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Lydicamycin

From Wikipedia, the free encyclopedia
Lydicamycin
Names
IUPAC name
2-[21-[1-[(2,5-Dihydro-4-hydroxy-2-oxo-1H-pyrrol-3-yl)carbonyl]-1,2,4a,5,6,7,8,8a-octahydro-5,6-dihydroxy-1,3-dimethyl-2-naphthalenyl]-2,6,10,14,18-pentahydroxy-5,11,17,19-tetramethyl-4,8,12,16-heneicosatetraen-1-yl] 1-pyrrolidinecarboximidamide[1]
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C47H74N4O10/c1-26(37(54)10-7-11-38(55)27(2)13-18-33(53)24-31-9-8-22-51(31)46(48)49)12-16-32(52)17-14-28(3)42(58)29(4)15-19-35-30(5)23-34-36(20-21-39(56)43(34)59)47(35,6)44(60)41-40(57)25-50-45(41)61/h7,10,12-14,16,23,26,29,31-39,42-43,52-56,58-60H,8-9,11,15,17-22,24-25H2,1-6H3,(H3,48,49)(H,50,61)/b10-7+,16-12+,27-13+,28-14+,44-41+/t26?,29?,31?,32?,33?,34-,35-,36-,37?,38?,39-,42?,43+,47+/m1/s1
    Key: BCOQUXPMOLQABB-CTAFOSPESA-N
  • CC1=C[C@@H]2[C@@H](CC[C@H]([C@H]2O)O)[C@@]([C@@H]1CCC(C)C(/C(=C/CC(/C=C/C(C)C(/C=C/CC(/C(=C/CC(CC3CCCN3C(=N)N)O)/C)O)O)O)/C)O)(C)/C(=C\4/C(=O)CNC4=O)/O
Properties
C47H74N4O10
Molar mass 855.127 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Lydicamycin is an organic compound with the molecular formula C47H74N4O10.[2] Lydicamycin is an antibiotic with activity against Gram-positive bacteria.[3] The bacteria Streptomyces lydicamycinicus and Streptomyces platensis produces lydicamycin.[4][5]

References

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  1. ^ "Lydicamycin (CAS 133352-27-9)". www.caymanchem.com.
  2. ^ "Lydicamycin | CAS 133352-27-9". www.scbt.com (in German).
  3. ^ Hayakawa, Yoichi; Kanamaru, Naoyuki; Shimazu, Akira; Seto, Haruo (1991). "Lydicamycin, a new antibiotic of a novel skeletal type. I. Taxonomy, fermentation, isolation and biological activity". The Journal of Antibiotics. 44 (3): 282–287. doi:10.7164/antibiotics.44.282. PMID 2026553.
  4. ^ Furumai, Tamotsu; Eto, Keitaro; Sasaki, Tomomitsu; Higuchi, Hiroko; Onaka, Hiroyasu; Saito, Noriko; Fujita, Takeshi; Naoki, Hideo; Igarashi, Yasuhiro (25 October 2002). "TPU-0037-A, B, C and D, Novel Lydicamycin Congeners with Anti-MRSA Activity from Streptomyces platensis TP-A0598". The Journal of Antibiotics. 55 (10): 873–880. doi:10.7164/antibiotics.55.873. ISSN 0021-8820. PMID 12523820.
  5. ^ Komaki, Hisayuki; Hosoyama, Akira; Igarashi, Yasuhiro; Tamura, Tomohiko (6 March 2020). "Streptomyces lydicamycinicus sp. nov. and Its Secondary Metabolite Biosynthetic Gene Clusters for Polyketide and Nonribosomal Peptide Compounds". Microorganisms. 8 (3): 370. doi:10.3390/microorganisms8030370. PMC 7143880. PMID 32155704.

Further reading

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