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Details

Stereochemistry ACHIRAL
Molecular Formula C8H8O3
Molecular Weight 152.1473
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ISOVANILLIN

SMILES

COC1=C(O)C=C(C=O)C=C1

InChI

InChIKey=JVTZFYYHCGSXJV-UHFFFAOYSA-N
InChI=1S/C8H8O3/c1-11-8-3-2-6(5-9)4-7(8)10/h2-5,10H,1H3

HIDE SMILES / InChI

Molecular Formula C8H8O3
Molecular Weight 152.1473
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
[Chemical constituents of rhizomes of Zingiber officinale].
2010-03
Poly[[di-μ-aqua-(μ-4-formyl-2-meth-oxy-phenol-ato)disodium] 4-formyl-2-meth-oxy-phenolate].
2010-01-13
Transport and metabolism of the antitumour drug candidate 2'-benzoyloxycinnamaldehyde in Caco-2 cells.
2009-12
In vitro study of antibacterial activity on multi-resistant bacteria and chemical composition of the chloroform extract of endemic Centaurea drabifolia subsp. cappadocica.
2009-09
[Chemical constituents from herb of Solanum lyratum].
2009-07
[Chemical constituents from acetyl acetate extract fraction of Incarvillea delavayi].
2009-07
[Studies on chemical constituents in fruit of Alpinia oxyphylla].
2009-04
[Studies on chemical constituents of roots of Linum usitatissimum].
2009-03
[Studies on the chemical constituents of Phellodendron chinense].
2009-02
[Analysis of chemical constituents of the volatile oil from flowers of Oyster Rhoeo by GC/MS].
2009-01
Allelochemicals and activities in a replanted Chinese fir (Cunninghamia lanceolata (Lamb.) Hook) tree ecosystem.
2008-12-24
Naphthylphenstatins as tubulin ligands: synthesis and biological evaluation.
2008-10-01
Synthesis of santiagonamine.
2007-08-16
[Chemical constituents from root barks of Periploca sepium].
2007-07
Stereocontrolled synthesis of (-)-galanthamine.
2007-05-10
Contribution of aldehyde oxidizing enzymes on the metabolism of 3,4-dimethoxy-2-phenylethylamine to 3,4-dimethoxyphenylacetic acid by guinea pig liver slices.
2006
Phenylacetaldehyde oxidation by freshly prepared and cryopreserved guinea pig liver slices: the role of aldehyde oxidase.
2005-07-23
Biotransformation of benzaldehyde-type and acetophenone-type derivatives by Pharbitis nil hairy roots.
2005-04
Synthesis of the beta-hydroxydopa-gamma-hydroxy-delta-sulfinylnorvaline component of ustiloxins A and B.
2005-03-07
Metabolism of isovanillin by aldehyde oxidase, xanthine oxidase, aldehyde dehydrogenase and liver slices.
2005-03
Further naphthylcombretastatins. An investigation on the role of the naphthalene moiety.
2005-01-27
Metabolism of 2-phenylethylamine to phenylacetic acid, via the intermediate phenylacetaldehyde, by freshly prepared and cryopreserved guinea pig liver slices.
2005-01-14
Metabolism of homovanillamine to homovanillic acid in guinea pig liver slices.
2005
Enzymatic oxidation of vanillin, isovanillin and protocatechuic aldehyde with freshly prepared Guinea pig liver slices.
2005
Contribution of aldehyde oxidase, xanthine oxidase, and aldehyde dehydrogenase on the oxidation of aromatic aldehydes.
2004-10
A benzenoid from the stem of Acanthopanax senticosus.
2004-09
Metabolism of 2-phenylethylamine and phenylacetaldehyde by precision-cut guinea pig fresh liver slices.
2004-07-03
Enzymatic oxidation of phthalazine with guinea pig liver aldehyde oxidase and liver slices: inhibition by isovanillin.
2004
(Z)-2-(3-hydroxy-4-methoxybenzylidene)-1-azabicyclo[2.2.2]octan-3-one.
2003-11
Xanthine oxidase-catalyzed metabolism of 2-nitrofluorene, a carcinogenic air pollutant, in rat skin.
2003-04
A simple synthesis of 7,4'-dihydroxy-6-methoxyisoflavone, glycitein, the third soybean isoflavone.
2003-01
Antioxidant and free-radical scavenging activity of constituents of the leaves of Tachigalia paniculata.
2002-11
Novel syntheses of cis and trans isomers of combretastatin A-4.
2001-11-30
Pharmacokinetics of the novel, high-affinity and selective dopamine D3 receptor antagonist SB-277011 in rat, dog and monkey: in vitro/in vivo correlation and the role of aldehyde oxidase.
2001-09-25
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:30:46 GMT 2025
Edited
by admin
on Mon Mar 31 22:30:46 GMT 2025
Record UNII
4A9N90H9X6
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ISOVANILLIN
Systematic Name English
NSC-82996
Preferred Name English
4-METHOXY-3-HYDROXYBENZALDEHYDE
Systematic Name English
3-HYDROXY-P-ANISALDEHYDE
Common Name English
5-FORMYL-2-METHOXYPHENOL
Systematic Name English
3-HYDROXY-4-METHOXYBENZALDEHYDE
Systematic Name English
3-HYDROXY-4-ANISALDEHYDE
Systematic Name English
ISOVANILLIC ALDEHYDE
Common Name English
5-FORMYLGUAIACOL
Systematic Name English
Code System Code Type Description
FDA UNII
4A9N90H9X6
Created by admin on Mon Mar 31 22:30:46 GMT 2025 , Edited by admin on Mon Mar 31 22:30:46 GMT 2025
PRIMARY
EPA CompTox
DTXSID7049423
Created by admin on Mon Mar 31 22:30:46 GMT 2025 , Edited by admin on Mon Mar 31 22:30:46 GMT 2025
PRIMARY
NSC
82996
Created by admin on Mon Mar 31 22:30:46 GMT 2025 , Edited by admin on Mon Mar 31 22:30:46 GMT 2025
PRIMARY
ECHA (EC/EINECS)
210-694-9
Created by admin on Mon Mar 31 22:30:46 GMT 2025 , Edited by admin on Mon Mar 31 22:30:46 GMT 2025
PRIMARY
CAS
621-59-0
Created by admin on Mon Mar 31 22:30:46 GMT 2025 , Edited by admin on Mon Mar 31 22:30:46 GMT 2025
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PUBCHEM
12127
Created by admin on Mon Mar 31 22:30:46 GMT 2025 , Edited by admin on Mon Mar 31 22:30:46 GMT 2025
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SMS_ID
300000054385
Created by admin on Mon Mar 31 22:30:46 GMT 2025 , Edited by admin on Mon Mar 31 22:30:46 GMT 2025
PRIMARY
WIKIPEDIA
ISOVANILLIN
Created by admin on Mon Mar 31 22:30:46 GMT 2025 , Edited by admin on Mon Mar 31 22:30:46 GMT 2025
PRIMARY