Compound ID | 2578

Update compound information

Juvenimicin A3

Synonym(s): Rosaramicin

Class: Macrolide

Agent Type: Natural product; Small molecule;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Unknown
Target Pathogen: Active against Staphylococcus aureus, Escherichia coli, and Proteus vulgaris (not active against macrolide-resistant strains)
Description: Natural product from Micromonospora chalcea var. izumensis; analogues reported
Institute where first reported: Creighton University School of Medicine
Year first mentioned: 1973
Development status: Experimental
Chemical structure(s):
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Molecular weight: 581.74
Iso. SMILES: CC[C@@H]1[C@H]([C@H]2[C@@](O2)(/C=C/C(=O)[C@@H](C[C@@H]([C@@H]([C@H]([C@@H](CC(=O)O1)O)C)O[C@H]3[C@@H]([C@H](C[C@H](O3)C)N(C)C)O)CC=O)C)C)C
InChI Key: IUPCWCLVECYZRV-JZMZINANSA-N
Can. SMILES: CC[C@@H]1[C@@H](C)[C@H]2[C@](C)(/C=C/C(=O)[C@H](C)C[C@H](CC=O)[C@@H]([C@@H](C)[C@@H](CC(=O)O1)O)O[C@H]3[C@@H]([C@H](C[C@@H](C)O3)N(C)C)O)O2
InChI: InChI=1S/C31H51NO9/c1-9-25-20(5)29-31(6,41-29)12-10-23(34)17(2)14-21(11-13-33)28(19(4)24(35)16-26(36)39-25)40-30-27(37)22(32(7)8)15-18(3)38-30/h10,12-13,17-22,24-25,27-30,35,37H,9,11,14-16H2,1-8H3/b12-10+/t17-,18-,19+,20-,21+,22+,24-,25-,27-,28-,29+,30+,31+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/6537204
Guide to Pharmacology: rosaramicin
Citations:
  • https://www.jstage.jst.go.jp/article/antibiotics1968/29/11/29_11_1163/_article
  • https://www.jstage.jst.go.jp/article/antibiotics1968/25/11/25_11_641/_article

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