Ketcher 08201621502D 1 1.00000 0.00000 0 29 30 0 0 0 999 V2000 -6.5622 2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0981 2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.0263 2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8301 1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2942 1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6961 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4282 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9641 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.1602 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.8923 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5622 1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0981 1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.0262 1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3661 1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 -0.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3661 -0.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3661 -1.6340 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 -0.6340 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3661 2.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 0.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 -1.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4999 -2.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4999 -3.1340 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 -1.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 2 14 1 0 0 0 3 15 1 0 0 0 4 6 1 0 0 0 4 8 1 0 0 0 5 7 1 0 0 0 5 9 1 0 0 0 6 13 2 0 0 0 7 13 1 0 0 0 8 14 1 0 0 0 9 15 2 0 0 0 10 11 1 0 0 0 10 14 2 0 0 0 12 15 1 0 0 0 16 11 1 0 0 0 16 17 1 0 0 0 17 18 1 0 0 0 18 19 2 0 0 0 19 20 1 0 0 0 20 21 1 0 0 0 21 16 1 0 0 0 20 22 1 1 0 0 19 23 1 0 0 0 17 24 2 0 0 0 16 25 1 1 0 0 21 25 1 1 0 0 23 26 1 0 0 0 22 27 1 0 0 0 27 28 2 0 0 0 27 29 1 0 0 0 M END > CHEBI:133095 > yanuthone X1 > A class II yanuthone that is yanuthone X2 in which the hydroxy group at position 4 of the 5,6-epoxycyclohex-2-en-1-one core has been converted to the corresponding acetate ester. Like yanuthone X2, yanuthone X1 has been isolated from the filamentous fungus Aspergillus niger, but shows much lower antifungal activity towards the pathogenic yeast Candida albicans than yanuthone X2 (IC50 >100 μM for yanuthone X1, compared with = 51.7 ±4.7 μM for yanuthone X2). > 3 > (1R,2S,6R)-3-methoxy-5-oxo-6-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]-7-oxabicyclo[4.1.0]hept-3-en-2-yl acetate > C24H34O5 > 402.525 > 402.24062 > 0 > C/C(=C\CC\C(\C)=C\C[C@]12C(C=C([C@H]([C@H]1O2)OC(=O)C)OC)=O)/CCC=C(C)C > InChI=1S/C24H34O5/c1-16(2)9-7-10-17(3)11-8-12-18(4)13-14-24-21(26)15-20(27-6)22(23(24)29-24)28-19(5)25/h9,11,13,15,22-23H,7-8,10,12,14H2,1-6H3/b17-11+,18-13+/t22-,23-,24+/m1/s1 > NHRZKPRMGXJSET-YVCJEVKHSA-N > 24684908 $$$$