3-メトキシ-4-ヒドロキシフェニルエタノール
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2014/03/19 16:03:18」(JST)
[Wiki en表示]
Homovanillyl alcohol[1] |
|
IUPAC name
4-(2-Hydroxyethyl)-2-methoxyphenol
|
Other names
Homovanillic alcohol; MOPET; 3-Methoxy-4-hydroxyphenylethanol; 3-Methoxy-4-hydroxyphenethyl alcohol; 4-Hydroxy-3-methoxyphenethanol, 4-Hydroxy-3-methoxyphenethyl alcohol
|
Identifiers |
CAS number |
2380-78-1 Y |
PubChem |
16928 |
ChemSpider |
16039 N |
Jmol-3D images |
Image 1 |
|
-
InChI=1S/C9H12O3/c1-12-9-6-7(4-5-10)2-3-8(9)11/h2-3,6,10-11H,4-5H2,1H3 N
Key: XHUBSJRBOQIZNI-UHFFFAOYSA-N N
InChI=1/C9H12O3/c1-12-9-6-7(4-5-10)2-3-8(9)11/h2-3,6,10-11H,4-5H2,1H3
Key: XHUBSJRBOQIZNI-UHFFFAOYAP
|
Properties |
Molecular formula |
C9H12O3 |
Molar mass |
168.19 g/mol |
Melting point |
40–42 °C |
Hazards |
R-phrases |
R36/37/38 |
S-phrases |
S26 S36 |
Flash point |
113 °C; 235 °F; 386 K |
N (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) |
Infobox references |
Homovanillyl alcohol is a metabolite of hydroxytyrosol, which in turn is a metabolite of the neurotransmitter dopamine.
See also[edit]
References[edit]
- ^ Homovanillyl alcohol at Sigma-Aldrich
Neurotransmitter metabolic intermediates
|
|
catecholamines |
Anabolism
(tyrosine→epinephrine) |
- Tyrosine → Levodopa → Dopamine → Norepinephrine → Epinephrine
|
|
Catabolism/
metabolites |
dopamine: |
- DOPAL
- DOPAC
- MOPET
- Hydroxytyrosol
- 3-Methoxytyramine
- Homovanillic acid
|
|
norepinephrine: |
- 3,4-Dihydroxymandelic acid
- Normetanephrine
- Vanillylmandelic acid
- 3-Methoxy-4-hydroxyphenylglycol
- Dihydroxyphenylethylene glycol
|
|
epinephrine: |
|
|
|
|
tryptophan→serotonin |
anabolism: |
|
|
catabolism: |
- 5-Hydroxyindoleacetic acid
|
|
|
serotonin→melatonin |
|
|
|
mt, k, c/g/r/p/y/i, f/h/s/l/o/e, a/u, n, m
|
k, cgrp/y/i, f/h/s/l/o/e, au, n, m, epon
|
m (A16/C10), i (k, c/g/r/p/y/i, f/h/s/o/e, a/u, n, m)
|
|
|
|
UpToDate Contents
全文を閲覧するには購読必要です。 To read the full text you will need to subscribe.
English Journal
- Naturally occurring phenylethanoid glycosides: potential leads for new therapeutics.
- Fu G1, Pang H, Wong YH.
- Current medicinal chemistry.Curr Med Chem.2008;15(25):2592-613.
- 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
- PMID 18855681
- Queen pheromone blocks aversive learning in young worker bees.
- Vergoz V1, Schreurs HA, Mercer AR.
- Science (New York, N.Y.).Science.2007 Jul 20;317(5836):384-6.
- Queen mandibular pheromone (QMP) has profound effects on dopamine signaling in the brain of young worker honey bees. As dopamine in insects has been strongly implicated in aversive learning, we examined QMP's impact on associative olfactory learning in bees. We found that QMP blocks aversive learnin
- PMID 17641204
- Antagonism between olive oil phenolics and nitric oxide on lymphomonocyte cytosolic calcium.
- Palmerini CA1, Carlini E, Saccardi C, Servili M, Montedoro G, Arienti G.
- Molecular and cellular biochemistry.Mol Cell Biochem.2005 Dec;280(1-2):181-4.
- Some biological actions of olive oil phenolics (inhibition of platelet aggregation, decrease of LDL-oxidation, inhibition of bacterial growth and hypertensive action) have been attributed to NOS stimulation in endothelial cells through an increase of cytosolic calcium, notwithstanding the scavenging
- PMID 16311921
Japanese Journal
- Anti-Platelet Aggregation Principles from the Bark of Fraxinus japonica BLUME
- 小平 治良,石川 正幸,菰田 泰夫,中嶋 暉躬
- Chemical & pharmaceutical bulletin 29(8), 2391-2393, 1981-08-25
- … The following active principles were identified : 3-methoxy-4-hydroxyphenylethanol (I) (which also exists in the animal body as a dopamine metabolite), p-hydroxyphenylethanol (II), 2,6-dimethoxy-p-benzoquinone (III), compounds (IV), (V), and esculetin. …
- NAID 110003633995
- Anti-platelet aggregation principles from the bark of Fraxinus japonica Blume.
- 小平 治良,石川 正幸,菰田 泰夫,中嶋 暉躬
- Chemical and Pharmaceutical Bulletin 29(8), 2391-2393, 1981
- … The following active principles were identified : 3-methoxy-4-hydroxyphenylethanol (I) (which also exists in the animal body as a dopamine metabolite), p-hydroxyphenylethanol (II), 2, 6-dimethoxy-p-benzoquinone (III), compounds (IV), (V), and esculetin. …
- NAID 130003769007
- Determination of Vanilmandelic Acid and Homovanillic Acid in Urine by Gas Chromatography
- 吉植 庄平,吉岡 正則,田村 善蔵
- Chemical & pharmaceutical bulletin 23(11), 3040-3041, 1975-11-25
- … Vanilmandelic acid and homovanillic acid in a small quantity of human urine were purified by adsorption on Amberlite XAD-4,added with 3-methoxy-4-hydroxyphenylethanol as an internal standard, and converted to trifluoroacetyl-hexafluoroisopropyl derivatives. …
- NAID 110003621805
Related Links
- 3-Methoxy-4-hydroxyphenylethanol information including symptoms, causes, diseases, symptoms, treatments, and other medical and health issues. ... Introduction: 3-Methoxy-4-hydroxyphenylethanol Description of 3-Methoxy-4 ...
- "3-Methoxy-4-hydroxyphenylethanol" is a descriptor in the National Library of Medicine's controlled vocabulary thesaurus, MeSH (Medical Subject Headings). ... This graph shows the total number of publications written about "3 ...
Related Pictures
★リンクテーブル★
[★]
- 英
- 3-methoxy-4-hydroxyphenylethanol