Vanillylmandelic acid

C₉H₁₀O₅CAS 2394-20-9198.17 g/mol

Open in Covalent MOL file

Alcohol Carboxylic acid Ether Phenol

Properties

Molecular formula: C₉H₁₀O₅
Molar mass: 198.17 g/mol
Exact mass: 198.0528 Da
Melting point: 132 °C (decomposes)
logP: 0.52Crippen estimate
Polar surface area: 87.0 Å²
H-bond donors / acceptors: 3 / 4
Rotatable bonds: 3

Hazards

Warning

H315 Causes skin irritation97.5% of notifiers
H319 Causes serious eye irritation97.5% of notifiers
H335 May cause respiratory irritation95% of notifiers

Aggregated from 40 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

Identifiers

CAS number

2394-20-9

SMILES

COc1cc(C(O)C(=O)O)ccc1O

InChIKey

CGQCWMIAEPEHNQ-UHFFFAOYSA-N

InChI

InChI=1S/C9H10O5/c1-14-7-4-5(2-3-6(7)10)8(11)9(12)13/h2-4,8,10-11H,1H3,(H,12,13)

Characterization data

Calculated from the structure, in the form journals print them.

¹H NMR

Predicted ¹H NMR (400 MHz, CDCl₃) δ 11.50 (br s, 1H), 6.73 (m, J = 7.7, 1.6 Hz, 1H), 6.69 (d, J = 1.6 Hz, 1H), 6.64 (m, J = 7.7 Hz, 1H), 5.92 (s, 1H), 5.30 (br s, 1H), 3.80 (s, 3H), 2.00 (br s, 1H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 177.0, 147.1, 140.0, 134.4, 120.6, 116.7, 113.9, 82.6, 56.0.

[M + H]+

[M + H]+ Calcd for C9H11O5 199.0601

[M + Na]+

[M + Na]+ Calcd for C9H10NaO5 221.0420

[M − H]−

[M − H]− Calcd for C9H9O5 197.0455

Elemental analysis

Anal. Calcd for C9H10O5: C, 54.55; H, 5.09.

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

24 names · show all

DL-Vanillomandelic acid
Benzeneacetic acid, α,4-dihydroxy-3-methoxy-
Mandelic acid, 4-hydroxy-3-methoxy-
α,4-Dihydroxy-3-methoxybenzeneacetic acid
HMMA
4-Hydroxy-3-methoxymandelic acid
Vanillomandelic acid
Vanilmandelic acid
VMA
Vanillinmandelic acid
(4-Hydroxy-3-methoxyphenyl)glycolic acid
3-Methoxy-4-hydroxyphenylhydroxyacetic acid
4′-Hydroxy-3′-methoxymandelic acid
DL-3-Methoxy-4-hydroxymandelic acid
DL-Vanillylmandelic acid
4-Hydroxy-3-methoxy-DL-mandelic acid
(±)-3-Methoxy-4-hydroxymandelic acid
DL-4-Hydroxy-3-methoxymandelic acid
DL-4-Hydroxy-3-methoxymandelic acid (DL-vanillylmandelic acid)
(±)-4-Hydroxy-3-methoxymandelic acid
(±)-Vanilmandelic acid
Vanillyl-DL-mandelic acid
2-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetic acid
2-(4′-Hydroxy-3′-methoxyphenyl)-2-hydroxyethanoic acid

Work with Vanillylmandelic acid

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Vanillylmandelic acid55-10-7

Similar compounds

(±)-3,4-Dihydroxymandelic acid14883-87-566 % similar 4-Methoxymandelic acid10502-44-060 % similar 3′,4′-Methylenedioxymandelic acid27738-46-156 % similar 3-O-Methyldopa7636-26-254 % similar 2-(3,4-Difluorophenyl)-2-hydroxyacetic acid132741-29-852 % similar 4-Hydroxymandelic acid1198-84-151 % similar Vanillic acid121-34-651 % similar 2-Methoxybenzene-1,4-diol824-46-449 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

3-Hydroxy-4,5-dimethoxybenzoic acid1916-08-1 (±)-3-Hydroxy-4-methoxymandelic acid3695-24-7 Syringic acid530-57-4 2-Hydroxy-4,5-dimethoxybenzoic acid5722-93-0 Furfurylidene diacetate613-75-2 Danshensu76822-21-4 Ethyl gallate831-61-8

Elsewhere

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