NPASS Compound

Natural Product: NPC279915

Natural Product ID	NPC279915
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Theasaponin E2
IUPAC Name	(2S,3S,4S,5R,6R)-6-[[(3S,4S,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-8a-(acetyloxymethyl)-10-[(Z)-but-2-enoyl]oxy-4-formyl-8,9-dihydroxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
Synonyms	Theasaponin E2
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL500731
PubChem CID	44566567
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 173181 0 0 0 0 0 0 0 0999 V2000 10.8378 -2.3908 1.3097 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1467 -2.0018 1.8398 C 0 0 0 0 0 0 0 0 0 0 0 0 12.4353 -0.7157 2.0609 C 0 0 0 0 0 0 0 0 0 0 0 0 11.4871 0.3608 1.7931 C 0 0 0 0 0 0 0 0 0 0 0 0 11.8537 1.5326 2.0418 O 0 0 0 0 0 0 0 0 0 0 0 0 10.2180 0.1603 1.2804 O 0 0 0 0 0 0 0 0 0 0 0 0 9.3379 1.2541 1.0432 C 0 0 1 0 0 0 0 0 0 0 0 0 9.0708 1.3786 -0.4043 C 0 0 1 0 0 0 0 0 0 0 0 0 7.8602 0.7632 -0.9786 C 0 0 1 0 0 0 0 0 0 0 0 0 8.3820 -0.2994 -2.0052 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1461 0.3233 -2.9898 O 0 0 0 0 0 0 0 0 0 0 0 0 9.7264 -0.4027 -4.0016 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5426 -1.6617 -4.0039 O 0 0 0 0 0 0 0 0 0 0 0 0 10.5267 0.2834 -5.0320 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0340 -0.0360 -0.0236 C 0 0 1 0 0 0 0 0 0 0 0 0 7.0554 0.2849 1.4154 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1295 1.1529 1.9277 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5869 2.5491 2.2595 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6158 0.6555 3.2802 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6169 -0.2601 -0.5310 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0657 -1.4559 -0.4281 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7076 -1.8270 -0.8720 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9095 -0.5396 -0.8038 C 0 0 2 0 0 0 0 0 0 0 0 0 1.4205 -0.7269 -0.8617 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9542 -1.5020 -2.0613 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9966 -1.5207 0.3509 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2906 -0.7366 1.3841 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9230 0.0507 0.9441 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.5626 0.7975 -0.2833 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5819 0.4990 -1.3840 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6997 2.2981 -0.0481 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4216 2.9996 -0.6936 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8355 0.6439 -0.7225 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1797 1.4388 -1.9354 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6821 1.7352 -1.7692 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5185 0.4936 -1.6979 C 0 0 2 0 0 0 0 0 0 0 0 0 3.6949 0.0365 -3.1278 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8666 0.8499 -1.1541 C 0 0 1 0 0 0 0 0 0 0 0 0 4.7748 2.0846 -0.2881 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7733 1.2578 -2.3360 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1355 1.7192 -1.8577 C 0 0 1 0 0 0 0 0 0 0 0 0 7.1351 3.0492 -1.4697 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0620 -0.6827 0.8163 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9314 -0.6702 1.8575 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.3389 -0.3318 1.5263 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.3060 -1.3988 2.0292 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.9416 -1.9138 3.4162 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4655 -2.2409 3.4998 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3405 -3.6729 3.8357 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7812 -4.0975 4.9201 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7395 -4.5461 2.9546 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9176 -2.0486 2.2647 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2348 -0.9962 4.3929 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.4438 -2.4261 1.1172 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.7494 -2.6873 0.7976 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.1426 -2.6398 -0.6416 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.3865 -4.1039 -1.0622 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.5381 -4.6842 -0.2823 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.4035 -4.2069 1.1421 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0573 -3.9353 1.3775 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.4199 -6.0918 -0.2596 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.2353 -4.8049 -0.7241 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.3532 -1.9431 -0.7034 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.4450 -0.9939 -1.6778 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.6174 -1.3505 -2.5714 C 0 0 1 0 0 0 0 0 0 0 0 0 -10.9381 -1.0845 -1.8678 C 0 0 2 0 0 0 0 0 0 0 0 0 -10.9281 0.3970 -1.4661 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.7407 0.5563 -0.5191 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5737 0.3122 -1.1895 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.7760 1.1319 -2.6238 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.0525 -1.8225 -0.6950 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5910 -0.6479 -3.7590 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.6574 0.8724 2.2110 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2766 1.8351 1.4650 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.4816 2.3378 2.2652 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.2961 3.2165 1.3316 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.3978 4.4069 1.0146 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.0681 3.8799 0.5131 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.2314 5.0606 0.1012 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0718 5.8635 -0.7095 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4473 2.9868 1.3559 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.2782 5.2066 2.1315 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.4314 3.6913 1.9596 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.2309 1.3809 2.8598 O 0 0 0 0 0 0 0 0 0 0 0 0 9.0754 2.7476 -0.7574 O 0 0 0 0 0 0 0 0 0 0 0 0 10.0647 -2.0241 2.0236 H 0 0 0 0 0 0 0 0 0 0 0 0 10.6860 -1.9443 0.3273 H 0 0 0 0 0 0 0 0 0 0 0 0 10.7467 -3.5047 1.2937 H 0 0 0 0 0 0 0 0 0 0 0 0 12.8946 -2.7432 2.0596 H 0 0 0 0 0 0 0 0 0 0 0 0 13.4316 -0.5156 2.4620 H 0 0 0 0 0 0 0 0 0 0 0 0 9.9000 2.1562 1.3663 H 0 0 0 0 0 0 0 0 0 0 0 0 9.9905 1.0074 -0.9545 H 0 0 0 0 0 0 0 0 0 0 0 0 9.0667 -0.9310 -1.3730 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5690 -0.9309 -2.3430 H 0 0 0 0 0 0 0 0 0 0 0 0 10.1823 0.0542 -6.0634 H 0 0 0 0 0 0 0 0 0 0 0 0 10.5699 1.3503 -4.8159 H 0 0 0 0 0 0 0 0 0 0 0 0 11.5765 -0.1225 -4.9849 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4757 -1.0911 -0.0622 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0892 -0.6692 2.0537 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0738 0.6951 1.7329 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4720 2.5061 2.4120 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7857 3.1757 1.3381 H 0 0 0 0 0 0 0 0 0 0 0 0 8.0906 3.0319 3.0902 H 0 0 0 0 0 0 0 0 0 0 0 0 9.4632 -0.0557 3.2012 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9706 1.4887 3.9214 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8309 0.1347 3.8672 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6672 -2.2692 0.0302 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3362 -2.6373 -0.2341 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7744 -2.2316 -1.8991 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0882 -0.1681 0.2374 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3676 -0.9101 -2.7929 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7422 -2.1297 -2.5418 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2046 -2.2995 -1.7467 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4164 -2.4474 0.0362 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8660 -1.9967 0.8952 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0897 -1.4258 2.2381 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0080 0.0163 1.7842 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0873 0.7208 1.8197 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5107 1.0852 -1.1398 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9124 -0.5626 -1.3499 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2584 0.8214 -2.3725 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1020 2.7122 0.7463 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4523 1.1111 0.1284 H 0 0 0 0 0 0 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H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3750 -1.9582 1.4078 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.4184 -2.2654 -1.3558 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5271 -4.1908 -2.1570 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5299 -4.4670 -0.7257 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.7037 -5.0334 1.8279 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.0394 -3.3090 1.3208 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.9481 -6.5200 -0.9771 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5323 -4.5584 -1.3953 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5303 -0.9812 -2.3005 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5800 -2.4368 -2.7497 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.7472 -1.3399 -2.5450 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.8790 0.6485 -0.9381 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.9278 -0.1433 0.3243 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.7449 1.6050 -0.1970 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.4401 2.0366 -2.5152 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.5933 -1.2711 -0.0616 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.4703 -0.6871 -4.1984 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5179 1.5862 0.4301 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0499 2.9874 3.0844 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4819 2.6389 0.4072 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8644 4.9768 0.2015 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3210 3.3083 -0.4219 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4584 4.6957 -0.6087 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7982 5.6300 0.9212 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5653 5.3157 -1.3635 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1647 5.5286 2.3826 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.2206 3.8065 2.9239 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8675 1.1104 3.7566 H 0 0 0 0 0 0 0 0 0 0 0 0 9.9867 3.1234 -0.7617 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 2 0 3 4 1 0 4 5 2 0 4 6 1 0 6 7 1 0 7 8 1 0 8 9 1 0 9 10 1 6 10 11 1 0 11 12 1 0 12 13 2 0 12 14 1 0 9 15 1 0 15 16 1 0 16 17 1 0 17 18 1 0 17 19 1 0 15 20 1 0 20 21 2 0 21 22 1 0 22 23 1 0 23 24 1 0 24 25 1 6 24 26 1 0 26 27 1 0 27 28 1 0 28 29 1 0 29 30 1 6 29 31 1 0 31 32 2 0 29 33 1 0 33 34 1 0 34 35 1 0 35 36 1 0 36 37 1 6 36 38 1 0 38 39 1 1 38 40 1 0 40 41 1 0 41 42 1 0 28 43 1 0 43 44 1 0 44 45 1 0 45 46 1 0 46 47 1 0 47 48 1 0 48 49 1 0 49 50 2 0 49 51 1 0 48 52 1 0 47 53 1 0 46 54 1 0 54 55 1 0 55 56 1 0 56 57 1 0 57 58 1 0 58 59 1 0 59 60 1 0 58 61 1 0 57 62 1 0 56 63 1 0 63 64 1 0 64 65 1 0 65 66 1 0 66 67 1 0 67 68 1 0 68 69 1 0 67 70 1 0 66 71 1 0 65 72 1 0 45 73 1 0 73 74 1 0 74 75 1 0 75 76 1 0 76 77 1 0 77 78 1 0 78 79 1 0 79 80 1 0 78 81 1 0 77 82 1 0 76 83 1 0 75 84 1 0 8 85 1 0 17 7 1 0 38 20 1 0 52 44 1 0 60 55 1 0 69 64 1 0 81 74 1 0 41 9 1 0 36 23 1 0 33 24 1 0 1 86 1 0 1 87 1 0 1 88 1 0 2 89 1 0 3 90 1 0 7 91 1 1 8 92 1 6 10 93 1 0 10 94 1 0 14 95 1 0 14 96 1 0 14 97 1 0 15 98 1 1 16 99 1 0 16100 1 0 18101 1 0 18102 1 0 18103 1 0 19104 1 0 19105 1 0 19106 1 0 21107 1 0 22108 1 0 22109 1 0 23110 1 1 25111 1 0 25112 1 0 25113 1 0 26114 1 0 26115 1 0 27116 1 0 27117 1 0 28118 1 1 30119 1 0 30120 1 0 30121 1 0 31122 1 0 33123 1 0 34124 1 0 34125 1 0 35126 1 0 35127 1 0 37128 1 0 37129 1 0 37130 1 0 39131 1 0 39132 1 0 39133 1 0 40134 1 0 40135 1 0 41136 1 6 42137 1 0 44138 1 1 45139 1 6 46140 1 1 47141 1 1 48142 1 1 51143 1 0 53144 1 0 55145 1 1 56146 1 6 57147 1 6 58148 1 6 59149 1 0 59150 1 0 61151 1 0 62152 1 0 64153 1 6 65154 1 6 66155 1 6 67156 1 1 68157 1 0 68158 1 0 70159 1 0 71160 1 0 72161 1 0 74162 1 6 75163 1 1 76164 1 6 77165 1 6 78166 1 6 79167 1 0 79168 1 0 80169 1 0 82170 1 0 83171 1 0 84172 1 0 85173 1 0 M END

Standard InCHIKey	ULCAETSBOZKEPM-WUXQPFAESA-N
Standard InCHI	InChI=1S/C58H88O27/c1-9-10-34(65)81-47-46(73)58(23-78-24(2)61)26(17-53(47,3)4)25-11-12-31-54(5)15-14-33(55(6,22-60)30(54)13-16-56(31,7)57(25,8)18-32(58)64)80-52-45(85-50-40(71)38(69)37(68)29(19-59)79-50)42(41(72)43(83-52)48(74)75)82-51-44(36(67)28(63)21-77-51)84-49-39(70)35(66)27(62)20-76-49/h9-11,22,26-33,35-47,49-52,59,62-64,66-73H,12-21,23H2,1-8H3,(H,74,75)/b10-9-/t26-,27+,28-,29+,30?,31+,32+,33-,35-,36-,37-,38-,39+,40+,41-,42-,43-,44+,45+,46-,47-,49-,50-,51-,52+,54-,55-,56+,57+,58-/m0/s1
SMILES	C/C=CC(=O)O[C@H]1[C@@H]([C@@]2(COC(=O)C)[C@@H](CC1(C)C)C1=CC[C@@H]3[C@@]4(C)CC[C@@H]([C@@](C)(C=O)C4CC[C@@]3(C)[C@]1(C)C[C@H]2O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](C(=O)O)O1)O)O[C@H]1[C@@H]([C@H]([C@H](CO1)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O[C@H]1[C@@H]([C@H]([C@H]([C@@H](CO)O1)O)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	1216.55	Volume:	1156.233 ? Van der Waals volume.
Dense:	1.052	LogP:	0.38 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.471 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.412 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	17.0	Rigid Bonds:	55.0
TPSA:	423.57 ? Topological Polar Surface Area.	H-Bond Acceptor:	27.0
H-Bond Donor:	13.0	Rings:	9.0
Heavy Atoms:	27.0

MedChem Properties

QED Drug-Likeness Score:	0.027	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	7.373	Fsp³:	0.862
MCE-18:	202.815 ? 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:	0.702	Fluc inhibitor:	0.008 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.003 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.007 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.246	Promiscuous compounds:	0.082

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.252	MDCK Permeability:	-5.235
Pgp-inhibitor:	0.0	Pgp-substrate:	0.094
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):	0.201
20% Bioavailability (F20%):	0.897	30% Bioavailability (F30%):	0.883
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.835
Plasma Protein Binding (PPB):	65.15%	Volume Distribution (VD):	-0.511
Fu:	22.567% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	0.688	BCRP inhibitor:	0.0
BSEP inhibitor:	0.0

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	0.033	CYP3A4-substrate:	0.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.003
HLM stability:	0.0 ? 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):

-0.15

Half-life (T1/2):

3.384

ADMET: Toxicity

hERG Blockers:	0.0	hERG Blockers (10um):	0.0
Human Hepatotoxicity (H-HT):	0.584	Drug-induced Liver Injury (DILI):	0.875
AMES Toxicity:	0.995	Rat Oral Acute Toxicity:	0.01
Maximum Recommended Daily Dose:	0.003	Skin Sensitization:	1.0
Carcinogencity:	0.054	Eye Corrosion:	0.0
Eye Irritation:	0.0	Respiratory Toxicity:	0.01
Drug-induced Neurotoxicity:	0.0	Ototoxicity:	0.998
Hematotoxicity:	0.871	Drug-induced Nephrotoxicity:	1.0
Genotoxicity:	0.997	RPMI-8226 Immunitoxicity:	0.669
A549 Cytotoxicity:	1.0	Hek293 Cytotoxicity:	0.862
BCF:	0.3 ? 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:	3.398 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.481 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.364 ? 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
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[ 16712885]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.foodchem.2013.08.121]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Flowers	n.a.	n.a.	PMID[16180814]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	seeds	Shizuoka prefecture, Japan	n.a.	PMID[16499314]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18068204]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21434603]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	flower	n.a.	PMID[21922925]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	flower buds	n.a.	n.a.	PMID[21925888]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	leaves	n.a.	n.a.	PMID[22377672]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	leaf	n.a.	PMID[23265489]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Leaves	Bandung, West Java, Indonesia		PMID[23621359]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37255739]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Stem	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Shoot	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Seed Oil	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Leaf Essent. Oil	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	Cotyledon	n.a.	n.a.	Database[FooDB]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8258	Camellia sinensis	Species	Theaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8258	Camellia sinensis	Species	Theaceae	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
Activity	6

Activity Type	# Activity
Organism	6

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
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	509.4	mg/dl	PMID[16180814]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	507.5	mg/dl	PMID[16180814]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	507.0	mg/dl	PMID[16180814]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	361.3	mg/dl	PMID[16180814]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	396.4	mg/dl	PMID[16180814]
NPT32	Organism	Mus musculus	Mus musculus	Activity	=	552.9	mg/dl	PMID[16180814]

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 NPC279915 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	23152
0.1-0.2	22687
0.2-0.3	3010
0.3-0.4	608
0.4-0.5	297
0.5-0.6	65
0.6-0.7	14
0.7-0.8	0
0.8-0.85	3
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8992	High Similarity	NPC476778
0.8211	Intermediate Similarity	NPC476775
0.8197	Intermediate Similarity	NPC110700
0.8016	Intermediate Similarity	NPC476776
0.7603	Intermediate Similarity	NPC284449
0.748	Intermediate Similarity	NPC476777
0.746	Intermediate Similarity	NPC312650
0.7381	Intermediate Similarity	NPC488308
0.7266	Intermediate Similarity	NPC476779
0.7244	Intermediate Similarity	NPC476774
0.7045	Intermediate Similarity	NPC488309
0.6846	Remote Similarity	NPC476780
0.6794	Remote Similarity	NPC271610
0.6667	Remote Similarity	NPC283417
0.6667	Remote Similarity	NPC200049
0.6591	Remote Similarity	NPC265841
0.6462	Remote Similarity	NPC603137
0.6288	Remote Similarity	NPC602995
0.6277	Remote Similarity	NPC11577
0.6277	Remote Similarity	NPC141600
0.6241	Remote Similarity	NPC252289
0.6241	Remote Similarity	NPC305793
0.6107	Remote Similarity	NPC609119
0.6047	Remote Similarity	NPC160452
0.6029	Remote Similarity	NPC178264
0.5956	Remote Similarity	NPC71391
0.5956	Remote Similarity	NPC192765
0.5952	Remote Similarity	NPC44716
0.5909	Remote Similarity	NPC485563
0.5814	Remote Similarity	NPC302887
0.5725	Remote Similarity	NPC4749
0.5704	Remote Similarity	NPC1314
0.5704	Remote Similarity	NPC302543
0.5704	Remote Similarity	NPC273878
0.5672	Remote Similarity	NPC25998
0.5639	Remote Similarity	NPC187290
0.5625	Remote Similarity	NPC484063
0.5625	Remote Similarity	NPC484064
0.5625	Remote Similarity	NPC605226
0.562	Remote Similarity	NPC609305
0.5615	Remote Similarity	NPC611191
0.5541	Remote Similarity	NPC485562
0.5461	Remote Similarity	NPC21691
0.5455	Remote Similarity	NPC484059
0.5455	Remote Similarity	NPC484060
0.543	Remote Similarity	NPC475368
0.539	Remote Similarity	NPC329828
0.5368	Remote Similarity	NPC477195
0.5368	Remote Similarity	NPC605294
0.5338	Remote Similarity	NPC64715
0.5333	Remote Similarity	NPC187618
0.5328	Remote Similarity	NPC470475
0.5328	Remote Similarity	NPC472267
0.5328	Remote Similarity	NPC115656
0.5294	Remote Similarity	NPC104137
0.5294	Remote Similarity	NPC207738
0.5294	Remote Similarity	NPC26626
0.529	Remote Similarity	NPC252657
0.529	Remote Similarity	NPC88311
0.5252	Remote Similarity	NPC478154
0.5248	Remote Similarity	NPC269484
0.5248	Remote Similarity	NPC97918
0.5245	Remote Similarity	NPC484061
0.5245	Remote Similarity	NPC484062
0.5241	Remote Similarity	NPC478153
0.5188	Remote Similarity	NPC475591
0.5188	Remote Similarity	NPC236870
0.5175	Remote Similarity	NPC82380
0.5175	Remote Similarity	NPC244296
0.5172	Remote Similarity	NPC225791
0.5152	Remote Similarity	NPC117714
0.5147	Remote Similarity	NPC301449
0.5147	Remote Similarity	NPC23275
0.5147	Remote Similarity	NPC601290
0.5145	Remote Similarity	NPC11242
0.5143	Remote Similarity	NPC478155
0.5139	Remote Similarity	NPC470518
0.5115	Remote Similarity	NPC80843
0.5113	Remote Similarity	NPC232237
0.5108	Remote Similarity	NPC475119
0.5099	Remote Similarity	NPC489209
0.5094	Remote Similarity	NPC485564
0.5071	Remote Similarity	NPC313110
0.5071	Remote Similarity	NPC607904
0.5038	Remote Similarity	NPC30289
0.5037	Remote Similarity	NPC488517
0.5036	Remote Similarity	NPC480939
0.5036	Remote Similarity	NPC218954
0.5036	Remote Similarity	NPC815
0.5035	Remote Similarity	NPC475140

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC279915 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7159
0.1-0.2	1951
0.2-0.3	36
0.3-0.4	4
0.4-0.5	0
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