Ketcher 02141812162D 1 1.00000 0.00000 0 86 86 0 1 0 999 V2000 15.9525 -27.9873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.1244 -28.4663 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 16.7806 -28.4663 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.9525 -27.0338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.2965 -27.9873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.1244 -29.4200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.6086 -27.9873 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 16.7806 -29.4200 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 16.7806 -26.5544 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.1244 -26.5544 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.4684 -28.4663 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.2965 -27.0338 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 18.4367 -28.4663 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.7806 -25.5962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.6086 -27.0338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6405 -27.9873 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 19.2647 -27.9873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.4367 -29.4200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.9525 -25.1171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.8124 -28.4663 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6405 -27.0338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 20.0928 -28.4663 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 19.2647 -27.0338 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 17.6086 -29.8992 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.9525 -24.1635 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9845 -27.9873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.8124 -29.4200 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 20.0928 -29.4200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 20.9207 -27.9873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.1244 -23.6843 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1564 -28.4663 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.9845 -27.0338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 20.9207 -29.8992 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1791 -31.5046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1980 -28.4663 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1564 -26.5544 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 21.2577 -31.3249 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 21.7488 -29.4200 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.3511 -31.9837 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0955 -31.2487 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.1564 -25.5962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3284 -27.0338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 20.9434 -32.9373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 22.0881 -31.2710 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3511 -32.9373 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.5231 -31.5046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 20.1155 -33.4165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 21.7715 -33.4165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1791 -33.4165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5231 -33.4165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6950 -31.9837 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.2874 -32.9373 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 20.1155 -34.3702 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 22.5995 -32.9373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0072 -32.9373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1791 -34.3702 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8670 -31.5046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1973 -32.8629 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.4594 -33.4165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 23.4276 -33.4165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 22.5995 -31.9837 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.8352 -33.4165 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 11.0072 -31.9837 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 17.6313 -32.9373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 18.4779 -34.6585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6633 -32.9373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.8033 -33.4165 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 17.6313 -31.9837 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 17.5941 -35.3888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 19.3200 -35.3144 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.4911 -33.4165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6633 -31.9837 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.9753 -32.9373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 16.8033 -34.3702 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.3192 -32.9373 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 13.4911 -34.3702 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.1472 -33.4165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.1472 -34.3702 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.4683 -29.4230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6398 -29.9013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.2968 -29.9013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.9753 -31.9807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.1468 -31.5023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.1468 -30.5456 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.3183 -31.9807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 15.1216 -22.7284 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 1 0 0 1 3 1 0 0 0 1 4 1 0 0 0 2 5 1 0 0 0 2 6 1 0 0 0 3 7 1 0 0 0 3 8 2 0 0 0 4 9 1 0 0 0 4 10 1 6 0 0 5 11 1 0 0 0 5 12 2 0 0 0 7 13 1 0 0 0 9 14 1 0 0 0 9 15 1 1 0 0 11 16 1 0 0 0 13 17 1 0 0 0 13 18 1 6 0 0 14 19 1 0 0 0 16 20 1 0 0 0 16 21 1 0 0 0 17 22 1 0 0 0 17 23 2 0 0 0 18 24 1 0 0 0 19 25 2 0 0 0 20 26 1 0 0 0 20 27 2 0 0 0 22 28 1 0 0 0 22 29 1 0 0 0 25 30 1 0 0 0 26 31 1 0 0 0 26 32 1 1 0 0 28 33 1 0 0 0 31 35 1 0 0 0 32 36 1 0 0 0 33 38 2 0 0 0 34 39 1 0 0 0 34 40 2 0 0 0 36 41 1 0 0 0 36 42 1 0 0 0 37 43 1 0 0 0 37 44 1 0 0 0 39 45 1 0 0 0 39 46 1 1 0 0 43 47 1 0 0 0 43 48 1 1 0 0 45 49 1 0 0 0 45 50 1 0 0 0 46 51 1 0 0 0 47 52 1 0 0 0 47 53 2 0 0 0 48 54 1 0 0 0 49 55 1 0 0 0 49 56 2 0 0 0 51 57 1 0 0 0 51 58 1 0 0 0 52 59 1 0 0 0 54 60 1 0 0 0 54 61 1 0 0 0 55 62 1 0 0 0 55 63 1 1 0 0 59 64 1 0 0 0 59 65 1 1 0 0 62 66 1 0 0 0 64 67 1 0 0 0 64 68 2 0 0 0 65 69 1 0 0 0 65 70 1 0 0 0 66 71 1 0 0 0 66 72 2 0 0 0 67 73 1 0 0 0 67 74 1 0 0 0 71 75 1 0 0 0 71 76 1 1 0 0 73 77 1 0 0 0 77 78 2 0 0 0 75 77 1 0 0 0 11 79 1 6 0 0 79 80 1 0 0 0 79 81 1 0 0 0 73 82 1 6 0 0 82 83 1 0 0 0 83 84 1 0 0 0 83 85 1 0 0 0 34 31 1 0 0 0 33 37 1 0 0 0 30 86 1 0 0 0 M END > CHEBI:140154 > cyclosporin A metabolite M17 > A cyclosporin A derivative that is cyclosporin A in which residue 1 [(2S,3R,4R,6E)-3-hydroxy-4-methyl-2-(methylamino)oct-6-enoic acid] has undergone allylic oxidation to give the corresponding primary allylic alcohol. It specifically inhibits growth of renal cells in culture. > 3 > OL-17; OL 17; M17; cyclosporine metabolite M17; cyclosporine A metabolite M17; cyclosporin metabolite M17; cyclosporin metabolite AM1; CsA M17; AM1; 6-[(2S,3R,4R,6E)-3,8-dihydroxy-4-methyl-2-(methylamino)-6-octenoic acid]cyclosporin > (3S,6S,9S,12R,15S,18S,21S,24S,30S,33S)-33-[(1R,2R,4E)-1,6-dihydroxy-2-methylhex-4-en-1-yl]-30-ethyl-6,9,18,24-tetraisobutyl-3,21-diisopropyl-1,4,7,10,12,15,19,25,28-nonamethyl-1,4,7,10,13,16,19,22,25,28,31-undecaazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone > C62H111N11O13 > 1218.613 > 1217.83628 > 0 > [C@H]1(N(C([C@@H](N(C([C@@H](N(C)C([C@@H](N(C([C@H](NC([C@@H](NC([C@@H](N(C([C@@H](NC([C@@H](N(C)C(CN(C([C@@H](NC1=O)CC)=O)C)=O)CC(C)C)=O)C(C)C)=O)C)CC(C)C)=O)C)=O)C)=O)C)CC(C)C)=O)CC(C)C)=O)C)C(C)C)=O)C)[C@@H]([C@@H](C/C=C/CO)C)O > InChI=1S/C62H111N11O13/c1-24-43-58(82)67(17)33-48(75)68(18)44(29-34(2)3)55(79)66-49(38(10)11)61(85)69(19)45(30-35(4)5)54(78)63-41(15)53(77)64-42(16)57(81)70(20)46(31-36(6)7)59(83)71(21)47(32-37(8)9)60(84)72(22)50(39(12)13)62(86)73(23)51(56(80)65-43)52(76)40(14)27-25-26-28-74/h25-26,34-47,49-52,74,76H,24,27-33H2,1-23H3,(H,63,78)(H,64,77)(H,65,80)(H,66,79)/b26-25+/t40-,41+,42-,43+,44+,45+,46+,47+,49+,50+,51+,52-/m1/s1 > ZPZHKIOMBYYVRD-WRDPQARASA-N > 89270-28-0 > 89270-28-0 > 17908922; 1834063; 1943052; 2389436; 2642763; 2784905; 2948307; 2950629; 7914868; 8234147; 8349948; 8400080; 8894806; 8971957; 9106068; 9180163; 9555934 $$$$