isovanillin

p-anisaldehyde, 3-hydroxy-

CAS: 621-59-0 C8 H8 O3 MW: 152.14936000

Identification

Nameisovanillin
CAS Number621-59-0
EINECS210-694-9
FDA UNII4A9N90H9X6
Molecular FormulaC8 H8 O3
Molecular Weight152.14936000
MDL NumberMFCD00003369
Nikkaji NumberJ57.879G
Beilstein1073021
XlogP31.00 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 114.00 °C. @ 760.00 mm Hg
Boiling Point 308.00 to 309.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure 0.000384 mmHg @ 25.00 °C. (est)
Flash Point 248.00 °F. TCC ( 119.90 °C. ) (est)
logP (o/w) 0.970
Soluble in alcohol
Insoluble in water

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityintraperitoneal-rat LD50 1276 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for isovanillin usage levels up tonot for fragrance use.
Recommendation for isovanillin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

rue wild rue

Synonyms

p- anisaldehyde, 3-hydroxy- 5- formyl guaiacol 5- formylguaiacol 3- hydroxy-4-methoxybenzaldehyde 3- hydroxy-p-anisaldehyde 3- hydroxy-para-anisaldehyde Google Patents: Process for the preparation of isovanillin PubMed: [New facts about the molecular background of isovanilline-type sweeteners]. PubMed: Phenolic composition of vinegars over an accelerated aging process using different wood species (acacia, cherry, chestnut, and oak): effect of wood toasting. PubMed: Isovanillin derived N-(un)substituted hydroxylamines possessing an ortho-allylic group: valuable precursors to bioactive N-heterocycles. PubMed: Solubilization in mixed micelles studied by molecular dynamics simulations and COSMOmic. PubMed: Three new ursane-type triterpenoids from the stems of Saprosma merrillii. PubMed: Molecular dynamics simulation of SDS and CTAB micellization and prediction of partition equilibria with COSMOmic. PubMed: [Phenolic compounds from Jatropha curcas]. PubMed: Synthesis and biological evaluation of combretastatin A-4 and three combretastatin-based hybrids. PubMed: Pd(II)-mediated cyclization of o-allylbenzaldehydes in water: a novel synthesis of isocoumarins. PubMed: [Antioxidant constituents from Smilax riparia]. PubMed: Vanillin and isovanillin: comparative vibrational spectroscopic studies, conformational stability and NLO properties by density functional theory calculations. PubMed: [Study on the chemical constituents from Fructus Toosendan (III)]. PubMed: Approaches to Iodinated Derivatives of Vanillin and Isovanillin. PubMed: Antioxidant phenolic compounds of cassava (Manihot esculenta) from Hainan. PubMed: 4',5'-Dichloro-2',7'-dimethoxy-5(6)-carboxyfluorescein (JOE): synthesis and spectral properties of oligonucleotide conjugates. PubMed: Novel 5, 6-Dihydropyrrolo[2,1-a]isoquinolines as Scaffolds for Synthesis of Lamellarin Analogues. PubMed: Case report of extensive metabolism by aldehyde oxidase in humans: pharmacokinetics and metabolite profile of FK3453 in rats, dogs, and humans. PubMed: Active components from Siberian ginseng (Eleutherococcus senticosus) for protection of amyloid β(25-35)-induced neuritic atrophy in cultured rat cortical neurons. PubMed: Vanilloid derivatives as tyrosinase inhibitors driven by virtual screening-based QSAR models. PubMed: [Chemical constituents of rhizomes of Zingiber officinale]. PubMed: Transport and metabolism of the antitumour drug candidate 2'-benzoyloxycinnamaldehyde in Caco-2 cells. PubMed: [Chemical constituents from herb of Solanum lyratum]. PubMed: [Studies on chemical constituents in fruit of Alpinia oxyphylla]. PubMed: [Studies on chemical constituents of roots of Linum usitatissimum]. PubMed: [Analysis of chemical constituents of the volatile oil from flowers of Oyster Rhoeo by GC/MS]. PubMed: Allelochemicals and activities in a replanted Chinese fir (Cunninghamia lanceolata (Lamb.) Hook) tree ecosystem. PubMed: Naphthylphenstatins as tubulin ligands: synthesis and biological evaluation. PubMed: [Chemical constituents from root barks of Periploca sepium]. PubMed: Synthesis of santiagonamine. PubMed: Stereocontrolled synthesis of (-)-galanthamine. PubMed: Contribution of aldehyde oxidizing enzymes on the metabolism of 3,4-dimethoxy-2-phenylethylamine to 3,4-dimethoxyphenylacetic acid by guinea pig liver slices. PubMed: Phenylacetaldehyde oxidation by freshly prepared and cryopreserved guinea pig liver slices: the role of aldehyde oxidase. PubMed: Metabolism of homovanillamine to homovanillic acid in guinea pig liver slices. PubMed: Biotransformation of benzaldehyde-type and acetophenone-type derivatives by Pharbitis nil hairy roots. PubMed: Synthesis of the beta-hydroxydopa-gamma-hydroxy-delta-sulfinylnorvaline component of ustiloxins A and B. PubMed: Enzymatic oxidation of vanillin, isovanillin and protocatechuic aldehyde with freshly prepared Guinea pig liver slices. PubMed: Further naphthylcombretastatins. An investigation on the role of the naphthalene moiety. PubMed: Metabolism of 2-phenylethylamine to phenylacetic acid, via the intermediate phenylacetaldehyde, by freshly prepared and cryopreserved guinea pig liver slices. PubMed: Metabolism of isovanillin by aldehyde oxidase, xanthine oxidase, aldehyde dehydrogenase and liver slices. PubMed: Enzymatic oxidation of phthalazine with guinea pig liver aldehyde oxidase and liver slices: inhibition by isovanillin. PubMed: Contribution of aldehyde oxidase, xanthine oxidase, and aldehyde dehydrogenase on the oxidation of aromatic aldehydes. PubMed: A benzenoid from the stem of Acanthopanax senticosus. PubMed: Metabolism of 2-phenylethylamine and phenylacetaldehyde by precision-cut guinea pig fresh liver slices. PubMed: Xanthine oxidase-catalyzed metabolism of 2-nitrofluorene, a carcinogenic air pollutant, in rat skin. PubMed: Antioxidant and free-radical scavenging activity of constituents of the leaves of Tachigalia paniculata. PubMed: [Studies on chemical constituents of Stelmatocrypton khasianum (Benth.) H. Bail]. PubMed: Antineoplastic agents 463. Synthesis of combretastatin A-3 diphosphate prodrugs. PubMed: 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. PubMed: Chemical constituents from Asparagus dumosus. PubMed: Thalprzewalskiinone, a new oxobenzylisoquinoline alkaloid from thalictrum przewalskii PubMed: Preclinical evaluation of 5-iodo-2-pyrimidinone-2'-deoxyribose as a prodrug for 5-iodo-2'-deoxyuridine-mediated radiosensitization in mouse and human tissues. PubMed: New p-quinonoid aporphine alkaloids and antiplatelet aggregation constituents of Hernandia sonora. PubMed: Role of aldehyde oxidase in the in vitro conversion of famciclovir to penciclovir in human liver. PubMed: A chemical model of catechol-O-methyltransferase. Methylation of 3,4-dihydroxybenzaldehyde in aqueous solution. PubMed: 3,3',5'-Tri-O-methylpiceatannol and 4,3',5'-tri-O-methylpiceatannol: improvements over piceatannol in bioactivity. PubMed: Synthesis and identification of the major metabolites of prazosin formed in dog and rat. PubMed: The metabolism of vanillin and isovanillin in the rat. PubMed: [Chromatographic separation and identification of 3-hydroxy,4-methoxymandelic (iso-VMa) and 4-hydroxy,3-methoxymandelic (VMA) acids in the form of their periodic oxidation derivatives: isovanillin and vanillin. Presence of 3-hydroxy,4-methoxymandelic acid in human urine]. PubMed: [Choleretic activity of isovanillin and ethylisovanillin in dogs]. PubMed: Azlactones and phenylacetic acids derived from the 2-nitro-derivatives of vanillin, isovanillin, and veratraldehyde.