1.0 2010-04-08 22:04:44 UTC 2024-11-29 22:27:57 UTC FDB000846 Vanillic acid Vanillic acid is a phenolic acid found in some forms of vanilla and many other plant extracts. It is a flavoring and scent agent that produces a pleasant, creamy odor. It is the intermediate product in the two-step bioconversion of ferulic acid to vanillin. (J Biotechnol 1996;50(2-3):107-13). Vanillic acid, which is a chlorogenic acid, is an oxidized form of vanillin. It is also an intermediate in the production of vanillin from ferulic acid. Vanillic acid is a metabolic byproduct of caffeic acid and is often found in the urine of humans who have consumed coffee, chocolate, tea and vanilla-flavored confectionary. Vanillic acid selectively and specifically inhibits 5'nucleotidase activity. (PMID: 16899266). 3-Methoxy-4-hydroxybenzoate 3-Methoxy-4-hydroxybenzoic acid 4 Hydroxy 3 methoxybenzoic Acid 4-hydroxy-3-methoxy-Benzoate 4-hydroxy-3-methoxy-Benzoic acid 4-Hydroxy-3-methoxybenzoate 4-Hydroxy-3-methoxybenzoic acid 4-Hydroxy-3-methoxybenzoic acid (vanillic acid) 4-hydroxy-m-Anisate 4-hydroxy-m-Anisic acid Acid, 4-Hydroxy-3-methoxybenzoic Acid, p-hydroxy-m-methoxy-benzoic Acid, vanillic Acide vanillique Benzoic acid, 4-hydroxy-3-methoxy- m-Anisic acid, 4-hydroxy- P hydroxy m methoxy benzoic acid P-hydroxy-m-methoxy-benzoic acid P-hydroxy-m-methoxy-benzonic acid P-vanillate P-vanillic acid Protocatechuic acid 3-methyl ester Protocatechuic acid, 3-methyl ester VA Va (van) Vanillate Vanillic acid VNL C8H8O4 168.148 168.042258738 4-hydroxy-3-methoxybenzoic acid vanillic acid 121-34-6 COC1=C(O)C=CC(=C1)C(O)=O InChI=1S/C8H8O4/c1-12-7-4-5(8(10)11)2-3-6(7)9/h2-4,9H,1H3,(H,10,11) WKOLLVMJNQIZCI-UHFFFAOYSA-N belongs to the class of organic compounds known as m-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 3 of the benzene ring is replaced by a methoxy group. M-methoxybenzoic acids and derivatives Organic compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Aromatic homomonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Anisoles Benzoic acids Benzoyl derivatives Carboxylic acids Hydrocarbon derivatives Hydroxybenzoic acid derivatives Methoxybenzenes Methoxyphenols Monocarboxylic acids and derivatives Organic oxides Phenoxy compounds 1-hydroxy-2-unsubstituted benzenoid Alkyl aryl ether Anisole Aromatic homomonocyclic compound Benzoic acid Benzoyl Carboxylic acid Carboxylic acid derivative Ether Hydrocarbon derivative Hydroxybenzoic acid M-methoxybenzoic acid or derivatives Methoxybenzene Methoxyphenol Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Phenol Phenol ether Phenoxy compound methoxybenzoic acid monohydroxybenzoic acid Solid logp 1.70 ALOGPS logs -1.47 ALOGPS solubility 5.70e+00 g/l ALOGPS melting_point Mp 210° logp 1.17 ChemAxon pka_strongest_acidic 4.16 ChemAxon pka_strongest_basic -4.9 ChemAxon iupac 4-hydroxy-3-methoxybenzoic acid ChemAxon average_mass 168.148 ChemAxon mono_mass 168.042258738 ChemAxon smiles COC1=C(O)C=CC(=C1)C(O)=O ChemAxon formula C8H8O4 ChemAxon inchi InChI=1S/C8H8O4/c1-12-7-4-5(8(10)11)2-3-6(7)9/h2-4,9H,1H3,(H,10,11) ChemAxon inchikey WKOLLVMJNQIZCI-UHFFFAOYSA-N ChemAxon polar_surface_area 66.76 ChemAxon refractivity 41.76 ChemAxon polarizability 15.86 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Metabolism and Physiological Effects of Vanillic Acid SMP0126881 Specdb::EiMs 1960 Specdb::MsIr 560 Specdb::MsIr 561 Specdb::MsIr 562 Specdb::NmrTwoD 1334 Specdb::CMs 1442 Specdb::CMs 2821 Specdb::CMs 29018 Specdb::CMs 31153 Specdb::CMs 31863 Specdb::CMs 37562 Specdb::CMs 158800 Specdb::CMs 1063380 Specdb::CMs 1063382 Specdb::CMs 1063384 Specdb::CMs 1063386 Specdb::CMs 1063388 Specdb::NmrOneD 1390 Specdb::NmrOneD 5091 Specdb::NmrOneD 5092 Specdb::NmrOneD 166529 Specdb::MsMs 701 Specdb::MsMs 702 Specdb::MsMs 703 Specdb::MsMs 4100 Specdb::MsMs 4101 Specdb::MsMs 4102 Specdb::MsMs 4103 Specdb::MsMs 4104 Specdb::MsMs 4105 Specdb::MsMs 178932 Specdb::MsMs 178933 Specdb::MsMs 178934 Specdb::MsMs 181257 Specdb::MsMs 181258 Specdb::MsMs 181259 Specdb::MsMs 285534 Specdb::MsMs 285535 Specdb::MsMs 285536 Specdb::MsMs 285537 Specdb::MsMs 373692 Specdb::MsMs 373693 Specdb::MsMs 373694 Specdb::MsMs 373695 Specdb::MsMs 437920 Specdb::MsMs 437921 HMDB00484 16632 #<Reference:0x000055ce334164f8> #<Reference:0x000055ce33416340> #<Reference:0x000055ce33416188> #<Reference:0x000055ce33415fd0> Almond Type 1 specific Prunus dulcis 3755 0.172 0.172000001 0.172000001 mg/100 g Amaranth Type 1 specific Amaranthus 3564 American cranberry Type 1 specific Vaccinium macrocarpon 13750 2.367 2.813999921 1.920000076 mg/100 g Anise Type 1 specific Pimpinella anisum 271192 0.0 0.0 0.0 mg/100 g Annual wild rice Type 1 specific Zizania aquatica 75727 Apple Type 1 specific Malus pumila 283210 0.0 0.0 0.0 mg/100 g Apricot Type 1 specific Prunus armeniaca 36596 Arabica coffee Type 1 specific Coffea arabica 13443 0.0175 0.035 0.0 mg/100 g Arrowroot Type 1 specific Maranta arundinacea 210060 Barley Type 1 specific Hordeum vulgare 4513 Beer Type 2 specific 0.58384 1.65 0.0 mg/100 g Bilberry Type 1 specific Vaccinium myrtillus 180763 Black chokeberry Type 1 specific Photinia melanocarpa 661339 0.0 0.0 0.0 mg/100 g Black walnut Type 1 specific Juglans nigra 16719 Breakfast cereal Type 2 specific Broccoli Type 1 specific Brassica oleracea var. italica 36774 1.83255 1.9588 1.7063 mg/100 g Bulgur Type 2 specific Cardamom Type 1 specific Elettaria cardamomum 105181 Carrot Type 1 specific Daucus carota ssp. sativus 79200 1.80495 3.2627 0.0 mg/100 g Cereals and cereal products Unknown generic Chicory Type 1 specific Cichorium intybus 13427 0.05 0.05 0.05 mg/100 g Cocoa bean Type 1 specific Theobroma cacao 3641 Cocoa powder Type 2 specific 3.7 3.700000048 3.700000048 mg/100 g Coconut Type 1 specific Cocos nucifera 13894 Coffee Type 1 generic Coffea 13442 0.0175 0.035 0.0 mg/100 g Common buckwheat Type 1 specific Fagopyrum esculentum 3617 0.0 0.0 0.0 mg/100 g Common grape Type 1 specific Vitis vinifera 29760 0.0 0.0 0.0 mg/100 g Common oregano Type 1 specific Origanum vulgare 39352 6.0 6.0 6.0 mg/100 g Common pea Type 1 specific Pisum sativum 3888 Common sage Type 1 specific Salvia officinalis 38868 2.706667 5.849999905 0.0 mg/100 g Common thyme Type 1 specific Thymus vulgaris 49992 2.033333 6.099999905 0.0 mg/100 g Common wheat Type 1 specific Triticum aestivum 4565 1.658 3.653999805 0.054000001 mg/100 g Coriander Type 1 specific Coriandrum sativum 4047 41.666667 96.0 0.600000024 mg/100 g Corn Type 1 specific Zea mays 4577 0.310532 0.527395012 0.086000003 mg/100 g Cucumber Type 1 specific Cucumis sativus 3659 2.5164 2.8408 2.192 mg/100 g Cumin Type 1 specific Cuminum cyminum 52462 0.0 0.0 0.0 mg/100 g Dandelion Type 1 specific Taraxacum officinale 50225 Date Type 1 specific Phoenix dactylifera 42345 1.661667 4.133333365 0.0 mg/100 g Dill Type 1 specific Anethum graveolens 40922 0.657933 1.600000024 0.1676 mg/100 g Eggplant Type 1 specific Solanum melongena 4111 0.15665 0.184 0.1293 mg/100 g Fennel Type 1 specific Foeniculum vulgare 48038 0.0 0.0 0.0 mg/100 g Fig Type 1 specific Ficus carica 3494 Flour Type 2 specific French plantain Type 1 specific Musa X paradisiaca 89151 Garden onion Type 1 specific Allium cepa 4679 8.923067 25.8 0.387 mg/100 g Garden rhubarb Type 1 specific Rheum rhabarbarum 3621 0.4 0.4 0.4 mg/100 g Garden tomato Type 1 specific Solanum lycopersicum 4081 0.0174 0.0182 0.0166 mg/100 g Garden tomato (var.) Type 1 specific Solanum lycopersicum var. lycopersicum 397755 0.0115 0.023 0.0 mg/100 g Garlic Type 1 specific Allium sativum 4682 0.17905 0.1833 0.1748 mg/100 g German camomile Type 1 specific Matricaria recutita 127986 0.0 0.0 0.0 mg/100 g Ginger Type 1 specific Zingiber officinale 94328 Ginkgo nuts Type 1 specific Ginkgo biloba 3311 Grape wine Type 2 specific 0.193394 0.400000006 0.006 mg/100 g Grapefruit Type 1 specific Citrus X paradisi 37656 0.2245 0.446999997 0.002 mg/100 g Green bell pepper Type 1 specific Capsicum annuum 4072 1.20975 1.361 1.0585 mg/100 g Green zucchini Type 1 specific Cucurbita pepo var. cylindrica 0.48385 0.4983 0.4694 mg/100 g Hard wheat Type 1 specific Triticum durum 4567 0.896333 0.896333337 0.896333337 mg/100 g Highbush blueberry Type 1 specific Vaccinium corymbosum 69266 0.0 0.0 0.0 mg/100 g Horseradish Type 1 specific Armoracia rusticana 3704 4.5 4.5 4.5 mg/100 g Hyssop Type 1 specific Hyssopus officinalis 39324 0.0 0.0 0.0 mg/100 g Italian oregano Type 1 specific Origanum X majoricum 1384207 0.0 0.0 0.0 mg/100 g Italian sweet red pepper Type 1 specific Capsicum annuum 4072 1.166 1.3036 1.0284 mg/100 g Lambsquarters Type 1 specific Chenopodium album 3559 Lemon balm Type 1 specific Melissa officinalis 39338 0.0 0.0 0.0 mg/100 g Lingonberry Type 1 specific Vaccinium vitis-idaea 180772 0.0 0.0 0.0 mg/100 g Milk (Cow) Type 2 specific Millet Type 1 specific Panicum miliaceum 4540 Oat Type 1 specific Avena sativa 4498 0.23737 0.377999991 0.063000001 mg/100 g Olive Type 1 specific Olea europaea 4146 6.317445 24.5 0.068999998 mg/100 g Opium poppy Type 1 specific Papaver somniferum 3469 Oriental wheat Type 1 specific Triticum turanicum 376534 Parsley Type 1 specific Petroselinum crispum 4043 0.6 0.600000024 0.600000024 mg/100 g Parsnip Type 1 specific Pastinaca sativa 4041 1.4263 1.6621 1.1905 mg/100 g Peanut Type 1 specific Arachis hypogaea 3818 4.3 4.3 4.3 mg/100 g Quinoa Type 1 specific Chenopodium quinoa 63459 Rape Type 1 specific Brassica napus var. napus 138011 0.0 0.0 0.0 mg/100 g Red beetroot Type 1 specific Beta vulgaris var. rubra Red raspberry Type 1 specific Rubus idaeus 32247 0.26 0.519999981 0.0 mg/100 g Red rice Type 1 specific Oryza rufipogon 4529 Rice Type 1 specific Oryza sativa 4530 0.1815 0.289499998 0.116999999 mg/100 g Robusta coffee Type 1 specific Coffea canephora 49390 0.0175 0.035 0.0 mg/100 g Romaine lettuce Type 1 specific Lactuca sativa L. var. longifolia 1.02425 1.2429 0.8056 mg/100 g Rosemary Type 1 specific Rosmarinus officinalis 39367 2.043889 3.066666603 1.065000013 mg/100 g Rum Type 2 specific 0.011 0.011 0.011 mg/100 g Rye Type 1 specific Secale cereale 4550 1.521 2.519999981 0.522000015 mg/100 g Rye bread Type 2 specific 1.535 2.5 0.569999993 mg/100 g Saffron Type 1 specific Crocus sativus 82528 Salmonberry Type 1 specific Rubus spectabilis 59499 Sea-buckthornberry Type 1 specific Hippophae rhamnoides 193516 0.0 0.0 0.0 mg/100 g Sesame Type 1 specific Sesamum orientale 4182 Sherry Type 2 specific 0.075994 0.075994444 0.075994444 mg/100 g Silver linden Type 1 specific Tilia argentea 0.5 0.5 0.5 mg/100 g Soft-necked garlic Type 1 specific Allium sativum L. var. sativum 4682 Sorghum Type 1 specific Sorghum bicolor 4558 Sour cherry Type 1 specific Prunus cerasus 140311 Soy bean Type 1 specific Glycine max 3847 0.0837 0.25 0.0 mg/100 g Spearmint Type 1 specific Mentha spicata 29719 0.35 0.699999988 0.0 mg/100 g Spelt Type 1 specific Triticum spelta 58933 Spirit Type 2 specific 0.02 0.020000001 0.020000001 mg/100 g Strawberry Type 1 specific Fragaria X ananassa 3747 0.05 0.100000001 0.0 mg/100 g Sweet basil Type 1 specific Ocimum basilicum 39350 7.0 14.0 0.0 mg/100 g Sweet marjoram Type 1 specific Origanum majorana 268884 0.0 0.0 0.0 mg/100 g Swiss chard Type 1 specific Beta vulgaris ssp. cicla 1527200 3.65 5.400000095 0.899999976 mg/100 g Tarragon Type 1 specific Artemisia dracunculus 72341 1.8 1.8 1.8 mg/100 g Tartary buckwheat Type 1 specific Fagopyrum tataricum 62330 Teff Type 1 specific Eragrostis tef 110835 Triticale Type 1 specific X Triticosecale rimpaui Turmeric Type 1 specific Curcuma longa 136217 Turnip Type 1 specific Brassica rapa var. rapa 51350 0.12865 0.1519 0.1054 mg/100 g Vanilla Type 1 specific Vanilla 51238 Vinegar Type 2 specific 0.094952 0.094951996 0.094951996 mg/100 g Wheat Type 1 specific Triticum 4564 Whisky Type 2 specific 0.031182 0.031181818 0.031181818 mg/100 g White wine Type 2 12.39 12.39 12.39 mg/100 g Wild carrot Type 1 specific Daucus carota 4039 Wild rice Type 1 specific Zizania 15949 Yellow bell pepper Type 1 specific Capsicum annuum 4072 0.2789 0.3116 0.2462 mg/100 g Yellow wax bean Type 1 specific Phaseolus vulgaris 3885 2.85405 3.2963 2.4118 mg/100 g bean creamy dairy milky powdery sweet vanilla Aldose reductase inhibitor 40 An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor) inhibitor that interferes with the action of aldehyde reductase (EC 1.1.1.21). Allelopathic 42 Anti bacterial 145 A substance that kills or slows the growth of bacteria. Anti leukemic 393 A substance that inhibits or prevents the proliferation of neoplasms. Anti peroxidant 519 Anti radicular 572 Anti septic 603 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti-cancer 159 A substance that inhibits or prevents the proliferation of neoplasms. Anti-fatigue 274 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-helmintic 72 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Anti-oxidant 502 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324. Anti-sickling 614 Antitumor 672 A substance that inhibits or prevents the proliferation of neoplasms. Antitumor promoter 673 A substance that inhibits or prevents the proliferation of neoplasms. Ascaricide 710 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Cancer preventive 754 A substance that inhibits or prevents the proliferation of neoplasms. Choleretic 801 Fungicide 940 A substance used to destroy fungal pests. Immunosuppressant 1033 An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response. Laxative 1065 An agent that produces a soft formed stool, and relaxes and loosens the bowels, typically used over a protracted period, to relieve constipation. Compare with cathartic, which is a substance that accelerates defecation. A substances can be both a laxative and a cathartic. Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. Ubiquiot 1391