NPASS Compound

Natural Product: NPC281170

Natural Product ID	NPC281170
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	PLPHOQSHVPRIJE-VZBYWJKSSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	n.a.
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0002049] Terpene glycosides [CHEMONTID:0001580] Triterpene glycosides [CHEMONTID:0002358] Triterpene saponins

The Chemical Classification was calculated by Classyfire, a software for chemical taxonomy calculation. Reference: DOI:10.1186/s13321-016-0174-y.

Chemical Representations

RDKit 3D 147154 0 0 0 0 0 0 0 0999 V2000 7.6772 4.4999 2.3409 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4547 3.9201 0.9594 C 0 0 1 0 0 0 0 0 0 0 0 0 8.6039 4.2512 0.0595 C 0 0 1 0 0 0 0 0 0 0 0 0 9.7644 3.3402 0.2860 C 0 0 2 0 0 0 0 0 0 0 0 0 9.3784 2.1987 1.2259 C 0 0 1 0 0 0 0 0 0 0 0 0 8.0522 1.6758 0.7552 C 0 0 2 0 0 0 0 0 0 0 0 0 7.0692 2.6068 0.9755 O 0 0 0 0 0 0 0 0 0 0 0 0 7.6557 0.5030 1.4005 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4507 -0.5619 0.5225 C 0 0 1 0 0 0 0 0 0 0 0 0 8.4976 -1.6238 0.8942 C 0 0 1 0 0 0 0 0 0 0 0 0 8.3109 -1.9488 2.3881 C 0 0 2 0 0 0 0 0 0 0 0 0 6.8167 -1.9086 2.7122 C 0 0 2 0 0 0 0 0 0 0 0 0 6.4751 -2.8480 3.7844 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6976 -3.7987 3.5594 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0131 -2.6854 5.0524 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1732 -2.2523 1.5416 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0834 -1.1865 0.6524 C 0 0 2 0 0 0 0 0 0 0 0 0 5.5074 -1.5128 -0.5352 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3156 -0.9270 -0.8636 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3722 -0.0956 -2.1163 C 0 0 1 0 0 0 0 0 0 0 0 0 3.9059 -0.9553 -3.2660 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1926 -2.3861 -2.9572 C 0 0 2 0 0 0 0 0 0 0 0 0 4.0914 -3.2409 -4.1668 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3868 -4.2754 -4.1176 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7432 -2.9440 -5.3480 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4482 -2.9080 -1.9009 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1694 -1.9355 -0.9409 C 0 0 2 0 0 0 0 0 0 0 0 0 1.9905 -1.3511 -1.2967 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9660 -1.4422 -0.3292 C 0 0 1 0 0 0 0 0 0 0 0 0 0.6473 -0.0704 0.0929 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7652 0.2985 0.3370 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7199 -0.2815 -0.7365 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.2521 0.3186 -2.0014 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5223 -1.7578 -0.5815 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5770 -2.6064 -1.1816 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9585 -2.2695 -0.6596 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2250 -0.7865 -0.7837 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.4700 -0.5431 -2.2550 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1021 0.0613 -0.2902 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4125 1.5083 -0.4747 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8326 1.8030 -0.7054 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8497 0.9548 -0.4796 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2246 1.4179 -0.7729 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.5952 2.7539 -0.2606 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2463 2.8383 1.0723 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.8340 4.2676 1.1538 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4423 1.9330 1.0667 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.1286 0.5269 0.6480 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.2710 0.3962 -0.5648 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.2618 0.5436 -1.7536 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7980 -1.0237 -0.6800 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5574 -1.3789 0.0501 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4625 -0.3767 0.0377 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.0522 -0.1407 1.4910 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7158 -0.1781 1.7772 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.4481 -1.1871 2.3824 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.5576 -1.4873 1.8799 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.9530 -1.9000 3.5855 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3918 2.6984 2.2380 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5968 1.8091 3.0865 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.3283 3.5542 2.4305 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1397 -2.2577 -0.9251 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0708 -2.5627 -2.3706 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0700 -3.6320 -0.2141 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6039 -0.6466 -4.4445 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4744 0.9736 -2.0329 O 0 0 0 0 0 0 0 0 0 0 0 0 8.9207 -0.9700 3.1521 O 0 0 0 0 0 0 0 0 0 0 0 0 8.1848 -2.7694 0.1707 O 0 0 0 0 0 0 0 0 0 0 0 0 10.3930 1.2746 1.1379 O 0 0 0 0 0 0 0 0 0 0 0 0 10.9253 3.9830 0.7033 O 0 0 0 0 0 0 0 0 0 0 0 0 8.1900 4.2045 -1.2719 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0156 5.3837 2.5469 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4321 3.7558 3.1241 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7084 4.8867 2.4848 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5683 4.4927 0.5432 H 0 0 0 0 0 0 0 0 0 0 0 0 8.8997 5.3067 0.2902 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0372 2.8481 -0.6939 H 0 0 0 0 0 0 0 0 0 0 0 0 9.3354 2.5870 2.2505 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1065 1.4399 -0.3286 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6626 -0.1874 -0.4839 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5213 -1.2855 0.7712 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6910 -2.9584 2.5382 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4839 -0.8952 2.9946 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7474 -3.3870 5.7592 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4360 -0.4388 1.1663 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0374 -0.2420 -0.0354 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3943 0.2480 -2.3756 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8263 -0.7635 -3.4999 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2628 -2.4473 -2.6478 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2196 -3.1022 -6.2230 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1123 -2.4065 0.0348 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4707 -1.9862 0.5243 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0603 0.7046 -0.6236 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1982 0.1803 1.0518 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8651 1.3882 0.3707 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1490 -0.1583 1.2965 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9062 0.3071 -2.8609 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9916 1.4036 -1.8002 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2377 -0.1109 -2.2153 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6104 -1.9369 0.5392 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3910 -3.6596 -0.8076 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5860 -2.6744 -2.2660 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0993 -2.6692 0.3514 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6438 -2.7872 -1.3979 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9915 -1.3482 -2.8922 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2530 0.4536 -2.6145 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5565 -0.7097 -2.4174 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0715 -0.1183 0.8299 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8641 1.9648 -1.3329 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0715 2.0707 0.4158 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0564 2.8082 -1.0955 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1884 1.5758 -1.9185 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7853 3.5123 -0.3320 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3716 3.1749 -0.9822 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.0509 5.0009 0.9621 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5611 4.3562 0.2935 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.4008 4.4104 2.0862 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.9047 1.8929 2.0698 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.1885 2.3925 0.3567 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.1409 0.0783 0.3825 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.8404 -0.4075 -1.8469 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.8688 1.4399 -1.6408 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6166 0.5867 -2.6656 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7718 -1.3254 -1.7674 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6448 -1.6562 -0.2711 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2702 -2.4019 -0.3027 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8819 -1.6082 1.1155 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0254 -0.1681 2.0699 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6451 0.8415 1.6911 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -1.0065 1.9104 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.0403 -2.4960 3.4041 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.7010 -1.1827 4.4106 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.7696 -2.5401 3.9984 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9880 3.7426 3.3614 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2382 -3.6616 -2.5884 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7570 -2.2842 -3.0477 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9793 -2.0887 -2.8035 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5120 -4.4236 -0.8801 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6564 -3.6236 0.7031 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9650 -3.9016 0.0273 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5560 -0.6443 -4.2294 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5071 1.5192 -2.8373 H 0 0 0 0 0 0 0 0 0 0 0 0 9.7558 -1.3219 3.5227 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5962 -2.5927 -0.6091 H 0 0 0 0 0 0 0 0 0 0 0 0 10.6095 0.8754 2.0161 H 0 0 0 0 0 0 0 0 0 0 0 0 11.7183 3.7614 0.1691 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3621 4.7160 -1.4241 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 6 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 2 0 13 15 1 0 12 16 1 0 16 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 20 21 1 0 21 22 1 0 22 23 1 0 23 24 2 0 23 25 1 0 22 26 1 0 26 27 1 0 27 28 1 0 28 29 1 0 29 30 1 0 30 31 1 0 31 32 1 0 32 33 1 6 32 34 1 0 34 35 1 0 35 36 1 0 36 37 1 0 37 38 1 6 37 39 1 0 39 40 1 0 40 41 1 0 41 42 2 0 42 43 1 0 43 44 1 0 44 45 1 0 45 46 1 1 45 47 1 0 47 48 1 0 48 49 1 0 49 50 1 6 49 51 1 0 51 52 1 0 52 53 1 0 53 54 1 1 48 55 1 0 55 56 1 0 56 57 2 0 56 58 1 0 45 59 1 0 59 60 2 0 59 61 1 0 34 62 1 0 62 63 1 0 62 64 1 0 21 65 1 0 20 66 1 0 11 67 1 0 10 68 1 0 5 69 1 0 4 70 1 0 3 71 1 0 7 2 1 0 17 9 1 0 27 19 1 0 62 29 1 0 39 32 1 0 53 42 1 0 53 37 1 0 49 43 1 0 1 72 1 0 1 73 1 0 1 74 1 0 2 75 1 6 3 76 1 1 4 77 1 6 5 78 1 1 6 79 1 6 9 80 1 6 10 81 1 1 11 82 1 6 12 83 1 1 15 84 1 0 17 85 1 1 19 86 1 1 20 87 1 6 21 88 1 6 22 89 1 1 25 90 1 0 27 91 1 1 29 92 1 1 30 93 1 0 30 94 1 0 31 95 1 0 31 96 1 0 33 97 1 0 33 98 1 0 33 99 1 0 34100 1 1 35101 1 0 35102 1 0 36103 1 0 36104 1 0 38105 1 0 38106 1 0 38107 1 0 39108 1 1 40109 1 0 40110 1 0 41111 1 0 43112 1 6 44113 1 0 44114 1 0 46115 1 0 46116 1 0 46117 1 0 47118 1 0 47119 1 0 48120 1 6 50121 1 0 50122 1 0 50123 1 0 51124 1 0 51125 1 0 52126 1 0 52127 1 0 54128 1 0 54129 1 0 54130 1 0 58131 1 0 58132 1 0 58133 1 0 61134 1 0 63135 1 0 63136 1 0 63137 1 0 64138 1 0 64139 1 0 64140 1 0 65141 1 0 66142 1 0 67143 1 0 68144 1 0 69145 1 0 70146 1 0 71147 1 0 M END

Standard InCHIKey	PLPHOQSHVPRIJE-VZBYWJKSSA-N
Standard InCHI	InChI=1S/C50H76O21/c1-20-28(52)29(53)34(58)41(65-20)70-38-33(57)31(55)36(40(61)62)69-43(38)71-37-32(56)30(54)35(39(59)60)68-42(37)67-26-13-14-48(7)24(45(26,3)4)12-15-50(9)25(48)11-10-22-23-18-46(5,44(63)64)19-27(66-21(2)51)47(23,6)16-17-49(22,50)8/h10,20,23-38,41-43,52-58H,11-19H2,1-9H3,(H,59,60)(H,61,62)(H,63,64)/t20-,23-,24-,25+,26-,27-,28-,29+,30+,31+,32+,33+,34-,35+,36+,37-,38-,41+,42-,43+,46-,47+,48-,49+,50+/m0/s1
SMILES	C[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)O[C@H]1[C@@H]([C@H]([C@H](C(=O)O)O[C@@H]1O[C@H]1[C@@H]([C@H]([C@H](C(=O)O)O[C@@H]1O[C@H]1CC[C@@]2(C)[C@@H](CC[C@]3(C)[C@@H]2CC=C2[C@@H]4C[C@@](C)(C[C@@H]([C@]4(C)CC[C@@]32C)OC(=O)C)C(=O)O)C1(C)C)O)O)O)O)O)O)O

Calculated Properties

Physi-Chem Properties

MedChem Properties

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

ADMET: Distribution

ADMET: Metabolism

ADMET: Excretion

ADMET: Toxicity

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11164-015-2099-x]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1134/S1021443711030101]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[16441081]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16675659]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[22074222]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22074222]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[23867078]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[23867078]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24479468]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	roots	n.a.	n.a.	PMID[24957203]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25445757]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25744461]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26841168]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32196343]
NPO10026	Mitracarpus scaber	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7786	Lentinus tigrinus	Species	Lentinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7786	Lentinus tigrinus	Species	Lentinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10026	Mitracarpus scaber	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]

Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

NP Quantity Composition/Concentration

Organism ID	Organism Name	Organism Material Preparation	Organism Part	NP Quantity (Standard)	NP Quantity (Minimum)	NP Quantity (Maximum)	Quantity Unit	Reference

Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

Biological Activity

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

In vivo activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference

Experimental ADME

Experiment Model	Experiment Tissue	ADME Type	ADME Relation	ADME Value	ADME Unit	Reference

Experimental Toxicity

Quantitative toxicity

Experiment Model	Experiment Organism	Toxicity Type	Toxicity Relation	Toxicity Value	Toxicity Unit	Reference

Common Abbreviations:
LC: Lethal Concentration; LD: Lethal Dose; LT:Lethal Time; NOAEL: No-observed-adverse-effect Level; BMDL: Benchmark Dose Lower Confidence Limit; BMD: Benchmark Dose; BMC:Benchmark Concentration; LOAEL: Lowest Observed Adverse Effect Level; RfD:Reference Dose; RfC:Reference Concentration; MRL: Minimal Risk Level; MEG: Maximum Exposure Guideline; PAC: Protective Action Criteria

Categorical toxicity labels

Hepatotoxicity	Carcinogenicity	Mutagenicity	Cardiotoxicity	Respiratory Toxicity	Eye Irritation	Endocrine Disruption

Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP toxicity records from domain-specific databases. These databases include:
☉ ToxValDB: a curated database that compiles quantitative toxicity values for chemicals from diverse public sources to support toxicological research and risk assessment.
☉ TOXRIC: a comprehensive, free-to-access, online database providing toxicological/feature data. The toxicity labels are retrieved from this database. [PMID: 36400569]

Chemically structural similarity

Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes approximately 50,000 NPs with experimentally-derived bioactivity available in NPASS)

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.

● The left chart: Distribution of similarity level between NPC281170 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	21339
0.1-0.2	24166
0.2-0.3	3155
0.3-0.4	716
0.4-0.5	361
0.5-0.6	81
0.6-0.7	23
0.7-0.8	0
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8218	Intermediate Similarity	NPC482735
0.7685	Intermediate Similarity	NPC482739
0.7615	Intermediate Similarity	NPC482736
0.7615	Intermediate Similarity	NPC482738
0.7358	Intermediate Similarity	NPC482737
0.7238	Intermediate Similarity	NPC482734
0.7238	Intermediate Similarity	NPC182342
0.7238	Intermediate Similarity	NPC482727
0.7238	Intermediate Similarity	NPC471964
0.6961	Remote Similarity	NPC309780
0.6606	Remote Similarity	NPC131469
0.6545	Remote Similarity	NPC482755
0.6545	Remote Similarity	NPC95437
0.6486	Remote Similarity	NPC114692
0.6422	Remote Similarity	NPC251768
0.6372	Remote Similarity	NPC187618
0.6293	Remote Similarity	NPC313110
0.6283	Remote Similarity	NPC477075
0.6283	Remote Similarity	NPC477079
0.6262	Remote Similarity	NPC482748
0.6228	Remote Similarity	NPC477077
0.6228	Remote Similarity	NPC477078
0.6204	Remote Similarity	NPC472949
0.614	Remote Similarity	NPC218954
0.614	Remote Similarity	NPC477076
0.6106	Remote Similarity	NPC64715
0.6087	Remote Similarity	NPC120116
0.6071	Remote Similarity	NPC482722
0.6071	Remote Similarity	NPC471963
0.6053	Remote Similarity	NPC236657
0.6	Remote Similarity	NPC301449
0.6	Remote Similarity	NPC601290
0.5968	Remote Similarity	NPC258617
0.5826	Remote Similarity	NPC262199
0.5798	Remote Similarity	NPC471962
0.5789	Remote Similarity	NPC482744
0.5776	Remote Similarity	NPC482740
0.5752	Remote Similarity	NPC471965
0.5752	Remote Similarity	NPC482749
0.5727	Remote Similarity	NPC56713
0.5714	Remote Similarity	NPC482747
0.5714	Remote Similarity	NPC202666
0.5714	Remote Similarity	NPC471961
0.5714	Remote Similarity	NPC242015
0.568	Remote Similarity	NPC484061
0.568	Remote Similarity	NPC484062
0.5664	Remote Similarity	NPC192791
0.5652	Remote Similarity	NPC118440
0.5625	Remote Similarity	NPC482751
0.5614	Remote Similarity	NPC285091
0.5586	Remote Similarity	NPC25605
0.5556	Remote Similarity	NPC470518
0.5447	Remote Similarity	NPC151543
0.5398	Remote Similarity	NPC114441
0.5378	Remote Similarity	NPC114484
0.5357	Remote Similarity	NPC476882
0.5351	Remote Similarity	NPC157868
0.5339	Remote Similarity	NPC257468
0.5333	Remote Similarity	NPC486564
0.5308	Remote Similarity	NPC484059
0.5308	Remote Similarity	NPC484060
0.5276	Remote Similarity	NPC47995
0.5263	Remote Similarity	NPC275343
0.5259	Remote Similarity	NPC112352
0.5254	Remote Similarity	NPC475591
0.5254	Remote Similarity	NPC236870
0.5234	Remote Similarity	NPC329923
0.5234	Remote Similarity	NPC475281
0.5234	Remote Similarity	NPC488211
0.5203	Remote Similarity	NPC470915
0.5197	Remote Similarity	NPC470218
0.5194	Remote Similarity	NPC21691
0.5185	Remote Similarity	NPC286347
0.5179	Remote Similarity	NPC164194
0.5175	Remote Similarity	NPC174679
0.5175	Remote Similarity	NPC279554
0.5175	Remote Similarity	NPC482750
0.5161	Remote Similarity	NPC213952
0.5156	Remote Similarity	NPC277212
0.5156	Remote Similarity	NPC30279
0.5149	Remote Similarity	NPC484063
0.5149	Remote Similarity	NPC484064
0.513	Remote Similarity	NPC127056
0.5128	Remote Similarity	NPC482741
0.5128	Remote Similarity	NPC482745
0.5128	Remote Similarity	NPC482743
0.5128	Remote Similarity	NPC146753
0.5124	Remote Similarity	NPC247315
0.5124	Remote Similarity	NPC482728
0.5122	Remote Similarity	NPC187290
0.5116	Remote Similarity	NPC82380
0.5116	Remote Similarity	NPC244296
0.5088	Remote Similarity	NPC12288
0.5083	Remote Similarity	NPC481082
0.5083	Remote Similarity	NPC164419
0.5082	Remote Similarity	NPC324875
0.5082	Remote Similarity	NPC292677
0.5078	Remote Similarity	NPC283417
0.5078	Remote Similarity	NPC200049
0.5045	Remote Similarity	NPC480937
0.5043	Remote Similarity	NPC108748
0.5043	Remote Similarity	NPC22956
0.5043	Remote Similarity	NPC482717
0.5042	Remote Similarity	NPC159309
0.5042	Remote Similarity	NPC173859
0.5042	Remote Similarity	NPC148603
0.5042	Remote Similarity	NPC14617
0.5042	Remote Similarity	NPC86222
0.5041	Remote Similarity	NPC160452
0.5041	Remote Similarity	NPC302887
0.5039	Remote Similarity	NPC471384
0.5039	Remote Similarity	NPC46823
0.5038	Remote Similarity	NPC329657

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC281170 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6681
0.1-0.2	2421
0.2-0.3	40
0.3-0.4	7
0.4-0.5	0
0.5-0.6	1
0.6-0.7	0
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.5714	Remote Similarity	NPD8328	Phase 2

Bioactivity similarity

Similar Natural Products in NPASS

Similarity level is defined by Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.
Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity

B: biological targets similarity

C: networks similarity

D: cell-based bioactivity similarity

E: similarity based on clinical data