2-Naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-,(4S,4aR,5S,5aR,6R,12aS)-

EPA Genetic Toxicology Program.

The IUPAC name of Doxycycline is (2Z,4S,4aR,5S,5aR,6R,12aS)-2-[amino(hydroxy)methylidene]-4-(dimethylamino)-5,10,11,12a-tetrahydroxy-6-methyl-4a,5,5a,6-tetrahydro-4H-tetracene-1,3,12-trione. With the CAS registry number 564-25-0, it is also named as 5-Hydroxy-alpha-6-deoxytetracycline. The product's categories are Fungicide; Intermediates & Fine Chemicals; Pharmaceuticals, and the other registry numbers are 10597-92-9; 7164-70-7; 7264-10-0. Besides, it is yellow solid, which should be stored in . In addition, its molecular formula is C₂₂H₂₄N₂O₈ and molecular weight is 444.44.

The other characteristics of this product can be summarized as: (1)EINECS: 209-271-1; (2)ACD/LogP: 1.36; (3)# of Rule of 5 Violations: 2; (4)ACD/LogD (pH 5.5): 0.08; (5)ACD/LogD (pH 7.4): -1.53; (6)ACD/BCF (pH 5.5): 1; (7)ACD/BCF (pH 7.4): 1; (8)ACD/KOC (pH 5.5): 6.82; (9)ACD/KOC (pH 7.4): 1; (10)#H bond acceptors: 10; (11)#H bond donors: 7; (12)#Freely Rotating Bonds: 7; (13)Index of Refraction: 1.737; (14)Molar Refractivity: 109.03 cm³; (15)Molar Volume: 271.1 cm³; (16)Surface Tension: 99.2 dyne/cm; (17)Density: 1.63 g/cm³; (18)Flash Point: 368.2 °C; (19)Melting Point: 206-209°C; (20)Enthalpy of Vaporization: 105.53 kJ/mol; (21)Boiling Point: 685.2 °C at 760 mmHg; (22)Vapour Pressure: 1.03E-19 mmHg at 25 °C; (23)Water Solubility: 630 mg/L at 25 °C.

Uses of :  this chemical is often used for the treatment of chronic prostatitis, sinusitis, syphilis, chlamydia, pelvic inflammatory disease, acne, rosacea, and Rickettsial infections. It is also used in prophylaxis against malaria. Moreover, it can be used in the treatment and prophylaxis of Bacillus anthracis. And it can be used to treat Lyme disease and Yersinia pestis. Besides, this product has been used to reduce transmission of the disease by killing the symbiotic Wolbachia bacteria. It is an inhibitor of matrix metalloproteases used in various experimental systems for this purpose at subantimicrobial doses.

People can use the following data to convert to the molecule structure.
(1)SMILES: O=C3/C(=C(/O)N)C(=O)[C@@]4(O)C(=O)\C2=C(/O)c1c(cccc1O)[C@@H]([C@H]2[C@H](O)[C@H]4[C@@H]3N(C)C)C
(2)InChI: InChI=1/C22H24N2O8/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/h4-7,10,14-15,17,25-27,31-32H,23H2,1-3H3/b21-13-/t7-,10+,14+,15-,17-,22-/m0/s1
(3)InChIKey: UEVKMCOZLJYVNG-NMMSOKQRBG

The toxicity data is as follows: