Discuss This Drug

tigecycline

CHEBI:CHEBI_149836

Definition

Tetracycline in which the hydroxy group at position 5 and the methyl group at position 6 are replaced by hydrogen, and with a dimethylamino substituent and an (N-tert-butylglycyl)amino substituent at positions 7 and 9, respectively. A glycylcycline antibiotic, it has activity against a broad range of Gram-positive and Gram-negative bacteria, including tetracycline-resistant organisms. It is used for the intravenous treatment of complicated skin and skin structure infections caused by susceptible organisms.

Chemical Information

Molecular Formula
C29H39N5O8
Molecular Mass
585.64870
Charge
0
SMILES
[H][C@@]12Cc3c(cc(NC(=O)CNC(C)(C)C)c(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])C2)N(C)C
InChI
InChI=1S/C29H39N5O8/c1-28(2,3)31-11-17(35)32-15-10-16(33(4)5)13-8-12-9-14-21(34(6)7)24(38)20(27(30)41)26(40)29(14,42)25(39)18(12)23(37)19(13)22(15)36/h10,12,14,21,31,36,38-39,42H,8-9,11H2,1-7H3,(H2,30,41)(H,32,35)/t12-,14-,21-,29-/m0/s1
InChIKey
FPZLLRFZJZRHSY-HJYUBDRYSA-N

Alternative Names

  • (4S,4aS,5aR,12aS)-9-(2-(tert-butylamino)acetamido)-4,7-bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide
  • (4S,4aS,5aR,12aS)-9-[(N-tert-butylglycyl)amino]-4,7-bis(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide

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

DRON_00010000
384455
oboInOwl#hasDbXref
Reaxys:8379453
core#notation
CHEBI:149836

Additional References

🔍 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

oboInOwl#hasOBONamespace
chebi_ontology
generic_name
Tigecycline
DRON_00010000
384455
oboInOwl#hasDbXref
Reaxys:8379453
oboInOwl#id
CHEBI:149836
oboInOwl#hasAlternativeId
CHEBI:473970
product_type
BULK INGREDIENT
marketing_category
BULK INGREDIENT
listing_expiration_date
20241231
dosage_form
INJECTION, POWDER, LYOPHILIZED, FOR SOLUTION
marketing_start_date
20080615
labeler_name
Chongqing Kangle Pharmaceutical Co.,Ltd.
product_ndc
58623-0048
spl_id
ead58622-03e9-32e2-e053-2a95a90adc84
brand_name
Tygacil
brand_name_base
Tygacil
application_number
ANDA091620
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_36047
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
chebi#is_conjugate_base_of
http://purl.obolibrary.org/obo/CHEBI_142708
core#notation
CHEBI:149836
rxcui
584201
active_ingredient_strength
50 mg/10mL
pharm_class
Tetracycline-class Antibacterial [EPC]
pharm_class_cs
Tetracyclines [CS]
route
PARENTERAL
manufacturer_name
Wyeth Pharmaceuticals LLC, a subsidiary of Pfizer Inc.
pharm_class_epc
Tetracycline-class Antibacterial [EPC]
package_marketing_start_date
20090930
nui
N0000175938
active_ingredient_name
TIGECYCLINE
package_ndc
58623-0048-2
package_description
2 kg in 1 DRUM (58623-0048-2)
unii
70JE2N95KR
spl_set_id
50605463-2dc2-4b27-bc51-4d87bb9a8539
upc
0370121164715
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
has_treatment
http://purl.obolibrary.org/obo/DOID_8337
rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect5505
chebi#is_conjugate_acid_of
http://purl.obolibrary.org/obo/CHEBI_142708
owl#someValuesFrom
t2909665
owl#annotatedSource
t116088