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4-Hydroxybenzyl Alcohol

PubChem CID: 125

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Compound Synonyms 4-hydroxybenzyl alcohol, 623-05-2, 4-(Hydroxymethyl)phenol, p-Hydroxybenzyl alcohol, p-Methylolphenol, 4-Methylolphenol, 4-Hydroxybenzenemethanol, Benzenemethanol, 4-hydroxy-, p-(Hydroxymethyl)phenol, 4-Hydroxybenzylalcohol, Gastrodigenin, Benzyl alcohol, p-hydroxy-, alpha-Hydroxy-p-cresol, Parahydroxybenzyl Alcohol, MFCD00004658, .alpha.-Hydroxy-p-cresol, CCRIS 5114, (4-Hydroxyphenyl)methanol, EINECS 210-768-0, 1A3AH1FP1B, hydroxybenzyl alcohol, NSC 227926, CHEBI:67410, NSC-227926, CHEMBL202132, DTXSID8073920, FEMA NO. 3987, EC 210-768-0, 4-HYDROXYBENZYL ALCOHOL [FHFI], 4-Hydroxymethyl-phenol, 4-methylol phenol, p-hydroxy benzyl alcohol, UNII-1A3AH1FP1B, pMethylolphenol, 4Methylolphenol, alphaHydroxypcresol, a-hydroxy-p-cresol, 4-hydroxymethylphenol, hydroxybenzyl alcohols, pHydroxybenzyl alcohol, 4Hydroxybenzenemethanol, p(Hydroxymethyl)phenol, p-Hydroxybenzyl alcoho, 4-hydroxymethyl phenol, 4(Hydroxymethyl)phenol, 4-hydroxybenzyl-alcohol, 4-Hydroxy-benzylalcohol, (4Hydroxyphenyl)methanol, 4-Hydroxyphenyl methanol, Benzyl alcohol, phydroxy, p-hydroxy-Benzyl alcohol, 4-Hydroxyphenyl Carbinol, 4-hydroxy benzyl alcohol, 4-hydroxy-benzyl alcohol, 4HBA, B4-hydroxy-enzenemethanol, Benzenemethanol, 4hydroxy, para-hydroxybenzyl alcohol, 4-hydroxyl-benzyl alcohol, phenol, 4-hydroxymethyl-, bmse000623, bmse010028, SCHEMBL62690, 4-Hydroxybenzyl alcohol, 99%, DTXCID7043293, Benzyl alcohol, phydroxy (8CI), CHEBI:24679, Benzyl alcohol, p-hydroxy-(8CI), HMS3885O08, Benzenemethanol, 4-hydroxy-(9CI), BCP27109, Benzyl alcohol, p-hydroxy- (8CI), HY-Y0892, STR00674, HYDROXYBENZYL ALCOHOL [INCI], BDBM50177408, Benzenemethanol, 4-hydroxy- (9CI), NSC227926, s3857, STL284640, AKOS000121529, 4-Hydroxybenzyl alcohol, >=98%, FG, CCG-266090, CS-W019891, FH30015, PS-3494, AC-24727, SY003753, 4-(hydroxymethyl)phenol (ACD/Name 4.0), DB-003490, 4-Hydroxybenzyl alcohol, analytical standard, H0224, NS00005609, EN300-21091, C17467, C93495, Q5526828, F0001-1668, Z104490108, 4-(Hydroxymethyl)phenol, p-Hydroxybenzyl alcohol, p-Methylolphenol, 210-768-0
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 40.5
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCCCC1
Deep Smiles OCcccccc6))O
Heavy Atom Count 9.0
Classyfire Class Benzene and substituted derivatives
Description Constituent of muskmelon (Cucurbita moschata) 4-hydroxybenzyl alcohol is the cleavage product produced during the biosynthesis of the thiazole moiety of thiamine from tyrosine as part of the thiamine biosynthesis pathway. It is a derivative of benzyl alcohol which is used as a local anesthetic and to reduce pain associated with Lidocaine injectionand is also, it is used in the manufacture of other benzyl compounds, as a pharmaceutical aid, and in perfumery and flavoring. Benzyl Alcohol is an aromatic alcohol used in a wide variety of cosmetic formulations as a fragrance component, preservative, solvent, and viscosity-decreasing agent. Benzyl Alcohol is metabolized to Benzoic Acid, which reacts with glycine and excreted as hippuric acid in the human body. Acceptable daily intakes were established by the World Health Organization at 5 mg/kg for Benzyl Alcohol. No adverse effects of benzyl alcohol have been seen in chronic exposure animal studies using rats and mice. Effects of Benzyl Alcohol in chronic exposure animal studies are limited to reduced feed intake and reduced growth. Some differences have been noted in one reproductive toxicity study using mice, but these were limited to lower maternal body weights and decreased mean litter weights. Another study also noted that fetal weight was decreased compared to controls, but a third study showed no differences between control and benzyl alcohol-treated groups. Benzyl Alcohol has been associated with an increased number of resorptions and malformations in hamsters, but there have been no reproductive or developmental toxicity findings in studies using mice and rats. Genotoxicity tests for benzyl alcohol are mostly negative, but there were some assays that were positive. Carcinogenicity studies, however, were negative. Clinical data indicates that benzyl alcohol can produce nonimmunologic contact urticaria and nonimmunologic immediate contact reactions, characterized by the appearance of wheals, erythema, and pruritis. 5% benzyl alcohol can elicit a reaction. Benzyl Alcohol is not a sensitizer at 10%. Benzyl Alcohol could be used safely at concentrations up to 5%, but that manufacturers should consider the nonimmunologic phenomena when using benzyl alcohol in cosmetic formulations designed for infants and children. Additionally, Benzyl Alcohol is considered safe up to 10% for use in hair dyes. The limited body exposure, the duration of use, and the frequency of use are considered in concluding that the nonimmunologic reactions would not be a concern. Because of the wide variety of product types in which benzyl alcohol may be used, it is likely that inhalation may be a route of exposure. The available safety tests are not considered sufficient to support the safety of benzyl alcohol in formulations where inhalation is a route of exposure. Inhalation toxicity data are needed to complete the safety assessment of benzyl alcohol where inhalation can occur. (PMID: 11766131). 4-Hydroxybenzyl alcohol is found in fruits.
Scaffold Graph Node Level C1CCCCC1
Classyfire Subclass Benzyl alcohols
Isotope Atom Count 0.0
Molecular Complexity 75.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P51649, P80404, n.a., O42713
Iupac Name 4-(hydroxymethyl)phenol
Prediction Hob 1.0
Class Benzene and substituted derivatives
Veber Rule True
Classyfire Superclass Benzenoids
Xlogp 0.2
Superclass Benzenoids
Subclass Benzyl alcohols
Gsk 4 400 Rule True
Molecular Formula C7H8O2
Scaffold Graph Node Bond Level c1ccccc1
Prediction Swissadme 0.0
Inchi Key BVJSUAQZOZWCKN-UHFFFAOYSA-N
Silicos It Class Soluble
Fcsp3 0.1428571428571428
Logs -0.927
Rotatable Bond Count 1.0
State Solid
Logd 0.736
Synonyms &alpha, -Hydroxy-p-cresol, 4-(Hydroxymethyl)phenol, 4-(Hydroxymethyl)phenol (acd/name 4.0), 4-Hydroxybenzenemethanol, 4-Hydroxybenzenemethanol, 9CI, 4-Methylolphenol, a-Hydroxy-p-cresol, a,4-Dihydroxytoluene, alpha-Hydroxy-P-cresol, b4-Hydroxy-enzenemethanol, Gastrodigenin, p-(Hydroxymethyl)phenol, p-Hydroxy-benzyl alcohol, p-Hydroxybenzyl alcohol, p-Hydroxymethylphenol, p-Methylolphenol, 4-Methylol phenol, a-Hydroxy-P-cresol, P-(Hydroxymethyl)phenol, P-Hydroxy-benzyl alcohol, 4-Hydroxybenzyl alcohol, 4-hydroxybenzyl alcohol, p-hydroxybenzyl alcohol
Substituent Name Benzyl alcohol, Phenol, Hydrocarbon derivative, Aromatic alcohol, Primary alcohol, Organooxygen compound, Alcohol, Aromatic homomonocyclic compound
Esol Class Very soluble
Functional Groups CO, cO
Compound Name 4-Hydroxybenzyl Alcohol
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 124.052
Formal Charge 0.0
Monoisotopic Mass 124.052
Hydrogen Bond Acceptor Count 2.0
Molecular Weight 124.14
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic homomonocyclic compounds
Lipinski Rule Of 5 True
Esol -1.1944951333333331
Inchi InChI=1S/C7H8O2/c8-5-6-1-3-7(9)4-2-6/h1-4,8-9H,5H2
Smiles C1=CC(=CC=C1CO)O
Nring 1.0
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Taxonomy Direct Parent Benzyl alcohols

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