NIO

NICOTINIC ACID

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

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