Natural Product: ENC000103

NPs Basic Information

Download MOL File
Name
Mesalamine
Molecular Formula C7H7NO3
IUPAC Name*
5-amino-2-hydroxybenzoic acid
SMILES
C1=CC(=C(C=C1N)C(=O)O)O
InChI
InChI=1S/C7H7NO3/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,9H,8H2,(H,10,11)
InChIKey
KBOPZPXVLCULAV-UHFFFAOYSA-N
Synonyms
5-Aminosalicylic acid; mesalamine; Mesalazine; 89-57-6; 5-Amino-2-hydroxybenzoic acid; Asacol; Pentasa; Canasa; 5-ASA; Claversal; Rowasa; Salofalk; m-Aminosalicylic acid; Lialda; Mesasal; Benzoic acid, 5-amino-2-hydroxy-; Fisalamine; Apriso; Lixacol; sfRowasa; p-Aminosalicylsaeure; Asacolitin; Mesalazina; Mesalazinum; Iialda; 5-amino-2-hydroxy-benzoic acid; Asacol HD; Mesalamine [USAN]; 5-Amino Salicylic Acid; SALICYLIC ACID, 5-AMINO-; 2-Hydroxy-5-aminobenzoic acid; MAX-002; 3-carboxy-4-hydroxyaniline; MFCD00007877; NSC 38877; NSC-38877; Mesalazine [INN]; MLS001424012; 4Q81I59GXC; CHEBI:6775; mesalamine (USAN); 5-?Aminosalicylic Acid (Mesalazine); CAS-89-57-6; NCGC00016344-03; Mesalazinum [Latin]; SMR000145728; DSSTox_CID_4506; DSSTox_RID_77435; DSSTox_GSID_24506; Mesalazina [Spanish]; p-Aminosalicylsaeure [German]; Mesavancol; Delzicol; Mesavance; Mezavant; Mesalazine MMX; Mezavant XL; Mesalamine (USP); Pentasa (TN); Salofalk Granu-Stix; Apriso (TN); Asacol (TN); Canasa (TN); Lialda (TN); Rowasa (TN); 5-AS; CCRIS 7334; SR-01000763486; Mesalamine [USAN:USP]; EINECS 201-919-1; BRN 2090421; UNII-4Q81I59GXC; AI3-15564; HSDB 7512; AJG-501; SPD 476; SPD-476; SPD-480; Mesalamine (TN); Delzicol (TN); Sfrowasa (TN); Mesalamine (Lialda); 5-aminosalicylic_acid; MD-0901; 5-Aminosalicyclic acid; 5-amino-salicylic acid; MESALAMINE [MI]; MESALAZINE [JAN]; Prestwick0_001069; Prestwick1_001069; Prestwick2_001069; Prestwick3_001069; MESALAMINE [HSDB]; WLN: ZR DQ CVQ; Z-206; MESALAMINE [VANDF]; CHEMBL704; Mesalazine (JP17/INN); EC 201-919-1; cid_4075; MESALAZINE [MART.]; MESALAMINE [USP-RS]; MESALAZINE [WHO-DD]; Oprea1_847633; SCHEMBL31297; 3amino-6-hydroxybenzoic acid; BSPBio_001058; KBioGR_002425; KBioSS_002431; 4-14-00-02058 (Beilstein Handbook Reference); MLS000758287; 5-Aminosalicylic acid, 95%; 5-Aminosalicylic acid, tablet; BIDD:GT0811; 3-amino-6-hydroxybenzoic acid; SPBio_002969; BPBio1_001164; GTPL2700; ZINC1688; 5-Amino 2-hydroxy benzoic acid; DTXSID5024506; MESALAMINE [ORANGE BOOK]; MESALAZINE [EP IMPURITY]; SCHEMBL18038934; 5-Aminosalicylic acid, >=99%; BDBM60918; KBio2_002425; KBio2_004993; KBio2_007561; KBio3_002904; MESALAZINE [EP MONOGRAPH]; cMAP_000045; HMS1571E20; HMS2051M21; HMS2090I09; HMS2098E20; HMS3393M21; HMS3649K15; HMS3651M15; HMS3715E20; MESALAMINE [USP MONOGRAPH]; Pharmakon1600-01505993; BCP05326; NSC38877; Tox21_110384; Tox21_201610; Tox21_303125; AC8101; BBL013046; NSC759301; s1681; STK301678; AKOS000118959; Tox21_110384_1; AC-2764; BCP9000175; CCG-100829; DB00244; HS-0100; NC00079; NSC-759301; NCGC00016344-01; NCGC00016344-02; NCGC00016344-04; NCGC00016344-05; NCGC00016344-07; NCGC00090934-01; NCGC00090934-02; NCGC00257142-01; NCGC00259159-01; 5-amino-2-hydroxobenzoic acid monohydrate; BP-13074; HY-15027; SY002854; 5-Aminosalicylic acid, analytical standard; A0317; AB00374979; AM20060091; FT-0619950; SW197303-4; EN300-18389; C07138; D00377; AB00374979-09; AB00374979-10; AB00374979_11; AB00374979_12; Q412479; 5-amino-2-hydroxybenzoic acid,5-Aminosalicylic acid; Q-201355; SR-01000763486-3; SR-01000763486-4; SR-01000763486-9; Z57127471; F1918-0003; Mesalazine, European Pharmacopoeia (EP) Reference Standard; Mesalamine, United States Pharmacopeia (USP) Reference Standard; Mesalamine, Pharmaceutical Secondary Standard; Certified Reference Material; Mesalazine for system suitability, European Pharmacopoeia (EP) Reference Standard; 51481-17-5
CAS 89-57-6
PubChem CID 4075
ChEMBL ID CHEMBL704
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Benzenoids
      • Class: Benzene and substituted d
        • Subclass: Benzoic acids and derivat
          • Direct Parent: Aminobenzoic acids

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference
Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name
Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name

NPs Physi-Chem Properties

Molecular Weight: 153.14 ALogp: 1.3
HBD: 3 HBA: 4
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 83.6 Aromatic Rings: 1
Heavy Atoms: 11 QED Weighted: 0.416

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.407 MDCK Permeability: 0.00000813
Pgp-inhibitor: 0 Pgp-substrate: 0.925
Human Intestinal Absorption (HIA): 0.012 20% Bioavailability (F20%): 0.006
30% Bioavailability (F30%): 0.996

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.146 Plasma Protein Binding (PPB): 51.10%
Volume Distribution (VD): 0.372 Fu: 66.74%

ADMET: Metabolism

CYP1A2-inhibitor: 0.032 CYP1A2-substrate: 0.075
CYP2C19-inhibitor: 0.059 CYP2C19-substrate: 0.049
CYP2C9-inhibitor: 0.288 CYP2C9-substrate: 0.104
CYP2D6-inhibitor: 0.018 CYP2D6-substrate: 0.146
CYP3A4-inhibitor: 0.048 CYP3A4-substrate: 0.061

ADMET: Excretion

Clearance (CL): 9.193 Half-life (T1/2): 0.829

ADMET: Toxicity

hERG Blockers: 0.021 Human Hepatotoxicity (H-HT): 0.555
Drug-inuced Liver Injury (DILI): 0.843 AMES Toxicity: 0.035
Rat Oral Acute Toxicity: 0.051 Maximum Recommended Daily Dose: 0.007
Skin Sensitization: 0.47 Carcinogencity: 0.062
Eye Corrosion: 0.02 Eye Irritation: 0.964
Respiratory Toxicity: 0.969
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC000097 0.657 D0C4YC 1.000
ENC001108 0.568 D01WJL 0.758
ENC000069 0.526 D0S2BT 0.553
ENC000002 0.487 D07HBX 0.514
ENC000344 0.487 D08LFZ 0.418
ENC000296 0.452 D08HVR 0.404
ENC002913 0.422 D0V9EN 0.391
ENC000035 0.419 D0I3RO 0.388
ENC001030 0.419 D0BA6T 0.388
ENC000862 0.419 D0L5PO 0.375
*Note: the compound similarity was calculated by RDKIT.