Doxycycline

CHEBI:CHEBI_50845

Definition

Tetracycline in which the 5beta-hydrogen is replaced by a hydroxy group, while the 6alpha-hydroxy group is replaced by hydrogen. A semi-synthetic tetracycline antibiotic, it is used to inhibit bacterial protein synthesis and treat non-gonococcal urethritis and cervicitis, exacerbations of bronchitis in patients with chronic obstructive pulmonary disease (COPD), and adult periodontitis.

Chemical Information

Molecular Formula
C22H24N2O8
Molecular Mass
444.43464
Charge
0
SMILES
[H][C@@]12[C@@H](C)c3cccc(O)c3C(=O)C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]1([H])[C@H]2O
InChI
InChI=1S/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/h4-7,10,14-15,17,25,27-29,32H,1-3H3,(H2,23,31)/t7-,10+,14+,15-,17-,22-/m0/s1
InChIKey
JBIWCJUYHHGXTC-AKNGSSGZSA-N

Alternative Names

  • (4S,4aR,5S,5aR,6R,12aS)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
  • (4S,4AR,5S,5AR,6R,12AS)-4-(DIMETHYLAMINO)-3,5,10,12,12A-PENTAHYDROXY-6-METHYL-1,11-DIOXO-1,4,4A,5,5A,6,11,12A-OCTAHYDROTETRACENE-2-CARBOXAMIDE
  • 5-hydroxy-alpha-6-deoxytetracycline
  • 6alpha-deoxy-5-oxytetracycline
  • doxiciclina
  • Doxycyclin
  • doxycycline
  • Doxycycline
  • doxycycline (anhydrous)
  • doxycyclinum
  • Jenacyclin
  • Supracyclin
  • Vibramycin

Treatment Applications

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

oboInOwl#hasDbXref
Wikipedia:Doxycycline
DRON_00010000
3640
core#notation
CHEBI:50845

Additional References

Wikipedia:Doxycycline

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

product_ndc
51552-0852
labeler_name
Yancheng Suhai Pharmaceutical Co., Ltd.
application_number
ANDA065134
marketing_start_date
19830202
brand_name_base
doxycycline hyclate
oboInOwl#hasOBONamespace
chebi_ontology
oboInOwl#hasDbXref
Wikipedia:Doxycycline
DRON_00010000
3640
oboInOwl#hasAlternativeId
CHEBI:4713
oboInOwl#id
CHEBI:50845
generic_name
DOXYCYCLINE MONOHYDRATE
brand_name
LymePak
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_67079
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
package_ndc
68382-782-10
package_description
50 CAPSULE, GELATIN COATED in 1 BOTTLE, PLASTIC (0143-3142-50)
spl_id
0c030374-8428-b68a-e063-6394a90af734
package_marketing_start_date
10-OCT-14
product_type
BULK INGREDIENT
marketing_category
BULK INGREDIENT FOR HUMAN PRESCRIPTION COMPOUNDING
dosage_form
FOR SUSPENSION
rdf-schema#range
https://w3id.org/def/predibionto#has_drug_110134
rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect27276
owl#annotatedSource
t238790
owl#someValuesFrom
t2996501
listing_expiration_date
20241231
route
INTRAVENOUS
has_treatment
http://purl.obolibrary.org/obo/DOID_0070527
core#notation
CHEBI:50845
pharm_class
Tetracycline-class Drug [EPC]
pharm_class_cs
Tetracyclines [Chemical/Ingredient]
pharm_class_epc
Tetracycline-class Drug [EPC]
brand_name_suffix
CAP
upc
0340032790112
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
rxcui
1650444
unii
334895S862
spl_set_id
f39365f9-eb64-00cb-e053-2995a90a8d80
manufacturer_name
Aqua Pharmaceuticals
active_ingredient_strength
100 mg/10mL
active_ingredient_name
DOXYCYCLINE ANHYDROUS
nui
M0021223
Antibiotic_Name
http://purl.obolibrary.org/obo/DOID_0040083
Medication
http://purl.obolibrary.org/obo/DOID_0050011