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Duclauxin

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Duclauxin
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
InChI
  • InChI=1S/C29H22O11/c1-9-5-14(32)18-20-15(9)23(34)21-25(40-11(3)30)28(20,8-39-27(18)36)24-22(33)12-7-38-26(35)17-13(31)6-10(2)19(16(12)17)29(21,24)37-4/h5-7,21,24-25,31-32H,8H2,1-4H3/t21-,24+,25+,28-,29+/m0/s1Key: WBQDAYWQELBEPU-FTAQWXBTSA-N
SMILES
  • CC1=CC(=C2C3=C1C(=O)4(3(COC2=O)54(C6=C7C(=COC(=O)C7=C(C=C6C)O)C5=O)OC)OC(=O)C)O
Properties
Chemical formula C29H22O11
Molar mass 546.484 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Duclauxin is a chemical compound isolated from Penicillium duclauxi.

Other chemical compounds which are derivatives of duclauxin are known, such as cryptoclauxin, bacillisporins, and talaromycesones. They are sometimes referred to collectively as duclauxins.

  • Cryptoclauxin Cryptoclauxin
  • Bacillisporin C Bacillisporin C
  • Bacillisporin F Bacillisporin F
  • Talaromycesone B Talaromycesone B

Notes

  1. Kuhr, I; Fuska, J; Sedmera, P; Podojil, M; Vokoun, J; Vanĕk, Z (1973). "An antitumor antibiotic produced by Penicillium stipitatum Thom; its identity with duclauxin". The Journal of Antibiotics. 26 (9): 535–6. doi:10.7164/antibiotics.26.535. PMID 4799788.
  2. Shahid, Hamza; Cai, Teng; Wang, Yuyang; Zheng, Caiqing; Yang, Yuting; Mao, Ziling; Ding, Ping; Shan, Tijiang (2021). "Duclauxin Derivatives from Fungi and Their Biological Activities". Frontiers in Microbiology. 12. doi:10.3389/fmicb.2021.766440. PMC 8727740.
  3. Gao, Shu-Shan; Zhang, Tao; Garcia-Borràs, Marc; Hung, Yiu-Sun; Billingsley, John M.; Houk, K. N.; Hu, Youcai; Tang, Yi (2018). "Biosynthesis of Heptacyclic Duclauxins Requires Extensive Redox Modifications of the Phenalenone Aromatic Polyketide". Journal of the American Chemical Society. 140 (22): 6991–6997. doi:10.1021/jacs.8b03705. PMC 6309916. PMID 29741874.
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