NPASS Compound

Natural Product: NPC192791

Natural Product ID	NPC192791
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Chikusetsusaponin-V
IUPAC Name	(2S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
Synonyms	Chikusetsusaponin-V
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL1773985
PubChem CID	54587153
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 142149 0 0 0 0 0 0 0 0999 V2000 6.4744 -3.6887 2.0434 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4481 -2.5635 2.2243 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7959 -2.8855 3.5788 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2282 -1.3026 2.4354 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4159 -0.0582 2.1556 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0645 -0.1191 0.6953 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3399 1.1044 0.1877 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9587 1.2858 0.6939 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1148 0.0548 0.6249 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6312 -0.2279 2.0554 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8412 -1.0963 0.0716 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2492 -2.0107 -0.6834 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8125 -2.0038 -1.0689 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1162 -1.0114 -0.1634 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.3640 -0.9814 -0.3790 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7425 -1.2889 -1.7985 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9602 -2.1462 0.4312 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9002 -1.6872 1.4825 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0360 -0.8041 0.9627 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4300 0.3525 0.2756 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0655 0.7082 -1.0255 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6635 1.5638 1.2113 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9301 0.2523 0.2012 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.3004 1.4455 -0.4187 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1241 1.4985 0.1323 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8758 0.2643 -0.2666 C 0 0 1 0 0 0 0 0 0 0 0 0 1.4481 0.5301 -1.6463 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9223 -1.5811 0.2299 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0750 -1.9199 0.8901 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.3710 -1.4474 0.3264 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.4326 -2.4204 0.8946 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.1978 -3.7391 0.1504 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7446 -4.1025 0.3647 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.0534 -4.3536 -0.9203 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6290 -5.0930 -1.7724 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8213 -3.7828 -1.1465 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0739 -3.2883 1.2301 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.7159 -2.0307 0.6157 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7239 -0.1724 0.8192 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.0859 0.7256 -0.1426 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.2872 1.5496 0.2257 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.6890 2.3563 -0.9981 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.5603 2.4745 -1.9798 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.1968 2.4620 -1.3807 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.6950 3.8724 -1.1175 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8860 4.6099 -2.2887 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.0326 1.6917 -0.2579 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6866 1.5514 -3.0399 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.2399 3.5875 -0.6512 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.3367 0.8827 0.7839 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3180 -1.3365 0.3068 C 0 0 2 0 0 0 0 0 0 0 0 0 4.4470 -2.5430 1.1507 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3984 -0.0229 -0.0216 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8293 -0.8915 -0.7772 O 0 0 0 0 0 0 0 0 0 0 0 0 7.1838 1.1040 0.1783 O 0 0 0 0 0 0 0 0 0 0 0 0 8.4433 1.2965 -0.4442 C 0 0 1 0 0 0 0 0 0 0 0 0 8.4536 2.5850 -1.2537 C 0 0 1 0 0 0 0 0 0 0 0 0 9.7624 2.6179 -2.0092 C 0 0 2 0 0 0 0 0 0 0 0 0 10.8420 1.8565 -1.3152 C 0 0 1 0 0 0 0 0 0 0 0 0 10.6518 1.6453 0.1441 C 0 0 1 0 0 0 0 0 0 0 0 0 11.3282 2.7731 0.9155 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6615 3.9754 0.7719 O 0 0 0 0 0 0 0 0 0 0 0 0 9.3704 1.4510 0.5719 O 0 0 0 0 0 0 0 0 0 0 0 0 11.1501 0.6520 -1.9809 O 0 0 0 0 0 0 0 0 0 0 0 0 10.1299 3.9339 -2.2838 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3673 2.6005 -2.1561 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9881 -4.6793 2.1476 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9177 -3.6529 1.0292 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2431 -3.6206 2.8399 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5294 -3.3215 4.2861 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3383 -1.9647 3.9675 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9748 -3.6007 3.3751 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6099 -1.2146 3.4728 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1110 -1.2856 1.7658 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1223 0.8039 2.2867 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5830 0.0932 2.8346 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4441 1.1164 -0.9089 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9538 1.9809 0.5514 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5231 2.1437 0.1262 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0485 1.6976 1.7442 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5791 0.0746 2.2126 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2127 0.3716 2.7955 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7931 -1.2876 2.3369 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8294 -2.8714 -1.0857 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3569 -3.0002 -0.9206 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7502 -1.7005 -2.1371 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2708 -1.4238 0.8792 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4665 -0.5733 -2.5532 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1882 -2.2448 -2.0540 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8188 -1.6293 -1.8554 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4366 -2.9058 -0.1832 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1354 -2.6995 0.9774 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4292 -2.6133 1.8584 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4528 -1.2370 2.3699 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5892 -0.5552 1.9260 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9856 0.1050 -1.1565 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4177 1.7859 -1.0383 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3892 0.6638 -1.9060 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7006 2.4758 0.5764 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8419 1.6886 1.9171 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6680 1.4807 1.6783 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6036 0.2616 1.2868 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1989 1.4003 -1.5205 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8156 2.3934 -0.1960 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0985 1.7368 1.1880 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5715 2.3940 -0.3961 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5980 1.6510 -1.7045 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7502 0.3074 -2.4699 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4574 0.1233 -1.8034 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9843 -1.4219 1.9143 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4100 -1.4666 -0.7666 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1881 -2.5339 1.9567 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.4357 -3.5389 -0.9126 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.9035 -4.4606 0.6011 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7757 -5.1173 0.8734 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4380 -3.7502 -2.0794 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.1829 -1.8889 1.4942 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1146 0.2887 -1.1643 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.9213 2.3227 0.9647 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.5022 1.7644 -1.4887 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6842 3.4786 -2.4837 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5032 2.0442 -2.1668 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2644 4.3363 -0.3010 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6278 3.8717 -0.8439 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4993 5.3525 -2.1197 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.8198 1.2336 -3.3500 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.1965 3.6687 -0.9606 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.8444 1.4885 1.3564 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7053 -1.5809 -0.7349 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4464 -2.8397 1.5943 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6521 -3.4415 0.4867 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7453 0.4828 -1.1036 H 0 0 0 0 0 0 0 0 0 0 0 0 8.3167 3.4674 -0.6041 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5694 2.0852 -2.9875 H 0 0 0 0 0 0 0 0 0 0 0 0 11.7851 2.4689 -1.4358 H 0 0 0 0 0 0 0 0 0 0 0 0 11.2302 0.7151 0.4208 H 0 0 0 0 0 0 0 0 0 0 0 0 11.4266 2.5418 1.9939 H 0 0 0 0 0 0 0 0 0 0 0 0 12.3784 2.8903 0.5244 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0490 4.1679 1.5283 H 0 0 0 0 0 0 0 0 0 0 0 0 11.7490 0.1580 -1.3548 H 0 0 0 0 0 0 0 0 0 0 0 0 9.8978 4.1392 -3.2111 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4012 1.6914 -2.5894 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 2 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 7 8 1 0 8 9 1 0 9 10 1 1 9 11 1 0 11 12 2 0 12 13 1 0 13 14 1 0 14 15 1 0 15 16 1 6 15 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 20 21 1 0 20 22 1 0 20 23 1 0 23 24 1 0 24 25 1 0 25 26 1 0 26 27 1 6 19 28 1 0 28 29 1 0 29 30 1 0 30 31 1 0 31 32 1 0 32 33 1 0 33 34 1 0 34 35 2 0 34 36 1 0 33 37 1 0 31 38 1 0 30 39 1 0 39 40 1 0 40 41 1 0 41 42 1 0 42 43 1 0 43 44 1 0 44 45 1 0 45 46 1 0 44 47 1 0 43 48 1 0 42 49 1 0 41 50 1 0 11 51 1 0 51 52 1 0 6 53 1 6 53 54 2 0 53 55 1 0 55 56 1 0 56 57 1 0 57 58 1 0 58 59 1 0 59 60 1 0 60 61 1 0 61 62 1 0 60 63 1 0 59 64 1 0 58 65 1 0 57 66 1 0 52 2 1 0 63 56 1 0 51 6 1 0 26 9 1 0 37 29 1 0 47 40 1 0 26 14 1 0 23 15 1 0 1 67 1 0 1 68 1 0 1 69 1 0 3 70 1 0 3 71 1 0 3 72 1 0 4 73 1 0 4 74 1 0 5 75 1 0 5 76 1 0 7 77 1 0 7 78 1 0 8 79 1 0 8 80 1 0 10 81 1 0 10 82 1 0 10 83 1 0 12 84 1 0 13 85 1 0 13 86 1 0 14 87 1 1 16 88 1 0 16 89 1 0 16 90 1 0 17 91 1 0 17 92 1 0 18 93 1 0 18 94 1 0 19 95 1 1 21 96 1 0 21 97 1 0 21 98 1 0 22 99 1 0 22100 1 0 22101 1 0 23102 1 1 24103 1 0 24104 1 0 25105 1 0 25106 1 0 27107 1 0 27108 1 0 27109 1 0 29110 1 1 30111 1 6 31112 1 1 32113 1 0 32114 1 0 33115 1 1 36116 1 0 38117 1 0 40118 1 6 41119 1 1 42120 1 6 43121 1 6 44122 1 6 45123 1 0 45124 1 0 46125 1 0 48126 1 0 49127 1 0 50128 1 0 51129 1 6 52130 1 0 52131 1 0 56132 1 6 57133 1 1 58134 1 6 59135 1 1 60136 1 1 61137 1 0 61138 1 0 62139 1 0 64140 1 0 65141 1 0 66142 1 0 M END

Standard InCHIKey	WVYNRFBVQSJKDW-ZZLJBADYSA-N
Standard InCHI	InChI=1S/C48H76O18/c1-43(2)14-16-48(42(60)66-40-36(57)34(55)32(53)27(21-50)63-40)17-15-46(6)22(23(48)19-43)8-9-29-45(5)12-11-30(44(3,4)28(45)10-13-47(29,46)7)64-41-37(24(51)18-25(61-41)38(58)59)65-39-35(56)33(54)31(52)26(20-49)62-39/h8,23-37,39-41,49-57H,9-21H2,1-7H3,(H,58,59)/t23-,24-,25-,26+,27+,28-,29+,30-,31+,32+,33-,34-,35+,36+,37+,39-,40-,41-,45-,46+,47+,48-/m0/s1
SMILES	CC1(C)CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@@H](C(C)(C)[C@@H]5CC[C@@]34C)O[C@H]3[C@@H]([C@H](C[C@@H](C(=O)O)O3)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O)O)O)[C@@H]2C1)C(=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	940.5	Volume:	920.627 ? Van der Waals volume.
Dense:	1.022	LogP:	1.393 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	2.22 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.936 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	10.0	Rigid Bonds:	46.0
TPSA:	291.82 ? Topological Polar Surface Area.	H-Bond Acceptor:	18.0
H-Bond Donor:	10.0	Rings:	8.0
Heavy Atoms:	18.0

MedChem Properties

QED Drug-Likeness Score:	0.088	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	6.321	Fsp³:	0.917
MCE-18:	173.935 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Accepted
Pfizer Rule:	Rejected	GSK Rule:	Accepted
Golden Triangle Rule:	Accepted	BMS Rule:	1
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.919	Fluc inhibitor:	0.0 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.013 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.001 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.212	Promiscuous compounds:	0.152

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.151	MDCK Permeability:	-5.126
Pgp-inhibitor:	0.0	Pgp-substrate:	0.002
PAMPA:	1.0 ? The experimental data for Peff was logarithmically transformed (logPeff). Molecules with log Peff values below 2.0 were classified as low-permeability (Category 0), while those with log Peff values exceeding 2.5 were classified as high-permeability (Category 1).	Human Intestinal Absorption (HIA):	0.232
20% Bioavailability (F20%):	0.086	30% Bioavailability (F30%):	0.984
50% Bioavailability (F50%):	0.988

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.002	MRP1:	0.417
Plasma Protein Binding (PPB):	70.728%	Volume Distribution (VD):	-0.478
Fu:	20.63% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	0.999	BCRP inhibitor:	0.0
BSEP inhibitor:	0.0

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.005	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.003	CYP3A4-substrate:	0.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.061
HLM stability:	0.001 ? Human liver microsomal (HLM) stability. Category 0: stable+ (HLM > 30 min); Category 1: unstable- (HLM ≤ 30 min). The output value is the probability of human liver microsomal instability, where a value closer to 1 indicates a higher likelihood of instability.

ADMET: Excretion

Clearance (CL):

-0.073

Half-life (T1/2):

3.459

ADMET: Toxicity

hERG Blockers:	0.002	hERG Blockers (10um):	0.002
Human Hepatotoxicity (H-HT):	0.793	Drug-induced Liver Injury (DILI):	0.991
AMES Toxicity:	0.948	Rat Oral Acute Toxicity:	0.004
Maximum Recommended Daily Dose:	0.009	Skin Sensitization:	1.0
Carcinogencity:	0.171	Eye Corrosion:	0.0
Eye Irritation:	0.0	Respiratory Toxicity:	0.001
Drug-induced Neurotoxicity:	0.001	Ototoxicity:	1.0
Hematotoxicity:	0.68	Drug-induced Nephrotoxicity:	0.998
Genotoxicity:	0.886	RPMI-8226 Immunitoxicity:	0.172
A549 Cytotoxicity:	0.664	Hek293 Cytotoxicity:	0.184
BCF:	0.602 ? Bioconcentration factors are used for considering secondary poisoning potential and assessing risks to human health via the food chain. The unit is -log10[(mg/L)/(1000*MW)].	IGC50:	3.525 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.203 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.248 ? 96 hour fathead minnow LC50. The unit of LC50FM is -log10[(mg/L)/(1000*MW)].

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO20712	Panax quinquefolius	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[ 12877918]
NPO20712	Panax quinquefolius	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.jarmap.2018.11.004]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.jarmap.2018.11.004]
NPO15077	Achyranthes bidentata	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11430011]
NPO28005	Panax japonicus	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12350149]
NPO21891	Panax notoginseng	Species	Araliaceae	Eukaryota	Flower buds	n.a.	n.a.	PMID[12880307]
NPO21891	Panax notoginseng	Species	Araliaceae	Eukaryota	Stems	n.a.	n.a.	PMID[17663584]
NPO21891	Panax notoginseng	Species	Araliaceae	Eukaryota	Roots	n.a.	n.a.	PMID[18186611]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	leaf	n.a.	PMID[18409045]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	flower buds	n.a.	n.a.	PMID[19926279]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	root	n.a.	PMID[2092947]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	berry	n.a.	n.a.	PMID[21216145]
NPO28005.2	Panax japonicus var. major (burk.) wu et feng	Varieties	Araliaceae	Eukaryota	Roots	n.a.	n.a.	PMID[21417387]
NPO28005.2	Panax japonicus var. major (burk.) wu et feng	Varieties	Araliaceae	Eukaryota	n.a.	root	n.a.	PMID[21417387]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	leaves	n.a.	n.a.	PMID[24290061]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24968750]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25152999]
NPO20712	Panax quinquefolius	Species	Araliaceae	Eukaryota	leaves and stems	n.a.	n.a.	PMID[25442304]
NPO21891	Panax notoginseng	Species	Araliaceae	Eukaryota	Steamed Roots	n.a.	n.a.	PMID[26200131]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	stems-leaves	n.a.	n.a.	PMID[26420067]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	stem	n.a.	PMID[27914541]
NPO28005	Panax japonicus	Species	Araliaceae	Eukaryota	Roots	n.a.	n.a.	PMID[28006911]
NPO28005	Panax japonicus	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28202328]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	Flower Buds	n.a.	n.a.	PMID[28345906]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32129622]
NPO15077	Achyranthes bidentata	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO21891	Panax notoginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO20712	Panax quinquefolius	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28005	Panax japonicus	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14123	Achyranthes fauriei	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14123	Achyranthes fauriei	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28005.2	Panax japonicus var. major (burk.) wu et feng	Varieties	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15077	Achyranthes bidentata	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[MetaboLights]
NPO14123	Achyranthes fauriei	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20712	Panax quinquefolius	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15077	Achyranthes bidentata	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28005.2	Panax japonicus var. major (burk.) wu et feng	Varieties	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28005	Panax japonicus	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15077	Achyranthes bidentata	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO21891	Panax notoginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO14123	Achyranthes fauriei	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO21891	Panax notoginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28005	Panax japonicus	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO20712	Panax quinquefolius	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO29141	Panax ginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO23189	Achyranthes japonica	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO15077	Achyranthes bidentata	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO15077	Achyranthes bidentata	Species	Amaranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28005	Panax japonicus	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20712	Panax quinquefolius	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21891	Panax notoginseng	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29141	Panax ginseng	Species	Araliaceae	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

Activity Type	# Activity
Inhibition	2

Activity Type	# Activity
Others	2

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
NPT2	Others	Unspecified	n.a.	Inhibition	=	14.2	%	PMID[21417387]
NPT2	Others	Unspecified	n.a.	Inhibition	=	37.4	%	PMID[21417387]

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 NPC192791 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	21138
0.1-0.2	24016
0.2-0.3	3332
0.3-0.4	711
0.4-0.5	359
0.5-0.6	119
0.6-0.7	48
0.7-0.8	0
0.8-0.85	5
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8913	High Similarity	NPC251768
0.8265	Intermediate Similarity	NPC301449
0.8265	Intermediate Similarity	NPC601290
0.8229	Intermediate Similarity	NPC475591
0.8229	Intermediate Similarity	NPC236870
0.8085	Intermediate Similarity	NPC157868
0.7938	Intermediate Similarity	NPC40775
0.7938	Intermediate Similarity	NPC159309
0.7938	Intermediate Similarity	NPC86222
0.7745	Intermediate Similarity	NPC187290
0.7736	Intermediate Similarity	NPC470218
0.7624	Intermediate Similarity	NPC281148
0.7624	Intermediate Similarity	NPC114484
0.7551	Intermediate Similarity	NPC112352
0.7449	Intermediate Similarity	NPC469946
0.7447	Intermediate Similarity	NPC214484
0.7387	Intermediate Similarity	NPC258617
0.7353	Intermediate Similarity	NPC64715
0.7347	Intermediate Similarity	NPC473884
0.7327	Intermediate Similarity	NPC63159
0.7292	Intermediate Similarity	NPC48499
0.7255	Intermediate Similarity	NPC222580
0.72	Intermediate Similarity	NPC242840
0.7143	Intermediate Similarity	NPC235405
0.7143	Intermediate Similarity	NPC475516
0.7087	Intermediate Similarity	NPC297263
0.7071	Intermediate Similarity	NPC249848
0.7071	Intermediate Similarity	NPC107966
0.7059	Intermediate Similarity	NPC10607
0.7059	Intermediate Similarity	NPC46665
0.7053	Intermediate Similarity	NPC209894
0.7	Intermediate Similarity	NPC39211
0.6961	Remote Similarity	NPC30735
0.6863	Remote Similarity	NPC223301
0.6863	Remote Similarity	NPC171544
0.6759	Remote Similarity	NPC31838
0.6759	Remote Similarity	NPC481078
0.6739	Remote Similarity	NPC167383
0.6731	Remote Similarity	NPC480475
0.6699	Remote Similarity	NPC75417
0.6667	Remote Similarity	NPC480473
0.6667	Remote Similarity	NPC235438
0.6667	Remote Similarity	NPC79643
0.6667	Remote Similarity	NPC80986
0.6667	Remote Similarity	NPC480474
0.6596	Remote Similarity	NPC237503
0.6574	Remote Similarity	NPC481079
0.6566	Remote Similarity	NPC90856
0.6549	Remote Similarity	NPC135904
0.6491	Remote Similarity	NPC283417
0.6491	Remote Similarity	NPC200049
0.6481	Remote Similarity	NPC104372
0.6404	Remote Similarity	NPC123199
0.6346	Remote Similarity	NPC472949
0.6283	Remote Similarity	NPC60557
0.6283	Remote Similarity	NPC67857
0.6262	Remote Similarity	NPC44716
0.6262	Remote Similarity	NPC11551
0.6239	Remote Similarity	NPC302887
0.6218	Remote Similarity	NPC41061
0.6218	Remote Similarity	NPC227551
0.6216	Remote Similarity	NPC160452
0.619	Remote Similarity	NPC295371
0.6186	Remote Similarity	NPC21691
0.6168	Remote Similarity	NPC160415
0.6168	Remote Similarity	NPC309714
0.6167	Remote Similarity	NPC43550
0.6147	Remote Similarity	NPC31193
0.614	Remote Similarity	NPC475287
0.6116	Remote Similarity	NPC305981
0.6106	Remote Similarity	NPC11242
0.6102	Remote Similarity	NPC4749
0.6095	Remote Similarity	NPC150400
0.6066	Remote Similarity	NPC261506
0.6066	Remote Similarity	NPC4328
0.605	Remote Similarity	NPC57484
0.6019	Remote Similarity	NPC164194
0.6019	Remote Similarity	NPC1046
0.6019	Remote Similarity	NPC29069
0.6	Remote Similarity	NPC475504
0.5981	Remote Similarity	NPC475171
0.5943	Remote Similarity	NPC127056
0.5941	Remote Similarity	NPC128925
0.5932	Remote Similarity	NPC475160
0.5932	Remote Similarity	NPC473714
0.5929	Remote Similarity	NPC295823
0.5929	Remote Similarity	NPC174720
0.5929	Remote Similarity	NPC475467
0.5922	Remote Similarity	NPC204458
0.592	Remote Similarity	NPC250247
0.5909	Remote Similarity	NPC118440
0.5893	Remote Similarity	NPC247315
0.5893	Remote Similarity	NPC482728
0.5859	Remote Similarity	NPC606107
0.5854	Remote Similarity	NPC481081
0.5841	Remote Similarity	NPC23275
0.5833	Remote Similarity	NPC263756
0.5833	Remote Similarity	NPC481080
0.5833	Remote Similarity	NPC161674
0.5833	Remote Similarity	NPC213674
0.5833	Remote Similarity	NPC22956
0.5826	Remote Similarity	NPC75287
0.5818	Remote Similarity	NPC164389
0.5806	Remote Similarity	NPC302543
0.5798	Remote Similarity	NPC191827
0.5794	Remote Similarity	NPC58448
0.5794	Remote Similarity	NPC473373
0.5789	Remote Similarity	NPC187618
0.5785	Remote Similarity	NPC476068
0.5785	Remote Similarity	NPC484061
0.5785	Remote Similarity	NPC484062
0.5769	Remote Similarity	NPC473481
0.5766	Remote Similarity	NPC68175
0.5752	Remote Similarity	NPC114692
0.5739	Remote Similarity	NPC469947
0.5739	Remote Similarity	NPC480948
0.5726	Remote Similarity	NPC76972
0.5726	Remote Similarity	NPC236638
0.5726	Remote Similarity	NPC469782
0.5726	Remote Similarity	NPC294453
0.5726	Remote Similarity	NPC204414
0.5714	Remote Similarity	NPC131469
0.5714	Remote Similarity	NPC78046
0.5714	Remote Similarity	NPC609763
0.5701	Remote Similarity	NPC25605
0.57	Remote Similarity	NPC306746
0.57	Remote Similarity	NPC199457
0.5688	Remote Similarity	NPC80843
0.5667	Remote Similarity	NPC100639
0.5664	Remote Similarity	NPC95437
0.5652	Remote Similarity	NPC120116
0.5645	Remote Similarity	NPC293330
0.5645	Remote Similarity	NPC65105
0.5644	Remote Similarity	NPC68419
0.562	Remote Similarity	NPC47995
0.5614	Remote Similarity	NPC236657
0.5606	Remote Similarity	NPC475368
0.5588	Remote Similarity	NPC31839
0.5586	Remote Similarity	NPC114304
0.5586	Remote Similarity	NPC605226
0.5577	Remote Similarity	NPC480937
0.5575	Remote Similarity	NPC257468
0.5556	Remote Similarity	NPC480939
0.5556	Remote Similarity	NPC298034
0.5556	Remote Similarity	NPC71065
0.5556	Remote Similarity	NPC309780
0.5556	Remote Similarity	NPC108748
0.5556	Remote Similarity	NPC480936
0.5536	Remote Similarity	NPC473459
0.552	Remote Similarity	NPC484059
0.552	Remote Similarity	NPC484060
0.5512	Remote Similarity	NPC70809
0.5505	Remote Similarity	NPC109079
0.5492	Remote Similarity	NPC488560
0.549	Remote Similarity	NPC604133
0.5484	Remote Similarity	NPC265841
0.547	Remote Similarity	NPC104137
0.547	Remote Similarity	NPC26626
0.547	Remote Similarity	NPC36831
0.5462	Remote Similarity	NPC313110
0.5455	Remote Similarity	NPC488561
0.5447	Remote Similarity	NPC181066
0.5431	Remote Similarity	NPC324875
0.5431	Remote Similarity	NPC292677
0.5413	Remote Similarity	NPC139894
0.5413	Remote Similarity	NPC59804
0.5405	Remote Similarity	NPC473343
0.5403	Remote Similarity	NPC470518
0.5398	Remote Similarity	NPC2370
0.5385	Remote Similarity	NPC488564
0.5385	Remote Similarity	NPC481030
0.5385	Remote Similarity	NPC241909
0.5378	Remote Similarity	NPC25998
0.5377	Remote Similarity	NPC47063
0.5372	Remote Similarity	NPC165204
0.5354	Remote Similarity	NPC191763
0.5351	Remote Similarity	NPC148417
0.5349	Remote Similarity	NPC484063
0.5349	Remote Similarity	NPC484064
0.5347	Remote Similarity	NPC46388
0.5333	Remote Similarity	NPC300419
0.5333	Remote Similarity	NPC268184
0.5333	Remote Similarity	NPC256798
0.5333	Remote Similarity	NPC609119
0.5328	Remote Similarity	NPC155410
0.5327	Remote Similarity	NPC189884
0.5327	Remote Similarity	NPC138334
0.5323	Remote Similarity	NPC487505
0.5315	Remote Similarity	NPC470512
0.5315	Remote Similarity	NPC603026
0.531	Remote Similarity	NPC104071
0.531	Remote Similarity	NPC117714
0.531	Remote Similarity	NPC30289
0.5299	Remote Similarity	NPC482737
0.5299	Remote Similarity	NPC218954
0.5299	Remote Similarity	NPC477075
0.5294	Remote Similarity	NPC204407
0.5289	Remote Similarity	NPC123522
0.5285	Remote Similarity	NPC471550

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC192791 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6559
0.1-0.2	2516
0.2-0.3	67
0.3-0.4	7
0.4-0.5	1
0.5-0.6	0
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
		NPD

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