Doxycycline hyclateProduct ingredient for Doxycycline

Name

Doxycycline hyclate

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

See full entry for Doxycycline

Accession Number

DBSALT000896

Structure

Similar Structures

Synonyms

Doxycycline hyclate / Doxycycline hydrochloride hemiethanolate hemihydrate

UNII

19XTS3T51U

CAS Number

24390-14-5

Weight

Average: 1025.88
Monoisotopic: 1024.3123164

Chemical Formula

C₄₆H₅₈Cl₂N₄O₁₈

InChI Key

HALQELOKLVRWRI-VDBOFHIQSA-N

InChI

InChI=1S/2C22H24N2O8.C2H6O.2ClH.H2O/c2*1-7-8-5-4-6-9(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;1-2-3;;;/h2*4-7,10,14-15,17,25,27-29,32H,1-3H3,(H2,23,31);3H,2H2,1H3;2*1H;1H2/t2*7-,10+,14+,15-,17-,22-;;;;/m00..../s1

IUPAC Name

bis((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) ethanol hydrate dichloride

SMILES

O.[Cl-].[Cl-].CCO.[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.[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: D02129
ChemSpider: 10482137
ChEBI: 34730
ChEMBL: CHEMBL3989740
Wikipedia: Doxycycline

Predicted Properties

Property	Value	Source
Water Solubility	0.0641 mg/mL	ALOGPS
logP	-0.25	ALOGPS
logP	-3.3	Chemaxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	3.27	Chemaxon
pKa (Strongest Basic)	8.33	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	4	Chemaxon
Refractivity	124.91 m³·mol^-1	Chemaxon
Polarizability	43.23 Å³	Chemaxon
Number of Rings	8	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Doxycycline hyclateProduct ingredient for Doxycycline

Structure for Doxycycline hyclate (DBSALT000896)