gentisyl alcohol
1,4-benzenediol, 2-(hydroxymethyl)-
Identification
| Name | gentisyl alcohol |
| IUPAC | 2-(hydroxymethyl)benzene-1,4-diol |
| CAS Number | 495-08-9 |
| FDA UNII | T8T2WY38GH |
| Molecular Formula | C7 H8 O3 |
| Molecular Weight | 140.13836000 |
| Nikkaji Number | J11.774I |
| XlogP3 | 0.70 (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 Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for gentisyl alcohol usage levels up to | not for fragrance use. |
| Recommendation for gentisyl alcohol flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
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.