Marvin 11271212282D 32 36 0 0 0 0 999 V2000 8.7576 -12.1390 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.1710 -12.8501 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5850 -12.1368 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.9515 -13.6438 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3806 -13.6438 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8986 -8.8385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8986 -9.6635 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6106 -10.0802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6106 -8.4218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3309 -8.8385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3280 -9.6677 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0473 -10.0782 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.0446 -8.4199 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7653 -8.8362 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7646 -9.6628 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4764 -10.0739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4778 -8.4207 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1912 -8.8375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1901 -9.6633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9009 -10.0743 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.6187 -9.6653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6156 -8.8394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9032 -8.4227 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1820 -8.4263 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.0419 -7.5908 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.4771 -7.5915 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.3276 -9.2468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.3276 -10.0760 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4746 -10.9030 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7593 -11.3140 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0458 -10.9001 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.9974 -11.8175 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 1 1 0 0 0 0 3 2 1 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 2 5 1 0 0 0 0 6 7 1 0 0 0 0 6 9 2 0 0 0 0 7 8 2 0 0 0 0 8 11 1 0 0 0 0 10 9 1 0 0 0 0 10 11 2 0 0 0 0 10 13 1 0 0 0 0 11 12 1 0 0 0 0 12 15 1 0 0 0 0 14 13 1 0 0 0 0 14 15 2 0 0 0 0 14 17 1 0 0 0 0 15 16 1 0 0 0 0 16 19 2 0 0 0 0 18 17 2 0 0 0 0 18 19 1 0 0 0 0 18 23 1 0 0 0 0 19 20 1 0 0 0 0 20 21 1 0 0 0 0 21 22 1 0 0 0 0 22 23 2 0 0 0 0 6 24 1 0 0 0 0 13 25 2 0 0 0 0 17 26 1 0 0 0 0 21 27 1 0 0 0 0 21 28 1 0 0 0 0 16 29 1 0 0 0 0 29 30 1 0 0 0 0 1 30 1 0 0 0 0 30 31 1 0 0 0 0 1 32 1 1 0 0 0 M END > CHEBI:65521 > brasixanthone D > A member of the class of pyranoxanthones that is 2H,6H-pyrano[3,2-b]xanthen-6-one substituted by a 2-[(2S)-3,3-dimethyloxiran-2-yl]-2-hydroxyethyl group at position 12, hydroxy groups at positions 5 and 8 and geminal methyl groups at position 2. It is isolated from the stem bark of Calophyllum brasiliense and exhibits significant inhibitory activity against 12-O-tetradecanoylphorbol-13-acetate induced Epstein-Barr virus early antigen activation in Raji cells. > 3 > 12-{[(2S)-3,3-dimethyloxiran-2-yl](hydroxy)methyl}-5,8-dihydroxy-2,2-dimethyl-2H,6H-pyrano[3,2-b]xanthen-6-one > C24H24O7 > 424.44320 > 424.15220 > 0 > [H][C@]1(OC1(C)C)C(O)Cc1c2OC(C)(C)C=Cc2c(O)c2c1oc1ccc(O)cc1c2=O > InChI=1S/C24H24O7/c1-23(2)8-7-12-18(27)17-19(28)13-9-11(25)5-6-16(13)29-21(17)14(20(12)30-23)10-15(26)22-24(3,4)31-22/h5-9,15,22,25-27H,10H2,1-4H3/t15?,22-/m0/s1 > IMTVDLTVVRHMPA-CEISFSOZSA-N > 9089726 > 11908963 $$$$