4-(Benzyloxy)-3-methoxybenzoic acid

HCID 226335CAS 1486-53-9

Substructure search Find similar structures

Basic information

Standard SMILES: COc1cc(C(=O)O)ccc1OCc1ccccc1
InChIKey: JGMBQAGNZLBZCE-UHFFFAOYSA-N
Molecular formula: C15H14O4
Average molar mass: 258.27 g/mol
Monoisotopic mass: 258.08920893

Names & identifiers

Preferred name: 4-(Benzyloxy)-3-methoxybenzoic acid
IUPAC: 3-methoxy-4-phenylmethoxybenzoic acid
English name: 4-BENZYLOXY-3-METHOXYBENZOIC ACID
Molecular formula: C15H14O4
Molecular weight: 258.27

Names & synonyms

4-(benzyloxy)-3-methoxybenzoic acidDTXSID90280399RefChem:515227DTXCID40231553827-148-61486-53-94-Benzyloxy-3-methoxybenzoicacid4-BENZYLOXY-3-METHOXYBENZOIC ACID3-methoxy-4-phenylmethoxybenzoic acid4-Benzyloxy-3-methoxy-benzoic acidBENZOIC ACID, 3-METHOXY-4-(PHENYLMETHOXY)-MFCD00183281

Show more names

RARECHEM AL BE 0064BENZYL VANILLIC ACID3-methoxy-4-(phenylmethoxy)benzoic acid

Benzoic acid, 3-?methoxy-?4-?(phenylmethoxy)?-4-Benzyloxy-3-methoxybenzoic Acid; NSC 16714; O-Benzylvanillic AcidNSC167144-O-benzylvanillic acidEnamine_0040664-BENZYLVANILLIC ACIDMLS003675020SCHEMBL242563

Database identifiers

CAS: 1486-53-9
PubChem CID: 226335
DTXSID: DTXSID90280399
ChEMBL: CHEMBL3278088
EC Number: 827-148-6
Nikkaji: J1.272.473J

Properties

Computed structural properties

XLogP: 3.1
Topological polar surface area: 55.8 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 5
Heavy atoms: 19
Formal charge: 0
Complexity: 286

Physicochemical properties

Melting point: 171 · 171-172 °C
Boiling point: 416.6 · 416.6±30.0 °C(Predicted)
Density: 1.225 · 1.225±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 4.34 · 4.34±0.10(Predicted)
color: White to Off-White
Stability: Hygroscopic
InChI: InChI=1S/C15H14O4/c1-18-14-9-12(15(16)17)7-8-13(14)19-10-11-5-3-2-4-6-11/h2-9H,10H2,1H3,(H,16,17)
InChIKey: JGMBQAGNZLBZCE-UHFFFAOYSA-N
SMILES: C(O)(=O)C1=CC=C(OCC2=CC=CC=C2)C(OC)=C1
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H335-H319
Precautionary statements: 264 · P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Hazard Codes: Xi
Risk Statements: 36 · 36
Safety Statements: 26 · 26
HazardClass: IRRITANT

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): 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)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

risk_code: 36
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26
hazard_class: IRRITANT
Hazard statements: H315-H335-H319
Precautionary statements: P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362

Chemistry & industry

Applications

Uses4-Benzyloxy-3-methoxybenzoic Acid is used in the synthesis of Hsp90 inhibitors as EGCG analogues. Also used in the preparation of vanillates exhibiting cytostatic properties towards cancel cells resistant to pro-apoptotic stimuli.