| Identification | Back Directory | [Name]
4-Hydroxy-3-methoxymandelic acid | [CAS]
55-10-7 | [Synonyms]
VMA
VANILMANDELIC ACID
VANILLOMANDELIC ACID
Vanilinmandelic Acid
Vanillinmandelic acid
VANILLYLMANDELIC ACID
DL-VANILLOMANDELIC ACID
VANILLYLMANDELIC ACID 99%
HYDROXYMETHOXYMANDELICACID
VMA, 98% (VANILLOMANDELIC ACID)
4-HYDROXY-3-METHOXYMANDELIC ACID
3-METHOXY-4-HYDROXY MANDELIC ACID
DL-4-HYDROXY-3-METHOXYMANDELIC ACID
DL-3-METHOXY-4-HYDROXYMANDELIC ACID
3-METHOXY-4-HYDROXYMANDELIC ACID 99%
4-Hydroxy-3-methoxymandelic acid,99%
4-hydroxy 3-methoxy mandelic acid(VMA)
HYDROXY-3-METHOXYMANDELIC ACID, D,L-4-
(+/-)-4-HYDROXY-3-METHOXYMANDELIC ACID
4-HYDROXY-3-METHOXYMANDELICACID,REAGENT
4-Hydroxy-3-MethoxyMandelic acid, 99% 1GR
α,4-Dihydroxy-3-methoxybenzeneacetic acid
alpha,4-dihydroxy-3-methoxy-benzeneaceticaci
ALPHA,4-DIHYDROXY-3-METHOXYBENZENEACETIC ACID
Benzeneacetic acid, .alpha.,4-dihydroxy-3-methoxy-
2-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetic acid
(2S)-2-hydroxy-2-(4-hydroxy-3-methoxy-phenyl)acetic acid
α,4-Dihydroxy-3-methoxybenzeneacetic acid, Vanillomandelic acid, Vanillylmandelic acid, Vanilmandelic acid, VMA | [EINECS(EC#)]
200-224-0 | [Molecular Formula]
C9H10O5 | [MDL Number]
MFCD00004235 | [MOL File]
55-10-7.mol | [Molecular Weight]
198.17 |
| Chemical Properties | Back Directory | [Appearance]
Off-White Solid | [Melting point ]
132-134 °C (dec.)(lit.)
| [Boiling point ]
255.48°C (rough estimate) | [density ]
1.2539 (rough estimate) | [FEMA ]
4660 | HYDROXY(4-HYDROXY-3-METHOXYPHENYL)ACETIC ACID | [refractive index ]
1.4570 (estimate) | [storage temp. ]
2-8°C
| [solubility ]
H2O: ~50 mg/mL
| [form ]
powder
| [pka]
3.42±0.10(Predicted) | [color ]
white to off-white
| [Water Solubility ]
freely soluble | [JECFA Number]
2020 | [Merck ]
14,9933 | [BRN ]
2213227 | [Major Application]
clinical testing | [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) | [InChIKey]
CGQCWMIAEPEHNQ-UHFFFAOYSA-N | [SMILES]
OC1=C(OC)C=C(C(O)C(O)=O)C=C1 | [LogP]
-0.212 (est) | [EPA Substance Registry System]
Benzeneacetic acid, .alpha.,4-dihydroxy-3-methoxy- (55-10-7) |
| Hazard Information | Back Directory | [Chemical Properties]
Off-White Solid | [Uses]
A metabolite of catecholamines. | [Definition]
ChEBI: An aromatic ether that is the 3-O-methyl ether of 3,4-dihydroxymandelic acid. | [Biochem/physiol Actions]
Epinephrine and norepineprine metabolite. | [in vivo]
Vanillylmandelic acid (intra-arterial injection over 1 min; 1, 10 and 100 mg/kg; the 60 min-observation period) produces a significant difference between vanillylmandelic acid groups and controls. Vanillylmandelic acid decreases the heart rate by 17.5%, 17.9% and 18.9% after 1, 10 and 100 mg/kg, respectively. Mean blood pressure is decreased by 13.5% in control animals as compared to 37%, 23% and 26% after 1, 10 and 100 mg/kg, respectively, in wistar rats[1]. | [IC 50]
Human Endogenous Metabolite; Microbial Metabolite |
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