NIO

NICOTINIC ACID

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is present as a standalone ligand in 56 entries

is present in a polymer sequence 16 entries

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Chemical Component Summary
Name	NICOTINIC ACID
Identifiers	pyridine-3-carboxylic acid
Formula	C₆ H₅ N O₂
Molecular Weight	123.109
Type	NON-POLYMER
Isomeric SMILES	c1cc(cnc1)C(=O)O
InChI	InChI=1S/C6H5NO2/c8-6(9)5-2-1-3-7-4-5/h1-4H,(H,8,9)
InChIKey	PVNIIMVLHYAWGP-UHFFFAOYSA-N

Chemical Details
Formal Charge	0
Atom Count	14
Chiral Atom Count	0
Bond Count	14
Aromatic Bond Count	6

Drug Info: DrugBank

DrugBank ID	DB00627
Name	Niacin
Groups	approved investigational nutraceutical
Description	Niacin is a B vitamin used to treat vitamin deficiencies as well as hyperlipidemia, dyslipidemia, hypertriglyceridemia, and to reduce the risk of myocardial infarctions.[L7550,L7553,L7556,L7559,L7562,L7565]
Synonyms	Nikotinsäure anti-pellagra vitamin m-pyridinecarboxylic acid Acide nicotinique ácido nicotínico Niacina 3-Pyridinecarboxylic acid 3-Pyridylcarboxylic acid Nicotinic acid Niacin Acidum Nicotinicum pyridine-β-carboxylic acid β-pyridinecarboxylic acid 3-carboxypyridine
Brand Names	NovaMV Multivitamin Formula F L W Formula O.C. NovaFerrum Multivitamin with Iron Pediatric Drops Niacin 100mg Vitalife - Capsule Escavite D Nicaprin Stress Formula Multi-B Comp + 500mg Vit C Cap Folivane-F Concept OB Dr. AVi MULTIVITAMIN with Zinc, Real Ginger, Lemon and Lemongrass Harvest Of Values All B Complex Tab MVC-Fluoride Complete One A Day Tab O-Cal FA multivitamin Vita Vim With Beta Carotene-caplet Mhb Niacin Src 400mg Pro Hers Vanilla Virt-C DHA Orange Flavored Crystal Chews Tab B6 Plus Tab Vp-heme Ob DHA Ifb Cool B C-B Complex Swiss One Timed Release Tab Niacin Tab 100mg Yeast Free Envirocomplex Multi-Vitamin Multi-Vitamin Fluoride and Iron Drops Tri B3 Src 300mg B-3 500mg Continuous Released Multi-Vitamin With Fluoride Niacin Tab 100mg USP Integra Plus Hemocyte Plus Complex 5 - Pwr Multi-phyto Capsules Niaspan ER Protect Cardio AF Hi Potency B Complex W Chelated Minerals Integra Multivitamins and Minerals With Betacarotene Tablets Iron Folate Plus Metacinamide Tab Vitafol Fe Plus Gtf Support Caplet Lustime Angel Iron 25mg With Vit B-cmplx, Vit C, Cu & Mo Vitamin B3 Tab 10mg USP Chewable Niacin-100 Tab 100mg Folivane-OB Simcor DermaNIC Mega Vitaminerals healthy mamaBE WELL ROUNDED BE WELL ROUNDED Niacin Pwr 800mg/1.25ml Revitalize Multi-vitamin and Mineral Complex Vitafol Caplet Multivitamin with Fluoride Strovite Forte Caplet Mycelized Childrens Multi-vitamin Liq ahoSAN Vitafol OB Caplet Fortistress Tab Vita B Complex Tab Cal M Tab Niacin Tab 100mg Genicin Vita-S Iron, Vit & Min Supp Niacin 50mg Niacin 100mg Tab Lipo-B-C Tab Reaphirm Plant Source DHA Prenatal Vitamins Plus Low Iron Vita Balance 2000 Escavite Lq Doctor's Choice Brand for Men Niacin Tab 475mg Only One - Tablet Innersource Tab Antivert Tab One A Day Advance Adults 50+ Daily-Vite Nicazyme Time Released Niacin 500 mg Multivit with Fluoride Rogenic Formula Hh Formula Cw-caplet Lipotropic Ctr B 6 Plus Niodan 500 Mg Time Release Tablets Kindervites Provida OB Niacin 100 Mg Tablets Formula Cp Cap Dothelle DHA Niacin-niacinamide Tab Maximum Once A Day Pro Enz Tab Lustime Unicorn Niacin 100mg Tablets USP TriStart ONE Multitabs Cavan Prenatal Vitamin B Complex Suppl Natural Source Spectrum With Beta Carotene Reno Caps Niacin 500mg Extra Once A Day Nephrocaps-QT Ni-C-E-LE Plus VITAFOL Gummies Multivitamins and Minerals for Young Men Cc II Nitro Vites - Tab B-complex Tab Red American Eagle Vitamin Supplement Drink Taron-C DHA Niacin 100 mg 24 Multivitamins + Minerals Lutime Nata Komplete Poly-Vi-Sol Fusion Plus Chromemate Children's Chewable Tab Remedium - Liq Orl Mega 13 Multivitamin Formula bioJET Multicaps Mega Capsules TL-Fluorivite Abavite Vita Day Tab WestGel DHA Vitafol Plus Formula Cw Niaspan Select OB Acti-niacin Caplet 500mg Multivitamin with fluoride Niacin Caps 100mg TriStart DHA Novel Vita Gtf-vitamin-minerals & Pancreatin Tab Prenatal Hyporyl - Tab WesCap-C-DHA Multivitamins and Minerals for Young Women Niacin Tab 500mg Sustained Release Niacin 500mg One-A-day Advance Men's Folika-T American Plus Energy & Vitamin Drink Gesticare DHA Vita-Rx Diabetic Vitamin Vitamin B Complex Tab Vyo Cylate - Pwr Lipall Plus Tab Vita-vim - Tab Timed Release Vita-vim Srt Vasodyn Tab Luna Vitamin and Mineral Bar for Women O-Cal Prenatal Vitamin Davimet with Fluoride Poly-Vi-Flor Gummies Protect Plus SO 60 Wellness Formula Multi-force for Women Tab Multi Vitamines - Liq Niaspan Fct Super Daily No 2 Men's 50+ PROTECT IRON Liquid Nephrocaps Niacin Tab 50mg Body Rox Ultimate Tab Niachrom Capsule Fusion Activator Formula Tab Folivane-Plus with Ascorbic Acid Precursors Vitamin & Mineral Formula 1 Dietary Supplement Phytovim Cap Multi #2 Niacin Cap 250mg Vp-pnv-dha Hsn Formula Davimet-M Bev 29 Tab Shen Min Vitamin Supplement Niacin Tab 250mg Tendera-OB Niacor Niacin 250mg Irospan 24/6 Adeks Tablets Maxum Multi-vite Vita-vim With Beta-carotene - Tab 50 Plus JEUNCELL Hair restorer and Hair Growth Solution Master Key Formula 3 Tab Davimet One Daily VITES Cda-21 Vitamins With Non-medicinal Probiotic Complex Vitafol-OB Plus DHA Prenatal Supplement Plus DHA Animal Shapes Flush Free Niacin With Inositol Super Stress Mega B Plus 1000mg Vit C Tab Lipovitan Sveets Concept DHA Iron Folate-F Vitamin B Compound Tab TriStart FREE Grand Master Formula Tab NESTABS ABC Prenatal Multi-vitamin/Mineral Supplement with DHA/EPA Vitafol One Vita Vim Multivitamins and Minerals Tab Cavan Heme OB M-Natal Plus Multi Flow Tablets Nutra Boost Multi Tabs Puralor Vc II My Favorite Niacin and Inositol Tab Provida DHA Vtb Vitamin and Mineral Supplement American Eagle Energizer Plus Vitamin Supplement Drink Master Key Multi Vitamin Multi Mineral Formula 2 Niacin Tablets 500mg USP Myhephron Dialysis and Stress Supplement Phytopure Prenatal Formula Tab PreNatal Vitamins Plus Integra F Vege Swiss One Multivitamin W Chel Mins Tab Prenatal Mega Antioxidant Multi-Vitamin Fluoride Drops Niacin Ctr Srt 500mg OB Complete 400 Prenatal, DHA Multi-actin Formula Lf Revit Multi-vitamins and Minerals Multi Vitamin-mineral Formula Usana Megavitamin Tablets - Tab Niacin Armax Red Bull Se-Natal Advicor Niacin Inj 100mg/ml B3 Spectrum 2 Cap Vitamin B + C Cap Card-floe II Tab Niacin 500 Mg and Inositol Men's Lip - Fac Formula One A Day Advance Adults Formula # 7 Tab 50mg
Indication	Niacin is indicated to prevent vitamin deficiencies in pediatric and adult patients receiving parenteral nutrition as part of multivitamin intravenous injections.[L7550,L7553,L7556,L7559] Niacin oral tablets are indicated as a monotherapy or in combination with simvastatin or lovastatin to treat primary hyperlipidemia and mixed dyslipidemia.[L7562,L7565] It can also be used to reduce the risk of nonfatal myocardial infarctions in patients with a history of myocardial infarction and hyperlipidemia.[L7562,L7565] Niacin is also indicated with bile acid binding resins to treat atherosclerosis in patients with coronary artery disease and hyperlipidemia or to treat primary hyperlipidemia.[L7562,L7565] Finally niacin is indicated to treat severe hypertriglyceridemia.[L7562,L7565]
Categories	Agents Causing Muscle Toxicity Cardiovascular Agents Cytochrome P-450 CYP2D6 Inhibitors Cytochrome P-450 CYP2D6 Inhibitors (strength unknown) Cytochrome P-450 CYP2E1 Inhibitors Cytochrome P-450 CYP2E1 Inhibitors (strength unknown) Cytochrome P-450 CYP3A Inhibitors Cytochrome P-450 CYP3A4 Inhibitors Cytochrome P-450 CYP3A4 Inhibitors (strength unknown) Cytochrome P-450 Enzyme Inhibitors Diet, Food, and Nutrition Food Growth Substances Hyperglycemia-Associated Agents Hypolipidemic Agents Hypolipidemic Agents Indicated for Hyperlipidemia Lipid Modifying Agents Lipid Modifying Agents, Plain Lipid Regulating Agents Micronutrients Miscellaneous Antilipemic Agents Nicotinic Acid and Derivatives Nicotinic Acids Non-statin Hypolipidemic Agents Indicated for Hyperlipidemia Noxae Organic Anion Transporting Polypeptide 2B1 Inhibitors Peripheral Vasodilators Physiological Phenomena Pyridines Thyroxine-binding globulin inhibitors Toxic Actions Vasodilating Agents Vitamin B Complex Vitamins
ATC-Code	C10AD02 C10AD52 C10BA01 C04AC01
CAS number	59-67-6

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Hydroxycarboxylic acid receptor 3	MNRHHLQDHFLEIDKKNCCVFRDDFIAKVLPPVLGLEFIFGLLGNGLALW...	unknown	agonist
Hydroxycarboxylic acid receptor 2	MNRHHLQDHFLEIDKKNCCVFRDDFIVKVLPPVLGLEFIFGLLGNGLALW...	unknown	agonist
Nicotinate-nucleotide pyrophosphorylase [carboxylating]	MDAEGLALLLPPVTLAALVDSWLREDCPGLNYAALVSGAGPSQAALWAKS...	unknown	binder
Nicotinamide N-methyltransferase	MESGFTSKDTYLSHFNPRDYLEKYYKFGSRHSAESQILKHLLKNLFKIFC...	unknown	binder
Cytochrome P450 2D6	MGLEALVPLAVIVAIFLLLVDLMHRRQRWAARYPPGPLPLPGLGNLLHVD...	unknown	inhibitor
Cytochrome P450 3A4	MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...	unknown	inhibitor
Cytochrome P450 2E1	MSALGVTVALLVWAAFLLLVSMWRQVHSSWNLPPGPFPLPIIGNLFQLEL...	unknown	inhibitor
Thyroxine-binding globulin	MSPFLYLVLLVLGLHATIHCASPEGKVTACHSSQPNATLYKMSSINADFA...	unknown	inhibitor
Solute carrier family 22 member 5	MRDYDEVTAFLGEWGPFQRLIFFLLSASIIPNGFTGLSSVFLIATPEHRC...	unknown	inhibitor
Solute carrier organic anion transporter family member 2B1	MGPRIGPAGEVPQVPDKETKATMGTENTPGGKASPDPQDVRPSVFHNIKL...	unknown	inhibitor
Monocarboxylate transporter 1	MPPAVGGPVGYTPPDGGWGWAVVIGAFISIGFSYAFPKSITVFFKEIEGI...	unknown	substrate
Sodium-coupled monocarboxylate transporter 1	MDTPRGIGTFVVWDYVVFAGMLVISAAIGIYYAFAGGGQQTSKDFLMGGR...	unknown
Monocarboxylate transporter 4	MGGAVVDEGPTGVKAPDGGWGWAVLFGCFVITGFSYAFPKAVSVFFKELI...	unknown
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682