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

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