Eudesmic acid

Eudesmic acid
Names
	Preferred IUPAC name 3,4,5-Trimethoxybenzoic acid
	Other names Gallic acid trimethyl ether; Tri-O-methylgallic acid
Identifiers
CAS Number	118-41-2 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:454991;
ChemSpider	8054 ;
ECHA InfoCard	100.003.863
PubChem CID	8357;
UNII	V5C9H0SC9F ;
CompTox Dashboard (EPA)	DTXSID3059472 ;
	InChI InChI=1S/C10H12O5/c1-13-7-4-6(10(11)12)5-8(14-2)9(7)15-3/h4-5H,1-3H3,(H,11,12) Key: SJSOFNCYXJUNBT-UHFFFAOYSA-N ; InChI=1/C10H12O5/c1-13-7-4-6(10(11)12)5-8(14-2)9(7)15-3/h4-5H,1-3H3,(H,11,12) Key: SJSOFNCYXJUNBT-UHFFFAOYAD;
	SMILES COC1=CC(=CC(=C1OC)OC)C(=O)O;
Properties
Chemical formula	C10H12O5
Molar mass	212.201 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). verify (what is ?) Infobox references

Eudesmic acid is an O-methylated trihydroxybenzoic acid.

Natural Occurrence

It can be found in Eucalyptus spp.^[1]

Synthesis

Eudesmic acid is most directly synthesized by reaction of gallic acid with dimethyl sulfate.^[2]

Derivatives

Esterified with Deanol.^[3]
Trimebutine
Amoproxan
Bernzamide
3,4,5-trimethoxy-N-(pyridin-4-yl)benzamide .^[4]
Butobendine
Capobenic acid
Dilazep
Ecipramidil
Fepromide
Hexobendine
Mepramidil (Diphenamilate)
TMB-8
Tricetamide (Trimeglamide)
Trimethobenzamide
Trimetozine
Tritiozine (ala trimetozine but thioamide).
Trocimine
Troxipide (Lefron)
Troxonium
Troxypyrrolium (Troxypyrrole, Trox)
Trimetamide.
Vinmegallate (RGH-4417)
Leonuramine and Leonurine.
Methoserpidine, Reserpine and Deserpidine.

References

^ HPLC analysis of flavonoids and phenolic acids and aldehydes in Eucalyptus spp. E. Conde, E. Cadahía and M. C. Garcia-Vallejo, Chromatographia, Volume 41, Numbers 11-12, 657-660, doi:10.1007/BF02267800
^ Ikan, Raphael (1991). Natural Products: A Laboratory Guide 2nd Ed. San Diego: Academic Press, Inc. pp. 232–235. ISBN 0123705517.
^ Ex25 in GB 879259, "Acid addition salts of 2-dimethylaminoethanol and central nervous system stimulant compositions containing them", published 1961-10-11, assigned to Riker Laboratories Inc.
^ ES 456989, Sanjosé, Miguel Izquierdo & Ulpiano Martín-Escudero, Pérez, "Procedimiento de obtencion de un derivado de 4-aminopiridina y sus sales ", published 1978-07-16, assigned to Laboratorio Farmaceutico Quimico-Lafarquim SA

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[1] HPLC analysis of flavonoids and phenolic acids and aldehydes in Eucalyptus spp. E. Conde, E. Cadahía and M. C. Garcia-Vallejo, Chromatographia, Volume 41, Numbers 11-12, 657-660, doi:10.1007/BF02267800

[2] Ikan, Raphael (1991). Natural Products: A Laboratory Guide 2nd Ed. San Diego: Academic Press, Inc. pp. 232–235. ISBN 0123705517.

[3] Ex25 in GB 879259, "Acid addition salts of 2-dimethylaminoethanol and central nervous system stimulant compositions containing them", published 1961-10-11, assigned to Riker Laboratories Inc.

[4] ES 456989, Sanjosé, Miguel Izquierdo & Ulpiano Martín-Escudero, Pérez, "Procedimiento de obtencion de un derivado de 4-aminopiridina y sus sales ", published 1978-07-16, assigned to Laboratorio Farmaceutico Quimico-Lafarquim SA

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[2]

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Names

Preferred IUPAC name 3,4,5-Trimethoxybenzoic acid
Other names Gallic acid trimethyl ether Tri-O-methylgallic acid
Identifiers
CAS Number	118-41-2^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:454991
ChemSpider	8054^N
ECHA InfoCard	100.003.863
PubChem CID	8357
UNII	V5C9H0SC9F^Y
CompTox Dashboard (EPA)	DTXSID3059472
InChI InChI=1S/C10H12O5/c1-13-7-4-6(10(11)12)5-8(14-2)9(7)15-3/h4-5H,1-3H3,(H,11,12)^N Key: SJSOFNCYXJUNBT-UHFFFAOYSA-N^N InChI=1/C10H12O5/c1-13-7-4-6(10(11)12)5-8(14-2)9(7)15-3/h4-5H,1-3H3,(H,11,12) Key: SJSOFNCYXJUNBT-UHFFFAOYAD
SMILES COC1=CC(=CC(=C1OC)OC)C(=O)O
Properties
Chemical formula	C₁₀H₁₂O₅
Molar mass	212.201 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). N verify (what is ^YN ?) Infobox references