U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C7H8O2
Molecular Weight 124.1372
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 4-HYDROXYBENZYL ALCOHOL

SMILES

OCC1=CC=C(O)C=C1

InChI

InChIKey=BVJSUAQZOZWCKN-UHFFFAOYSA-N
InChI=1S/C7H8O2/c8-5-6-1-3-7(9)4-2-6/h1-4,8-9H,5H2

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
p-Hydroxybenzyl alcohol attenuates learning deficits in the inhibitory avoidance task: involvement of serotonergic and dopaminergic systems.
1996
Effects of Gastrodia elata and its active constituents on scopolamine-induced amnesia in rats.
1996 Aug
Gastrodin and p-hydroxybenzyl alcohol facilitate memory consolidation and retrieval, but not acquisition, on the passive avoidance task in rats.
1997 Mar
Substituent effects on carbocation stability: the pK(R) for p-quinone methide.
2003 Jul 23
4-Hydroxybenzyl alcohol accumulates in flowers and developing fruits of carrot and inhibits seed formation.
2003 Jun
[Chemical constituents from the rhizoma of Arundina graminifolia].
2004 Feb
Chemical constituents of the rhizomes of Coeloglossum viride var. bracteatum.
2004 Mar
Metabolism of gallic acid and catechin by Lactobacillus hilgardii from wine.
2004 Oct 20
Bioactivation of 4-methylphenol (p-cresol) via cytochrome P450-mediated aromatic oxidation in human liver microsomes.
2005 Dec
New phenolic glycosides from the seeds of Cucurbita moschata.
2005 Feb
Gastrodia elata blume and an active component, p-hydroxybenzyl alcohol reduce focal ischemic brain injury through antioxidant related gene expressions.
2005 Jun
In vitro metabolism of nitric oxide-donating aspirin: the effect of positional isomerism.
2005 Mar
Colorimetric evaluation of phenolic content and GC-MS characterization of phenolic composition of alimentary and cosmetic argan oil and press cake.
2005 Nov 16
A new citryl glycoside from Gastrodia elata and its inhibitory activity on GABA transaminase.
2006 Dec
Chemical fingerprint analysis of rhizomes of Gymnadenia conopsea by HPLC-DAD-MSn.
2006 Dec 5
Anxiolytic-like effects of Gastrodia elata and its phenolic constituents in mice.
2006 Feb
[The production of gastrodin through biotransformation of p-hydroxybenzaldehyde by cell suspension culture of Datura stramonium].
2006 Oct
Anti-inflammatory action of phenolic compounds from Gastrodia elata root.
2006 Oct
[Production of gastrodin through biotransformation of p-hydroxybenzaldehyde by cell suspension cultures of Datura tatula L].
2006 Sep
[Evaluation of the quality of Gastrodia elata Bl. by HPLC-DAD/MS].
2007 Apr
Phenolic constituents from the rhizomes of Gastrodia elata.
2007 Feb
Development and validation of an RP-HPLC method for quantitative determination of vanillin and related phenolic compounds in Vanilla planifolia.
2007 Jan
Inhibitory effect of p-hydroxybenzyl alcohol on tyrosinase activity and melanogenesis.
2007 Jun
Host plant-dependent metabolism of 4-hydroxybenzylglucosinolate in Pieris rapae: substrate specificity and effects of genetic modification and plant nitrile hydratase.
2007 Nov
Vanillin, 4-hydroxybenzyl aldehyde and 4-hydroxybenzyl alcohol prevent hippocampal CA1 cell death following global ischemia.
2007 Nov 21
[Studies on chemical constituents from root of Cynanchum atratum].
2007 Sep
Anti-angiogenic, anti-inflammatory and anti-nociceptive activity of 4-hydroxybenzyl alcohol.
2007 Sep
Studies on the antioxidant activities of natural vanilla extract and its constituent compounds through in vitro models.
2007 Sep 19
Biotransformation and pharmacokinetics of 4-(3,4-dihydroxybenzoyloxymethyl)phenyl-O-beta-D-glucopyranoside, an antioxidant isolated from Origanum vulgare.
2008 Apr 23
Bazedoxifene for the prevention of postmenopausal osteoporosis.
2008 Dec
Effect of borneol on the distribution of gastrodin to the brain in mice via oral administration.
2008 Feb
Distribution and metabolism of gastrodin in rat brain.
2008 Jan 22
The photo-Favorskii reaction of p-hydroxyphenacyl compounds is initiated by water-assisted, adiabatic extrusion of a triplet biradical.
2008 Mar 19
[Brain targeting of gastrodin nasal in situ gel].
2008 May
Engineering and Applications of fungal laccases for organic synthesis.
2008 Nov 20
Pharmacokinetics of gastrodin and its metabolite p-hydroxybenzyl alcohol in rat blood, brain and bile by microdialysis coupled to LC-MS/MS.
2008 Nov 4
Determination and pharmacokinetics of gastrodin and p-hydroxybenzylalcohol after oral administration of Gastrodia elata Bl. extract in rats by high-performance liquid chromatography-electrospray ionization mass spectrometric method.
2008 Oct
Microfluidic synthesis and catalytic application of PVP-stabilized, approximately 1 nm gold clusters.
2008 Oct 21
Metabolites from endophytic fungus S20 of Cephalotaxus hainanensis.
2009 Aug
The hunt for natural skin whitening agents.
2009 Dec 10
A cascade biodegradable polymer based on alternating cyclization and elimination reactions.
2009 Dec 30
A fragile metabolic network adapted for cooperation in the symbiotic bacterium Buchnera aphidicola.
2009 Feb 21
Experimental stroke protection induced by 4-hydroxybenzyl alcohol is cancelled by bacitracin.
2009 Jun
[Simultaneous determination of four components in Gastrodia elata by RP-HPLC].
2009 Nov
Biosynthesis of vanillin via ferulic acid in Vanilla planifolia.
2009 Nov 11
Formaldehyde in the indoor environment.
2010 Apr 14
Structure-toxicity relationship of phenolic analogs as anti-melanoma agents: an enzyme directed prodrug approach.
2010 Feb 12
Neuroprotective effect of 4-hydroxybenzyl alcohol against transient focal cerebral ischemia via anti-apoptosis in rats.
2010 Jan 13
Supercritical fluid chromatography of myrosinase reaction products in ground yellow mustard seed oil.
2010 May
Genetic transformation of lignin degrading fungi facilitated by Agrobacterium tumefaciens.
2010 Sep 14
Patents
Name Type Language
4-HYDROXYBENZYL ALCOHOL
FHFI  
Systematic Name English
(4-HYDROXYPHENYL)METHANOL
Systematic Name English
4-HYDROXYBENZYL ALCOHOL [FHFI]
Common Name English
HYDROXYBENZYL ALCOHOL
INCI  
INCI  
Official Name English
NSC-227926
Code English
HYDROXYBENZYL ALCOHOL [INCI]
Common Name English
BENZENEMETHANOL, 4-HYDROXY-
Systematic Name English
.ALPHA.-HYDROXY-P-CRESOL
Common Name English
GASTRODIGENIN
Brand Name English
4-(HYDROXYMETHYL)PHENOL
Systematic Name English
4-METHYLOLPHENOL
Systematic Name English
FEMA NO. 3987
Code English
4-HYDROXYBENZENEMETHANOL
Systematic Name English
Classification Tree Code System Code
JECFA EVALUATION 4-HYDROXYBENZYL ALCOHOL
Created by admin on Fri Dec 15 18:40:44 GMT 2023 , Edited by admin on Fri Dec 15 18:40:44 GMT 2023
Code System Code Type Description
JECFA MONOGRAPH
888
Created by admin on Fri Dec 15 18:40:44 GMT 2023 , Edited by admin on Fri Dec 15 18:40:44 GMT 2023
PRIMARY
FDA UNII
1A3AH1FP1B
Created by admin on Fri Dec 15 18:40:44 GMT 2023 , Edited by admin on Fri Dec 15 18:40:44 GMT 2023
PRIMARY
CHEBI
67410
Created by admin on Fri Dec 15 18:40:44 GMT 2023 , Edited by admin on Fri Dec 15 18:40:44 GMT 2023
PRIMARY
PUBCHEM
125
Created by admin on Fri Dec 15 18:40:44 GMT 2023 , Edited by admin on Fri Dec 15 18:40:44 GMT 2023
PRIMARY
EPA CompTox
DTXSID8073920
Created by admin on Fri Dec 15 18:40:44 GMT 2023 , Edited by admin on Fri Dec 15 18:40:44 GMT 2023
PRIMARY
MESH
C018966
Created by admin on Fri Dec 15 18:40:44 GMT 2023 , Edited by admin on Fri Dec 15 18:40:44 GMT 2023
PRIMARY
ECHA (EC/EINECS)
210-768-0
Created by admin on Fri Dec 15 18:40:44 GMT 2023 , Edited by admin on Fri Dec 15 18:40:44 GMT 2023
PRIMARY
NSC
227926
Created by admin on Fri Dec 15 18:40:44 GMT 2023 , Edited by admin on Fri Dec 15 18:40:44 GMT 2023
PRIMARY
WIKIPEDIA
GASTRODIGENIN
Created by admin on Fri Dec 15 18:40:44 GMT 2023 , Edited by admin on Fri Dec 15 18:40:44 GMT 2023
PRIMARY
RXCUI
2045942
Created by admin on Fri Dec 15 18:40:44 GMT 2023 , Edited by admin on Fri Dec 15 18:40:44 GMT 2023
PRIMARY
CAS
623-05-2
Created by admin on Fri Dec 15 18:40:44 GMT 2023 , Edited by admin on Fri Dec 15 18:40:44 GMT 2023
PRIMARY