{"ymdb_id":"YMDB01430","created_at":"2011-07-25T20:36:53.000Z","updated_at":"2016-09-08T18:36:40.000Z","name":"2-methoxyphenol","cas":"90-05-1","state":"Liquid","melting_point":"28 oC","description":"Guaiacol (2-methoxyphenol) is a naturally occurring organic compound with the formula C6H4(OH)(OCH3). Although it is biosynthesized by a variety of organisms, this colorless aromatic oil is usually derived from guaiacum or wood creosote. Samples darken upon exposure to air and light. Guaiacol is present in wood smoke, resulting from the pyrolysis of lignin. The compound contributes to the flavor of many compounds, e.g. roasted coffee. [Wikipedia]","experimental_water_solubility":"18.7 mg/mL at 15 oC [YALKOWSKY,SH \u0026 DANNENFELSER,RM (1992)]","experimental_logp_hydrophobicity":"1.32 [HANSCH,C ET AL. (1995)]","location":null,"synthesis_reference":"Chen, Jiehua; Xu, Baocai; Zhang, Hong; Ye, Jianfeng.  Method for preparing guaiacol from catechol and dimethyl carbonate.    Faming Zhuanli Shenqing Gongkai Shuomingshu  (2007),     6pp. ","chebi_id":"28591","hmdb_id":"HMDB01398","kegg_id":"C00590","pubchem_id":"460","cs_id":"447","foodb_id":null,"wikipedia_link":"Guaiacol","biocyc_id":"CPD-400","iupac":"2-methoxyphenol","traditional_iupac":"guaiacol","logp":"1.5120092286666669","pka":null,"alogps_solubility":"6.74e+01 g/l","alogps_logp":"1.32","alogps_logs":"-0.27","acceptor_count":"2","donor_count":"1","rotatable_bond_count":"1","polar_surface_area":"29.46","refractivity":"34.5021","polarizability":"12.686283084612246","formal_charge":"0","physiological_charge":"0","pka_strongest_basic":"-4.8904950754181264","pka_strongest_acidic":"9.977540753803286","bioavailability":"1","number_of_rings":"1","rule_of_five":"1","ghose_filter":"0","veber_rule":"1","mddr_like_rule":"0","synonyms":["1-Hydroxy-2-methoxybenzene","2-Hydroxyanisole","2-Methoxy phenol (guiacol)","2-methoxy-Phenol","2-methoxyphenol (guaiacol)","4-(3-Hydroxy-1-propenyl)-2-methoxyphenol","Anastil","Catechol monomethyl ether","Coniferol","Coniferyl alcohol","Creodon","Guaiacol","Guaiastil","Guaicol","Guaicolina","Guajakol","Guajol","Guasol","guiacol","Methoxyphenol","Methylcatachol","Methylcatechol","o-Guaiacol","o-Guiacol","o-Hydroxyanisole","o-methoxy-Phenol","o-Methoxyphenol","O-Methyl catechol","ortho-Guaiacol","Phenol, 2-methoxy-","Phenol, o-methoxy-","Pyrocatechol monomethyl ether","Pyroguaiac acid"],"pathways":[],"growth_conditions":[],"references":[{"pubmed_id":16968089,"citation":"Mahadevan, K., Farmer, L. (2006). \"Key odor impact compounds in three yeast extract pastes.\" J Agric Food Chem 54:7242-7250."}],"proteins":[]}