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148830

Sigma-Aldrich

Homovanillyl alcohol

99%

Synonym(s):

4-Hydroxy-3-methoxyphenethanol, 4-Hydroxy-3-methoxyphenethyl alcohol

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About This Item

Linear Formula:
HOC6H3(OCH3)CH2CH2OH
CAS Number:
2380-78-1
Molecular Weight:
168.19
EC Number:
219-175-1
MDL number:
MFCD00002903
UNSPSC Code:
12352100
PubChem Substance ID:
24848920
NACRES:
NA.22

Quality Level

100

assay

99%

form

solid

mp

40-42 °C (lit.)

SMILES string

COc1cc(CCO)ccc1O

InChI

1S/C9H12O3/c1-12-9-6-7(4-5-10)2-3-8(9)11/h2-3,6,10-11H,4-5H2,1H3

InChI key

XHUBSJRBOQIZNI-UHFFFAOYSA-N

Related Categories

General description

Homovanillyl alcohol is a key component of Queen mandibular pheromone.

Application

Homovanillyl alcohol was used in the preparation of galactosides.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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M Phillippe et al.
American journal of obstetrics and gynecology, 143(7), 782-787 (1982-08-01)
Previous investigation has demonstrated biologically significant concentrations of catecholamines in amniotic fluid, which increase with gestation. The half life, metabolic clearance rate, and metabolic fate of these hormones in the amniotic compartment are yet to be established. This study was
K Racké et al.
Journal of neurochemistry, 46(3), 745-752 (1986-03-01)
Isolated rat neurointermediate lobes were incubated in vitro. The release of 3,4-dihydroxyphenylethylamine (dopamine, DA), dihydroxyphenylacetic acid (DOPAC), homovanillic acid (HVA), and methoxyphenylethanol (MOPET) was determined by HPLC with electrochemical detection. Under resting conditions, the outflow of metabolites was 35-50 times
D F Sharman et al.
Comparative biochemistry and physiology. C, Comparative pharmacology and toxicology, 75(2), 217-222 (1983-01-01)
Following the i.v. administration of 3,4-dihydroxyphenylethylamine (dopamine) to sheep, 3,4-dihydroxyphenylethanol and 3,4-dihydroxyphenylacetic acid rapidly appeared in the blood. 3,4-Dihydroxyphenylethanol can be formed from dopamine by blood plasma of ruminants in vitro. It is suggested that this plasma enzyme system might
Effects of L-DOPA on the excretion of alcoholic metabolites of catecholamines and trace amines in rat and human urine.
D J Edwards et al.
Biochemical medicine, 25(2), 135-148 (1981-04-01)
K Fukuhara et al.
Journal of neuroendocrinology, 8(1), 65-72 (1996-01-01)
We compared sympathoadrenal responses to intermittent cold (SART) stress (in which cold exposure is interrupted by 4-hourly intervals daily at room temperature) with those to continuous cold (-3 degrees C) stress. Plasma levels of dihydroxyphenylalanine (DOPA), catecholamines and their metabolites
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