Aquayamycin[1]
Names
Preferred IUPAC name
(3R,4aR,12bS)-9-[(2R,4R,5S,6R)-4,5-Dihydroxy-6-methyloxan-2-yl]-3,4a,8,12b-tetrahydroxy-3-methyl-3,4,4a,12b-tetrahydrotetraphene-1,7,12(2H)-trione
Identifiers
3D model (JSmol)
ChemSpider
MeSH aquayamycin
  • InChI=1S/C25H26O10/c1-10-19(28)14(26)7-15(35-10)11-3-4-12-17(20(11)29)21(30)13-5-6-24(33)9-23(2,32)8-16(27)25(24,34)18(13)22(12)31/h3-6,10,14-15,19,26,28-29,32-34H,7-9H2,1-2H3/t10-,14-,15-,19-,23+,24+,25+/m1/s1 checkY
    Key: KCOULPRVOZDQEL-IFNZWHIZSA-N checkY
  • InChI=1/C25H26O10/c1-10-19(28)14(26)7-15(35-10)11-3-4-12-17(20(11)29)21(30)13-5-6-24(33)9-23(2,32)8-16(27)25(24,34)18(13)22(12)31/h3-6,10,14-15,19,26,28-29,32-34H,7-9H2,1-2H3/t10-,14-,15-,19-,23+,24+,25+/m1/s1
    Key: KCOULPRVOZDQEL-IFNZWHIZBY
  • C[C@@H]1[C@H]([C@@H](C[C@@H](O1)C2=C(C3=C(C=C2)C(=O)C4=C(C3=O)C=C[C@]5([C@@]4(C(=O)C[C@](C5)(C)O)O)O)O)O)O
Properties
C25H26O10
Molar mass 486.47 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Aquayamycin is an anthraquinone derivative.[2] It is an inhibitor of the enzyme tyrosine hydroxylase.

Saquayamycins (saquayamycins A, B, C and D) are antibiotics of the aquayamycin group found in Streptomyces nodosus cultures broth.[3]

References

  1. ^ Aquayamycin - Compound Summary, PubChem.
  2. ^ Sezaki, M.; Kondo, S.; Maeda, K.; Umezawa, H.; Ono, M. (1970). "The structure of aquayamycin". Tetrahedron. 26 (22): 5171–5190. doi:10.1016/S0040-4020(01)98726-5. PMID 5499897.
  3. ^ Uchida, T.; Imoto, M.; Watanabe, Y.; Miura, K.; Dobashi, T.; Matsuda, N.; Sawa, T.; Naganawa, H.; Hamada, M.; Takeuchi, T.; Umezawa, H. (1985). "Saquayamycins, new aquayamycin-group antibiotics". The Journal of Antibiotics. 38 (9): 1171–1181. doi:10.7164/antibiotics.38.1171. PMID 3840796.


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