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