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