NIO

NICOTINIC ACID

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

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