A semisynthetic glycopeptide antibiotic
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Dalbavancin

Item No. 21161

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5,31-dichloro-38-de(methoxycarbonyl)-7-demethyl-19-deoxy-56-O-[2-deoxy-2-[(10-methyl-1-oxoundecyl)amino]-β-D-glucopyranuronosyl]-38-[[[3-(dimethylamino)propyl]amino]carbonyl]-42-O-α-D-mannopyranosyl-N15-methyl-ristomycin A aglycone
CAS Number
171500-79-1
Synonyms
  • BI 397
  • MDL 63397
Molecular Formula
C88H100Cl2N10O28 (for B0)
Formula Weight
1816.7
Purity
≥95% (mixture of A0, A1, B0, B1, B
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 5 mg/mlDMSO:PBS (pH 7.2)(1:5): 0.1 mg/ml
λmax
281 nm
SMILES
O[C@@H]([C@H](O)[C@@H]1O)[C@@H](CO)O[C@@H]1OC2=C(C3=C(O)C=CC([C@](N4)([H])C(N5)=O)=C3)C([C@@H](C(NCCCN(C)C)=O)NC([C@]5([H])[C@@H](C6=CC=C(OC7=CC([C@](NC8=O)([H])C4=O)=CC(OC9=CC=C(C[C@](NC%10=O)([H])C(N[C@@]8([H])C%11=C(Cl)C(O)=CC(OC%12=C(O)C=CC([C@H]%10NC)=C%12)=C%11)=O)C=C9)=C7O[C@H]%13[C@H](NC(CCCCCCCCC(C)C)=O)[C@@H](O)[C@H](O)[C@@H](C(O)=O)O%13)C(Cl)=C6)O)=O)=CC(O)=C2.O[C@@H]([C@H](O)[C@@H]%14O)[C@@H](CO)O[C@@H]%14OC%15=C(C%16=C(O)C=CC([C@](N%17)([H])C(N%18)=O)=C%16)C([C@@H](C(NCCCN(C)C)=O)NC([C@]%18([H])[C@@H](C%19=CC=C(OC%20=CC([C@](NC%21=O)([H])C%17=O)=CC(OC%22=CC=C(C[C@](NC%23=O)([H])C(N[C@@]%21([H])C%24=C(Cl)C(O)=CC(OC%25=C(O)C=CC([C@H]%23NC)=C%25)=C%24)=O)C=C%22)=C%20O[C@H]%26[C@H](NC(CCCCCCCC(C)C)=O)[C@@H](O)[C@H](O)[C@@H](C(O)=O)O%26)C(Cl)=C%19)O)=O)=CC(O)=C%15.O[C@@H]([C@H](O)[C@@H]%27O)[C@@H](CO)O[C@@H]%27OC%28=C(C%29=C(O)C=CC([C@](N%30)([H])C(N%31)=O)=C%29)C([C@@H](C(NCCCN(C)C)=O)NC([C@]%31([H])[C@@H](C%32=CC=C(OC%33=CC([C@](NC%34=O)([H])C%30=O)=CC(OC%35=CC=C(C[C@](NC%36=O)([H])C(N[C@@]%34([H])C%37=C(Cl)C(O)=CC(OC%38=C(O)C=CC([C@H]%36NC)=C%38)=C%37)=O)C=C%35)=C%33O[C@H]%39[C@H](NC(CCCCCCCCCC)=O)[C@@H](O)[C@H](O)[C@@H](C(O)=O)O%39)C(Cl)=C%32)O)=O)=CC(O)=C%28.O[C@@H]([C@H](O)[C@@H]%40O)[C@@H](CO)O[C@@H]%40OC%41=C(C%42=C(O)C=CC([C@](N%43)([H])C(N%44)=O)=C%42)C([C@@H](C(NCCCN(C)C)=O)NC([C@]%44([H])[C@@H](C%45=CC=C(OC%46=CC([C@](NC%47=O)([H])C%43=O)=CC(OC%48=CC=C(C[C@](NC%49=O)([H])C(N[C@@]%47([H])C%50=C(Cl)C(O)=CC(OC%51=C(O)C=CC([C@H]%49NC)=C%51)=C%50)=O)C=C%48)=C%46O[C@H]%52[C@H](NC(CCCCCCCCCCC)=O)[C@@H](O)[C@H](O)[C@@H](C(O)=O)O%52)C(Cl)=C%45)O)=O)=CC(O)=C%41.O[C@@H]([C@H](O)[C@@H]%53O)[C@@H](CO)O[C@@H]%53OC%54=C(C%55=C(O)C=CC([C@](N%56)([H])C(N%57)=O)=C%55)C([C@@H](C(NCCCN(C)C)=O)NC([C@]%57([H])[C@@H](C%58=CC=C(OC%59=CC([C@](NC%60=O)([H])C%56=O)=CC(OC%61=CC=C(C[C@](NC%62=O)([H])C(N[C@@]%60([H])C%63=C(Cl)C(O)=CC(OC%64=C(O)C=CC([C@H]%62N(C)C)=C%64)=C%63)=O)C=C%61)=C%59O[C@H]%65[C@H](NC(CCCCCCCCC(C)C)=O)[C@@H](O)[C@H](O)[C@@H](C(O)=O)O%65)C(Cl)=C%58)O)=O)=
InChi Code
InChI=1S/C89H102Cl2N10O28.2C88H100Cl2N10O28.2C87H98Cl2N10O28/c1-39(2)14-11-9-7-8-10-12-15-62(107)94-70-74(110)76(112)79(87(121)122)129-88(70)128-78-59-32-44-33-60(78)125-56-25-20-43(30-51(56)90)72(108)69-85(119)98-67(81(115)92-26-13-27-100(3)4)49-34-45(103)35-58(126-89-77(113)75(111)73(109)61(38-102)127-89)63(49)48-29-41(18-23-53(48)104)65(82(116)99-69)95-83(117)66(44)96-84(118)68-50-36-47(37-55(106)64(50)91)124-57-31-42(19-24-54(57)105)71(101(5)6)86(120)93-52(80(114)97-68)28-40-16-21-46(123-59)22-17-40;1-38(2)13-10-8-6-7-9-11-14-61(106)94-70-73(109)75(111)78(86(120)121)128-87(70)127-77-58-31-43-32-59(77)124-55-24-19-42(29-50(55)89)71(107)69-85(119)98-67(80(114)92-25-12-26-100(4)5)48-33-44(102)34-57(125-88-76(112)74(110)72(108)60(37-101)126-88)62(48)47-28-40(17-22-52(47)103)65(82(116)99-69)95-83(117)66(43)96-84(118)68-49-35-46(36-54(105)63(49)90)123-56-30-41(18-23-53(56)104)64(91-3)81(115)93-51(79(113)97-68)27-39-15-20-45(122-58)21-16-39;1-5-6-7-8-9-10-11-12-13-15-61(106)94-70-73(109)75(111)78(86(120)121)128-87(70)127-77-58-32-43-33-59(77)124-55-25-20-42(30-50(55)89)71(107)69-85(119)98-67(80(114)92-26-14-27-100(3)4)48-34-44(102)35-57(125-88-76(112)74(110)72(108)60(38-101)126-88)62(48)47-29-40(18-23-52(47)103)65(82(116)99-69)95-83(117)66(43)96-84(118)68-49-36-46(37-54(105)63(49)90)123-56-31-41(19-24-53(56)104)64(91-2)81(115)93-51(79(113)97-68)28-39-16-21-45(122-58)22-17-39;1-37(2)12-9-7-6-8-10-13-60(105)93-69-72(108)74(110)77(85(119)120)127-86(69)126-76-57-30-42-31-58(76)123-54-23-18-41(28-49(54)88)70(106)68-84(118)97-66(79(113)91-24-11-25-99(4)5)47-32-43(101)33-56(124-87-75(111)73(109)71(107)59(36-100)125-87)61(47)46-27-39(16-21-51(46)102)64(81(115)98-68)94-82(116)65(42)95-83(117)67-48-34-45(35-53(104)62(48)89)122-55-29-40(17-22-52(55)103)63(90-3)80(114)92-50(78(112)96-67)26-38-14-19-44(121-57)20-15-38;1-5-6-7-8-9-10-11-12-14-60(105)93-69-72(108)74(110)77(85(119)120)127-86(69)126-76-57-31-42-32-58(76)123-54-24-19-41(29-49(54)88)70(106)68-84(118)97-66(79(113)91-25-13
InChi Key
ZFTWJMUAEGMSEO-IVPKZEQXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Dalbavancin is a semisynthetic glycopeptide antibiotic.1 It inhibits the growth of Gram-positive bacteria in vitro, including S. pneumoniae, S. pyogenes, vancomycin-sensitive Enterococcus species, and various methicillin-resistant staphylococci (MIC50s = 0.03, ≤0.002, 0.13, and 0.03-0.13 mg/L, respectively). Dalbavancin increases survival in mouse models of infection with S. aureus and S. pneumoniae (ED50s = 0.08 and 0.56 mg/kg, respectively). This product is a mixture of five closely related components, dalbavancin A0, A1, B0, B1, and B2, with dalbavancin B0 being the major component (≥75%). Formulations containing dalbavancin have been used in the treatment of bacterial skin infections caused by Gram-positive bacteria.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Candiani, G., Abbondi, M., Borgonovi, M., et al. In-vitro and in-vivo antibacterial activity of BI 397, a new semi-synthetic glycopeptide antibiotic. J. Antimicrob. Chemother. 44(2), 179-192 (1999).