Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D01274)
Name
Natamycin
Synonyms    Click to Show/Hide the Synonyms of This API
NATAMYCIN; pimaricin; 7681-93-8; Mycophyt; Synogil; Tennecetin; Antibiotic A-5283; UNII-8O0C852CPO; Delvocid; Myprozine; Pimafucin; Pimaricine; CL 12625; Delvolan; Delvopos; Natacyn; Natafucin; CL 12,625; 8O0C852CPO; MFCD00135085; Antibiotic A 5283; ene-25-carboxylic acid; Natamycin(Pimaricin); Natamicina; Natamycine; Natamycinum; Pimarizin; Pimarizin [German]; Natamycine [INN-French]; Natamycinum [INN-Latin]; Natamicina [INN-Spanish]; Pimaracin; Natamycin [USAN:USP:INN:BAN]; NCGC00016686-01; (1R,3S,5R,7R,8E,12R,14E,16E,18E,20E,22R,24S,25R,26S)-22-[(3-Amino-3,6-dideoxy-?-D-mannopyranosyl)oxy]-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-penta; (1R,3S,5R,7R,8E,12R,14E,16E,18E,20E,22R,24S,25R,26S)-22-[(3-amino-3,6-dideoxy-beta-D-mannopyranosyl)oxy]-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.0~5,7~]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid; E235; CAS-7681-93-8; EINECS 231-683-5; Pimaricin; Natamycin; DSSTox_CID_1163; DSSTox_RID_75985; DSSTox_GSID_21163; SCHEMBL18140; INS NO.235; CHEMBL1200656; INS-235; EX-A1989; HY-B0133; ZINC8220909; Tox21_110561; BDBM50370755; AKOS030485970; CS-1909; DB00826; NICOTINAMIDE_ADENINE_DINUCLEOTIDE; Pimaricin 100 microg/mL in Acetonitrile; 16-(3-Amino-3,6-didesoxy-beta-D-mannopyranosyloxy)-5,6-epoxy-8,12,14-trihydroxy-26-methyl-2,10-dioxo-1-oxacyclohexacosa-3,17,19,21,23-pentaen-13-carbonsaeure; CL-12625; Stereoisomer of 22-((3-amino-3,6-dideoxy-beta-D-mannopyranosyl)oxy)-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo(22.3.1.0(sup 5,7))octacosa-8,14,16,18,20-pentaene-25-carboxylic acid; E 235; E-235; Natamycin, VETRANAL(TM), analytical standard; NCGC00373238-02_C33H47NO13_Delvocid; 681N938; Pimaricin preparation, ~2.5%, aqueous suspension; Q248466; Natamycin, United States Pharmacopeia (USP) Reference Standard; Pimaricin, from Streptomyces chattanoogensis, >=95% (HPLC); Natamycin, Pharmaceutical Secondary Standard; Certified Reference Material; (5R,7R,24S)-22R-[(3S-amino-3,6-dideoxy-beta-D-mannopyranosyl)oxy]-1R,3S,26S-trihydroxy-12R-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.05,7]octacosa-8E,14E,16E,18E,20E-pentaene-25R-carboxylic acid
Clinical Status
Approved
PubChem CID
5284447
Formula
C33H47NO13
Canonical SMILES
C[C@@H]1C/C=C/C=C/C=C/C=C/[C@@H](C[C@H]2[C@@H]([C@H](C[C@](O2)(C[C@H](C[C@@H]3[C@H](O3)/C=C/C(=O)O1)O)O)O)C(=O)O)O[C@H]4[C@H]([C@H]([C@@H]([C@H](O4)C)O)N)O
InChI
1S/C33H47NO13/c1-18-10-8-6-4-3-5-7-9-11-21(45-32-30(39)28(34)29(38)19(2)44-32)15-25-27(31(40)41)22(36)17-33(42,47-25)16-20(35)14-24-23(46-24)12-13-26(37)43-18/h3-9,11-13,18-25,27-30,32,35-36,38-39,42H,10,14-17,34H2,1-2H3,(H,40,41)/b4-3+,7-5+,8-6+,11-9+,13-12+/t18-,19-,20+,21+,22+,23-,24-,25+,27-,28+,29-,30+,32+,33-/m1/s1
InChIKey
NCXMLFZGDNKEPB-FFPOYIOWSA-N
   Click to Show/Hide the Molecular Data (Structure/Property) of This API
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=5284447"></iframe>
3D MOL is unavailable 2D MOL
Physicochemical Properties Molecular Weight 665.7 Topological Polar Surface Area 231
XlogP -1.3 Complexity 1220
Heavy Atom Count 47 Rotatable Bond Count 3
Hydrogen Bond Donor Count 7 Hydrogen Bond Acceptor Count 14
Full List of Drug Formulations (DFMs) Containing This API
          Natamycin 5% suspension Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Benzalkonium Chloride; Sodium Hydroxide; Hydrochloric Acid; Purified Water
                   Dosage Form Suspension
                   Company Eyevance
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Hydrochloric acid DIG Info Carbonic anhydrase V (Ki = 156 nM) [1]
Benzalkonium chloride DIG Info Solute carrier SLCO2B1 (Ki = 62.1 uM) [2]
References
1 Carbonic anhydrase inhibitors. Inhibition of the newly isolated murine isozyme XIII with anions. Bioorg Med Chem Lett. 2004 Nov 1; 14(21):5435-9.
2 Bacterial metabolism rescues the inhibition of intestinal drug absorption by food and drug additives. Proc Natl Acad Sci U S A. 2020 Jul 7;117(27):16009-16018.

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