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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=C(O)C=CC(CCO)=C1

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
Protective effect of simple phenols from extravirgin olive oil against lipid peroxidation in intestinal Caco-2 cells.
2010-10
Antioxidant activities of hydroxytyrosol main metabolites do not contribute to beneficial health effects after olive oil ingestion.
2010-09
New insights into honey bee (Apis mellifera) pheromone communication. Is the queen mandibular pheromone alone in colony regulation?
2010-06-18
Involvement of ERK, Akt and JNK signalling in H2O2-induced cell injury and protection by hydroxytyrosol and its metabolite homovanillic alcohol.
2010-06
Simultaneous quantification of oleuropein and its metabolites in rat plasma by liquid chromatography electrospray ionization tandem mass spectrometry.
2010-05
Human absorption of a supplement containing purified hydroxytyrosol, a natural antioxidant from olive oil, and evidence for its transient association with low-density lipoproteins.
2010-04
Chemical constituents of Dracocephalum forrestii.
2009-12
Dopamine receptor activation by honey bee queen pheromone.
2009-07-28
Olive oil phenolic compounds inhibit homocysteine-induced endothelial cell adhesion regardless of their different antioxidant activity.
2009-05-13
Detection and quantification of phenolic compounds in olive oil by high resolution 1H nuclear magnetic resonance spectroscopy.
2009-02-09
Convenient synthesis of hydroxytyrosol and its lipophilic derivatives from tyrosol or homovanillyl alcohol.
2008-10-08
Protective effect of hydroxytyrosol and its metabolite homovanillic alcohol on H(2)O(2) induced lipid peroxidation in renal tubular epithelial cells.
2008-09
Inhibition of platelet aggregation by olive oil phenols via cAMP-phosphodiesterase.
2008-05
Naturally occurring phenylethanoid glycosides: potential leads for new therapeutics.
2008
Effects of insemination quantity on honey bee queen physiology.
2007-10-03
New insights into controversies on the antioxidant potential of the olive oil antioxidant hydroxytyrosol.
2007-09-05
Queen pheromone blocks aversive learning in young worker bees.
2007-07-20
The olive oil antioxidant hydroxytyrosol efficiently protects against the oxidative stress-induced impairment of the NObullet response of isolated rat aorta.
2007-04
Hydroxytyrosol lipophilic analogues: enzymatic synthesis, radical scavenging activity and DNA oxidative damage protection.
2007-04
Understanding the logics of pheromone processing in the honeybee brain: from labeled-lines to across-fiber patterns.
2007
Inhibitory effects of Zingiber officinale Roscoe derived components on aldose reductase activity in vitro and in vivo.
2006-09-06
Minor components of olive oil modulate proatherogenic adhesion molecules involved in endothelial activation.
2006-05-03
Daily consumption of a high-phenol extra-virgin olive oil reduces oxidative DNA damage in postmenopausal women.
2006-04
Antagonism between olive oil phenolics and nitric oxide on lymphomonocyte cytosolic calcium.
2005-12
Colorimetric evaluation of phenolic content and GC-MS characterization of phenolic composition of alimentary and cosmetic argan oil and press cake.
2005-11-16
Antioxidant and anti-atherogenic activities of olive oil phenolics.
2005-01
Low-molecular-weight components of olive oil mill waste-waters.
2004-06-19
Structural characterization of the metabolites of hydroxytyrosol, the principal phenolic component in olive oil, in rats.
2002-04-10
Urinary excretion of olive oil phenols and their metabolites in humans.
2001-12
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:56:40 GMT 2025
Edited
by admin
on Mon Mar 31 19:56:40 GMT 2025
Record UNII
9A7EE8MS6A
Record Status Validated (UNII)
Record Version
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Name Type Language
MOPET
Preferred Name English
HOMOVANILLYL ALCOHOL
Systematic 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 Mon Mar 31 19:56:40 GMT 2025 , Edited by admin on Mon Mar 31 19:56:40 GMT 2025
PRIMARY
WIKIPEDIA
HOMOVANILLYL ALCOHOL
Created by admin on Mon Mar 31 19:56:40 GMT 2025 , Edited by admin on Mon Mar 31 19:56:40 GMT 2025
PRIMARY
EPA CompTox
DTXSID40178494
Created by admin on Mon Mar 31 19:56:40 GMT 2025 , Edited by admin on Mon Mar 31 19:56:40 GMT 2025
PRIMARY
FDA UNII
9A7EE8MS6A
Created by admin on Mon Mar 31 19:56:40 GMT 2025 , Edited by admin on Mon Mar 31 19:56:40 GMT 2025
PRIMARY
CAS
2380-78-1
Created by admin on Mon Mar 31 19:56:40 GMT 2025 , Edited by admin on Mon Mar 31 19:56:40 GMT 2025
PRIMARY
ECHA (EC/EINECS)
219-175-1
Created by admin on Mon Mar 31 19:56:40 GMT 2025 , Edited by admin on Mon Mar 31 19:56:40 GMT 2025
PRIMARY