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	Niacin β-pyridinecarboxylic acid Niacina Acidum Nicotinicum Nikotinsäure 3-Pyridinecarboxylic acid 3-carboxypyridine ácido nicotínico pyridine-β-carboxylic acid Nicotinic acid m-pyridinecarboxylic acid Acide nicotinique anti-pellagra vitamin 3-Pyridylcarboxylic acid
Brand Names	Envirocomplex Concept OB Formula Lf Cavan Heme OB Complete One A Day Tab Protect Cardio AF Prenatal Vitafol Fe Plus Niacin Cap 250mg Vita-vim With Beta-carotene - Tab Cc II Multivitamins and Minerals for Young Men MVC-Fluoride Simcor Hi Potency B Complex W Chelated Minerals Multi-Vitamin Fluoride and Iron Drops Cool B Multi-force for Women Tab Niacin 100mg Niacin Tab 100mg Yeast Free WestGel DHA Natural Source Spectrum With Beta Carotene Dothelle DHA Multi #2 Niacin Tablets 500mg USP Vitamin B Complex Tab Niacin Inj 100mg/ml Select OB Cda-21 Vitamins With Non-medicinal Probiotic Complex VITAFOL Gummies Vitafol OB Caplet B-3 500mg Continuous Released NESTABS ABC Prenatal Multi-vitamin/Mineral Supplement with DHA/EPA B6 Plus Tab Integra Niacin Pwr 800mg/1.25ml Niacin Tab 475mg Gesticare DHA Master Key Formula 3 Tab Maxum Multi-vite Vita-vim - Tab Iron Folate-F O-Cal Prenatal Vitamin OB Complete 400 Wellness Formula Formula # 7 Tab 50mg Nephrocaps-QT Daily-Vite 50 Plus Gtf-vitamin-minerals & Pancreatin Tab Formula Hh Folivane-OB Multitabs Niacin 50mg healthy mamaBE WELL ROUNDED BE WELL ROUNDED Nicaprin Innersource Tab Multi Vitamin-mineral Formula M-Natal Plus Niachrom Capsule Folika-T Time Released Niacin 500 mg Multi-Vitamin Lutime American Eagle Energizer Plus Vitamin Supplement Drink Antivert Tab Niacin Src 400mg Niacin Tab 100mg Phytopure Davimet with Fluoride One A Day Advance Adults 50+ Abavite Irospan 24/6 Luna Vitamin and Mineral Bar for Women PreNatal Vitamins Plus Timed Release Vita-vim Srt Virt-C DHA Prenatal, DHA Armax Hyporyl - Tab Multi-actin Kindervites Vasodyn Tab Iron Folate Plus Ni-C-E-LE Plus NovaFerrum Multivitamin with Iron Pediatric Drops Remedium - Liq Orl Hemocyte Plus Vita B Complex Tab Men's 50+ Niaspan Metacinamide Tab Advicor One-A-day Advance Men's Protect Plus SO 60 Vita Vim With Beta Carotene-caplet Fusion Activator Formula Tab My Favorite Niacin and Inositol Tab Nicazyme Tri B3 Src 300mg Mycelized Childrens Multi-vitamin Liq Prenatal Formula Tab Multi-Vitamin With Fluoride Vitalife - Capsule Niacin Tab 50mg Adeks Tablets Children's Chewable Tab Red Bull Fortistress Tab Hsn Formula Niodan 500 Mg Time Release Tablets Prenatal Vitamins Plus Low Iron Niacin 100mg Tablets USP Vitafol One Multi Vitamines - Liq Vitamin & Mineral Formula 1 Dietary Supplement Complex 5 - Pwr One A Day Advance Adults TriStart DHA Niacin Ctr Srt 500mg Myhephron Dialysis and Stress Supplement One Daily VITES Vyo Cylate - Pwr Reno Caps bioJET Lustime Angel Mega 13 Multivitamin Formula B 6 Plus Davimet-M Animal Shapes Red American Eagle Vitamin Supplement Drink Grand Master Formula Tab Multi Flow Tablets Vitamin B Compound Tab Niacin 250mg Gtf Support Caplet Vita Vim Multivitamins and Minerals Tab Maximum Once A Day Master Key Multi Vitamin Multi Mineral Formula 2 Vitamin B3 Tab 10mg USP Chewable Men's Bev 29 Tab Se-Natal Fusion Plus Folivane-F Vitamin B + C Cap Formula O.C. Formula Cw-caplet Provida DHA Harvest Of Values All B Complex Tab Lipotropic Ctr Nephrocaps Doctor's Choice Brand for Men Sveets Cavan Prenatal Niacin Tab 250mg TL-Fluorivite Puralor Vita Balance 2000 Mega Vitaminerals Revitalize Multi-vitamin and Mineral Complex Prenatal Mega Antioxidant B-complex Tab Iron 25mg With Vit B-cmplx, Vit C, Cu & Mo Tendera-OB Vitafol Plus Formula F L W Body Rox Concept DHA Lipo-B-C Tab Nata Komplete Multivitamins and Minerals With Betacarotene Tablets Ultimate Tab Shen Min Vitamin Supplement Multi-phyto Capsules Niacin-niacinamide Tab Vitamin B Complex Suppl Formula Cw Rogenic Stress Formula Multi-B Comp + 500mg Vit C Cap Taron-C DHA B3 Flush Free Niacin With Inositol Reaphirm Plant Source DHA Vitafol Caplet Vitafol-OB Plus DHA Prenatal Supplement Plus DHA TriStart ONE Escavite Lq Nutra Boost American Plus Energy & Vitamin Drink Sustained Release Niacin 500mg Pro Enz Tab Niacin Tab 500mg 24 Multivitamins + Minerals Spectrum 2 Cap Iron, Vit & Min Supp Niacin 100 Mg Tablets Vtb Vitamin and Mineral Supplement Vege Swiss One Multivitamin W Chel Mins Tab Niaspan ER Multivitamin with fluoride Provida OB Nitro Vites - Tab Extra Once A Day C-B Complex Niacin 100 mg Vita-Rx Diabetic Vitamin Multi-Vitamin Fluoride Drops Multicaps PROTECT IRON Liquid Vita Day Tab Mhb Niacin Tab 100mg USP Multivitamin with Fluoride Poly-Vi-Flor Gummies Escavite D Cal M Tab Multivit with Fluoride Niacor Lipall Plus Tab Lip - Fac Formula Card-floe II Tab Multi Tabs Mega Capsules DermaNIC Lustime Unicorn Pro Hers Vanilla WesCap-C-DHA ahoSAN NovaMV Multivitamin Strovite Forte Caplet Integra F Integra Plus Niacin Only One - Tablet Poly-Vi-Sol TriStart FREE O-Cal FA multivitamin Niacin Caps 100mg Usana Megavitamin Tablets - Tab Niacin 500mg Dr. AVi MULTIVITAMIN with Zinc, Real Ginger, Lemon and Lemongrass Vc II Niacin 500 Mg and Inositol Novel Vita Davimet Acti-niacin Caplet 500mg Formula Cp Cap Phytovim Cap Ifb Vp-heme Ob DHA Swiss One Timed Release Tab Multivitamins and Minerals for Young Women Super Daily No 2 Niaspan Fct JEUNCELL Hair restorer and Hair Growth Solution Revit Multi-vitamins and Minerals Genicin Vita-S Niacin-100 Tab 100mg Vp-pnv-dha Folivane-Plus with Ascorbic Acid Precursors Niacin 100mg Tab Lipovitan Chromemate Super Stress Mega B Plus 1000mg Vit C Tab Orange Flavored Crystal Chews Tab
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