Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR2170)
Drug Name
Vancomycin
Synonyms
Vancocin; Vancoled; Vancomicina; Vancomicina [INN-Spanish]; Vancomycin (USP); Vancomycin [USAN:INN:BAN]; Vancomycin [USP:INN:BAN]; Vancomycine; Vancomycine [INN-French]; Vancomycinum; Vancomycinum [INN-Latin]; Viomycin derivative; VANCOMYCIN; VANCOR; vancomicin; vanomycin; 1404-90-6; 6Q205EH1VU; C66H75Cl2N9O24; CHEBI:28001; CHEMBL262777; EINECS 215-772-6; HSDB 3262; UNII-6Q205EH1VU; Vancomycin hydrochloride from Streptomyces orientalis
Indication Methicillin-resistant staphylococcus infection [ICD11: 1D01] Approved [1]
Structure
3D MOL is unavailable 2D MOL
Pharmaceutical Properties Molecular Weight 1449.2 Topological Polar Surface Area 531
Heavy Atom Count 101 Rotatable Bond Count 13
Hydrogen Bond Donor Count 19 Hydrogen Bond Acceptor Count 26
Cross-matching ID
PubChem CID
14969
ChEBI ID
CHEBI:28001
CAS Number
1404-90-6
Formula
C66H75Cl2N9O24
Canonical SMILES
CC1C(C(CC(O1)OC2C(C(C(OC2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)C(C(C(=O)NC(C(=O)NC5C(=O)NC7C8=CC(=C(C=C8)O)C9=C(C=C(C=C9O)O)C(NC(=O)C(C(C1=CC(=C(O4)C=C1)Cl)O)NC7=O)C(=O)O)CC(=O)N)NC(=O)C(CC(C)C)NC)O)Cl)CO)O)O)(C)N)O
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
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
D-alanylalanine synthetase (ddl) DME1337 Roseburia intestinalis
A0A1Q6S944_9FIRM
6.3.2.4
[2]
Unclear metabolic mechanism (DME-unclear) DME1279 Methanobrevibacter oralis Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1280 Methanobrevibacter smithii Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1281 Methanomassiliicoccus luminyensis Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1282 Methanosphaera stadtmanae Not Available Not Available [3]
VanA ligase (vanA) DME1085 Enterococcus faecalis
Q0WYK7_ENTFL
6.3.2.4
[4]
VanA ligase (vanA) DME1086 Enterococcus faecium
VANA_ENTFC
6.3.2.4
[4]
VanA ligase (vanA) DME1291 Enterococcus avium
A0A437UFE2_ENTAV
6.3.2.4
[4]
VanA ligase (vanA) DME1630 Enterococcus gallinarum
A0A376GZ73_ENTGA
6.3.2.4
[5]
VanA ligase (vanA) DME1631 Enterococcus casseliflavus
A0A4U9YK96_ENTCA
6.3.2.4
[6] , [5]
VanB ligase (vanB) DME1184 Enterococcus faecium
Q58F99_ENTFC
6.3.2.4
[4]
VanB ligase (vanB) DME1292 Enterococcus faecalis
VANB_ENTFA
6.3.2.4
[4]
VanB ligase (vanB) DME1489 Desulfitobacterium chlororespirans
Q58F99_ENTFC
6.3.2.4
[7]
VanB ligase (vanB) DME1623 Desulfitobacterium hafniense
Q58F99_ENTFC
6.3.2.4
[7]
VanC2 ligase (vanC) DME1185 Enterococcus gallinarum
VANC_ENTGA
6.3.2.4
[8]
VanC2 ligase (vanC) DME1297 Enterococcus casseliflavus
Q47720_ENTCA
6.3.2.4
[9]
VanG ligase (vanG) DME1186 Streptococcus anginosus
A0A076ZC24_STRAP
6.3.2.4
[2]
VanG ligase (vanG) DME1351 Streptococcus agalactiae
A0A076YRI6_STRAG
6.3.2.4
[2]
⏷ Show the Full List of 18  DME(s)
References
1 Vancomycin was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 vanG element insertions within a conserved chromosomal site conferring vancomycin resistance to Streptococcus agalactiae and Streptococcus anginosus. mBio. 2014 Jul 22;5(4):e01386-14.
3 The antimicrobial resistance pattern of cultured human methanogens reflects the unique phylogenetic position of archaea. J Antimicrob Chemother. 2011 Sep;66(9):2038-44.
4 Genetics and mechanisms of glycopeptide resistance in enterococci. Antimicrob Agents Chemother. 1993 Aug;37(8):1563-71.
5 Emergence of high-level resistance to glycopeptides in Enterococcus gallinarum and Enterococcus casseliflavus. Antimicrob Agents Chemother. 1994 Jul;38(7):1675-7.
6 vanA in Enterococcus faecium, Enterococcus faecalis, and Enterococcus casseliflavus detected in French cattle. Foodborne Pathog Dis. 2009 Nov;6(9):1107-11.
7 vanI: a novel D-Ala-D-Lac vancomycin resistance gene cluster found in Desulfitobacterium hafniense. Microb Biotechnol. 2014 Sep;7(5):456-66.
8 Sequence of the vanC gene of Enterococcus gallinarum BM4174 encoding a D-alanine:D-alanine ligase-related protein necessary for vancomycin resistance. Gene. 1992 Mar 1;112(1):53-8.
9 Bacterial resistance to vancomycin: overproduction, purification, and characterization of VanC2 from Enterococcus casseliflavus as a D-Ala-D-Ser ligase. Proc Natl Acad Sci U S A. 1997 Sep 16;94(19):10040-4.

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.