Natural Product (NP) Details

General Information of the NP (ID: NP2230)
Name
Nicotinamide
Synonyms
nicotinamide; niacinamide; 98-92-0; 3-Pyridinecarboxamide; Nicotinic acid amide; pyridine-3-carboxamide; vitamin PP; Papulex; Aminicotin; Amixicotyn; Nicobion; Nicotylamide; Nikotinamid; Savacotyl; Benicot; Dipegyl; Endobion; Hansamid; Pelmine; Nicotinic amide; Delonin amide; Pelonin amide; Vi-Nicotyl; Austrovit PP; Inovitan PP; Vitamin B; Nicosylamide; Nicotilamide; Nicotililamido; Amnicotin; Niacevit; Nicamina; Nicamindon; Nicofort; Nicomidol; Nicotamide; Nicovitina; Nicovitol; Nicozymin; Niocinamide; Niozymin; Niamide; Nicasir; Nicogen; Nicota; Nicotol; Nicovit; Niko-tamin; 3-Carbamoylpyridine; Nicotine acid amide; Nandervit-N; Pyridine-3-carboxylic acid amide; Niavit PP; Nicosan 2; Nicotine amide; beta-Pyridinecarboxamide; Nikotinsaeureamid; Nicotylamidum; Mediatric; Nicotinsaureamid; Pyridine, 3-carbamoyl-; 3-Pyridinecarboxylic acid amide; Nicotinamidum; m-(Aminocarbonyl)pyridine; Acid amide; Factor pp; Nicotinamida; Nicovel; Vitamin B (VAN); Pelmin; Amid kyseliny nikotinove; Witamina PP; PP-Faktor; Amide PP; Nicotinsaureamid [German]; Nikotinsaeureamid [German]; Amid kyseliny nikotinove [Czech]; Nicotinamidum [INN-Latin]; Nicotinamida [INN-Spanish]; NAM; Nictoamide; CCRIS 1901; Dipigyl; HSDB 1237; Vi-noctyl; AI3-02906; Nicotinamide (Vitamin B3); NSC 13128; b-Pyridinecarboxamide; Niacinamide [USP]; UNII-25X51I8RD4; 3-(aminocarbonyl)pyridine; MFCD00006395; .beta.-Pyridinecarboxamide; CHEMBL1140; MLS000069714; CHEBI:17154; Nicotinamide-d4; 25X51I8RD4; NSC13128; Niacinamide (USP); NSC-13128; NSC-27452; Nicotinamide, 99%; NCGC00093354-03; NCGC00093354-05; SMR000058212; DSSTox_CID_929; Niacinamide;Nicotinic acid amide;Vitamin B3; WLN: T6NJ CVZ; DSSTox_RID_75873; DSSTox_GSID_20929; Niacinamide [USAN]; Enduramide; CAS-98-92-0; B3, Vitamin; Vitamin B 3; B 3, Vitamin; 3 Pyridinecarboxamide; SR-01000721872; Nicotinsaureamid Jenapharm; EINECS 202-713-4; Jenapharm, Nicotinsaureamid; Niacotinamide; Nicotinamid; nicotin-amide; Nicotinsaeureamid; 3-Amidopyridine; DEA No. 1405; Nicotinamide,(S); Vitamin B3 amide; 3-yridinecarboxamide; Nicotinamide [INN]; ACMC-20aizz; Mediatric (Salt/Mix); niacin - Vitamin B3; 1yc5; Opera_ID_775; Niacinamide(Vitamin B3); bmse000281; MolMap_000061; EC 202-713-4; SCHEMBL2926; Nicotinamide (JP17/INN); MLS001424246; Nicotinamide-(amide-[15N]); SCHEMBL6278767; SGCUT00176; ZINC5878; DTXSID2020929; SCHEMBL19978192; BDBM27507; Nicotinamide, niacin, vitamin B3; HMS2052M21; HMS2090B05; HMS2093H03; HMS2236J03; HMS3370F21; HMS3394M21; HMS3655M20; HMS3713B22; HMS3884A16; Pharmakon1600-01505397; [N]C(=O)C1=CC=CN=C1; BCP07322; HY-B0150; Nicotinamide (Vitamin B3) solution; NSC27452; to_000073; Nicotinamide 1.0 mg/ml in Methanol; Nicotinamide, >=98.5% (HPLC); Nicotinamide, >=99.5% (HPLC); Tox21_111202; Tox21_201716; Tox21_302776; ANW-75549; BBL013003; NSC759115; s1899; SBB004283; STL163867; AKOS005715850; Tox21_111202_1; CCG-101149; CS-1968; DB02701; MCULE-3532732201; NC00399; NSC-759115; Nicotinamide, >=98% (HPLC), powder; NCGC00093354-04; NCGC00093354-06; NCGC00093354-09; NCGC00256432-01; NCGC00259265-01; AS-13845; K774; Nicotinamide, puriss., 99.0-101.0%; Nicotinamide 10 microg/mL in Acetonitrile; Nicotinamide, tested according to Ph.Eur.; SBI-0206826.P001; DB-057754; FT-0631517; FT-0672696; FT-0773644; N0078; N1651; ST51037366; SW197779-3; EN300-15612; Niacinamide, meets USP testing specifications; 3418-EP2281816A1; 3418-EP2281818A1; 3418-EP2285778A1; 3418-EP2287165A2; 3418-EP2295424A1; 3418-EP2307377A1; 3418-EP2307378A1; 3418-EP2308858A1; 3418-EP2308874A1; 3418-EP2311808A1; 3418-EP2311829A1; C00153; D00036; J10422; Nicotinamide (Niacinamide), analytical standard; W-3583; 11783-EP2269610A2; 11783-EP2289510A1; 11783-EP2316457A1; 11783-EP2316458A1; 11783-EP2316825A1; 11783-EP2316826A1; 11783-EP2316827A1; 11783-EP2316828A1; AB00373895-13; AB00373895_15; AB00373895_16; Nicotinamide, Vetec(TM) reagent grade, >=98%; A845925; AC-907/25014114; Q192423; Q-201470; SR-01000721872-3; SR-01000721872-4; SR-01000721872-5; Z33546463; F2173-0513; Niacinamide;Nicotinic acid amide;Vitamin B3; Vitamin PP; Nicotinamide, British Pharmacopoeia (BP) Reference Standard; A186B02E-6C70-4E54-9739-79398D439AAA; Nicotinamide, European Pharmacopoeia (EP) Reference Standard; Niacinamide, United States Pharmacopeia (USP) Reference Standard; Niacinamide, Pharmaceutical Secondary Standard; Certified Reference Material; Nicotinamide, BioReagent, suitable for cell culture, suitable for insect cell culture; Nicotinamide (Vitamin B3) solution, 1.0 mg/mL in methanol, ampule of 1 mL, certified reference material
    Click to Show/Hide
Species Origin Arabidopsis thaliana ...     Click to Show/Hide
Arabidopsis thaliana
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Brassicales
Family: Brassicaceae
Genus: Arabidopsis
Species: Arabidopsis thaliana
Disease Acquired cutaneous blood vessel malformation [ICD-11: EF20] Approved [1]
Structure
Click to Download Mol
2D MOL

3D MOL

ADMET Property
Absporption
Caco-2 Permeability
 -4.403
 
MDCK Permeability
 -4.95
 
PAMPA
 ++
 
HIA
 - - -
 
Distribution
VDss
 -0.027
 
PPB
 4.7%
 
BBB
 ++
 
Metabolism
CYP1A2 inhibitor
 - - -
CYP1A2 substrate
 +
CYP2C19 inhibitor
 - - -
CYP2C19 substrate
 - - -
CYP2C9 inhibitor
 - - -
CYP2C9 substrate
 ++
CYP2D6 inhibitor
 - - -
CYP2D6 substrate
 - -
CYP3A4 inhibitor
 - - -
CYP3A4 substrate
 - - -
CYP2B6 inhibitor
 - - -
CYP2B6 substrate
 - - -
CYP2C8 inhibitor
 ++
HLM Stability
 - - -
 
Excretion
CLplasma
 5.4
 
T1/2
 2.083
Toxicity
DILI
 +
 
Rat Oral Acute Toxicity
 - -
 
FDAMDD
 - -
 
Respiratory
 +
 
Human Hepatotoxicity
 +
 
Ototoxicity
 - -
 
Drug-induced Nephrotoxicity
 - -
 
Drug-induced Neurotoxicity
 ++
 
Hematotoxicity
 - -
 
Genotoxicity
 +
 
Tips: 1. For the classification endpoints, the prediction probability values are transformed into six symbols: 0-0.1 (- - -), 0.1-0.3 (- -), 0.3-0.5 (-), 0.5-0.7 (+), 0.7-0.9 (++), and 0.9-1.0 (+++). 2. Additionally, the corresponding relationships of the three labels are as follows: excellent; medium; poor.
    Click to Show/Hide
    Click to Show/Hide the Molecular Information and External Link(s) of This Natural Product
Formula
C6H6N2O
PubChem CID
936
Canonical SMILES
C1=CC(=CN=C1)C(=O)N
InChI
1S/C6H6N2O/c7-6(9)5-2-1-3-8-4-5/h1-4H,(H2,7,9)
InChIKey
DFPAKSUCGFBDDF-UHFFFAOYSA-N
CAS Number
CAS 98-92-0
ChEBI ID
CHEBI:17154
Herb ID
HBIN036904
SymMap ID
SMIT16849
TTD Drug ID
D06NVJ
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          Tetracycline      Bacterial infection     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vivo Model A case report
                    Experimental
                    Result(s)		 Clinical improvement has been achieved with a combination of topical steroids, oral nicotinamide and tetracycline.
Target and Pathway
Target(s) Poly [ADP-ribose] polymerase 1 (PARP1)  Molecule Info  [3]
KEGG Pathway Base excision repair Click to Show/Hide
2 NF-kappa B signaling pathway
Panther Pathway FAS signaling pathway Click to Show/Hide
Pathway Interaction Database Integrin-linked kinase signaling Click to Show/Hide
2 Caspase Cascade in Apoptosis
3 Notch-mediated HES/HEY network
Reactome Dual Incision in GG-NER Click to Show/Hide
WikiPathways FAS pathway and Stress induction of HSP regulation Click to Show/Hide
2 Transcriptional activity of SMAD2/SMAD3:SMAD4 heterotrimer
3 Nanoparticle triggered regulated necrosis
4 Corticotropin-releasing hormone
References
Reference 1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 1588).
Reference 2 Cicatricial pemphigoid presenting with unusual palmar involvement, successfully treated with a combination of nicotinamide and tetracycline. Clin Exp Dermatol. 1994 Nov;19(6):526-30.
Reference 3 beta-1,2,3-Triazolyl-nucleosides as nicotinamide riboside mimics. Nucleosides Nucleotides Nucleic Acids. 2009 Mar;28(3):238-59.
 Download Picture         KEGG Link