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Details

Stereochemistry ACHIRAL
Molecular Formula C9H12O3
Molecular Weight 168.1898
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HOMOVANILLYL ALCOHOL

SMILES

COC1=CC(CCO)=CC=C1O

InChI

InChIKey=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

HIDE SMILES / InChI

Molecular Formula C9H12O3
Molecular Weight 168.1898
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Urinary excretion of olive oil phenols and their metabolites in humans.
2001 Dec
Structural characterization of the metabolites of hydroxytyrosol, the principal phenolic component in olive oil, in rats.
2002 Apr 10
Low-molecular-weight components of olive oil mill waste-waters.
2004 May-Jun
Antagonism between olive oil phenolics and nitric oxide on lymphomonocyte cytosolic calcium.
2005 Dec
Antioxidant and anti-atherogenic activities of olive oil phenolics.
2005 Jan
Colorimetric evaluation of phenolic content and GC-MS characterization of phenolic composition of alimentary and cosmetic argan oil and press cake.
2005 Nov 16
Daily consumption of a high-phenol extra-virgin olive oil reduces oxidative DNA damage in postmenopausal women.
2006 Apr
Minor components of olive oil modulate proatherogenic adhesion molecules involved in endothelial activation.
2006 May 3
Inhibitory effects of Zingiber officinale Roscoe derived components on aldose reductase activity in vitro and in vivo.
2006 Sep 6
Understanding the logics of pheromone processing in the honeybee brain: from labeled-lines to across-fiber patterns.
2007
The olive oil antioxidant hydroxytyrosol efficiently protects against the oxidative stress-induced impairment of the NObullet response of isolated rat aorta.
2007 Apr
Hydroxytyrosol lipophilic analogues: enzymatic synthesis, radical scavenging activity and DNA oxidative damage protection.
2007 Apr
Queen pheromone blocks aversive learning in young worker bees.
2007 Jul 20
Effects of insemination quantity on honey bee queen physiology.
2007 Oct 3
New insights into controversies on the antioxidant potential of the olive oil antioxidant hydroxytyrosol.
2007 Sep 5
Naturally occurring phenylethanoid glycosides: potential leads for new therapeutics.
2008
Inhibition of platelet aggregation by olive oil phenols via cAMP-phosphodiesterase.
2008 May
Convenient synthesis of hydroxytyrosol and its lipophilic derivatives from tyrosol or homovanillyl alcohol.
2008 Oct 8
Protective effect of hydroxytyrosol and its metabolite homovanillic alcohol on H(2)O(2) induced lipid peroxidation in renal tubular epithelial cells.
2008 Sep
Chemical constituents of Dracocephalum forrestii.
2009 Dec
Detection and quantification of phenolic compounds in olive oil by high resolution 1H nuclear magnetic resonance spectroscopy.
2009 Feb 9
Dopamine receptor activation by honey bee queen pheromone.
2009 Jul 28
Olive oil phenolic compounds inhibit homocysteine-induced endothelial cell adhesion regardless of their different antioxidant activity.
2009 May 13
Human absorption of a supplement containing purified hydroxytyrosol, a natural antioxidant from olive oil, and evidence for its transient association with low-density lipoproteins.
2010 Apr
Involvement of ERK, Akt and JNK signalling in H2O2-induced cell injury and protection by hydroxytyrosol and its metabolite homovanillic alcohol.
2010 Jun
New insights into honey bee (Apis mellifera) pheromone communication. Is the queen mandibular pheromone alone in colony regulation?
2010 Jun 18
Simultaneous quantification of oleuropein and its metabolites in rat plasma by liquid chromatography electrospray ionization tandem mass spectrometry.
2010 May
Protective effect of simple phenols from extravirgin olive oil against lipid peroxidation in intestinal Caco-2 cells.
2010 Oct
Antioxidant activities of hydroxytyrosol main metabolites do not contribute to beneficial health effects after olive oil ingestion.
2010 Sep
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:46:43 GMT 2023
Edited
by admin
on Fri Dec 15 19:46:43 GMT 2023
Record UNII
9A7EE8MS6A
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
HOMOVANILLYL ALCOHOL
Systematic Name English
MOPET
Common Name English
3-METHOXY-4-HYDROXYPHENYLETHANOL
Systematic Name English
4-(2-HYDROXYETHYL)-2-METHOXYPHENOL
Systematic Name English
Code System Code Type Description
PUBCHEM
16928
Created by admin on Fri Dec 15 19:46:43 GMT 2023 , Edited by admin on Fri Dec 15 19:46:43 GMT 2023
PRIMARY
WIKIPEDIA
HOMOVANILLYL ALCOHOL
Created by admin on Fri Dec 15 19:46:43 GMT 2023 , Edited by admin on Fri Dec 15 19:46:43 GMT 2023
PRIMARY
EPA CompTox
DTXSID40178494
Created by admin on Fri Dec 15 19:46:43 GMT 2023 , Edited by admin on Fri Dec 15 19:46:43 GMT 2023
PRIMARY
FDA UNII
9A7EE8MS6A
Created by admin on Fri Dec 15 19:46:43 GMT 2023 , Edited by admin on Fri Dec 15 19:46:43 GMT 2023
PRIMARY
CAS
2380-78-1
Created by admin on Fri Dec 15 19:46:43 GMT 2023 , Edited by admin on Fri Dec 15 19:46:43 GMT 2023
PRIMARY
ECHA (EC/EINECS)
219-175-1
Created by admin on Fri Dec 15 19:46:43 GMT 2023 , Edited by admin on Fri Dec 15 19:46:43 GMT 2023
PRIMARY