Marvin 10291210072D 43 47 0 0 0 0 999 V2000 11.1495 -23.7529 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.2071 -23.5151 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4238 -22.7191 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6261 -22.9294 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4280 -21.0686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4280 -21.8938 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 11.1402 -22.3022 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 11.1402 -20.6518 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.8524 -21.0686 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 11.8489 -21.8938 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 12.5579 -22.3071 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 13.2749 -21.8998 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.2784 -21.0747 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 12.5649 -20.6567 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 11.8409 -22.7149 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.1402 -19.8265 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.4255 -19.4139 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4255 -18.5887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7109 -19.8265 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.1434 -18.1794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1437 -17.3550 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4285 -16.9415 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7115 -17.3586 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7147 -18.1816 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.8451 -20.2433 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.5578 -19.8307 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.9952 -20.6658 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.7077 -21.0822 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.4246 -20.6733 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.7034 -21.9074 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.5536 -23.1317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9648 -24.1840 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9768 -24.9892 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6826 -25.3777 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6948 -26.1823 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.0029 -26.5961 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2972 -26.1996 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2883 -25.3963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6685 -23.7529 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.2688 -19.4119 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.2617 -18.5868 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.9871 -19.8183 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6028 -21.8938 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5 6 1 0 0 0 0 20 21 1 0 0 0 0 5 8 1 0 0 0 0 21 22 2 0 0 0 0 6 7 1 0 0 0 0 22 23 1 0 0 0 0 9 14 1 0 0 0 0 23 24 2 0 0 0 0 24 18 1 0 0 0 0 10 11 1 0 0 0 0 9 25 1 1 0 0 0 11 12 1 0 0 0 0 14 26 1 1 0 0 0 12 13 1 0 0 0 0 13 27 1 1 0 0 0 13 14 1 0 0 0 0 27 28 1 0 0 0 0 6 3 1 0 0 0 0 28 29 1 0 0 0 0 7 10 1 0 0 0 0 28 30 2 0 0 0 0 10 15 1 6 0 0 0 11 31 1 1 0 0 0 3 15 1 0 0 0 0 1 32 1 0 0 0 0 7 1 1 6 0 0 0 32 33 1 0 0 0 0 9 8 1 0 0 0 0 33 34 2 0 0 0 0 8 16 1 6 0 0 0 34 35 1 0 0 0 0 9 10 1 0 0 0 0 35 36 2 0 0 0 0 16 17 1 0 0 0 0 36 37 1 0 0 0 0 37 38 2 0 0 0 0 38 33 1 0 0 0 0 17 18 1 0 0 0 0 32 39 2 0 0 0 0 3 2 1 0 0 0 0 26 40 1 0 0 0 0 17 19 2 0 0 0 0 40 41 2 0 0 0 0 4 3 1 0 0 0 0 40 42 1 0 0 0 0 18 20 2 0 0 0 0 6 43 1 1 0 0 0 M END > CHEBI:66824 > orbiculin A > A dihydroagarofuran sesquiterpenoid that consists of dihydro-β-agarofuran substituted by an acetoxy groups at positions 1 and 2 and benzoyloxy groups at positions 6 and 9 (the 1β,2β,6α,9α stereoisomer). Isolated from Celastrus orbiculatus, it exhibits inhibition of both NF-κB activation and nitric oxide production. > 3 > 1beta,2beta-diacetoxy-6alpha,9alpha-bis(benzoyloxy)dihydro-beta-agarofuran; (1S,2R,4S,5R,6R,7S,9R,12R)-4,5-diacetoxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.0(1,6)]dodecane-7,12-diyl dibenzoate > (3R,5S,5aR,6R,7S,9R,9aS,10R)-6,7-bis(acetyloxy)-2,2,5a,9-tetramethyloctahydro-2H-3,9a-methano-1-benzoxepine-5,10-diyl dibenzoate > C33H38O9 > 578.64940 > 578.25158 > 0 > [H][C@]12C[C@H](OC(=O)c3ccccc3)[C@]3(C)[C@@H](OC(C)=O)[C@H](C[C@@H](C)[C@@]3(OC1(C)C)[C@@H]2OC(=O)c1ccccc1)OC(C)=O > InChI=1S/C33H38O9/c1-19-17-25(38-20(2)34)28(39-21(3)35)32(6)26(40-29(36)22-13-9-7-10-14-22)18-24-27(33(19,32)42-31(24,4)5)41-30(37)23-15-11-8-12-16-23/h7-16,19,24-28H,17-18H2,1-6H3/t19-,24-,25+,26+,27-,28+,32-,33-/m1/s1 > KYEKMLQQOXNBSD-HJJCBLRASA-N > 7959601 > 9461657 $$$$