NPASS Compound

Natural Product: NPC476774

Natural Product ID	NPC476774
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	theasaponins A1
IUPAC Name	(2S,3S,4S,5R,6R)-6-[[(3S,4R,6aR,6bS,8R,8aR,9R,10R,14bR)-8,9-dihydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(Z)-2-methylbut-2-enoyl]oxy-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-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
Synonyms	theasaponins A1
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	44566250
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 -12.9823 2.1527 -0.9745 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.6657 2.4976 0.2799 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.0380 2.5777 1.4294 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.8240 2.9335 2.6353 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.6271 2.3301 1.5543 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.9922 2.4006 2.6326 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.8840 1.9895 0.4516 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.4903 1.7195 0.4527 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.1891 0.2917 0.1954 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.7228 0.1158 -0.1958 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.2718 -1.2190 0.3817 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.8253 -1.4522 0.0323 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8957 -0.3673 0.4495 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.4904 0.9961 0.4385 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5913 1.9917 0.5843 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1358 1.8139 0.7436 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6359 0.4459 0.4208 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6604 -0.2934 -0.4269 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.2569 -1.6762 -0.7905 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8125 -1.6769 -1.3463 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9732 -1.1504 -0.2467 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2219 0.3323 -0.0395 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.3528 0.7612 1.1500 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2106 -0.3895 1.9131 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0970 -1.2456 1.0787 C 0 0 1 0 0 0 0 0 0 0 0 0 0.4399 -1.5821 -0.2384 C 0 0 2 0 0 0 0 0 0 0 0 0 1.2536 -1.1870 -1.4300 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4315 -3.1265 -0.2673 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2462 -3.6508 0.8086 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3519 -0.6836 0.8355 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3613 -1.5453 1.2677 C 0 0 1 0 0 0 0 0 0 0 0 0 4.5690 -1.4567 0.5110 C 0 0 1 0 0 0 0 0 0 0 0 0 5.7125 -2.2990 1.2879 C 0 0 2 0 0 0 0 0 0 0 0 0 5.0236 -3.1758 2.2663 C 0 0 1 0 0 0 0 0 0 0 0 0 4.1338 -2.3811 3.2104 C 0 0 2 0 0 0 0 0 0 0 0 0 3.7218 -1.1560 2.6269 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7689 -2.1575 4.5186 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1988 -3.1450 5.1633 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9267 -0.9046 5.0968 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3945 -4.2907 1.7273 O 0 0 0 0 0 0 0 0 0 0 0 0 6.4834 -1.4047 2.0077 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7786 -1.2235 1.6039 C 0 0 1 0 0 0 0 0 0 0 0 0 8.0604 0.2190 1.4576 C 0 0 1 0 0 0 0 0 0 0 0 0 8.9341 0.7446 2.6226 C 0 0 2 0 0 0 0 0 0 0 0 0 10.1987 -0.0488 2.6179 C 0 0 2 0 0 0 0 0 0 0 0 0 9.9441 -1.5246 2.3850 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5995 -1.8308 2.5980 O 0 0 0 0 0 0 0 0 0 0 0 0 10.9485 0.1145 3.7675 O 0 0 0 0 0 0 0 0 0 0 0 0 8.2435 0.7389 3.8201 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6937 0.6636 0.3267 O 0 0 0 0 0 0 0 0 0 0 0 0 8.0445 1.7457 -0.2736 C 0 0 1 0 0 0 0 0 0 0 0 0 8.9970 2.9467 -0.1220 C 0 0 1 0 0 0 0 0 0 0 0 0 9.2422 3.6310 -1.4482 C 0 0 2 0 0 0 0 0 0 0 0 0 7.9317 3.7943 -2.1935 C 0 0 1 0 0 0 0 0 0 0 0 0 7.1948 2.4812 -2.2882 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8765 1.4668 -1.6149 O 0 0 0 0 0 0 0 0 0 0 0 0 7.1679 4.8074 -1.6255 O 0 0 0 0 0 0 0 0 0 0 0 0 10.1728 2.9538 -2.2016 O 0 0 0 0 0 0 0 0 0 0 0 0 8.4755 3.8981 0.7550 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6591 -1.8606 -0.8127 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7175 -1.2488 -1.4679 C 0 0 2 0 0 0 0 0 0 0 0 0 5.2783 -0.6383 -2.7466 C 0 0 1 0 0 0 0 0 0 0 0 0 6.1221 -1.0842 -3.9551 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0275 -2.6102 -4.0447 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0245 -3.1531 -2.6163 C 0 0 2 0 0 0 0 0 0 0 0 0 6.6918 -2.2391 -1.7888 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6239 -4.5308 -2.5961 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8921 -5.3906 -3.4456 O 0 0 0 0 0 0 0 0 0 0 0 0 7.1815 -3.0636 -4.6562 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3894 -0.6156 -3.8198 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9997 -1.1637 -3.0603 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8060 1.1606 -1.1867 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0028 0.4906 -1.6724 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9193 1.2736 0.3178 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2927 2.4605 -0.5202 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7559 2.7575 -0.3176 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3592 3.1458 -1.6338 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8654 4.0429 0.5447 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5201 -0.6717 1.9061 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6052 -1.4089 1.6905 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6684 -0.0590 -1.6832 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4483 -1.2249 -2.0210 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.4960 -0.4391 1.3468 O 0 0 0 0 0 0 0 0 0 0 0 0 -13.6846 2.2078 -1.8386 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.5130 1.1598 -0.9767 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.2158 2.9423 -1.1987 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.7528 2.6931 0.2384 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.9841 4.0353 2.7134 H 0 0 0 0 0 0 0 0 0 0 0 0 -14.7959 2.3937 2.6229 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.2481 2.6650 3.5456 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2080 1.8785 1.5439 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.7838 -0.1666 -0.6139 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.8429 -1.9945 -0.2061 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7678 -1.7150 -1.0388 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5419 -2.3831 0.6192 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9543 3.0170 0.5912 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9000 2.0674 1.8221 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6396 2.6328 0.1842 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6287 -0.1205 1.4036 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2467 -2.3782 0.0506 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8606 -2.0363 -1.6473 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5729 -2.7061 -1.5857 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7831 -1.0819 -2.2779 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4105 -1.6073 0.7100 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8815 1.4159 1.8496 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5336 1.3709 0.8009 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5506 -1.0067 2.4263 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8391 0.0427 2.7232 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3034 -2.1953 1.6634 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9935 -0.3913 -1.2241 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6485 -0.9435 -2.3337 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8803 -2.0661 -1.7954 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5245 -3.4121 -0.2328 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0846 -3.5142 -1.2267 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3012 -4.3997 1.1666 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9169 -2.5500 1.5044 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0854 -0.4776 0.5678 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2728 -2.8172 0.5481 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8238 -3.6148 2.9341 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2232 -2.9941 3.3783 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2348 -0.7379 6.0449 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0301 -5.0214 1.5201 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9455 -1.7640 0.6543 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1135 0.8184 1.5672 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1009 1.8116 2.3648 H 0 0 0 0 0 0 0 0 0 0 0 0 10.8347 0.3118 1.7734 H 0 0 0 0 0 0 0 0 0 0 0 0 10.3058 -1.8781 1.3984 H 0 0 0 0 0 0 0 0 0 0 0 0 10.5279 -2.0866 3.1362 H 0 0 0 0 0 0 0 0 0 0 0 0 10.7856 -0.6957 4.3382 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7481 0.2975 4.5702 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1102 2.0008 0.2718 H 0 0 0 0 0 0 0 0 0 0 0 0 9.9692 2.6186 0.2810 H 0 0 0 0 0 0 0 0 0 0 0 0 9.6282 4.6506 -1.2427 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2088 4.1527 -3.2286 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1456 2.1844 -3.3547 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1746 2.5534 -1.8832 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6625 5.6579 -1.7142 H 0 0 0 0 0 0 0 0 0 0 0 0 11.0957 3.2789 -2.0848 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1174 4.1382 1.4749 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2552 -0.5319 -0.8557 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2115 0.4508 -2.7611 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6407 -0.6748 -4.8455 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1549 -2.9688 -4.5926 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9764 -3.2078 -2.2930 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5174 -5.0037 -1.5791 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6654 -4.5721 -2.9218 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5102 -6.0186 -3.8591 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9970 -2.9566 -4.1261 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9472 -0.9214 -4.5615 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6578 -0.5993 -3.8007 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2205 2.1851 -1.1687 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9468 0.7748 -2.1881 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3182 1.3221 -1.0969 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9285 1.0853 -1.5685 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2359 1.2039 -1.9913 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2415 -0.2588 -2.4884 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2321 1.4701 1.4055 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7340 3.3849 -0.2718 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0324 2.2408 -1.5697 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.8903 2.3007 -2.1406 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5298 3.4081 -2.3242 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.9948 4.0540 -1.5899 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.9129 4.3840 0.4312 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1638 4.7865 0.1112 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6813 3.7755 1.5841 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8498 -1.5433 1.9887 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4751 -1.0342 2.4037 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2441 0.2164 2.4752 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.8055 -2.3492 1.8936 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6698 -0.2921 -2.0754 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1024 0.7201 -2.2913 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.9480 -1.0979 -2.8400 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.0806 -1.2140 1.1596 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 3 5 1 0 5 6 2 0 5 7 1 0 7 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 1 0 14 15 2 0 15 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 1 0 24 25 1 0 25 26 1 0 26 27 1 6 26 28 1 0 28 29 1 0 25 30 1 0 30 31 1 0 31 32 1 0 32 33 1 0 33 34 1 0 34 35 1 0 35 36 1 0 35 37 1 0 37 38 2 0 37 39 1 0 34 40 1 0 33 41 1 0 41 42 1 0 42 43 1 0 43 44 1 0 44 45 1 0 45 46 1 0 46 47 1 0 45 48 1 0 44 49 1 0 43 50 1 0 50 51 1 0 51 52 1 0 52 53 1 0 53 54 1 0 54 55 1 0 55 56 1 0 54 57 1 0 53 58 1 0 52 59 1 0 32 60 1 0 60 61 1 0 61 62 1 0 62 63 1 0 63 64 1 0 64 65 1 0 65 66 1 0 65 67 1 0 67 68 1 0 64 69 1 0 63 70 1 0 62 71 1 0 22 72 1 6 18 73 1 6 14 74 1 0 74 75 1 0 75 76 1 0 76 77 1 0 76 78 1 0 13 79 1 1 11 80 1 0 10 81 1 6 81 82 1 0 9 83 1 0 76 8 1 0 74 10 1 0 18 13 1 0 22 17 1 0 26 21 1 0 36 31 1 0 47 42 1 0 56 51 1 0 66 61 1 0 1 84 1 0 1 85 1 0 1 86 1 0 2 87 1 0 4 88 1 0 4 89 1 0 4 90 1 0 8 91 1 1 9 92 1 6 11 93 1 6 12 94 1 0 12 95 1 0 15 96 1 0 16 97 1 0 16 98 1 0 17 99 1 0 19100 1 0 19101 1 0 20102 1 0 20103 1 0 21104 1 0 23105 1 0 23106 1 0 24107 1 0 24108 1 0 25109 1 1 27110 1 0 27111 1 0 27112 1 0 28113 1 0 28114 1 0 29115 1 0 31116 1 1 32117 1 6 33118 1 6 34119 1 1 35120 1 1 39121 1 0 40122 1 0 42123 1 6 43124 1 1 44125 1 6 45126 1 6 46127 1 0 46128 1 0 48129 1 0 49130 1 0 51131 1 1 52132 1 1 53133 1 1 54134 1 6 55135 1 0 55136 1 0 57137 1 0 58138 1 0 59139 1 0 61140 1 1 62141 1 1 63142 1 6 64143 1 6 65144 1 1 67145 1 0 67146 1 0 68147 1 0 69148 1 0 70149 1 0 71150 1 0 72151 1 0 72152 1 0 72153 1 0 73154 1 0 73155 1 0 73156 1 0 74157 1 0 75158 1 0 75159 1 0 77160 1 0 77161 1 0 77162 1 0 78163 1 0 78164 1 0 78165 1 0 79166 1 0 79167 1 0 79168 1 0 80169 1 0 81170 1 0 81171 1 0 82172 1 0 83173 1 0 M END

Standard InCHIKey	NNXBQYNJZAKHRO-ASBVHYEOSA-N
Standard InCHI	InChI=1S/C57H90O26/c1-9-23(2)47(74)83-45-44(71)57(22-60)25(16-52(45,3)4)24-10-11-30-53(5)14-13-32(54(6,21-59)29(53)12-15-55(30,7)56(24,8)17-31(57)63)78-51-43(82-49-38(69)36(67)35(66)28(18-58)77-49)40(39(70)41(80-51)46(72)73)79-50-42(34(65)27(62)20-76-50)81-48-37(68)33(64)26(61)19-75-48/h9-10,25-45,48-51,58-71H,11-22H2,1-8H3,(H,72,73)/b23-9-/t25?,26-,27+,28-,29?,30?,31-,32+,33+,34+,35+,36+,37-,38-,39+,40+,41+,42-,43-,44+,45+,48+,49-,50+,51-,53+,54+,55-,56-,57+/m1/s1
SMILES	C/C=C(/C)\C(=O)O[C@H]1[C@@H]([C@@]2([C@@H](C[C@@]3(C(=CCC4[C@]3(CCC5[C@@]4(CC[C@@H]([C@@]5(C)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O[C@H]7[C@@H]([C@H]([C@H](CO7)O)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O[C@@H]9[C@@H]([C@H]([C@H]([C@H](O9)CO)O)O)O)C)C)C2CC1(C)C)C)O)CO)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	1190.57	Volume:	1135.42 ? Van der Waals volume.
Dense:	1.049	LogP:	0.838 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.802 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.879 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	15.0	Rigid Bonds:	53.0
TPSA:	420.66 ? Topological Polar Surface Area.	H-Bond Acceptor:	26.0
H-Bond Donor:	15.0	Rings:	9.0
Heavy Atoms:	26.0

MedChem Properties

QED Drug-Likeness Score:	0.036	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	7.285	Fsp³:	0.895
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:	0.593	Fluc inhibitor:	0.001 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.0 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.025 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.237	Promiscuous compounds:	0.077

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-6.466	MDCK Permeability:	-5.108
Pgp-inhibitor:	0.0	Pgp-substrate:	0.987
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):	0.923
20% Bioavailability (F20%):	0.998	30% Bioavailability (F30%):	0.98
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.766
Plasma Protein Binding (PPB):	57.618%	Volume Distribution (VD):	-0.435
Fu:	26.61% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.998
OATP1B3 inhibitor:	0.033	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:	0.002	CYP3A4-substrate:	0.0
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.001
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):

-0.484

Half-life (T1/2):

3.339

ADMET: Toxicity

hERG Blockers:	0.0	hERG Blockers (10um):	0.001
Human Hepatotoxicity (H-HT):	0.741	Drug-induced Liver Injury (DILI):	0.316
AMES Toxicity:	0.54	Rat Oral Acute Toxicity:	0.003
Maximum Recommended Daily Dose:	0.015	Skin Sensitization:	1.0
Carcinogencity:	0.014	Eye Corrosion:	0.0
Eye Irritation:	0.0	Respiratory Toxicity:	0.001
Drug-induced Neurotoxicity:	0.0	Ototoxicity:	1.0
Hematotoxicity:	0.226	Drug-induced Nephrotoxicity:	0.981
Genotoxicity:	0.135	RPMI-8226 Immunitoxicity:	0.142
A549 Cytotoxicity:	0.613	Hek293 Cytotoxicity:	0.339
BCF:	0.156 ? 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:	3.627 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.877 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.349 ? 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
Inhibition	1

Activity Type	# Activity
Organism	1

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
NPT29	Organism	Rattus norvegicus	Rattus norvegicus	Inhibition	=	37	%	PMID[16499314]

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 NPC476774 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	22769
0.1-0.2	22803
0.2-0.3	3174
0.3-0.4	614
0.4-0.5	345
0.5-0.6	97
0.6-0.7	32
0.7-0.8	0
0.8-0.85	4
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.887	High Similarity	NPC476775
0.8435	Intermediate Similarity	NPC476780
0.8099	Intermediate Similarity	NPC476778
0.8053	Intermediate Similarity	NPC609119
0.8033	Intermediate Similarity	NPC476776
0.7899	Intermediate Similarity	NPC271610
0.7815	Intermediate Similarity	NPC265841
0.7769	Intermediate Similarity	NPC476777
0.7686	Intermediate Similarity	NPC476779
0.75	Intermediate Similarity	NPC472267
0.75	Intermediate Similarity	NPC115656
0.7458	Intermediate Similarity	NPC284449
0.7377	Intermediate Similarity	NPC488308
0.7333	Intermediate Similarity	NPC602995
0.7317	Intermediate Similarity	NPC312650
0.7244	Intermediate Similarity	NPC279915
0.72	Intermediate Similarity	NPC110700
0.7073	Intermediate Similarity	NPC192765
0.7049	Intermediate Similarity	NPC283417
0.7049	Intermediate Similarity	NPC200049
0.7031	Intermediate Similarity	NPC488309
0.7016	Intermediate Similarity	NPC178264
0.6935	Remote Similarity	NPC71391
0.6838	Remote Similarity	NPC603832
0.6833	Remote Similarity	NPC605294
0.6777	Remote Similarity	NPC25998
0.672	Remote Similarity	NPC252289
0.672	Remote Similarity	NPC305793
0.6615	Remote Similarity	NPC11577
0.6615	Remote Similarity	NPC141600
0.6462	Remote Similarity	NPC484059
0.6462	Remote Similarity	NPC484060
0.6406	Remote Similarity	NPC82380
0.6406	Remote Similarity	NPC244296
0.6406	Remote Similarity	NPC329828
0.627	Remote Similarity	NPC478155
0.625	Remote Similarity	NPC269484
0.625	Remote Similarity	NPC97918
0.624	Remote Similarity	NPC107536
0.624	Remote Similarity	NPC280029
0.624	Remote Similarity	NPC9470
0.6218	Remote Similarity	NPC605226
0.6179	Remote Similarity	NPC477191
0.6148	Remote Similarity	NPC302887
0.6142	Remote Similarity	NPC1314
0.6142	Remote Similarity	NPC273878
0.6142	Remote Similarity	NPC478154
0.6129	Remote Similarity	NPC187618
0.6107	Remote Similarity	NPC484061
0.6107	Remote Similarity	NPC484062
0.6066	Remote Similarity	NPC611191
0.6031	Remote Similarity	NPC4749
0.6	Remote Similarity	NPC160452
0.6	Remote Similarity	NPC302543
0.5985	Remote Similarity	NPC470518
0.5954	Remote Similarity	NPC46823
0.5952	Remote Similarity	NPC329976
0.5952	Remote Similarity	NPC187290
0.5938	Remote Similarity	NPC252657
0.5938	Remote Similarity	NPC88311
0.5902	Remote Similarity	NPC44716
0.5833	Remote Similarity	NPC47995
0.5833	Remote Similarity	NPC277212
0.5833	Remote Similarity	NPC30279
0.5814	Remote Similarity	NPC313110
0.5794	Remote Similarity	NPC218954
0.5748	Remote Similarity	NPC477193
0.5748	Remote Similarity	NPC477192
0.5746	Remote Similarity	NPC21691
0.5735	Remote Similarity	NPC478153
0.5683	Remote Similarity	NPC484063
0.5683	Remote Similarity	NPC484064
0.5682	Remote Similarity	NPC603137
0.568	Remote Similarity	NPC488517
0.5667	Remote Similarity	NPC59804
0.5659	Remote Similarity	NPC477195
0.5635	Remote Similarity	NPC64715
0.5615	Remote Similarity	NPC477196
0.5588	Remote Similarity	NPC473452
0.5581	Remote Similarity	NPC207738
0.5507	Remote Similarity	NPC484833
0.5496	Remote Similarity	NPC478152
0.5481	Remote Similarity	NPC473918
0.5476	Remote Similarity	NPC475591
0.5476	Remote Similarity	NPC236870
0.5476	Remote Similarity	NPC118440
0.5462	Remote Similarity	NPC104137
0.5462	Remote Similarity	NPC26626
0.5441	Remote Similarity	NPC478597
0.544	Remote Similarity	NPC117714
0.5426	Remote Similarity	NPC301449
0.5426	Remote Similarity	NPC23275
0.5426	Remote Similarity	NPC601290
0.542	Remote Similarity	NPC11242
0.5397	Remote Similarity	NPC232237
0.5379	Remote Similarity	NPC478151
0.5362	Remote Similarity	NPC478596
0.5344	Remote Similarity	NPC477194
0.5333	Remote Similarity	NPC478150
0.5323	Remote Similarity	NPC603026
0.5317	Remote Similarity	NPC30289
0.5308	Remote Similarity	NPC477076
0.5303	Remote Similarity	NPC815
0.5294	Remote Similarity	NPC475140
0.528	Remote Similarity	NPC263756
0.528	Remote Similarity	NPC80843
0.528	Remote Similarity	NPC22956
0.5276	Remote Similarity	NPC164389
0.5263	Remote Similarity	NPC470475
0.5263	Remote Similarity	NPC475119
0.5256	Remote Similarity	NPC485563
0.5242	Remote Similarity	NPC127056
0.5231	Remote Similarity	NPC114692
0.5231	Remote Similarity	NPC236657
0.5231	Remote Similarity	NPC276093
0.5227	Remote Similarity	NPC469947
0.5227	Remote Similarity	NPC480948
0.5225	Remote Similarity	NPC283343
0.5203	Remote Similarity	NPC603870
0.5194	Remote Similarity	NPC475504
0.5194	Remote Similarity	NPC131469
0.5191	Remote Similarity	NPC477079
0.5188	Remote Similarity	NPC480939
0.5179	Remote Similarity	NPC258547
0.5161	Remote Similarity	NPC174679
0.5161	Remote Similarity	NPC279554
0.5159	Remote Similarity	NPC213674
0.5154	Remote Similarity	NPC95437
0.5152	Remote Similarity	NPC477077
0.5149	Remote Similarity	NPC288205
0.5149	Remote Similarity	NPC51465
0.5143	Remote Similarity	NPC286457
0.5137	Remote Similarity	NPC489209
0.5116	Remote Similarity	NPC105800
0.5111	Remote Similarity	NPC610204
0.5109	Remote Similarity	NPC609305
0.5108	Remote Similarity	NPC181066
0.5108	Remote Similarity	NPC85154
0.5106	Remote Similarity	NPC225791
0.5075	Remote Similarity	NPC210729
0.5075	Remote Similarity	NPC82931
0.5068	Remote Similarity	NPC485562
0.5041	Remote Similarity	NPC1046
0.5039	Remote Similarity	NPC251768
0.5038	Remote Similarity	NPC120116
0.5038	Remote Similarity	NPC79718
0.5037	Remote Similarity	NPC185466
0.5036	Remote Similarity	NPC323341
0.5036	Remote Similarity	NPC133818
0.5035	Remote Similarity	NPC485123
0.5033	Remote Similarity	NPC489208

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC476774 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6978
0.1-0.2	2120
0.2-0.3	47
0.3-0.4	5
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