Ketcher 03241616292D 1 1.00000 0.00000 0 77 80 0 1 0 999 V2000 16.0639 -11.1350 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.6540 -10.3233 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 16.6537 -11.9470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.6083 -10.6334 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.6083 -11.6370 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.1592 -9.4542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.6575 -8.5852 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.6540 -8.5851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.1523 -9.4542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.6575 -6.8470 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 18.1592 -7.7161 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 16.6540 -6.8470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.1523 -7.7161 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 16.6540 -5.1088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.1523 -5.9779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.1523 -4.2398 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.1505 -4.2386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.6497 -3.3690 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.6476 -5.1070 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 16.6546 -3.3710 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.6441 -5.1058 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.1414 -5.9742 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.1434 -4.2362 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.1434 -6.9830 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 11.5970 -6.4758 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1869 -5.6640 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1868 -7.2877 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.6452 -7.8522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.1434 -8.7212 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1398 -8.7212 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6382 -7.8521 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.6487 -7.8522 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.6452 -9.5904 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 11.6381 -9.5902 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.6346 -7.8521 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1329 -6.9830 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 13.1433 -10.4594 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1399 -10.4651 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.6476 -11.3269 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.1483 -12.1974 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.3962 -10.8234 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 15.2670 -11.3222 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.2706 -12.3257 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.1399 -12.1940 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6353 -13.0614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6411 -11.3234 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.6498 -13.0666 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.6318 -13.0580 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1340 -13.9321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6293 -14.7995 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6258 -14.7961 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1271 -13.9253 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1211 -15.6635 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.8770 -4.7096 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 17.1212 -5.7256 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 17.9916 -5.2178 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.8629 -5.7157 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.9871 -4.2143 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 20.6011 -5.7157 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 20.6011 -6.7193 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.7320 -5.2141 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.7320 -7.2210 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 22.3393 -5.7157 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 22.3393 -6.7193 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 21.4702 -5.2141 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 21.4702 -7.2210 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 24.0775 -5.7157 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 24.0775 -6.7193 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 23.2084 -5.2141 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 23.2084 -7.2210 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 21.4701 -8.2245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 23.2083 -8.2245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.4201 -12.2269 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.1487 -9.4542 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.3560 -10.4168 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 15.1505 -5.9795 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.1440 -8.7173 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2 1 1 0 0 0 3 1 1 0 0 0 4 2 1 0 0 0 5 3 1 0 0 0 5 4 1 0 0 0 7 6 1 0 0 0 9 2 1 0 0 0 8 9 1 1 0 0 12 10 2 0 0 0 7 11 1 6 0 0 13 12 1 0 0 0 8 7 1 0 0 0 8 13 1 0 0 0 15 12 1 0 0 0 15 14 1 6 0 0 14 16 1 0 0 0 16 17 1 0 0 0 17 18 1 6 0 0 17 19 1 0 0 0 16 20 1 6 0 0 19 21 1 0 0 0 22 21 1 1 0 0 21 23 2 0 0 0 26 25 1 0 0 0 27 25 1 0 0 0 22 26 1 0 0 0 24 27 1 0 0 0 24 22 1 0 0 0 29 28 1 1 0 0 24 28 1 0 0 0 30 29 1 0 0 0 31 30 1 0 0 0 28 32 2 0 0 0 29 33 1 0 0 0 30 34 1 6 0 0 31 35 1 0 0 0 35 36 1 0 0 0 33 37 1 0 0 0 37 38 2 0 0 0 39 37 1 1 0 0 39 40 1 0 0 0 41 42 1 0 0 0 42 43 2 0 0 0 1 42 1 0 0 0 41 39 1 0 0 0 40 44 1 0 0 0 44 45 1 0 0 0 44 46 1 6 0 0 40 47 1 6 0 0 45 48 2 0 0 0 45 49 1 0 0 0 49 50 2 0 0 0 50 51 1 0 0 0 51 52 2 0 0 0 48 52 1 0 0 0 51 53 1 0 0 0 26 54 1 6 0 0 15 55 1 1 0 0 55 56 1 0 0 0 56 57 1 0 0 0 56 58 2 0 0 0 61 59 1 0 0 0 62 60 1 0 0 0 57 61 1 0 0 0 65 63 1 0 0 0 66 64 1 0 0 0 59 65 1 0 0 0 60 66 1 0 0 0 68 67 1 0 0 0 69 67 1 0 0 0 70 68 1 0 0 0 63 69 1 0 0 0 64 70 1 0 0 0 66 71 1 1 0 0 70 72 1 1 0 0 5 73 1 6 0 0 9 74 2 0 0 0 1 75 1 6 0 0 15 76 1 0 0 0 35 77 2 0 0 0 M END > CHEBI:131609 > pneumocandin B0 > An echinocandin initially isolated as a very minor bioactive fermentation product of Glarea lozoyensis (originally known as Zalerion arboricola). Subsequent random mutagenesis work and optimisation of the fermentation medium permitted the industrial production of pneumocandin B0, which is used as the starting point for the synthesis of the antifungal drug caspofungin. > 3 > pneumocardin B(0); pneumocandin B(0); L-688786; L-688,786; L 688,786 > (10R,12S)-N-{(2R,6S,9S,11R,12R,14aS,15S,20S,23S,25aS)-20-[(1R)-3-amino-1-hydroxy-3-oxopropyl]-23-[(1S,2S)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl]-2,11,12,15-tetrahydroxy-6-[(1R)-1-hydroxyethyl]-5,8,14,19,22,25-hexaoxotetracosahydro-1H-dipyrrolo[2,1-c:2',1'-l][1,4,7,10,13,16]hexaazacyclohenicosin-9-yl}-10,12-dimethyltetradecanamide > C50H80N8O17 > 1065.216 > 1064.56414 > 0 > [C@@]12(N(C[C@@H](C1)O)C([C@H]([C@@H](C)O)NC(=O)[C@](C[C@H]([C@@H](O)NC([C@@H]3[C@H](CCN3C([C@H]([C@@H](CC(N)=O)O)NC(=O)[C@H]([C@@H]([C@H](C4=CC=C(C=C4)O)O)O)NC2=O)=O)O)=O)O)(NC(CCCCCCCC[C@H](C[C@H](CC)C)C)=O)[H])=O)[H] > InChI=1S/C50H80N8O17/c1-5-25(2)20-26(3)12-10-8-6-7-9-11-13-37(66)52-31-22-35(64)46(71)56-48(73)41-33(62)18-19-57(41)50(75)39(34(63)23-36(51)65)54-47(72)40(43(68)42(67)28-14-16-29(60)17-15-28)55-45(70)32-21-30(61)24-58(32)49(74)38(27(4)59)53-44(31)69/h14-17,25-27,30-35,38-43,46,59-64,67-68,71H,5-13,18-24H2,1-4H3,(H2,51,65)(H,52,66)(H,53,69)(H,54,72)(H,55,70)(H,56,73)/t25-,26+,27+,30+,31-,32-,33-,34+,35+,38-,39-,40-,41-,42-,43-,46+/m0/s1 > DQXPFAADCTZLNL-FXDJFZINSA-N > 135575-42-7 > 9316734 > 135575-42-7 > Pneumocandin_Bo > 24086376; 24270605; 25527531 $$$$