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