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121-34-6

121-34-6 | 4-Hydroxy-3-methoxybenzoic acid

CAS No: 121-34-6 Catalog No: AG003LHU MDL No:MFCD00002551

Product Description

Catalog Number:
AG003LHU
Chemical Name:
4-Hydroxy-3-methoxybenzoic acid
CAS Number:
121-34-6
Molecular Formula:
C8H8O4
Molecular Weight:
168.1467
MDL Number:
MFCD00002551
IUPAC Name:
4-hydroxy-3-methoxybenzoic acid
InChI:
InChI=1S/C8H8O4/c1-12-7-4-5(8(10)11)2-3-6(7)9/h2-4,9H,1H3,(H,10,11)
InChI Key:
WKOLLVMJNQIZCI-UHFFFAOYSA-N
SMILES:
COc1cc(ccc1O)C(=O)O
EC Number:
204-466-8
UNII:
GM8Q3JM2Y8
FEMA Number:
3988

Properties

Complexity:
168  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
168.042g/mol
Formal Charge:
0
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
168.148g/mol
Monoisotopic Mass:
168.042g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
66.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.4  

Literature

Title Journal
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Anaerobic oxalate consumption by microorganisms in forest soils. Research in microbiology 20070401
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Transcriptional regulation of catabolic pathways for aromatic compounds in Corynebacterium glutamicum. Genetics and molecular research : GMR 20061207
Metabolism of isoeugenol via isoeugenol-diol by a newly isolated strain of Bacillus subtilis HS8. Applied microbiology and biotechnology 20061201
[Chemical constitutents of Bauhinia aurea]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20061201
[Study on chemical constituents of mangrove Acanthus ilcifolius]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20061201
Chemical and biological characterization of dissolved organic matter from silver fir and beech forest soils. Chemosphere 20061001
Anti-inflammatory action of phenolic compounds from Gastrodia elata root. Archives of pharmacal research 20061001
Effect of Picroliv on cadmium-induced hepatic and renal damage in the rat. Human & experimental toxicology 20061001
[Studies on chemical constituents in roots of Rumex dentatus]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20061001
Transition metal-catalyzed nonoxidative decarboxylation reactions. Biochemistry 20060905
Bioconversion of ferulic acid to vanillic acid by Halomonas elongata isolated from table-olive fermentation. FEMS microbiology letters 20060901
Studies on chemical constituents from Ilex pubescens. Journal of Asian natural products research 20060901
Molecular cloning of streptomyces genes encoding vanillate demethylase. Bioscience, biotechnology, and biochemistry 20060901
Hydrogen sulfide mediates hypoxia-induced relaxation of trout urinary bladder smooth muscle. The Journal of experimental biology 20060801
Isolation and characterization of Streptomyces sp. NL15-2K capable of degrading lignin-related aromatic compounds. Journal of bioscience and bioengineering 20060801
Plant growth inhibitors isolated from sugarcane (Saccharum officinarum) straw. Journal of plant physiology 20060701
Polypodium leucotomos extract: antioxidant activity and disposition. Toxicology in vitro : an international journal published in association with BIBRA 20060601
[Study on the chemical constituents of Mitragyna rotundifolia]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20060601
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Evaluation of the antioxidant properties and bioavailability of free and bound phenolic acids from Trichilia emetica Vahl. Journal of ethnopharmacology 20060524
Wood stimulates the demethoxylation of [O14CH3]-labeled lignin model compounds by the white-rot fungi Phanerochaete chrysosporium and Phlebia radiata. Archives of microbiology 20060501
Microsphere-based protease assays and screening application for lethal factor and factor Xa. Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501
[Study on chemical constituents of Cyclocarya paliurus]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20060501
Preferential sorption of phenolic phytotoxins to soil: implications for altering the availability of allelochemicals. Journal of agricultural and food chemistry 20060419
Caged vanilloid ligands for activation of TRPV1 receptors by 1- and 2-photon excitation. Biochemistry 20060418
Study on the nitric oxide scavenging effects of ginseng and its compounds. Journal of agricultural and food chemistry 20060405
Vanillic acid glycoside and quinic acid derivatives from Gardeniae Fructus. Journal of natural products 20060401
Phenolic components and antioxidant activity of Fernblock, an aqueous extract of the aerial parts of the fern Polypodium leucotomos. Methods and findings in experimental and clinical pharmacology 20060401
[Study on the chemical constituents of Ardisia chinensis]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20060401
Complex formation of neptunium(V) with 4-hydroxy-3-methoxybenzoic acid studied by time-resolved laser-induced fluorescence spectroscopy with ultra-short laser pulses. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20060301
Comparison of natural organic acids and synthetic chelates at enhancing phytoextraction of metals from a multi-metal contaminated soil. Environmental pollution (Barking, Essex : 1987) 20060301
Joint action of benzoxazinone derivatives and phenolic acids. Journal of agricultural and food chemistry 20060222
Determination of active ingredients of Ilex Purpurea Hassk and its medicinal preparations by capillary electrophoresis with electrochemical detection. Journal of pharmaceutical and biomedical analysis 20060213
[Studies on chemical constituents in stem of Dendrobium chrysotoxum]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20060201
Antibacterial activity directed isolation of compounds from Onosma hispidum. Microbiological research 20060101
Structural analysis of ligand binding and catalysis in chorismate lyase. Archives of biochemistry and biophysics 20060101
Adsorption of bile acid by chitosan salts prepared with cinnamic acid and analogue compounds. Journal of biomaterials science. Polymer edition 20060101
Ethnopharmacological evaluation of radal (leaves of Lomatia hirsuta) and isolation of 2-methoxyjuglone. BMC complementary and alternative medicine 20060101
Phenols and lignans from Chenopodium album. Phytochemical analysis : PCA 20060101
Functional coupling between vanillate-O-demethylase and formaldehyde detoxification pathway. FEMS microbiology letters 20051215
[Chemical constituents from leaves of Phyllostachys pubescens I]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20051201
Protective effect of capsinoid on lipid peroxidation in rat tissues induced by Fe-NTA. Free radical research 20051101
Molecular characterization of the gallate dioxygenase from Pseudomonas putida KT2440. The prototype of a new subgroup of extradiol dioxygenases. The Journal of biological chemistry 20051021
Characterization of the oxidase activity in mammalian catalase. The Journal of biological chemistry 20051021
Isolation of three new naturally occurring compounds from the culture of Micromonospora sp. P1068. Natural product research 20051001
Structure influence on biophenols solubility in model biomembranes detected by differential scanning calorimetry. Molecular nutrition & food research 20051001
Prevention of acute cadmium toxicity by Picroliv. Human & experimental toxicology 20051001
Transportation mechanism for vanillin uptake through fungal plasma membrane. Applied microbiology and biotechnology 20050901
Clostridium carboxidivorans sp. nov., a solvent-producing clostridium isolated from an agricultural settling lagoon, and reclassification of the acetogen Clostridium scatologenes strain SL1 as Clostridium drakei sp. nov. International journal of systematic and evolutionary microbiology 20050901
[Studies on chemical constituents from flowers of Apocynum venetum]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20050901
Vanillate metabolism in Corynebacterium glutamicum. Current microbiology 20050701
Effect of pH on the inhibition of Listeria spp. by vanillin and vanillic acid. Journal of food protection 20050701
[Phenolics from traditional Chinese medicine Sargentodoxa cuneata]. Yao xue xue bao = Acta pharmaceutica Sinica 20050701
Toward a better understanding on the mechanism of ortholithiation. Tuning of selectivities in the metalation of meta-anisic acid by an appropriate choice of base. Organic letters 20050609
Key enzymes of the protocatechuate branch of the beta-ketoadipate pathway for aromatic degradation in Corynebacterium glutamicum. Science in China. Series C, Life sciences 20050601
Protective activity of picroliv on hepatic amoebiasis associated with carbon tetrachloride toxicity. The Indian journal of medical research 20050501
[Interactive effects between allelochemical substitutes]. Ying yong sheng tai xue bao = The journal of applied ecology 20050501
Efficacy of picroliv in combination with miltefosine, an orally effective antileishmanial drug against experimental visceral leishmaniasis. Acta tropica 20050401
Metabolism of isovanillin by aldehyde oxidase, xanthine oxidase, aldehyde dehydrogenase and liver slices. Pharmacology 20050301
A blend of polyphenolic compounds explains the stimulatory effect of red wine on human endothelial NO synthase. Nitric oxide : biology and chemistry 20050301
[Studies on the chemical constituents from Fructus Rubi]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20050201
Effect of picroliv administration on hepatic microsomal mixed function oxidases and glutathione-conjugating enzyme system in cholestatic rats. Hindustan antibiotics bulletin 20050201
Heterologous expression of the plant coumarate: CoA ligase in Lactococcus lactis. Letters in applied microbiology 20050101
[Studies on the active constituents in vine stem of Spatholobus suberectus]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20050101
Activity of single components of Ferula hermonis on male rat sexual behavior. International journal of impotence research 20050101
Chemical investigation and authenticity of Indian vanilla beans. Journal of agricultural and food chemistry 20041215
Bufadienolides from Drimia robusta and Urginea epigea (Hyacinthaceae). Phytochemistry 20041201
Antimicrobial screening and quantitative determination of benzoic acid derivative of Gomphrena celosioides by TLC-densitometry. Chemical & pharmaceutical bulletin 20041101
Characterization of natural organic matters effect on the biodegradation in the slow sand filter. Journal of environmental biology 20041001
Pattern profiling of the herbal preparation picroliv using liquid chromatography-tandem mass spectrometry. Journal of chromatography. A 20040806
Gastrointestinally distributed UDP-glucuronosyltransferase 1A10, which metabolizes estrogens and nonsteroidal anti-inflammatory drugs, depends upon phosphorylation. The Journal of biological chemistry 20040702
Ex planta phytoremediation of trichlorophenol and phenolic allelochemicals via an engineered secretory laccase. Nature biotechnology 20040701
[Study on the interactions between four components in Ligusticum chuanxiong rhizome and acceptors on cardiac muscle membrane]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20040701
Biomass burning as the main source of organic aerosol particulate matter in Malaysia during haze episodes. Chemosphere 20040501
[Study on the chemical constituent from Buddleja purdomii]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20040501
[Studies on chemical constituents of sini tang]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20040501
Acylated flavone C-glycosides from Trollius ledebouri. Journal of natural products 20040401
LC/MS/NMR analysis of isomeric divanilloylquinic acids from the root bark of Fagara zanthoxyloides Lam. Phytochemistry 20040401
Effect of low and very low doses of simple phenolics on plant peroxidase activity. Nonlinearity in biology, toxicology, medicine 20040401
Phenyl methyl ethers: novel electron donors for respiratory growth of Desulfitobacterium hafniense and Desulfitobacterium sp. strain PCE-S. Archives of microbiology 20040301
Signal quenching, detoxification and mineralization of vir gene-inducing phenolics by the VirH2 protein of Agrobacterium tumefaciens. Molecular microbiology 20040201
Identification of the major vanilloid component in Capsicum extract by HPLC-EC and HPLC-MS. Phytochemical analysis : PCA 20040101
[Phenyl pyrazolones--novel oxidoreductase redox-mediators for degradation of xenobiotics]. Prikladnaia biokhimiia i mikrobiologiia 20040101
[Isolation and structural identification of chemical constituents from Selaginella tamariscina (Beauv.) Spring]. Yao xue xue bao = Acta pharmaceutica Sinica 20040101
Antioxidant activity of phenolic and related compounds: a density functional theory study on the O-H bond dissociation enthalpy. Redox report : communications in free radical research 20040101
Tyrosinase inhibitor from black rice bran. Journal of agricultural and food chemistry 20031119
Mechanistic features of lignin peroxidase-catalyzed oxidation of substituted phenols and 1,2-dimethoxyarenes. The Journal of biological chemistry 20031010
Biotransformations of propenylbenzenes by an Arthrobacter sp. and its t-anethole blocked mutants. Journal of biotechnology 20031009
[The isolation and identification of a new alpha-pyrone from Opuntia dillenii]. Yao xue xue bao = Acta pharmaceutica Sinica 20030701
Lignin degradation in a compost environment by the deuteromycete Paecilomyces inflatus. Applied microbiology and biotechnology 20030501
Absolute stereostructures of new arborinane-type triterpenoids and inhibitors of nitric oxide production from Rubia yunnanensis. Journal of natural products 20030501
4-Hydroxy-3-methoxybenzoic acid methyl ester: a curcumin derivative targets Akt/NF kappa B cell survival signaling pathway: potential for prostate cancer management. Neoplasia (New York, N.Y.) 20030501
Detoxification of ferulic acid by ectomycorrhizal fungi. Mycorrhiza 20030401
[Two new phenylethanoid glycosides from Corallodiscus flabellata]. Yao xue xue bao = Acta pharmaceutica Sinica 20030401
Degradation of vanillic acid and production of guaiacol by microorganisms isolated from cork samples. FEMS microbiology letters 20030314
Modulation of carcinogenic response and antioxidant enzymes of rats administered with 1,2-dimethylhydrazine by Picroliv. Cancer letters 20030310
Picroliv modulates antioxidant status and down-regulates AP1 transcription factor after hemorrhage and resuscitation. Shock (Augusta, Ga.) 20030201
Inhibitory effects of urinary metabolites on platelet aggregation after orally administering Shimotsu-To, a traditional Chinese medicine, to rats. The Journal of pharmacy and pharmacology 20030201
Induction of laccase activity in the edible straw mushroom, Volvariella volvacea. FEMS microbiology letters 20030121
Alicycliphilus denitrificans gen. nov., sp. nov., a cyclohexanol-degrading, nitrate-reducing beta-proteobacterium. International journal of systematic and evolutionary microbiology 20030101
Effect of phenolic monomers on biomass and hydrolytic enzyme activities of an anaerobic fungus isolated from wild nil gai (Baselophus tragocamelus). Letters in applied microbiology 20030101
Relationship of demethylation processes to veratric acid concentration and cell density in cultures of Rhodococcus erythropolis. Cell biology international 20030101
[Studies on the chemical constituents from herba of Corallodiscus flabellata]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20021201
Amperometric biosensors for detection of phenol using chemically modified electrodes containing immobilized bacteria. Biosensors & bioelectronics 20021001
[A study on chemical constituents in the herb of Mentha spicata]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20021001
Characterization of the 5-carboxyvanillate decarboxylase gene and its role in lignin-related biphenyl catabolism in Sphingomonas paucimobilis SYK-6. Applied and environmental microbiology 20020901
N-Acylvanillamides: development of an expeditious synthesis and discovery of new acyl templates for powerful activation of the vanilloid receptor. Journal of medicinal chemistry 20020815
Biochemical basis for wheat seedling allelopathy on the suppression of annual ryegrass (Lolium rigidum). Journal of agricultural and food chemistry 20020731
Antiviral activity of Plantago major extracts and related compounds in vitro. Antiviral research 20020701
Determination of free and total phenolic acids in plant-derived foods by HPLC with diode-array detection. Journal of agricultural and food chemistry 20020619
Antioxidant activity of prune (Prunus domestica L.) constituents and a new synergist. Journal of agricultural and food chemistry 20020619
Vanillylamide-based propanolamine derivative displays alpha/beta-adrenoceptor blocking and vasodilating properties. Journal of cardiovascular pharmacology 20020601
Antioxidant activity of phenolic compounds isolated from Mesona procumbens Hemsl. Journal of agricultural and food chemistry 20020508
Isolation from a shea cake digester of a tannin-tolerant Escherichia coli strain decarboxylating p-hydroxybenzoic and vanillic acids. Current microbiology 20020501
4-Hydroxycinnamoyl-CoA hydratase/lyase, an enzyme of phenylpropanoid cleavage from Pseudomonas, causes formation of C(6)-C(1) acid and alcohol glucose conjugates when expressed in hairy roots of Datura stramonium L. Planta 20020501
Blennione, a green aminobenzoquinone derivative from Lactarius blennius. Journal of natural products 20020501
The trans-anethole degradation pathway in an Arthrobacter sp. The Journal of biological chemistry 20020405
Influence of aromatic compounds on biodegradation of [14C]-labeled xylan and mannan by the white-rot fungus Phlebia radiata. Journal of industrial microbiology & biotechnology 20020301
Growth hormone inhibits apoptosis in in vitro produced bovine embryos. Molecular reproduction and development 20020201
Peroxidase and phenylalanine ammonia-lyase activities, phenolic acid contents, and allelochemicals-inhibited root growth of soybean. Biological research 20020101
A biotechnological process involving filamentous fungi to produce natural crystalline vanillin from maize bran. Applied biochemistry and biotechnology 20020101
[Studies on chemical constituent of Solanum lyratum]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20020101
Comamonas testosteroni BR6020 possesses a single genetic locus for extradiol cleavage of protocatechuate. Microbiology (Reading, England) 20010801
Caffeic acid derivatives in artichoke extract are metabolised to phenolic acids in vivo. Free radical research 20010801
Rerouting the plant phenylpropanoid pathway by expression of a novel bacterial enoyl-CoA hydratase/lyase enzyme function. The Plant cell 20010701
Studies on germination conditions and antioxidant contents of wheat grain. International journal of food sciences and nutrition 20010701
Characterization of a three-component vanillate O-demethylase from Moorella thermoacetica. Journal of bacteriology 20010601
Novel biomarkers of the metabolism of caffeic acid derivatives in vivo. Free radical biology & medicine 20010601
Long term effect of aflatoxin B(1) on lipid peroxidation in rat liver and kidney: effect of picroliv and silymarin. Phytotherapy research : PTR 20010601
Enhancement of sweetness ratings of aspartame by a vanilla odor presented either by orthonasal or retronasal routes. Perceptual and motor skills 20010601
Isolation and characterization of a veratrol:corrinoid protein methyl transferase from Acetobacterium dehalogenans. Archives of microbiology 20010501
Clostridium uliginosum sp. nov., a novel acid-tolerant, anaerobic bacterium with connecting filaments. International journal of systematic and evolutionary microbiology 20010501
Vanilloid and isovanilloid analogues as inhibitors of methionyl-tRNA and isoleucyl-tRNA synthetases. Bioorganic & medicinal chemistry letters 20010423
[The structures and characteristic infrared spectra of beta-DDB and its derivatives]. Guang pu xue yu guang pu fen xi = Guang pu 20010401
Biochemical changes induced in liver and serum of aflatoxin B1-treated male wistar rats: preventive effect of picroliv. Pharmacology & toxicology 20010201
Kinetics of finite dose absorption through skin 1. Vanillylnonanamide. Journal of pharmaceutical sciences 20010201
Quantitative and qualitative precision improvements by effective mobility-scale data transformation in capillary electrophoresis analysis. Electrophoresis 20010101
Protective effect of Picroliv, the active constituent of Picrorhiza kurroa, against chemical carcinogenesis in mice. Teratogenesis, carcinogenesis, and mutagenesis 20010101
Vanillic acid 4-O-beta-D-(6'-O-galloyl) glucopyranoside and other constituents from the bark of Terminalia macroptera Guill.et Perr. Natural product letters 20010101
[Studies on chemical constituents from Buddleja lindleyana Fert]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20010101
The 4-oxalomesaconate hydratase gene, involved in the protocatechuate 4,5-cleavage pathway, is essential to vanillate and syringate degradation in Sphingomonas paucimobilis SYK-6. Journal of bacteriology 20001201
Anti-inflammatory pharmacology and mechanism of the orally active capsaicin analogs, NE-19550 and NE-28345. Agents and actions 19901101
Cloning and sequencing of Pseudomonas genes encoding vanillate demethylase. Journal of bacteriology 19881001
Enzymatic release of halogens or methanol from some substituted protocatechuic acids. Journal of bacteriology 19850501
Whole-cell bioconversion of vanillin to vanillic acid by Streptomyces viridosporus. Applied and environmental microbiology 19830501

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