Doxycycline hydrochlorideProduct ingredient for Doxycycline
- Name
- Doxycycline hydrochloride
- Drug Entry
- Doxycycline
Doxycycline is a broad-spectrum antibiotic synthetically derived from oxytetracycline.13 It is a second-generation tetracycline that was first discovered in 1967.6 Second-generation tetracyclines exhibit lesser toxicity than first-generation tetracyclines.5 Doxycycline is used to treat a wide variety of gram-positive and gram-negative bacterial infections. It is also used to treat acne and malaria.8
- Accession Number
- DBSALT000897
- Structure
Structure for Doxycycline hydrochloride (DBSALT000897)
- Synonyms
- 6-desoxy-5-hydroxytetracycline hydrochloride / Doxycycline HCl / Doxycycline hydrochloride / α-6-deoxy-5-hydroxytetracycline hydrochloride
- UNII
- 4182Z6T2ET
- CAS Number
- 10592-13-9
- Weight
- Average: 480.9
Monoisotopic: 480.1299435 - Chemical Formula
- C22H25ClN2O8
- InChI Key
- RUYHIJHUVHIMIR-CVHRZJFOSA-N
- InChI
- InChI=1S/C22H24N2O8.ClH/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29;/h4-7,10,14-15,17,25,27-29,32H,1-3H3,(H2,23,31);1H/t7-,10+,14+,15-,17-,22-;/m0./s1
- IUPAC Name
- (1S,4aS,11R,11aR,12S,12aR)-3-carbamoyl-2,4a,5,7,12-pentahydroxy-N,N,11-trimethyl-4,6-dioxo-1,4,4a,6,11,11a,12,12a-octahydrotetracen-1-aminium chloride
- SMILES
- [Cl-].[H][C@@]12[C@@H](C)C3=CC=CC(O)=C3C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H]([NH+](C)C)[C@]1([H])[C@H]2O
- External Links
- KEGG Drug
- D07877
- ChemSpider
- 16736953
- BindingDB
- 50248132
- ChEBI
- 652992
- ChEMBL
- CHEMBL1256723
- Predicted Properties
Property Value Source Water Solubility 0.0796 mg/mL ALOGPS logP -0.29 ALOGPS logP -3.3 Chemaxon logS -3.8 ALOGPS pKa (Strongest Acidic) 2.93 Chemaxon pKa (Strongest Basic) 7.46 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 8 Chemaxon Hydrogen Donor Count 7 Chemaxon Polar Surface Area 182.82 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 124.91 m3·mol-1 Chemaxon Polarizability 43.23 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon