148830
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:
Molecular Weight:
168.19
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
219-175-1
MDL number:
Assay:
99%
Form:
solid
InChI key
XHUBSJRBOQIZNI-UHFFFAOYSA-N
InChI
1S/C9H12O3/c1-12-9-6-7(4-5-10)2-3-8(9)11/h2-3,6,10-11H,4-5H2,1H3
SMILES string
COc1cc(CCO)ccc1O
assay
99%
form
solid
mp
40-42 °C (lit.)
functional group
hydroxyl
Quality Level
Related Categories
General description
Homovanillyl alcohol is a key component of Queen mandibular pheromone.
Application
Homovanillyl alcohol was used in the preparation of galactosides.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
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
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D J Edwards et al.
Biochemical pharmacology, 34(8), 1255-1263 (1985-04-15)
The effects in rats of intraventricular injections of 6-hydroxydopamine (6-OHDA) on the urinary excretion 1-3 weeks later of 3-methoxy-4-hydroxyphenethylene glycol (MHPG), 3,4-dihydroxyphenethanol (DHPE), 3-methoxy-4-hydroxyphenethanol (MHPE), p-hydroxyphenylglycol (pHPG), homovanillic acid (HVA) and 3,4-dihydroxyphenylacetic acid (DOPAC) were examined. The excretion of MHPG
Kyle T Beggs et al.
Current biology : CB, 19(14), 1206-1209 (2009-06-16)
Queen mandibular pheromone (QMP) is produced by honey bee queens and used to regulate the behavior and physiology of their nestmates. QMP has recently been shown to block aversive learning in young worker bees, an effect that can be mimicked
Effects of amphetamine and amfonelic acid on the disposition of striatal newly synthesized dopamine.
H H Miller et al.
European journal of pharmacology, 78(1), 33-44 (1982-02-19)
A comparison of the in vivo biochemical actions of the psychotomimetic central stimulants, d-amphetamine (d-AMPH) and amfonelic acid (AFA), on the metabolism of rat striatal newly synthesized [3H]dopamine (DA) was made by pulse labeling with [3H]tyrosine. No evidence for the
Guangmiao Fu et al.
Current medicinal chemistry, 15(25), 2592-2613 (2008-10-16)
Natural products have long been regarded as excellent sources for drug discovery given their structure diversity and wide variety of biological activities. Phenylethanoid glycosides are naturally occurring compounds of plant origin and are structurally characterized with a hydroxyphenylethyl moiety to
The dopaminergic innervation of the intermediate lobe and of the neural lobe of the pituitary gland.
M Holzbauer et al.
Medical biology, 63(3), 97-116 (1985-01-01)
The intermediate and the neural lobe of the pituitary gland are innervated by two, virtually independent, groups of dopaminergic neurons which, until recently, were considered as a uniform system and referred to as the "tubero-hypophyseal dopamine system". Some aspects of
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