Showing NP-Card for Euojaponine F (NP0082225)
| Record Information | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Version | 2.0 | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Created at | 2022-04-29 03:16:22 UTC | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Updated at | 2022-04-29 03:16:22 UTC | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| NP-MRD ID | NP0082225 | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Secondary Accession Numbers | None | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Natural Product Identification | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Common Name | Euojaponine F | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Description | Euojaponine F is found in Maytenus laevis. | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Structure | MOL for NP0082225 (Euojaponine F)
Mrv1652304292205162D
62 67 0 0 1 0 999 V2000
2.8801 -0.4393 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.0093 -0.4709 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
1.1325 0.0110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.2365 -0.3011 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
0.5471 0.6810 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.2729 1.1027 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
0.2161 1.7709 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
1.0740 1.6515 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0
1.2694 0.7648 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
0.6646 0.1007 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
-0.1385 0.2955 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
-1.0668 0.2865 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-1.9302 0.4943 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.3791 1.2169 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-2.6595 0.0339 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.3613 -0.8744 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.1521 -1.6465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.0005 -1.8309 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
0.2505 -2.4372 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.0649 -2.5693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.3577 -3.3406 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.8361 -3.9798 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.0217 -3.8477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.2711 -3.0764 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.1210 0.5289 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0
2.4887 1.1314 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
2.4772 1.9324 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0
2.1329 2.7042 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
1.2607 2.5104 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
2.9859 3.0317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.8528 3.0034 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4.6203 2.4668 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.1235 3.3416 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4.4021 1.5771 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.1236 0.8005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.6347 0.0362 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.6569 0.1711 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
5.4687 0.3182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.7472 1.0948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.2139 1.7243 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.7595 3.5300 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.7110 1.7469 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
2.7546 1.6054 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
3.3458 2.4855 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.4122 3.5324 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4.2063 2.0156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.5580 1.4184 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
3.8069 2.3763 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.8045 2.4743 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4.5726 2.9940 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.3929 -0.1904 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
3.2189 0.1418 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.2221 1.0009 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4.1360 -0.2494 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.7919 0.0586 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.8077 -0.0249 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
3.3802 -1.0220 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.4082 -1.9703 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4.1145 -1.6151 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.6474 1.9970 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.0617 2.6176 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.8962 -1.3994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1 2 1 0 0 0 0
2 3 1 0 0 0 0
3 4 2 0 0 0 0
3 5 1 0 0 0 0
6 5 1 1 0 0 0
6 7 1 0 0 0 0
7 8 1 0 0 0 0
8 9 1 0 0 0 0
9 10 1 0 0 0 0
10 11 1 0 0 0 0
6 11 1 0 0 0 0
11 12 1 1 0 0 0
12 13 1 0 0 0 0
13 14 2 0 0 0 0
13 15 1 0 0 0 0
10 16 1 6 0 0 0
16 17 1 0 0 0 0
17 18 2 0 0 0 0
17 19 1 0 0 0 0
19 20 2 0 0 0 0
20 21 1 0 0 0 0
21 22 2 0 0 0 0
22 23 1 0 0 0 0
23 24 2 0 0 0 0
19 24 1 0 0 0 0
9 25 1 0 0 0 0
25 26 1 0 0 0 0
26 27 1 0 0 0 0
27 28 1 1 0 0 0
28 29 1 0 0 0 0
8 29 1 1 0 0 0
28 30 1 0 0 0 0
30 31 1 0 0 0 0
31 32 1 0 0 0 0
32 33 2 0 0 0 0
32 34 1 0 0 0 0
34 35 2 0 0 0 0
35 36 1 0 0 0 0
1 36 1 0 0 0 0
35 37 1 0 0 0 0
37 38 2 0 0 0 0
38 39 1 0 0 0 0
39 40 2 0 0 0 0
34 40 1 0 0 0 0
28 41 1 6 0 0 0
27 42 1 0 0 0 0
8 42 1 0 0 0 0
42 43 1 1 0 0 0
43 44 1 0 0 0 0
44 45 2 0 0 0 0
44 46 1 0 0 0 0
26 47 1 1 0 0 0
47 48 1 0 0 0 0
48 49 2 0 0 0 0
48 50 1 0 0 0 0
25 51 1 6 0 0 0
51 52 1 0 0 0 0
52 53 2 0 0 0 0
52 54 1 0 0 0 0
9 55 1 1 0 0 0
55 56 1 0 0 0 0
56 57 1 0 0 0 0
57 58 2 0 0 0 0
57 59 1 0 0 0 0
7 60 1 6 0 0 0
7 61 1 0 0 0 0
2 62 1 6 0 0 0
M END
3D MOL for NP0082225 (Euojaponine F)
RDKit 3D
111116 0 0 0 0 0 0 0 0999 V2000
0.4650 -1.1632 4.6484 C 0 0 0 0 0 0 0 0 0 0 0 0
0.0385 -0.2527 3.5905 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.2334 0.9536 3.8262 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.1051 -0.6367 2.2401 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.5101 0.2126 1.2591 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.6751 -0.2510 -0.1656 C 0 0 1 0 0 0 0 0 0 0 0 0
-1.2634 1.0065 -0.8357 C 0 0 2 0 0 0 0 0 0 0 0 0
-2.6113 1.2262 -0.6712 O 0 0 0 0 0 0 0 0 0 0 0 0
-3.1755 2.2305 0.0707 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.3161 2.9861 0.6448 O 0 0 0 0 0 0 0 0 0 0 0 0
-4.5908 2.4854 0.2432 C 0 0 0 0 0 0 0 0 0 0 0 0
-5.5859 1.7858 -0.3779 C 0 0 0 0 0 0 0 0 0 0 0 0
-6.9295 2.0440 -0.1766 C 0 0 0 0 0 0 0 0 0 0 0 0
-7.2905 3.0483 0.6851 C 0 0 0 0 0 0 0 0 0 0 0 0
-6.3177 3.7858 1.3377 C 0 0 0 0 0 0 0 0 0 0 0 0
-4.9721 3.4907 1.1049 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.6549 1.3614 -2.1492 C 0 0 1 0 0 0 0 0 0 0 0 0
-1.1262 2.6583 -2.4901 O 0 0 0 0 0 0 0 0 0 0 0 0
-1.6265 2.8715 -3.7617 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.1423 4.1876 -4.2169 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.6413 1.9023 -4.5628 O 0 0 0 0 0 0 0 0 0 0 0 0
0.8499 1.5807 -1.8242 C 0 0 1 0 0 0 0 0 0 0 0 0
1.0594 2.3853 -0.7867 O 0 0 0 0 0 0 0 0 0 0 0 0
1.7752 3.2946 -0.1798 C 0 0 0 0 0 0 0 0 0 0 0 0
1.4016 4.5100 -0.0824 O 0 0 0 0 0 0 0 0 0 0 0 0
3.0931 3.0023 0.4551 C 0 0 1 0 0 0 0 0 0 0 0 0
3.9859 4.2699 0.3784 C 0 0 0 0 0 0 0 0 0 0 0 0
3.0111 2.6834 1.9083 C 0 0 0 0 0 0 0 0 0 0 0 0
3.1546 1.2640 2.3120 C 0 0 0 0 0 0 0 0 0 0 0 0
4.4491 0.6290 1.9488 C 0 0 0 0 0 0 0 0 0 0 0 0
5.3335 1.4723 1.3628 N 0 0 0 0 0 0 0 0 0 0 0 0
6.5738 1.1278 0.9864 C 0 0 0 0 0 0 0 0 0 0 0 0
6.9680 -0.1716 1.2147 C 0 0 0 0 0 0 0 0 0 0 0 0
6.0790 -1.0407 1.8094 C 0 0 0 0 0 0 0 0 0 0 0 0
4.7825 -0.6625 2.1955 C 0 0 0 0 0 0 0 0 0 0 0 0
3.9029 -1.6853 2.8243 C 0 0 0 0 0 0 0 0 0 0 0 0
4.5382 -2.2518 3.8140 O 0 0 0 0 0 0 0 0 0 0 0 0
2.6726 -2.0385 2.5138 O 0 0 0 0 0 0 0 0 0 0 0 0
1.8504 -2.8711 1.8368 C 0 0 0 0 0 0 0 0 0 0 0 0
1.5366 -2.4407 0.4218 C 0 0 2 0 0 0 0 0 0 0 0 0
2.7589 -2.9917 -0.3499 C 0 0 0 0 0 0 0 0 0 0 0 0
1.5096 -1.0885 0.2088 O 0 0 0 0 0 0 0 0 0 0 0 0
0.5904 -0.7334 -0.7634 C 0 0 1 0 0 0 0 0 0 0 0 0
0.4530 -2.0548 -1.5034 C 0 0 2 0 0 0 0 0 0 0 0 0
-0.5570 -2.2590 -2.3601 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.4798 -2.7419 -3.6281 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.7178 -2.8921 -4.4430 C 0 0 0 0 0 0 0 0 0 0 0 0
0.6113 -3.0656 -4.1312 O 0 0 0 0 0 0 0 0 0 0 0 0
0.3525 -2.9741 -0.2388 C 0 0 2 0 0 0 0 0 0 0 0 0
-1.0192 -2.7439 0.1724 C 0 0 1 0 0 0 0 0 0 0 0 0
-1.2001 -3.1461 1.5159 O 0 0 0 0 0 0 0 0 0 0 0 0
-1.9252 -4.2157 1.9571 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.0836 -4.5937 3.3771 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.4979 -4.9273 1.0894 O 0 0 0 0 0 0 0 0 0 0 0 0
-1.6802 -1.4252 -0.1618 C 0 0 2 0 0 0 0 0 0 0 0 0
-2.5998 -1.4730 -1.1596 O 0 0 0 0 0 0 0 0 0 0 0 0
-3.9484 -1.4471 -1.1817 C 0 0 0 0 0 0 0 0 0 0 0 0
-4.8203 -1.5075 -2.3706 C 0 0 0 0 0 0 0 0 0 0 0 0
-4.4616 -1.3629 -0.0474 O 0 0 0 0 0 0 0 0 0 0 0 0
1.2918 0.1471 -1.7357 C 0 0 2 0 0 0 0 0 0 0 0 0
2.7996 0.0900 -1.6965 C 0 0 0 0 0 0 0 0 0 0 0 0
1.0262 -0.3102 -3.0685 O 0 0 0 0 0 0 0 0 0 0 0 0
0.1647 -2.2175 4.4496 H 0 0 0 0 0 0 0 0 0 0 0 0
-0.0576 -0.8739 5.5832 H 0 0 0 0 0 0 0 0 0 0 0 0
1.5588 -1.0840 4.8648 H 0 0 0 0 0 0 0 0 0 0 0 0
-1.5434 0.5585 1.6658 H 0 0 0 0 0 0 0 0 0 0 0 0
0.0691 1.1568 1.3445 H 0 0 0 0 0 0 0 0 0 0 0 0
-0.8266 1.9077 -0.2227 H 0 0 0 0 0 0 0 0 0 0 0 0
-5.3630 0.9977 -1.0719 H 0 0 0 0 0 0 0 0 0 0 0 0
-7.7165 1.4975 -0.6600 H 0 0 0 0 0 0 0 0 0 0 0 0
-8.3160 3.3174 0.9011 H 0 0 0 0 0 0 0 0 0 0 0 0
-6.6057 4.5756 2.0154 H 0 0 0 0 0 0 0 0 0 0 0 0
-4.2086 4.0656 1.6127 H 0 0 0 0 0 0 0 0 0 0 0 0
-0.7270 0.6325 -2.9349 H 0 0 0 0 0 0 0 0 0 0 0 0
-1.8398 4.9844 -3.4791 H 0 0 0 0 0 0 0 0 0 0 0 0
-1.6643 4.4478 -5.1626 H 0 0 0 0 0 0 0 0 0 0 0 0
-3.2497 4.1281 -4.2821 H 0 0 0 0 0 0 0 0 0 0 0 0
1.2481 2.0036 -2.7867 H 0 0 0 0 0 0 0 0 0 0 0 0
3.6950 2.2734 -0.1246 H 0 0 0 0 0 0 0 0 0 0 0 0
3.6809 4.7914 -0.5759 H 0 0 0 0 0 0 0 0 0 0 0 0
5.0499 4.0067 0.2448 H 0 0 0 0 0 0 0 0 0 0 0 0
3.8267 4.8984 1.2561 H 0 0 0 0 0 0 0 0 0 0 0 0
3.6939 3.2993 2.5497 H 0 0 0 0 0 0 0 0 0 0 0 0
1.9782 3.0066 2.2398 H 0 0 0 0 0 0 0 0 0 0 0 0
3.1400 1.2665 3.4526 H 0 0 0 0 0 0 0 0 0 0 0 0
2.2765 0.6919 1.9959 H 0 0 0 0 0 0 0 0 0 0 0 0
7.2107 1.8716 0.5244 H 0 0 0 0 0 0 0 0 0 0 0 0
7.9619 -0.4561 0.9169 H 0 0 0 0 0 0 0 0 0 0 0 0
6.4241 -2.0563 1.9910 H 0 0 0 0 0 0 0 0 0 0 0 0
0.8855 -3.1170 2.3343 H 0 0 0 0 0 0 0 0 0 0 0 0
2.3207 -3.9008 1.7272 H 0 0 0 0 0 0 0 0 0 0 0 0
3.2295 -3.8447 0.2793 H 0 0 0 0 0 0 0 0 0 0 0 0
3.5876 -2.2729 -0.3948 H 0 0 0 0 0 0 0 0 0 0 0 0
2.5033 -3.5141 -1.2650 H 0 0 0 0 0 0 0 0 0 0 0 0
1.4137 -2.2424 -1.9936 H 0 0 0 0 0 0 0 0 0 0 0 0
-1.7408 -2.2418 -5.3352 H 0 0 0 0 0 0 0 0 0 0 0 0
-1.7643 -3.9501 -4.8207 H 0 0 0 0 0 0 0 0 0 0 0 0
-2.6180 -2.7808 -3.8067 H 0 0 0 0 0 0 0 0 0 0 0 0
0.4888 -4.0267 -0.5860 H 0 0 0 0 0 0 0 0 0 0 0 0
-1.6245 -3.5440 -0.3857 H 0 0 0 0 0 0 0 0 0 0 0 0
-1.8161 -3.7300 4.0390 H 0 0 0 0 0 0 0 0 0 0 0 0
-1.3869 -5.4498 3.5534 H 0 0 0 0 0 0 0 0 0 0 0 0
-3.1040 -4.9755 3.6157 H 0 0 0 0 0 0 0 0 0 0 0 0
-2.3162 -1.2812 0.7351 H 0 0 0 0 0 0 0 0 0 0 0 0
-5.8403 -1.1710 -2.1338 H 0 0 0 0 0 0 0 0 0 0 0 0
-4.8830 -2.5312 -2.7960 H 0 0 0 0 0 0 0 0 0 0 0 0
-4.4593 -0.8612 -3.1979 H 0 0 0 0 0 0 0 0 0 0 0 0
3.1744 -0.8166 -2.2157 H 0 0 0 0 0 0 0 0 0 0 0 0
3.1199 0.0169 -0.6386 H 0 0 0 0 0 0 0 0 0 0 0 0
3.2352 0.9863 -2.1961 H 0 0 0 0 0 0 0 0 0 0 0 0
1.5789 0.2837 -3.6587 H 0 0 0 0 0 0 0 0 0 0 0 0
27 26 1 0
26 28 1 0
28 29 1 0
29 30 1 0
30 35 2 0
35 34 1 0
34 33 2 0
33 32 1 0
32 31 2 0
35 36 1 0
36 37 2 0
36 38 1 0
38 39 1 0
39 40 1 0
40 41 1 6
40 42 1 0
43 42 1 1
43 44 1 0
44 45 1 0
45 46 1 0
46 47 1 0
46 48 2 0
44 49 1 0
49 50 1 0
50 51 1 0
51 52 1 0
52 53 1 0
52 54 2 0
50 55 1 0
55 56 1 0
56 57 1 0
57 58 1 0
57 59 2 0
55 6 1 0
6 5 1 1
5 4 1 0
4 2 1 0
2 1 1 0
2 3 2 0
6 7 1 0
7 8 1 0
8 9 1 0
9 10 2 0
9 11 1 0
11 12 2 0
12 13 1 0
13 14 2 0
14 15 1 0
15 16 2 0
7 17 1 0
17 18 1 0
18 19 1 0
19 20 1 0
19 21 2 0
17 22 1 0
22 23 1 0
23 24 1 0
24 25 2 0
22 60 1 0
60 61 1 0
60 62 1 6
24 26 1 0
31 30 1 0
49 40 1 0
16 11 1 0
6 43 1 0
60 43 1 0
27 80 1 0
27 81 1 0
27 82 1 0
26 79 1 6
28 83 1 0
28 84 1 0
29 85 1 0
29 86 1 0
34 89 1 0
33 88 1 0
32 87 1 0
39 90 1 0
39 91 1 0
41 92 1 0
41 93 1 0
41 94 1 0
44 95 1 6
47 96 1 0
47 97 1 0
47 98 1 0
49 99 1 6
50100 1 6
53101 1 0
53102 1 0
53103 1 0
55104 1 1
58105 1 0
58106 1 0
58107 1 0
5 66 1 0
5 67 1 0
1 63 1 0
1 64 1 0
1 65 1 0
7 68 1 1
12 69 1 0
13 70 1 0
14 71 1 0
15 72 1 0
16 73 1 0
17 74 1 6
20 75 1 0
20 76 1 0
20 77 1 0
22 78 1 6
61108 1 0
61109 1 0
61110 1 0
62111 1 0
M END
3D SDF for NP0082225 (Euojaponine F)
Mrv1652304292205162D
62 67 0 0 1 0 999 V2000
2.8801 -0.4393 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.0093 -0.4709 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
1.1325 0.0110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.2365 -0.3011 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
0.5471 0.6810 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.2729 1.1027 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
0.2161 1.7709 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
1.0740 1.6515 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0
1.2694 0.7648 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
0.6646 0.1007 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
-0.1385 0.2955 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
-1.0668 0.2865 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-1.9302 0.4943 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.3791 1.2169 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-2.6595 0.0339 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.3613 -0.8744 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.1521 -1.6465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.0005 -1.8309 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
0.2505 -2.4372 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.0649 -2.5693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.3577 -3.3406 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.8361 -3.9798 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.0217 -3.8477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.2711 -3.0764 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.1210 0.5289 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0
2.4887 1.1314 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
2.4772 1.9324 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0
2.1329 2.7042 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
1.2607 2.5104 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
2.9859 3.0317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.8528 3.0034 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4.6203 2.4668 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.1235 3.3416 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4.4021 1.5771 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.1236 0.8005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.6347 0.0362 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.6569 0.1711 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
5.4687 0.3182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.7472 1.0948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.2139 1.7243 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.7595 3.5300 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.7110 1.7469 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0
2.7546 1.6054 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
3.3458 2.4855 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.4122 3.5324 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4.2063 2.0156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.5580 1.4184 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
3.8069 2.3763 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.8045 2.4743 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4.5726 2.9940 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.3929 -0.1904 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
3.2189 0.1418 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.2221 1.0009 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4.1360 -0.2494 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.7919 0.0586 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.8077 -0.0249 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
3.3802 -1.0220 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.4082 -1.9703 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4.1145 -1.6151 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.6474 1.9970 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.0617 2.6176 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.8962 -1.3994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1 2 1 0 0 0 0
2 3 1 0 0 0 0
3 4 2 0 0 0 0
3 5 1 0 0 0 0
6 5 1 1 0 0 0
6 7 1 0 0 0 0
7 8 1 0 0 0 0
8 9 1 0 0 0 0
9 10 1 0 0 0 0
10 11 1 0 0 0 0
6 11 1 0 0 0 0
11 12 1 1 0 0 0
12 13 1 0 0 0 0
13 14 2 0 0 0 0
13 15 1 0 0 0 0
10 16 1 6 0 0 0
16 17 1 0 0 0 0
17 18 2 0 0 0 0
17 19 1 0 0 0 0
19 20 2 0 0 0 0
20 21 1 0 0 0 0
21 22 2 0 0 0 0
22 23 1 0 0 0 0
23 24 2 0 0 0 0
19 24 1 0 0 0 0
9 25 1 0 0 0 0
25 26 1 0 0 0 0
26 27 1 0 0 0 0
27 28 1 1 0 0 0
28 29 1 0 0 0 0
8 29 1 1 0 0 0
28 30 1 0 0 0 0
30 31 1 0 0 0 0
31 32 1 0 0 0 0
32 33 2 0 0 0 0
32 34 1 0 0 0 0
34 35 2 0 0 0 0
35 36 1 0 0 0 0
1 36 1 0 0 0 0
35 37 1 0 0 0 0
37 38 2 0 0 0 0
38 39 1 0 0 0 0
39 40 2 0 0 0 0
34 40 1 0 0 0 0
28 41 1 6 0 0 0
27 42 1 0 0 0 0
8 42 1 0 0 0 0
42 43 1 1 0 0 0
43 44 1 0 0 0 0
44 45 2 0 0 0 0
44 46 1 0 0 0 0
26 47 1 1 0 0 0
47 48 1 0 0 0 0
48 49 2 0 0 0 0
48 50 1 0 0 0 0
25 51 1 6 0 0 0
51 52 1 0 0 0 0
52 53 2 0 0 0 0
52 54 1 0 0 0 0
9 55 1 1 0 0 0
55 56 1 0 0 0 0
56 57 1 0 0 0 0
57 58 2 0 0 0 0
57 59 1 0 0 0 0
7 60 1 6 0 0 0
7 61 1 0 0 0 0
2 62 1 6 0 0 0
M END
> <DATABASE_ID>
NP0082225
> <DATABASE_NAME>
NP-MRD
> <SMILES>
C[C@H]1CCC2=C(C=CC=N2)C(=O)OC[C@]2(C)O[C@@]34[C@H](OC(C)=O)[C@@H]2[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@]3(COC(C)=O)[C@H](OC(=O)C2=CC=CC=C2)[C@@H](OC(C)=O)[C@@H](OC1=O)[C@]4(C)O
> <INCHI_IDENTIFIER>
InChI=1S/C43H49NO18/c1-21-16-17-29-28(15-12-18-44-29)39(52)55-19-40(7)30-31(56-23(3)46)35(59-26(6)49)42(20-54-22(2)45)36(61-38(51)27-13-10-9-11-14-27)32(57-24(4)47)34(60-37(21)50)41(8,53)43(42,62-40)33(30)58-25(5)48/h9-15,18,21,30-36,53H,16-17,19-20H2,1-8H3/t21-,30-,31+,32-,33?,34+,35-,36+,40-,41-,42+,43+/m0/s1
> <INCHI_KEY>
WQXGLECMNMWOGT-AYMTZDDWSA-N
> <FORMULA>
C43H49NO18
> <MOLECULAR_WEIGHT>
867.854
> <EXACT_MASS>
867.294963742
> <JCHEM_ACCEPTOR_COUNT>
11
> <JCHEM_ATOM_COUNT>
111
> <JCHEM_AVERAGE_POLARIZABILITY>
83.54022454134068
> <JCHEM_BIOAVAILABILITY>
0
> <JCHEM_DONOR_COUNT>
1
> <JCHEM_FORMAL_CHARGE>
0
> <JCHEM_GHOSE_FILTER>
0
> <JCHEM_IUPAC>
(1R,3R,15S,18R,19R,20S,21R,22R,23R,24S,25R,26S)-19,22,23,25-tetrakis(acetyloxy)-21-[(acetyloxy)methyl]-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0^{1,21}.0^{3,24}.0^{7,12}]hexacosa-7(12),8,10-trien-20-yl benzoate
> <ALOGPS_LOGP>
2.59
> <JCHEM_LOGP>
1.712777919999998
> <ALOGPS_LOGS>
-3.96
> <JCHEM_MDDR_LIKE_RULE>
1
> <JCHEM_NUMBER_OF_RINGS>
6
> <JCHEM_PHYSIOLOGICAL_CHARGE>
0
> <JCHEM_PKA_STRONGEST_ACIDIC>
12.73527634279143
> <JCHEM_PKA_STRONGEST_BASIC>
2.717391678577959
> <JCHEM_POLAR_SURFACE_AREA>
252.74999999999994
> <JCHEM_REFRACTIVITY>
203.49360000000007
> <JCHEM_ROTATABLE_BOND_COUNT>
14
> <JCHEM_RULE_OF_FIVE>
0
> <ALOGPS_SOLUBILITY>
9.61e-02 g/l
> <JCHEM_TRADITIONAL_IUPAC>
(1R,3R,15S,18R,19R,20S,21R,22R,23R,24S,25R,26S)-19,22,23,25-tetrakis(acetyloxy)-21-[(acetyloxy)methyl]-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0^{1,21}.0^{3,24}.0^{7,12}]hexacosa-7(12),8,10-trien-20-yl benzoate
> <JCHEM_VEBER_RULE>
0
$$$$
PDB for NP0082225 (Euojaponine F)HEADER PROTEIN 29-APR-22 NONE TITLE NULL COMPND NULL SOURCE NULL KEYWDS NULL EXPDTA NULL AUTHOR Marvin REVDAT 1 29-APR-22 0 HETATM 1 C UNK 0 5.376 -0.820 0.000 0.00 0.00 C+0 HETATM 2 C UNK 0 3.751 -0.879 0.000 0.00 0.00 C+0 HETATM 3 C UNK 0 2.114 0.021 0.000 0.00 0.00 C+0 HETATM 4 O UNK 0 0.442 -0.562 0.000 0.00 0.00 O+0 HETATM 5 O UNK 0 1.021 1.271 0.000 0.00 0.00 O+0 HETATM 6 C UNK 0 -0.509 2.058 0.000 0.00 0.00 C+0 HETATM 7 C UNK 0 0.403 3.306 0.000 0.00 0.00 C+0 HETATM 8 C UNK 0 2.005 3.083 0.000 0.00 0.00 C+0 HETATM 9 C UNK 0 2.369 1.428 0.000 0.00 0.00 C+0 HETATM 10 C UNK 0 1.241 0.188 0.000 0.00 0.00 C+0 HETATM 11 C UNK 0 -0.258 0.552 0.000 0.00 0.00 C+0 HETATM 12 O UNK 0 -1.991 0.535 0.000 0.00 0.00 O+0 HETATM 13 C UNK 0 -3.603 0.923 0.000 0.00 0.00 C+0 HETATM 14 O UNK 0 -4.441 2.271 0.000 0.00 0.00 O+0 HETATM 15 C UNK 0 -4.964 0.063 0.000 0.00 0.00 C+0 HETATM 16 O UNK 0 0.674 -1.632 0.000 0.00 0.00 O+0 HETATM 17 C UNK 0 -0.284 -3.074 0.000 0.00 0.00 C+0 HETATM 18 O UNK 0 -1.868 -3.418 0.000 0.00 0.00 O+0 HETATM 19 C UNK 0 0.468 -4.549 0.000 0.00 0.00 C+0 HETATM 20 C UNK 0 1.988 -4.796 0.000 0.00 0.00 C+0 HETATM 21 C UNK 0 2.534 -6.236 0.000 0.00 0.00 C+0 HETATM 22 C UNK 0 1.561 -7.429 0.000 0.00 0.00 C+0 HETATM 23 C UNK 0 0.041 -7.182 0.000 0.00 0.00 C+0 HETATM 24 C UNK 0 -0.506 -5.743 0.000 0.00 0.00 C+0 HETATM 25 C UNK 0 3.959 0.987 0.000 0.00 0.00 C+0 HETATM 26 C UNK 0 4.646 2.112 0.000 0.00 0.00 C+0 HETATM 27 C UNK 0 4.624 3.607 0.000 0.00 0.00 C+0 HETATM 28 C UNK 0 3.981 5.048 0.000 0.00 0.00 C+0 HETATM 29 O UNK 0 2.353 4.686 0.000 0.00 0.00 O+0 HETATM 30 C UNK 0 5.574 5.659 0.000 0.00 0.00 C+0 HETATM 31 O UNK 0 7.192 5.606 0.000 0.00 0.00 O+0 HETATM 32 C UNK 0 8.624 4.605 0.000 0.00 0.00 C+0 HETATM 33 O UNK 0 9.564 6.238 0.000 0.00 0.00 O+0 HETATM 34 C UNK 0 8.217 2.944 0.000 0.00 0.00 C+0 HETATM 35 C UNK 0 7.697 1.494 0.000 0.00 0.00 C+0 HETATM 36 C UNK 0 6.785 0.068 0.000 0.00 0.00 C+0 HETATM 37 N UNK 0 8.693 0.319 0.000 0.00 0.00 N+0 HETATM 38 C UNK 0 10.208 0.594 0.000 0.00 0.00 C+0 HETATM 39 C UNK 0 10.728 2.044 0.000 0.00 0.00 C+0 HETATM 40 C UNK 0 9.733 3.219 0.000 0.00 0.00 C+0 HETATM 41 C UNK 0 3.284 6.589 0.000 0.00 0.00 C+0 HETATM 42 C UNK 0 3.194 3.261 0.000 0.00 0.00 C+0 HETATM 43 O UNK 0 5.142 2.997 0.000 0.00 0.00 O+0 HETATM 44 C UNK 0 6.246 4.640 0.000 0.00 0.00 C+0 HETATM 45 O UNK 0 6.369 6.594 0.000 0.00 0.00 O+0 HETATM 46 C UNK 0 7.852 3.762 0.000 0.00 0.00 C+0 HETATM 47 O UNK 0 6.642 2.648 0.000 0.00 0.00 O+0 HETATM 48 C UNK 0 7.106 4.436 0.000 0.00 0.00 C+0 HETATM 49 O UNK 0 5.235 4.619 0.000 0.00 0.00 O+0 HETATM 50 C UNK 0 8.536 5.589 0.000 0.00 0.00 C+0 HETATM 51 O UNK 0 4.467 -0.355 0.000 0.00 0.00 O+0 HETATM 52 C UNK 0 6.009 0.265 0.000 0.00 0.00 C+0 HETATM 53 O UNK 0 6.015 1.868 0.000 0.00 0.00 O+0 HETATM 54 C UNK 0 7.720 -0.466 0.000 0.00 0.00 C+0 HETATM 55 C UNK 0 3.345 0.109 0.000 0.00 0.00 C+0 HETATM 56 O UNK 0 5.241 -0.047 0.000 0.00 0.00 O+0 HETATM 57 C UNK 0 6.310 -1.908 0.000 0.00 0.00 C+0 HETATM 58 O UNK 0 6.362 -3.678 0.000 0.00 0.00 O+0 HETATM 59 C UNK 0 7.680 -3.015 0.000 0.00 0.00 C+0 HETATM 60 O UNK 0 -1.208 3.728 0.000 0.00 0.00 O+0 HETATM 61 C UNK 0 -0.115 4.886 0.000 0.00 0.00 C+0 HETATM 62 C UNK 0 3.540 -2.612 0.000 0.00 0.00 C+0 CONECT 1 2 36 CONECT 2 1 3 62 CONECT 3 2 4 5 CONECT 4 3 CONECT 5 3 6 CONECT 6 5 7 11 CONECT 7 6 8 60 61 CONECT 8 7 9 29 42 CONECT 9 8 10 25 55 CONECT 10 9 11 16 CONECT 11 10 6 12 CONECT 12 11 13 CONECT 13 12 14 15 CONECT 14 13 CONECT 15 13 CONECT 16 10 17 CONECT 17 16 18 19 CONECT 18 17 CONECT 19 17 20 24 CONECT 20 19 21 CONECT 21 20 22 CONECT 22 21 23 CONECT 23 22 24 CONECT 24 23 19 CONECT 25 9 26 51 CONECT 26 25 27 47 CONECT 27 26 28 42 CONECT 28 27 29 30 41 CONECT 29 28 8 CONECT 30 28 31 CONECT 31 30 32 CONECT 32 31 33 34 CONECT 33 32 CONECT 34 32 35 40 CONECT 35 34 36 37 CONECT 36 35 1 CONECT 37 35 38 CONECT 38 37 39 CONECT 39 38 40 CONECT 40 39 34 CONECT 41 28 CONECT 42 27 8 43 CONECT 43 42 44 CONECT 44 43 45 46 CONECT 45 44 CONECT 46 44 CONECT 47 26 48 CONECT 48 47 49 50 CONECT 49 48 CONECT 50 48 CONECT 51 25 52 CONECT 52 51 53 54 CONECT 53 52 CONECT 54 52 CONECT 55 9 56 CONECT 56 55 57 CONECT 57 56 58 59 CONECT 58 57 CONECT 59 57 CONECT 60 7 CONECT 61 7 CONECT 62 2 MASTER 0 0 0 0 0 0 0 0 62 0 134 0 END SMILES for NP0082225 (Euojaponine F)C[C@H]1CCC2=C(C=CC=N2)C(=O)OC[C@]2(C)O[C@@]34[C@H](OC(C)=O)[C@@H]2[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@]3(COC(C)=O)[C@H](OC(=O)C2=CC=CC=C2)[C@@H](OC(C)=O)[C@@H](OC1=O)[C@]4(C)O INCHI for NP0082225 (Euojaponine F)InChI=1S/C43H49NO18/c1-21-16-17-29-28(15-12-18-44-29)39(52)55-19-40(7)30-31(56-23(3)46)35(59-26(6)49)42(20-54-22(2)45)36(61-38(51)27-13-10-9-11-14-27)32(57-24(4)47)34(60-37(21)50)41(8,53)43(42,62-40)33(30)58-25(5)48/h9-15,18,21,30-36,53H,16-17,19-20H2,1-8H3/t21-,30-,31+,32-,33?,34+,35-,36+,40-,41-,42+,43+/m0/s1 3D Structure for NP0082225 (Euojaponine F) | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Synonyms | Not Available | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Chemical Formula | C43H49NO18 | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Average Mass | 867.8540 Da | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Monoisotopic Mass | 867.29496 Da | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| IUPAC Name | (1R,3R,15S,18R,19R,20S,21R,22R,23R,24S,25R,26S)-19,22,23,25-tetrakis(acetyloxy)-21-[(acetyloxy)methyl]-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0^{1,21}.0^{3,24}.0^{7,12}]hexacosa-7(12),8,10-trien-20-yl benzoate | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Traditional Name | (1R,3R,15S,18R,19R,20S,21R,22R,23R,24S,25R,26S)-19,22,23,25-tetrakis(acetyloxy)-21-[(acetyloxy)methyl]-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0^{1,21}.0^{3,24}.0^{7,12}]hexacosa-7(12),8,10-trien-20-yl benzoate | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| CAS Registry Number | Not Available | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| SMILES | C[C@H]1CCC2=C(C=CC=N2)C(=O)OC[C@]2(C)O[C@@]34[C@H](OC(C)=O)[C@@H]2[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@]3(COC(C)=O)[C@H](OC(=O)C2=CC=CC=C2)[C@@H](OC(C)=O)[C@@H](OC1=O)[C@]4(C)O | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| InChI Identifier | InChI=1S/C43H49NO18/c1-21-16-17-29-28(15-12-18-44-29)39(52)55-19-40(7)30-31(56-23(3)46)35(59-26(6)49)42(20-54-22(2)45)36(61-38(51)27-13-10-9-11-14-27)32(57-24(4)47)34(60-37(21)50)41(8,53)43(42,62-40)33(30)58-25(5)48/h9-15,18,21,30-36,53H,16-17,19-20H2,1-8H3/t21-,30-,31+,32-,33?,34+,35-,36+,40-,41-,42+,43+/m0/s1 | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| InChI Key | WQXGLECMNMWOGT-AYMTZDDWSA-N | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Experimental Spectra | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Not Available | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Predicted Spectra | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Chemical Shift Submissions | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Not Available | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Species | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Species of Origin |
| |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Chemical Taxonomy | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Classification | Not classified | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Physical Properties | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| State | Not Available | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Experimental Properties |
| |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| Predicted Properties |
| |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| External Links | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| External Links | Not Available | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| References | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| General References | Not Available | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||