Discuss This Drug

Vancomycin

CHEBI:CHEBI_28001

Definition

A complex glycopeptide from Streptomyces orientalis. It inhibits a specific step in the synthesis of the peptidoglycan layer in the Gram-positive bacteria Staphylococcus aureus and Clostridium difficile.

Chemical Information

Molecular Formula
C66H75Cl2N9O24
Molecular Mass
1449.25336
Charge
0
SMILES
CN[C@H](CC(C)C)C(=O)N[C@@H]1[C@H](O)c2ccc(Oc3cc4cc(Oc5ccc(cc5Cl)[C@@H](O)[C@@H]5NC(=O)[C@H](NC(=O)[C@@H]4NC(=O)[C@H](CC(N)=O)NC1=O)c1ccc(O)c(c1)-c1c(O)cc(O)cc1[C@H](NC5=O)C(O)=O)c3O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O[C@H]1C[C@](C)(N)[C@H](O)[C@H](C)O1)c(Cl)c2
InChI
InChI=1S/C66H75Cl2N9O24/c1-23(2)12-34(71-5)58(88)76-49-51(83)26-7-10-38(32(67)14-26)97-40-16-28-17-41(55(40)101-65-56(54(86)53(85)42(22-78)99-65)100-44-21-66(4,70)57(87)24(3)96-44)98-39-11-8-27(15-33(39)68)52(84)50-63(93)75-48(64(94)95)31-18-29(79)19-37(81)45(31)30-13-25(6-9-36(30)80)46(60(90)77-50)74-61(91)47(28)73-59(89)35(20-43(69)82)72-62(49)92/h6-11,13-19,23-24,34-35,42,44,46-54,56-57,65,71,78-81,83-87H,12,20-22,70H2,1-5H3,(H2,69,82)(H,72,92)(H,73,89)(H,74,91)(H,75,93)(H,76,88)(H,77,90)(H,94,95)/t24-,34+,35-,42+,44-,46+,47+,48-,49+,50-,51+,52+,53+,54-,56+,57+,65-,66-/m0/s1
InChIKey
MYPYJXKWCTUITO-LYRMYLQWSA-N

Alternative Names

  • Vancocin
  • vancomicin
  • vancomicina
  • vancomycin
  • Vancomycin
  • VANCOMYCIN
  • vancomycine
  • vancomycinum
  • (2.2Sp,3.5Sa,2.6Sp)-O(4.2),C(3.4):C(5.4),O(4.6):C(3.5),C(2.7)-tricyclo[N-methyl-D-leucyl-3-chloro-(R)-beta-hydroxy-D-tyrosyl-L-asparaginyl-D-2-(4-{[2-O-(3-amino-2,3,6-trideoxy-3-C-methyl-alpha-L-lyxo-hexopyranosyl)-beta-D-glucopyranosyl]oxy}phenyl)glycyl-D-2-(4-hydroxyphenyl)glycyl-3-chloro-(R)-beta-hydroxy-L-tyrosyl-L-2-(3,5-dihydroxyphenyl)glycine]
  • (1S,2R,18R,22S,25R,28R,40S)-22-(2-amino-2-oxoethyl)-48-[2-O-(3-amino-2,3,6-trideoxy-3-methyl-alpha-L-lyxo-hexopyranosyl)-beta-D-glucopyranosyloxy]-5,15-dichloro-2,18,32,35,37-pentahydroxy-19-[(N-methyl-D-leucyl)amino]-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentaazaoctacyclo[26.14.2.2(3,6).2(14,17).1(8,12).1(29,33).0(10,25).0(34,39)]pentaconta-3,5,8(48),9,11,14,16,29(45),30,32,34,36,38,46,49-pentadecaene-40-carboxylic acid
  • (3S,6R,7R,11R,23S,26S,30aS,36R,38aR)-44-[2-O-(3-amino-2,3,6-trideoxy-3-C-methyl-alpha-L-lyxo-hexopyranosyl)-beta-D-glucopyranosyloxy]-3-(carbamoylmethyl)-10,19-dichloro-2,3,4,5,6,7,23,25,26,36,37,38,38a-tetradecahydro-7,22,28,30,32-pentahydroxy-6-(N-methyl-D-leucyl)-2,5,24,38,39-pentaoxo-1H,22H-23,36-(epiminomethano)-8,11:18,21-dietheno-13,16:31,35-di(metheno)[1,6,9]oxadiazacyclohexadecino[4,5-m][10,2,16]benzoxadiazacyclotetracosine-26-carboxylic acid

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:Vancomycin
DRON_00010000
11124
core#notation
CHEBI:28001

Additional References

Wikipedia:Vancomycin

🔍 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

package_ndc
51927-0069-0
listing_expiration_date
20241231
route
INTRAVITREAL
spl_id
0e8739ce-c7d1-a5c5-e063-6394a90a8cc4
marketing_start_date
20050616
package_description
1 kg in 1 CONTAINER (51927-0069-0)
dosage_form
POWDER, FOR SOLUTION
product_type
BULK INGREDIENT
marketing_category
BULK INGREDIENT FOR HUMAN PRESCRIPTION COMPOUNDING
labeler_name
HIKMA PHARMACEUTICALS USA INC.
application_number
ANDA215197
product_ndc
68001-407
brand_name_base
Vancomycin hydrochloride
brand_name
Vancocin
rxcui
2000136
manufacturer_name
HIKMA PHARMACEUTICALS USA INC.
package_marketing_start_date
01-JAN-01
oboInOwl#hasOBONamespace
chebi_ontology
oboInOwl#hasDbXref
Wikipedia:Vancomycin
DRON_00010000
11124
oboInOwl#hasAlternativeId
CHEBI:9931
oboInOwl#id
CHEBI:28001
generic_name
Vancomycin Hydrochloride, Lyophilized
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_76969
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
chebi#has_functional_parent
http://purl.obolibrary.org/obo/CHEBI_71229
chebi#is_conjugate_base_of
http://purl.obolibrary.org/obo/CHEBI_76842
core#notation
CHEBI:28001
upc
0363323221331
pharm_class_epc
Glycopeptide Antibacterial [EPC]
pharm_class
Glycopeptides [CS]
pharm_class_cs
Glycopeptides [CS]
nui
M0009481
active_ingredient_strength
1.25 g/1
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
rdf-schema#range
https://w3id.org/def/predibionto#has_drug_100085
rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect14168
chebi#is_conjugate_acid_of
http://purl.obolibrary.org/obo/CHEBI_76842
owl#annotatedSource
t162776
owl#someValuesFrom
t3047219
active_ingredient_name
VANCOMYCIN HYDROCHLORIDE
spl_set_id
033efc76-11d5-4a93-91de-56ed41bab9c3
unii
6Q205EH1VU
has_treatment
http://purl.obolibrary.org/obo/DOID_4692