gentisyl alcohol

1,4-benzenediol, 2-(hydroxymethyl)-

CAS: 495-08-9 C7 H8 O3 MW: 140.13836000

Identification

Namegentisyl alcohol
IUPAC2-(hydroxymethyl)benzene-1,4-diol
CAS Number495-08-9
FDA UNIIT8T2WY38GH
Molecular FormulaC7 H8 O3
Molecular Weight140.13836000
Nikkaji NumberJ11.774I
XlogP30.70 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 100.00 °C. @ 760.00 mm Hg
Boiling Point 299.90 °C. @ 760.00 mm Hg (est)
Flash Point 307.00 °F. TCC ( 152.60 °C. ) (est)
logP (o/w) -0.540 (est)
Soluble in water, 1.00E+06 mg/L @ 25 °C (exp)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
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 gentisyl alcohol usage levels up tonot for fragrance use.
Recommendation for gentisyl alcohol flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

found in nature

Synonyms

1,4- benzenediol, 2-(hydroxymethyl)- 2,5- dihydroxybenzyl alcohol 3,6- dihydroxybenzyl alcohol 2-( hydroxymethyl)-1,4-benzene diol 2-( hydroxymethyl)benzene-1,4-diol salireposide PubMed: The gene PatG involved in the biosynthesis pathway of patulin, a food-borne mycotoxin, encodes a 6-methylsalicylic acid decarboxylase. PubMed: First total chemical synthesis of natural acyl derivatives of some phenolglycosides of the family Salicaceae. PubMed: New production of 5-bromotoluhydroquinone and 4-O-methyltoluhydroquinone from the marine-derived fungus Dothideomycete sp. PubMed: [The study of the secondary metabolites from fungus Paecilomyces sp]. PubMed: Microbial mannosidation of bioactive chlorogentisyl alcohol by the marine-derived fungus Chrysosporium synchronum. PubMed: Molecular cloning and functional characterization of two CYP619 cytochrome P450s involved in biosynthesis of patulin in Aspergillus clavatus. PubMed: Phenolic compounds in the leaves of Populus ussuriensis and their antioxidant activities. PubMed: Heteroatom-containing antibacterial phenolic metabolites from a terrestrial Ampelomyces fungus. PubMed: Gentisyl alcohol derivatives from the marine-derived fungus Penicillium terrestre. PubMed: 3-Chloro-2,5-dihydroxybenzyl alcohol activates human cervical carcinoma HeLa cell apoptosis by inducing DNA damage. PubMed: 2,5-dihydroxybenzyl and (1,4-dihydroxy-2-naphthyl)methyl, novel reductively armed photocages for the hydroxyl moiety. PubMed: Phenolic glycosides with antioxidant activity from the stem bark of Populus davidiana. PubMed: Novel antifouling and antimicrobial compound from a marine-derived fungus Ampelomyces sp. PubMed: Phosphodiesterase and thymidine phosphorylase-inhibiting salirepin derivatives from Symplocos racemosa. PubMed: Phenolic glyscosides, a new class of human recombinant nucleotide pyrophosphatase phosphodiesterase-1 inhibitors. PubMed: Screening for metabolites from Penicillium novae-zeelandiae displaying radical-scavenging activity and oxidative mutagenicity: isolation of gentisyl alcohol. PubMed: Phenolic glycosides from Symplocos racemosa: natural inhibitors of phosphodiesterase I. PubMed: Parasitenone, a new epoxycyclohexenone related to gabosine from the marine-derived fungus Aspergillus parasiticus. PubMed: Effect of fungistatic agent 2-deoxy-D-glucose on mycotoxins from Penicillium expansum. PubMed: Patulin biosynthesis: epoxidation of toluquinol and gentisyl alcohol by particulate preparations from Penicillium patulum. PubMed: Plant antiviral agents, VI. Isolation of antiviral phenolic glucosides from Populus cultivar Beaupre by droplet counter-current chromatography. PubMed: Biosynthesis of patulin; in vitro conversion of gentisyl alcohol into patulin by microsomal enzyme(s) and retention of one of the carbinol protons in this reaction. PubMed: Conidiogenesis and secondary metabolism in Penicillium urticae. PubMed: Patulin biosynthesis: the metabolism of m-hydroxybenzyl alcohol and m-hydroxybenzaldehyde by particulate preparations from Penicillium patulum. PubMed: [Isolation of salicin and salireposide from Salix rosmarinifolia L]. PubMed: Antibacterial activity of gentisyl alcohol and homogentisic acid. PubMed: [Not Available]. PubMed: [Not Available]. PubMed: Studies in the biochemistry of micro-organisms: 72. Gentisyl alcohol (2:5-dihydroxybenzyl alcohol), a metabolic product of Penicillium patulum Bainier.