Compound ID | 2720

Update compound information

Ristocetin

Synonym(s): Ristomycin

Class: Glycopeptide

Spectrum of activity: Gram-positive
Details of activity: Active against Staphylococcus aureus and Enterococcus faecalis; cell wall synthesis inhibitor
Description: Natural product from Amycolatopsis orientalis
Year first mentioned: 1956
Development status: Discontinued
Reason Dropped: Induces platelet aggregation
Chemical structure(s):
Click here for structure editor
Molecular weight: 2067.92
Iso. SMILES: C[C@H]1[C@@H]([C@@H](C[C@H](O1)O[C@H]2[C@H]3C(=O)N[C@@H](C4=C(C(=CC(=C4)O)O[C@H]5[C@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C6=C(C=CC(=C6)[C@H](C(=O)N3)NC(=O)[C@H]7C8=CC(=C(C(=C8)OC9=CC=C2C=C9)O[C@H]%10[C@@H]([C@H]([C@@H]([C@H](O%10)COC%11[C@@H]([C@@H]([C@H]([C@@H](O%11)C)O)O)O)O)O)O[C@H]%12[C@@H]([C@@H]([C@H]([C@@H](O%12)CO)O)O)O[C@H]%13[C@H]([C@@H]([C@@H](CO%13)O)O)O)OC%14=CC=C(C=C%14)[C@H]([C@@H]%15C(=O)N[C@@H](C%16=CC(=C(C(=C%16)OC%17=C(C=CC(=C%17)[C@H](C(=O)N%15)N)O)C)O)C(=O)N7)O)O)C(=O)OC)N)O
InChI Key: VUOPFFVAZTUEGW-FBMDODLCSA-N
Can. SMILES: CC1=C2C=C(C=C1O)[C@H]3C(=O)N[C@@H]4C5=CC(=C(C(=C5)OC6=CC=C(C=C6)[C@H]([C@H](C(=O)N3)NC(=O)[C@@H](C7=CC=C(C(=C7)O2)O)N)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@@H](COC9[C@@H]([C@@H]([C@H]([C@H](C)O9)O)O)O)O8)O)O)O[C@H]%10[C@@H]([C@@H]([C@H]([C@H](CO)O%10)O)O)O[C@H]%11[C@H]([C@@H]([C@@H](CO%11)O)O)O)OC%12=CC=C(C=C%12)[C@H]([C@H]%13C(=O)N[C@@H](C%14=CC(=CC(=C%14C%15=CC(=CC=C%15O)[C@H](C(=O)N%13)NC4=O)O[C@H]%16[C@H]([C@H]([C@@H]([C@@H](CO)O%16)O)O)O)O)C(=O)OC)O[C@@H]%17C[C@H]([C@H]([C@H](C)O%17)O)N
InChI: InChI=1S/C95H110N8O44/c1-30-47(109)18-37-20-49(30)139-50-19-35(9-16-46(50)108)59(97)84(125)102-64-68(113)33-5-11-40(12-6-33)137-52-21-38-22-53(81(52)145-95-83(76(121)72(117)56(143-95)29-134-91-78(123)73(118)67(112)32(3)136-91)147-94-82(75(120)71(116)55(27-105)142-94)146-92-77(122)69(114)48(110)28-133-92)138-41-13-7-34(8-14-41)80(144-57-25-44(96)66(111)31(2)135-57)65-89(130)101-63(90(131)132-4)43-23-39(106)24-51(140-93-79(124)74(119)70(115)54(26-104)141-93)58(43)42-17-36(10-15-45(42)107)60(85(126)103-65)98-87(128)62(38)99-86(127)61(37)100-88(64)129/h5-24,31-32,44,48,54-57,59-80,82-83,91-95,104-124H,25-29,96-97H2,1-4H3,(H,98,128)(H,99,127)(H,100,129)(H,101,130)(H,102,125)(H,103,126)/t31-,32-,44+,48+,54+,55-,56+,57+,59+,60+,61-,62+,63-,64+,65-,66-,67-,68+,69+,70+,71-,72+,73+,74-,75+,76-,77-,78+,79-,80+,82+,83+,91?,92-,93+,94-,95-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/16204749
Citations:
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1830418/pdf/canmedaj00792-0024.pdf
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2714720/
  • https://www.sciencedirect.com/science/article/pii/S0960894X03000519#BIB20
  • https://www.sciencedirect.com/science/article/pii/S0960894X03005134?via%3Dihub

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