NIO

NICOTINIC ACID

Created:	1999-07-08
Last modified:	2024-10-02

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56 entries where NIO is found as a standalone ligand16 entries where NIO is found in a polymer sequence

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

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Chemical Component Summary
Name	NICOTINIC ACID
Systematic Name (OpenEye OEToolkits)	pyridine-3-carboxylic acid
Formula	C₆ H₅ N O₂
Molecular Weight	123.109
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(O)c1cccnc1
SMILES	CACTVS	3.341	OC(=O)c1cccnc1
SMILES	OpenEye OEToolkits	1.5.0	c1cc(cnc1)C(=O)O
Canonical SMILES	CACTVS	3.341	OC(=O)c1cccnc1
Canonical SMILES	OpenEye OEToolkits	1.5.0	c1cc(cnc1)C(=O)O
InChI	InChI	1.03	InChI=1S/C6H5NO2/c8-6(9)5-2-1-3-7-4-5/h1-4H,(H,8,9)
InChIKey	InChI	1.03	PVNIIMVLHYAWGP-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

DrugBank ID	DB00627 ?
Name	Niacin
Groups	investigational approved 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	Nicotinic acid 3-Pyridinecarboxylic acid 3-Pyridylcarboxylic acid Niacin m-pyridinecarboxylic acid pyridine-β-carboxylic acid 3-carboxypyridine Acidum Nicotinicum Nikotins?ure Niacina ácido nicotínico Acide nicotinique anti-pellagra vitamin β-pyridinecarboxylic acid
Brand Names	Multi-phyto Capsules Sveets Vita Vim With Beta Carotene-caplet Reaphirm Plant Source DHA Niacin Tab 500mg Ni-C-E-LE Plus Pro Enz Tab Vitalife - Capsule Davimet Vita-vim With Beta-carotene - Tab Concept OB Vitamin B Complex Suppl Nephrocaps Tendera-OB Genicin Vita-S Hyporyl - Tab Provida OB Lustime Unicorn Hemocyte Plus Niacin Tab 100mg Yeast Free Iron Folate-F Niacin Tab 475mg Reno Caps Gtf-vitamin-minerals & Pancreatin Tab Lustime Angel Swiss One Timed Release Tab Multi #2 Multi-Vitamin With Fluoride NovaFerrum Multivitamin with Iron Pediatric Drops Phytovim Cap Time Released Niacin 500 mg Mega 13 Multivitamin Formula Men's 50+ Cda-21 Vitamins With Non-medicinal Probiotic Complex Multi-Vitamin Fluoride and Iron Drops Vitafol Fe Plus Vitafol Plus B6 Plus Tab Niacin Pwr 800mg/1.25ml Lipo-B-C Tab Nitro Vites - Tab Vita Vim Multivitamins and Minerals Tab Lipotropic Ctr Multi Tabs Grand Master Formula Tab Irospan 24/6 Taron-C DHA Vp-heme Ob DHA Doctor's Choice Brand for Men Cool B Dothelle DHA Vitafol One Hi Potency B Complex W Chelated Minerals Shen Min Vitamin Supplement WestGel DHA Escavite D Formula # 7 Tab 50mg Formula F L W Novel Vita Multi-Vitamin Abavite B-complex Tab Mega Capsules My Favorite Niacin and Inositol Tab O-Cal Prenatal Vitamin Niacin 100 mg Lutime Extra Once A Day DermaNIC Niacin Inj 100mg/ml One A Day Advance Adults 50+ Multivitamin with Fluoride Revitalize Multi-vitamin and Mineral Complex Mycelized Childrens Multi-vitamin Liq Folika-T Vita Day Tab Card-floe II Tab Multi Flow Tablets One A Day Advance Adults Protect Plus SO 60 Super Stress Mega B Plus 1000mg Vit C Tab Master Key Multi Vitamin Multi Mineral Formula 2 OB Complete 400 Lip - Fac Formula Mhb Vita Balance 2000 Simcor Multicaps Integra Advicor Multi-Vitamin Fluoride Drops Vitafol Caplet Cavan Heme OB Luna Vitamin and Mineral Bar for Women Rogenic 24 Multivitamins + Minerals Innersource Tab B-3 500mg Continuous Released Select OB Ultimate Tab Vita-Rx Diabetic Vitamin Niacin Vc II Vitamin & Mineral Formula 1 Dietary Supplement Multivit with Fluoride B3 Davimet-M Multi Vitamin-mineral Formula Niacin Src 400mg PreNatal Vitamins Plus TL-Fluorivite Nutra Boost Dr. AVi MULTIVITAMIN with Zinc, Real Ginger, Lemon and Lemongrass One-A-day Advance Men's Nicazyme Bev 29 Tab Body Rox NovaMV Multivitamin Vtb Vitamin and Mineral Supplement Niacor Complete One A Day Tab Fusion Activator Formula Tab Niacin Caps 100mg healthy mamaBE WELL ROUNDED BE WELL ROUNDED Fusion Plus Puralor Lipovitan Acti-niacin Caplet 500mg Niacin 250mg Formula Hh Kindervites Concept DHA Prenatal Mega Antioxidant VITAFOL Gummies Multi Vitamines - Liq Niacin Tab 50mg Vita-vim - Tab Cc II Maximum Once A Day Timed Release Vita-vim Srt Chromemate ahoSAN Niacin 50mg 50 Plus Multi-force for Women Tab Antivert Tab Nicaprin Vitafol-OB Plus DHA Prenatal Supplement Plus DHA Myhephron Dialysis and Stress Supplement Daily-Vite Prenatal bioJET Master Key Formula 3 Tab Vitafol OB Caplet Pro Hers Vanilla Orange Flavored Crystal Chews Tab Niacin 100mg Tab TriStart ONE WesCap-C-DHA Envirocomplex Formula Cw Nata Komplete Niaspan Fct C-B Complex Complex 5 - Pwr Niacin Tab 100mg Harvest Of Values All B Complex Tab Flush Free Niacin With Inositol Niacin-niacinamide Tab Spectrum 2 Cap Adeks Tablets Armax Cavan Prenatal Folivane-Plus with Ascorbic Acid Precursors Niacin Cap 250mg Niaspan ER Formula Lf Integra F O-Cal FA multivitamin Only One - Tablet Lipall Plus Tab Prenatal Formula Tab Strovite Forte Caplet Sustained Release Niacin 500mg American Eagle Energizer Plus Vitamin Supplement Drink Vasodyn Tab Niacin Ctr Srt 500mg Virt-C DHA Men's Fortistress Tab Davimet with Fluoride Integra Plus Metacinamide Tab Multi-actin Niacin Tab 100mg USP Remedium - Liq Orl Children's Chewable Tab Formula O.C. Se-Natal Prenatal Vitamins Plus Low Iron Vitamin B3 Tab 10mg USP Chewable NESTABS ABC Prenatal Multi-vitamin/Mineral Supplement with DHA/EPA Niacin 100mg Tablets USP Revit Multi-vitamins and Minerals JEUNCELL Hair restorer and Hair Growth Solution Vitamin B Compound Tab Poly-Vi-Sol Stress Formula Multi-B Comp + 500mg Vit C Cap Red American Eagle Vitamin Supplement Drink Wellness Formula Multivitamin with fluoride Multivitamins and Minerals With Betacarotene Tablets Niodan 500 Mg Time Release Tablets Poly-Vi-Flor Gummies Multitabs TriStart DHA Cal M Tab Niachrom Capsule Iron Folate Plus Gtf Support Caplet PROTECT IRON Liquid Iron 25mg With Vit B-cmplx, Vit C, Cu & Mo Maxum Multi-vite Tri B3 Src 300mg Niacin 500mg Animal Shapes Phytopure Niacin-100 Tab 100mg Hsn Formula Niacin 100 Mg Tablets Folivane-F Ifb Niacin Tab 250mg B 6 Plus Vege Swiss One Multivitamin W Chel Mins Tab Niaspan Prenatal, DHA Red Bull Multivitamins and Minerals for Young Men Natural Source Spectrum With Beta Carotene Vita B Complex Tab Formula Cw-caplet One Daily VITES Niacin 500 Mg and Inositol Provida DHA Niacin Tablets 500mg USP Vitamin B + C Cap Folivane-OB Protect Cardio AF Vyo Cylate - Pwr M-Natal Plus Super Daily No 2 TriStart FREE Vp-pnv-dha American Plus Energy & Vitamin Drink Niacin 100mg Vitamin B Complex Tab Escavite Lq Gesticare DHA Nephrocaps-QT Mega Vitaminerals Multivitamins and Minerals for Young Women Usana Megavitamin Tablets - Tab Formula Cp Cap MVC-Fluoride Iron, Vit & Min Supp
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

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

Name	Target Sequence	Pharmacological Action	Actions
Hydroxycarboxylic acid receptor 3	MNRHHLQDHFLEIDKKNCCVFRDDFIAKVLPPVLGLEFIFGLLGNGLALW...	unknown	agonist
Diacylglycerol O-acyltransferase 2	MKTLIAAYSGVLRGERQAEADRSQRSHGGPALSREGSGRWGTGSSILSAL...	unknown	inhibitor
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
Organic cation/carnitine transporter 2	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