Compound: Vanillylmandelic acid
SMILES: O=C(O)C(O)c1cc(OC)c(O)cc1
InChIKey: CGQCWMIAEPEHNQ-UHFFFAOYSA-N
Synonyms: Vanillylmandelic acid, 55-10-7, 2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetic acid, 4-HYDROXY-3-METHOXYMANDELIC ACID, Vanilmandelic acid, Vanillinmandelic Acid, Hydroxy(4-hydroxy-3-methoxyphenyl)acetic acid, 3-methoxy-4-hydroxymandelic acid, (4-Hydroxy-3-methoxyphenyl)glycolic acid, DTXSID10861583, Benzeneacetic acid, alpha,4-dihydroxy-3-methoxy-, 0DQI268449, FEMA NO. 4660, CHEBI:20106, 4 Hydroxy 3 Methoxymandelic Acid, Acid, Vanilmandelic, Acid, Vanillylmandelic, Acid, Methoxyhydroxymandelic, Acid, 4-Hydroxy-3-Methoxymandelic, VMA cpd, RefChem:198327, DTXCID80222304, 200-224-0, Methoxyhydroxymandelic Acid, Vanillyl Mandelic Acid, dl-4-Hydroxy-3-methoxymandelic acid, 2394-20-9, MFCD00004235, VMA, DL-vanillylmandelic acid, (+/-)-Vanillylmandelic acid, DL-vanillomandelic acid, Vanillomandelic acid, dl-3-Methoxy-4-hydroxymandelic acid, Mandelic acid, 4-hydroxy-3-methoxy-, Benzeneacetic acid, .alpha.,4-dihydroxy-3-methoxy-, (+/-)-VANILMANDELIC ACID, 3-Methoxy-4-hydroxymandelate, 3-Methoxy-4-hydroxyphenylhydroxyacetic acid, Vanillylmandelic acid; VMA, 4'-Hydroxy-3'-methoxymandelic acid, UNII-0DQI268449, EINECS 200-224-0, Adrenaline Impurity 13, (y)-Vanillylmandelic acid, (?)-Vanillylmandelic acid, Lopac0_000602, Oprea1_553862, MLS002153465, SCHEMBL134326, (.+/-.)-Vanilmandelic acid, 2-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)acetic acid, GTPL6645, orb1310448, orb3141112, VANILMANDELIC ACID [MI], CHEMBL1256396, SCHEMBL10085823, Vanillylmandelic acid (Standard), HMS2235H06, HMS3261J06, HMS3371D20, DL-4-Hydroxy-3-methoxymandelicacid, Tox21_500602, SBB017532, STL558222, 4-hydroxy-3-methoxyphenylglycolic acid, AKOS015851906, MSK70002-100M, CCG-204691, EBC-616794, FH24236, HY-113121R, LP00602, MSK70002-1000M, SDCCGSBI-0050584.P002, NCGC00015492-02, NCGC00015492-03, NCGC00015492-04, NCGC00015492-05, NCGC00015492-07, NCGC00093978-01, NCGC00093978-02, NCGC00093978-03, NCGC00261287-01, a,4-Dihydroxy-3-methoxybenzeneacetic acid, AS-62192, SMR001230822, ST088606, SY234829, DB-071947, DB-349286, HY-113121, CS-0059631, EU-0100602, H0268, NS00015078, S6613, ( inverted question mark)-Vanillylmandelic acid, C05584, D90829, H 0131, (+/-)-3-METHOXY-4-HYDROXYMANDELIC ACID, EN300-1868166, Hydroxy(4-hydroxy-3-methoxyphenyl)acetic acid #, dl-.alpha.,4-Dihydroxy-3-methoxyphenylacetic acid, F321935, Q901369, SR-01000075241, 2-(4-Hydroxy-3-methoxyphenyl)-2-hydroxyacetic acid, SR-01000075241-1, 2-(4'-Hydroxy-3'-methoxyphenyl) 2-hydroxyethanoic acid, DCD57880-FBEE-4ED4-A834-92387D266E8A, DL-4-Hydroxy-3-methoxymandelic acid, analytical standard, ( inverted question mark)-4-Hydroxy-3-methoxymandelic acid, DL-4-Hydroxy-3-methoxymandelic acid, >=98% (TLC), powder, DL-4-Hydroxy-3-methoxymandelic acid Solution in Methanol, 100ug/mL, DL-4-HYDROXY-3-METHOXYMANDELIC ACID (DL-VANILLYLMANDELIC ACID), DL-4-Hydroxy-3-methoxymandelic acid Solution in Methanol, 1000ug/mL
Theoretical properties:
molecular_formula: C9H10O5
molecular_weight: 198.17 g/mol
exact_mass: 198.05282342 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 3
heavy_atom_count: 14
topological_polar_surface_area: 87 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
solubility: Sparingly soluble in water
Descriptions:
pubchem: Vanillylmandelic acid is an aromatic ether that is the 3-O-methyl ether of 3,4-dihydroxymandelic acid. It has a role as a human metabolite. It is a member of phenols, an aromatic ether and a 2-hydroxy monocarboxylic acid. It is functionally related to a mandelic acid. It is a conjugate acid of a vanillylmandelate.
chebi: An aromatic ether that is the 3-<em>O</em>-methyl ether of 3,4-dihydroxymandelic acid.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Vanillylmandelic acid (VMA) is a chemical intermediate in the synthesis of artificial vanilla flavorings and is an end-stage metabolite of the catecholamines (epinephrine, and norepinephrine). It is produced via intermediary metabolites.