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