Compound ID | 2644

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Neoviridogrisein

Class: Natural product antibiotic

Agent Type: Natural product; Small molecule;
Spectrum of activity: Gram-positive
Mechanism of action: Unknown
Target Pathogen: Active against Staphylococcus aureus, Streptococcus pneumoniae, Streptococcus pyogenes, and Mycoplasma sp.
Description: Natural product from Streptomyces griseoviridus when under amino-acid controlled fermentation; homologue of etamycin/ viridogrisein; under mikamycin antibiotic group which have not been used therapeutically due to their poor solubility and absorption; mikamycin-type antibiotic
Institute where first reported: Central Research Laboratories, Sanraku-Ocean Co., Ltd. 9-1 Johnan 4 Chome, Fujisawa-shi 251, Japan
Year first mentioned: 1979
Development status: Inactive
Chemical structure(s):
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Molecular weight: 877.04
Iso. SMILES: CC[C@H]1C(=O)N([C@H](C(=O)OC([C@@H](C(=O)N[C@@H](C(=O)N2CCC[C@@H]2C(=O)N(CC(=O)N([C@H](C(=O)N1)C(C)C(C)C)C)C)CC(C)C)NC(=O)C3=C(C=CC=N3)O)C)C4=CC=CC=C4)C
InChI Key: NPHUKIOGHFYZCW-OUUVCTIKSA-N
Can. SMILES: CC[C@H]1C(=O)N(C)[C@@H](C2=CC=CC=C2)C(=O)OC(C)[C@@H](C(=O)N[C@H](CC(C)C)C(=O)N3CCC[C@@H]3C(=O)N(C)CC(=O)N(C)[C@@H](C(C)C(C)C)C(=O)N1)NC(=O)C4=NC=CC=C4O
InChI: InChI=1S/C45H64N8O10/c1-11-30-42(59)52(10)38(29-17-13-12-14-18-29)45(62)63-28(7)35(49-40(57)36-33(54)20-15-21-46-36)39(56)48-31(23-25(2)3)43(60)53-22-16-19-32(53)44(61)50(8)24-34(55)51(9)37(41(58)47-30)27(6)26(4)5/h12-15,17-18,20-21,25-28,30-32,35,37-38,54H,11,16,19,22-24H2,1-10H3,(H,47,58)(H,48,56)(H,49,57)/t27?,28?,30-,31+,32+,35-,37-,38-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/12800561
Citation: https://www.jstage.jst.go.jp/article/antibiotics1968/32/11/32_11_1130/_pdf/-char/en
Patent: US4456592A

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