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