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	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	Acidum Nicotinicum Nicotinic acid m-pyridinecarboxylic acid 3-carboxypyridine Nikotinsäure Acide nicotinique pyridine-β-carboxylic acid 3-Pyridylcarboxylic acid 3-Pyridinecarboxylic acid ácido nicotínico anti-pellagra vitamin β-pyridinecarboxylic acid Niacina Niacin
Brand Names	Formula Cp Cap Strovite Forte Caplet Vitafol Caplet Vita B Complex Tab Prenatal Vp-heme Ob DHA Remedium - Liq Orl Gesticare DHA Revit Multi-vitamins and Minerals Novel Vita Niacin Tab 250mg Niacin Cap 250mg ahoSAN Gtf-vitamin-minerals & Pancreatin Tab Ifb Cal M Tab Chromemate Nutra Boost Multivitamin with fluoride Vitafol Plus Niacin-niacinamide Tab Davimet My Favorite Niacin and Inositol Tab Folivane-OB Formula F L W Maxum Multi-vite DermaNIC Natural Source Spectrum With Beta Carotene Protect Cardio AF Iron 25mg With Vit B-cmplx, Vit C, Cu & Mo Vitamin & Mineral Formula 1 Dietary Supplement Multi #2 Escavite Lq Nata Komplete Niacin 100 Mg Tablets OB Complete 400 Phytopure NESTABS ABC Prenatal Multi-vitamin/Mineral Supplement with DHA/EPA Vita-vim With Beta-carotene - Tab Niacin Caps 100mg B6 Plus Tab Concept OB Multi Tabs Nephrocaps-QT Multivit with Fluoride 24 Multivitamins + Minerals Niacin 500mg Super Daily No 2 Multivitamin with Fluoride Hyporyl - Tab Mega 13 Multivitamin Formula Select OB Vitamin B Complex Suppl Men's 50+ Vitamin B Compound Tab Cc II Card-floe II Tab Cool B Nitro Vites - Tab One-A-day Advance Men's Ni-C-E-LE Plus VITAFOL Gummies Ultimate Tab Niacin 100mg Tablets USP Prenatal Formula Tab Envirocomplex Niacor Niacin Tab 100mg Yeast Free Rogenic Multi Flow Tablets Niacin 100mg Body Rox PROTECT IRON Liquid C-B Complex Niacin Inj 100mg/ml Niacin Usana Megavitamin Tablets - Tab Vitafol One Vp-pnv-dha Dothelle DHA bioJET B3 Niacin 100mg Tab Adeks Tablets Shen Min Vitamin Supplement Niacin Ctr Srt 500mg Mega Vitaminerals Mycelized Childrens Multi-vitamin Liq Davimet with Fluoride Multi-Vitamin Niodan 500 Mg Time Release Tablets Escavite D Niaspan ER Niacin 500 Mg and Inositol NovaMV Multivitamin Doctor's Choice Brand for Men Multi Vitamines - Liq 50 Plus Vitafol Fe Plus O-Cal FA multivitamin Vita Vim Multivitamins and Minerals Tab Niacin Pwr 800mg/1.25ml Orange Flavored Crystal Chews Tab B-complex Tab Formula # 7 Tab 50mg Multi-actin Poly-Vi-Sol Vege Swiss One Multivitamin W Chel Mins Tab Multivitamins and Minerals With Betacarotene Tablets Vita Vim With Beta Carotene-caplet Formula O.C. Innersource Tab Spectrum 2 Cap WesCap-C-DHA Dr. AVi MULTIVITAMIN with Zinc, Real Ginger, Lemon and Lemongrass Red Bull Simcor Wellness Formula Niacin 50mg Tendera-OB Hsn Formula WestGel DHA Cda-21 Vitamins With Non-medicinal Probiotic Complex Vtb Vitamin and Mineral Supplement TriStart DHA Luna Vitamin and Mineral Bar for Women Lipo-B-C Tab Poly-Vi-Flor Gummies Hi Potency B Complex W Chelated Minerals Antivert Tab Grand Master Formula Tab Harvest Of Values All B Complex Tab Folivane-F Kindervites Formula Cw Myhephron Dialysis and Stress Supplement Niaspan Fct Niacin Tab 475mg Vc II Hemocyte Plus Genicin Vita-S Multivitamins and Minerals for Young Men Abavite Lipotropic Ctr Fusion Plus Complex 5 - Pwr Mega Capsules Vita Day Tab Vitamin B Complex Tab American Eagle Energizer Plus Vitamin Supplement Drink Lustime Unicorn Lutime Vitafol-OB Plus DHA Prenatal Supplement Plus DHA Niaspan Revitalize Multi-vitamin and Mineral Complex Virt-C DHA Vyo Cylate - Pwr Provida OB Lipall Plus Tab Phytovim Cap PreNatal Vitamins Plus Fortistress Tab Swiss One Timed Release Tab Vita-vim - Tab One A Day Advance Adults 50+ Nephrocaps Mhb Timed Release Vita-vim Srt One A Day Advance Adults Master Key Formula 3 Tab Reno Caps Vitafol OB Caplet Lustime Angel Gtf Support Caplet NovaFerrum Multivitamin with Iron Pediatric Drops Sustained Release Niacin 500mg Folivane-Plus with Ascorbic Acid Precursors Fusion Activator Formula Tab healthy mamaBE WELL ROUNDED BE WELL ROUNDED Iron, Vit & Min Supp Niacin Src 400mg O-Cal Prenatal Vitamin Prenatal Vitamins Plus Low Iron Provida DHA Sveets Iron Folate Plus Se-Natal Extra Once A Day Niacin-100 Tab 100mg Multitabs Advicor Complete One A Day Tab Multi-Vitamin Fluoride and Iron Drops Vita Balance 2000 Davimet-M Niacin 100 mg One Daily VITES JEUNCELL Hair restorer and Hair Growth Solution Cavan Prenatal Maximum Once A Day Metacinamide Tab Concept DHA Multi Vitamin-mineral Formula Multi-phyto Capsules Vitalife - Capsule Prenatal, DHA TriStart FREE Animal Shapes Vita-Rx Diabetic Vitamin Multi-force for Women Tab TriStart ONE Multivitamins and Minerals for Young Women Niacin 250mg Men's Formula Hh Multi-Vitamin Fluoride Drops Pro Hers Vanilla Niacin Tab 50mg Protect Plus SO 60 Taron-C DHA Lip - Fac Formula MVC-Fluoride Prenatal Mega Antioxidant Folika-T M-Natal Plus Multi-Vitamin With Fluoride Niacin Tab 500mg Bev 29 Tab Lipovitan Pro Enz Tab Red American Eagle Vitamin Supplement Drink Niacin Tab 100mg Multicaps Stress Formula Multi-B Comp + 500mg Vit C Cap Formula Lf Iron Folate-F Integra F Acti-niacin Caplet 500mg Armax Nicaprin Reaphirm Plant Source DHA Vasodyn Tab Integra Niachrom Capsule American Plus Energy & Vitamin Drink Only One - Tablet Tri B3 Src 300mg Cavan Heme OB Irospan 24/6 Master Key Multi Vitamin Multi Mineral Formula 2 Children's Chewable Tab B 6 Plus Formula Cw-caplet Niacin Tab 100mg USP Integra Plus B-3 500mg Continuous Released Super Stress Mega B Plus 1000mg Vit C Tab Time Released Niacin 500 mg Vitamin B3 Tab 10mg USP Chewable Puralor Nicazyme TL-Fluorivite Daily-Vite Niacin Tablets 500mg USP Vitamin B + C Cap Flush Free Niacin With Inositol
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
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
Solute carrier family 22 member 5	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