 66.4 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 227
Experimental & physicochemical properties
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 138 · 138-140 °C (lit.)
- Boiling point
- 329.41 °C · 329.41°C (rough estimate)
- Density
- 1.2307 · 1.2307 (rough estimate)
- refractive index
- 1.53 · 1.5300 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 3.71 · 3.71±0.10(Predicted)
- color
- White to Off-White
- InChI
- 1S/C10H11NO3/c1-7-3-2-4-8(5-7)10(14)11-6-9(12)13/h2-5H,6H2,1H3,(H,11,14)(H,12,13)
- InChIKey
- YKAKNMHEIJUKEX-UHFFFAOYSA-N
- SMILES
- Cc1cccc(c1)C(=O)NCC(O)=O
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 75% (3 of 4) of all reports.
Warning
H315 (25%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 4 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (25%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 29225000
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 37/39-26
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H317-H319
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Applications
Uses3-Methylhippuric acid was employed as biological marker in studies on occupational exposure to xylene (solvent).
UsesΑ substituted hippurate analog as substrates and inhibitor of peptidylglycine α-hydroxylating monooxygenase (PHM).
General Description3-Methylhippuric acid is also referred as m-methyl-hippuric acid. It is major product of xylene biotransformation in urine.
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: An N-acylglycine that is the 3-methyl derivative of hippuric acid.
Related reactions
6 records
Compound notes
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