NPASS Compound

Natural Product: NPC199819

Natural Product ID	NPC199819
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	MNTMKESYFRNNRE-URDASZRZSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	101623723
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 162170 0 0 0 0 0 0 0 0999 V2000 5.0811 -2.1095 -2.3107 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9263 -2.0078 -1.2967 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4116 -3.4593 -1.1891 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4727 -1.6410 0.0169 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7861 -0.5515 0.7646 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1798 0.5059 -0.0912 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5474 1.6063 0.6984 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0757 1.7876 0.4611 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3622 0.5189 0.6326 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4495 0.1365 2.0944 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9680 -0.5308 -0.2726 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2706 -1.6691 -0.3661 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0109 -1.9497 0.3307 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7128 -0.7016 0.7358 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.2321 -0.7844 0.6623 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.7555 -1.1824 -0.6647 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6411 -1.8650 1.6476 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6544 -1.4354 2.6492 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7888 -0.6107 2.0464 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.2088 0.6162 1.4574 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.9754 1.1601 0.2732 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3704 1.6978 2.5500 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6850 1.9005 2.8906 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7371 0.5220 1.2101 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.2438 1.6771 0.3768 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7460 1.8000 0.7013 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1081 0.5198 0.1945 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.1215 0.6681 -1.3047 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5440 -1.4249 1.2443 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7894 -1.7215 1.7324 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.8617 -1.6682 0.7218 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.9801 -2.5997 1.2634 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.5275 -4.0440 1.0969 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.9968 -3.9833 1.2147 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6693 -3.0781 2.1916 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.9039 -4.5908 -0.1057 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.2019 -2.3306 0.7047 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.4838 -0.4537 0.5419 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5700 -0.0869 -0.7971 C 0 0 1 0 0 0 0 0 0 0 0 0 -10.9856 -0.0364 -1.3278 C 0 0 1 0 0 0 0 0 0 0 0 0 -11.1845 1.1482 -2.2862 C 0 0 2 0 0 0 0 0 0 0 0 0 -10.7871 2.4532 -1.6369 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.6183 2.2380 -0.6977 C 0 0 1 0 0 0 0 0 0 0 0 0 -10.0744 2.3392 0.7335 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.7684 3.5572 0.8502 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.9154 1.0966 -0.9928 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.4260 3.3332 -2.6819 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.5457 1.2114 -2.5657 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.2631 -1.1734 -2.1243 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1880 -0.1833 -0.9915 C 0 0 2 0 0 0 0 0 0 0 0 0 2.8012 -1.2186 -1.8518 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2985 1.1172 -0.8954 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2242 1.1737 -2.1281 O 0 0 0 0 0 0 0 0 0 0 0 0 5.4168 1.6209 -0.2683 O 0 0 0 0 0 0 0 0 0 0 0 0 6.4874 2.2133 -1.0248 C 0 0 1 0 0 0 0 0 0 0 0 0 6.6761 3.6605 -0.6160 C 0 0 1 0 0 0 0 0 0 0 0 0 6.9821 3.7682 0.8662 C 0 0 2 0 0 0 0 0 0 0 0 0 7.6915 2.5195 1.3622 C 0 0 1 0 0 0 0 0 0 0 0 0 8.4272 1.9302 0.2049 C 0 0 1 0 0 0 0 0 0 0 0 0 9.3079 0.7781 0.6456 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0503 0.4040 -0.4547 O 0 0 0 0 0 0 0 0 0 0 0 0 10.9178 -0.6575 -0.2352 C 0 0 1 0 0 0 0 0 0 0 0 0 10.6009 -1.8034 -1.1700 C 0 0 1 0 0 0 0 0 0 0 0 0 11.3639 -1.5640 -2.4783 C 0 0 2 0 0 0 0 0 0 0 0 0 12.8689 -1.5400 -2.2265 C 0 0 1 0 0 0 0 0 0 0 0 0 13.0679 -1.2357 -0.7361 C 0 0 1 0 0 0 0 0 0 0 0 0 14.4929 -0.7411 -0.5018 C 0 0 0 0 0 0 0 0 0 0 0 0 14.6100 -0.3519 0.8227 O 0 0 0 0 0 0 0 0 0 0 0 0 12.2173 -0.1845 -0.4531 O 0 0 0 0 0 0 0 0 0 0 0 0 13.4814 -2.7206 -2.5714 O 0 0 0 0 0 0 0 0 0 0 0 0 10.9537 -0.3129 -2.9585 O 0 0 0 0 0 0 0 0 0 0 0 0 10.8379 -3.0465 -0.6330 O 0 0 0 0 0 0 0 0 0 0 0 0 7.6128 1.4555 -0.8143 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5998 2.8064 2.3659 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8117 4.0256 1.5417 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7137 4.1948 -1.3426 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9808 -1.5983 -1.8731 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7774 -1.6470 -3.2748 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3870 -3.1319 -2.5177 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3095 -4.1052 -1.1051 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8974 -3.5113 -0.2022 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7719 -3.6954 -2.0401 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5341 -2.5233 0.7180 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5370 -1.3284 -0.0939 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5123 -0.0321 1.4580 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0080 -0.9699 1.4290 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8652 1.5285 1.7379 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9927 2.6054 0.3713 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9571 2.2921 -0.5119 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7172 2.5133 1.2345 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3294 0.6872 2.6989 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3999 0.5136 2.5796 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4760 -0.9421 2.2856 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7305 -2.4257 -1.0180 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6618 -2.6215 -0.2955 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7793 -2.6082 1.2213 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5487 -0.6546 1.8699 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5758 -1.9181 -0.5342 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0314 -1.6008 -1.3799 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2383 -0.3125 -1.1557 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0259 -2.7719 1.1382 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7624 -2.2479 2.2477 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1527 -2.3693 3.0352 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2365 -0.9365 3.5527 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.4511 -0.3988 2.9475 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3776 1.7772 -0.4048 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.4311 0.2785 -0.2213 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8203 1.8095 0.5883 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8402 1.3854 3.4703 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9538 2.6692 2.2342 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3509 1.3362 2.4769 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2462 0.6357 2.2119 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6849 2.6222 0.7465 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4062 1.5494 -0.7067 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6419 1.9604 1.7694 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3139 2.6385 0.1369 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4058 0.0545 -1.8552 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8708 1.7264 -1.5786 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1009 0.5216 -1.7786 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.0792 -1.1789 2.6554 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5579 -2.0548 -0.2838 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.0509 -2.3439 2.3469 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.9379 -4.5897 1.9646 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5962 -3.7783 0.2145 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7023 -4.9878 1.5815 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.4854 -5.3672 0.0798 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.8609 -1.8952 1.2716 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.0577 -0.8895 -1.3787 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.7639 0.0273 -0.5753 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.5915 0.9825 -3.2207 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.6177 2.9348 -1.0820 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.9229 3.0984 -0.8708 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.7489 1.5043 1.0135 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2050 2.4006 1.4135 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.6963 3.4135 1.1616 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2459 2.8275 -3.5179 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.8581 0.4383 -3.0887 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.2219 -1.4296 -2.0159 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8709 0.6742 -1.6950 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9904 -1.8472 -2.3104 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2114 -0.7071 -2.7830 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2011 2.1736 -2.0854 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7460 4.2246 -0.8018 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6878 4.6122 1.0088 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9214 1.8184 1.7430 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1299 2.7271 -0.1763 H 0 0 0 0 0 0 0 0 0 0 0 0 9.9069 1.0187 1.5318 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6171 -0.0636 0.8752 H 0 0 0 0 0 0 0 0 0 0 0 0 10.7979 -0.9913 0.8133 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5191 -1.7739 -1.4767 H 0 0 0 0 0 0 0 0 0 0 0 0 11.1323 -2.3812 -3.1930 H 0 0 0 0 0 0 0 0 0 0 0 0 13.2780 -0.6668 -2.7753 H 0 0 0 0 0 0 0 0 0 0 0 0 12.9065 -2.1060 -0.1017 H 0 0 0 0 0 0 0 0 0 0 0 0 14.7594 0.1092 -1.1348 H 0 0 0 0 0 0 0 0 0 0 0 0 15.1705 -1.6083 -0.6828 H 0 0 0 0 0 0 0 0 0 0 0 0 15.5829 -0.4063 1.0529 H 0 0 0 0 0 0 0 0 0 0 0 0 14.4562 -2.5551 -2.6194 H 0 0 0 0 0 0 0 0 0 0 0 0 11.7617 0.2346 -3.1874 H 0 0 0 0 0 0 0 0 0 0 0 0 11.3732 -3.6187 -1.2230 H 0 0 0 0 0 0 0 0 0 0 0 0 8.5646 2.1046 3.0636 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7941 3.5045 2.3794 H 0 0 0 0 0 0 0 0 0 0 0 0 8.0598 5.0361 -0.9384 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 6 20 22 1 0 22 23 1 0 20 24 1 0 24 25 1 0 25 26 1 0 26 27 1 0 27 28 1 6 19 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 1 0 33 36 1 0 32 37 1 0 31 38 1 0 38 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 43 46 1 0 42 47 1 0 41 48 1 0 40 49 1 0 11 50 1 0 50 51 1 0 6 52 1 6 52 53 2 0 52 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 60 61 1 0 61 62 1 0 62 63 1 0 63 64 1 0 64 65 1 0 65 66 1 0 66 67 1 0 67 68 1 0 66 69 1 0 65 70 1 0 64 71 1 0 63 72 1 0 59 73 1 0 58 74 1 0 57 75 1 0 56 76 1 0 51 2 1 0 73 55 1 0 50 6 1 0 69 62 1 0 27 9 1 0 35 30 1 0 46 39 1 0 27 14 1 0 24 15 1 0 1 77 1 0 1 78 1 0 1 79 1 0 3 80 1 0 3 81 1 0 3 82 1 0 4 83 1 0 4 84 1 0 5 85 1 0 5 86 1 0 7 87 1 0 7 88 1 0 8 89 1 0 8 90 1 0 10 91 1 0 10 92 1 0 10 93 1 0 12 94 1 0 13 95 1 0 13 96 1 0 14 97 1 1 16 98 1 0 16 99 1 0 16100 1 0 17101 1 0 17102 1 0 18103 1 0 18104 1 0 19105 1 1 21106 1 0 21107 1 0 21108 1 0 22109 1 0 22110 1 0 23111 1 0 24112 1 1 25113 1 0 25114 1 0 26115 1 0 26116 1 0 28117 1 0 28118 1 0 28119 1 0 30120 1 1 31121 1 6 32122 1 1 33123 1 1 34124 1 0 34125 1 0 36126 1 0 37127 1 0 39128 1 6 40129 1 1 41130 1 6 42131 1 1 43132 1 6 44133 1 0 44134 1 0 45135 1 0 47136 1 0 48137 1 0 49138 1 0 50139 1 6 51140 1 0 51141 1 0 55142 1 6 56143 1 1 57144 1 6 58145 1 1 59146 1 6 60147 1 0 60148 1 0 62149 1 1 63150 1 6 64151 1 6 65152 1 6 66153 1 1 67154 1 0 67155 1 0 68156 1 0 70157 1 0 71158 1 0 72159 1 0 74160 1 0 75161 1 0 76162 1 0 M END

Standard InCHIKey	MNTMKESYFRNNRE-URDASZRZSA-N
Standard InCHI	InChI=1S/C53H86O23/c1-48(2)13-15-53(47(68)76-45-41(67)38(64)35(61)28(73-45)21-70-43-39(65)36(62)33(59)26(18-54)71-43)16-14-51(5)23(24(53)17-48)7-8-30-49(3)11-10-31(50(4,22-56)29(49)9-12-52(30,51)6)74-46-42(32(58)25(57)20-69-46)75-44-40(66)37(63)34(60)27(19-55)72-44/h7,24-46,54-67H,8-22H2,1-6H3/t24-,25-,26+,27+,28+,29+,30+,31-,32-,33+,34+,35+,36-,37-,38-,39+,40+,41+,42+,43+,44-,45-,46-,49-,50-,51+,52+,53-/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)(CO)[C@@H]5CC[C@@]34C)O[C@H]3[C@@H]([C@H]([C@H](CO3)O)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[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O)O1)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
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	Flowers	n.a.	n.a.	DOI[10.1002/elan.200403102]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	Flowers	n.a.	n.a.	DOI[10.1016/j.foodchem.2012.02.124]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	Flowers	n.a.	n.a.	PMID[11077184]
NPO6092	Symphyocladia latiuscula	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11141124]
NPO3699	Acacia aulacocarpa	Species	Fabaceae	Eukaryota	n.a.	leaf	n.a.	PMID[11735581]
NPO6092	Symphyocladia latiuscula	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15844965]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	Flowers	n.a.	n.a.	PMID[17328234]
NPO6092	Symphyocladia latiuscula	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17602526]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	Flower buds	n.a.	n.a.	PMID[18321056]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	flower	n.a.	PMID[21804227]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	flower bud	n.a.	PMID[21942812]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	flower buds	Henan province, China	2005-MAY	PMID[21942812]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	leaf	n.a.	PMID[23265495]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	Flower buds	n.a.	n.a.	PMID[24279769]
NPO7569	Guatteria boliviana	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6092	Symphyocladia latiuscula	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3597	Rheedia acuminata	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4823	Psiadia dentata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5155	Peritassa compta	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO19948	Neolentinus lepideus	Species	Gloeophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6729	Juniperus brevifolia	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5196	Eupatorium argentinum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6237	Cryptocarya aschersoniana	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3853	Aspidosperma subincanum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO471	Ardisia neriifolia	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3699	Acacia aulacocarpa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8418	Anemone flaccida	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO3853	Aspidosperma subincanum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19948	Neolentinus lepideus	Species	Gloeophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO3853	Aspidosperma subincanum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4823	Psiadia dentata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8418	Anemone flaccida	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7569	Guatteria boliviana	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO6729	Juniperus brevifolia	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6237	Cryptocarya aschersoniana	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4823	Psiadia dentata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1515	Lonicera japonica	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19948	Neolentinus lepideus	Species	Gloeophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8418	Anemone flaccida	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5155	Peritassa compta	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5196	Eupatorium argentinum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7569	Guatteria boliviana	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3699	Acacia aulacocarpa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO471	Ardisia neriifolia	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3597	Rheedia acuminata	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6092	Symphyocladia latiuscula	Species	Rhodomelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3853	Aspidosperma subincanum	Species	Apocynaceae	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 NPC199819 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	22253
0.1-0.2	22877
0.2-0.3	3262
0.3-0.4	844
0.4-0.5	321
0.5-0.6	80
0.6-0.7	82
0.7-0.8	0
0.8-0.85	5
0.85-0.9	4
0.9-0.95	1
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.914	High Similarity	NPC63159
0.8602	High Similarity	NPC295371
0.8515	High Similarity	NPC76972
0.8515	High Similarity	NPC469782
0.8515	High Similarity	NPC204414
0.8252	Intermediate Similarity	NPC79643
0.8095	Intermediate Similarity	NPC135904
0.8091	Intermediate Similarity	NPC298034
0.8091	Intermediate Similarity	NPC71065
0.8041	Intermediate Similarity	NPC112352
0.7979	Intermediate Similarity	NPC48499
0.7925	Intermediate Similarity	NPC123199
0.7909	Intermediate Similarity	NPC293330
0.781	Intermediate Similarity	NPC60557
0.781	Intermediate Similarity	NPC67857
0.7723	Intermediate Similarity	NPC475504
0.7685	Intermediate Similarity	NPC100639
0.7679	Intermediate Similarity	NPC202828
0.7679	Intermediate Similarity	NPC119592
0.7658	Intermediate Similarity	NPC41061
0.7658	Intermediate Similarity	NPC227551
0.76	Intermediate Similarity	NPC309714
0.7551	Intermediate Similarity	NPC473373
0.7522	Intermediate Similarity	NPC305981
0.75	Intermediate Similarity	NPC29069
0.7456	Intermediate Similarity	NPC261506
0.7456	Intermediate Similarity	NPC4328
0.7434	Intermediate Similarity	NPC65105
0.7429	Intermediate Similarity	NPC241909
0.74	Intermediate Similarity	NPC469946
0.7358	Intermediate Similarity	NPC481078
0.7273	Intermediate Similarity	NPC155410
0.7184	Intermediate Similarity	NPC480475
0.717	Intermediate Similarity	NPC481079
0.7069	Intermediate Similarity	NPC236638
0.7069	Intermediate Similarity	NPC294453
0.7054	Intermediate Similarity	NPC470218
0.7048	Intermediate Similarity	NPC297263
0.6923	Remote Similarity	NPC481081
0.6893	Remote Similarity	NPC473343
0.6887	Remote Similarity	NPC222580
0.6881	Remote Similarity	NPC31838
0.6857	Remote Similarity	NPC251768
0.6852	Remote Similarity	NPC301449
0.6852	Remote Similarity	NPC601290
0.6838	Remote Similarity	NPC43550
0.6833	Remote Similarity	NPC250247
0.6789	Remote Similarity	NPC295823
0.6789	Remote Similarity	NPC174720
0.6789	Remote Similarity	NPC475467
0.6786	Remote Similarity	NPC192600
0.6754	Remote Similarity	NPC471550
0.6752	Remote Similarity	NPC258617
0.6726	Remote Similarity	NPC165204
0.6699	Remote Similarity	NPC150400
0.6698	Remote Similarity	NPC473459
0.6698	Remote Similarity	NPC46665
0.6667	Remote Similarity	NPC192791
0.6638	Remote Similarity	NPC481080
0.6636	Remote Similarity	NPC480474
0.6635	Remote Similarity	NPC473884
0.6604	Remote Similarity	NPC160415
0.6577	Remote Similarity	NPC187290
0.6566	Remote Similarity	NPC256798
0.6562	Remote Similarity	NPC237503
0.6549	Remote Similarity	NPC475287
0.6542	Remote Similarity	NPC102439
0.6535	Remote Similarity	NPC90856
0.6535	Remote Similarity	NPC214484
0.6529	Remote Similarity	NPC70809
0.6526	Remote Similarity	NPC167383
0.6486	Remote Similarity	NPC480473
0.6481	Remote Similarity	NPC475591
0.6481	Remote Similarity	NPC236870
0.6476	Remote Similarity	NPC39211
0.6466	Remote Similarity	NPC475160
0.6466	Remote Similarity	NPC473714
0.6449	Remote Similarity	NPC109588
0.6449	Remote Similarity	NPC104071
0.6442	Remote Similarity	NPC139894
0.6442	Remote Similarity	NPC475516
0.6442	Remote Similarity	NPC59804
0.6441	Remote Similarity	NPC57484
0.6389	Remote Similarity	NPC10607
0.6373	Remote Similarity	NPC189884
0.6373	Remote Similarity	NPC138334
0.6341	Remote Similarity	NPC220160
0.6339	Remote Similarity	NPC187618
0.6339	Remote Similarity	NPC80986
0.6325	Remote Similarity	NPC191827
0.6286	Remote Similarity	NPC235405
0.6271	Remote Similarity	NPC488560
0.625	Remote Similarity	NPC480418
0.6239	Remote Similarity	NPC480419
0.6232	Remote Similarity	NPC469775
0.6226	Remote Similarity	NPC249848
0.6226	Remote Similarity	NPC107966
0.6224	Remote Similarity	NPC469777
0.6214	Remote Similarity	NPC469774
0.6204	Remote Similarity	NPC223301
0.6204	Remote Similarity	NPC171544
0.6182	Remote Similarity	NPC235438
0.6176	Remote Similarity	NPC209894
0.6167	Remote Similarity	NPC476068
0.6161	Remote Similarity	NPC104372
0.6154	Remote Similarity	NPC475899
0.6147	Remote Similarity	NPC30735
0.6116	Remote Similarity	NPC110633
0.6111	Remote Similarity	NPC263756
0.6096	Remote Similarity	NPC469772
0.6091	Remote Similarity	NPC164389
0.6091	Remote Similarity	NPC488526
0.6091	Remote Similarity	NPC305267
0.6084	Remote Similarity	NPC100925
0.608	Remote Similarity	NPC224381
0.605	Remote Similarity	NPC283417
0.605	Remote Similarity	NPC200049
0.6019	Remote Similarity	NPC470512
0.6019	Remote Similarity	NPC157868
0.6014	Remote Similarity	NPC469773
0.5983	Remote Similarity	NPC313110
0.5982	Remote Similarity	NPC609763
0.5963	Remote Similarity	NPC471547
0.5963	Remote Similarity	NPC213674
0.5948	Remote Similarity	NPC75287
0.5946	Remote Similarity	NPC40775
0.5946	Remote Similarity	NPC159309
0.5946	Remote Similarity	NPC86222
0.5929	Remote Similarity	NPC486563
0.5926	Remote Similarity	NPC127056
0.5922	Remote Similarity	NPC128925
0.5909	Remote Similarity	NPC242840
0.5893	Remote Similarity	NPC148417
0.5891	Remote Similarity	NPC480422
0.5888	Remote Similarity	NPC136877
0.5877	Remote Similarity	NPC276093
0.5862	Remote Similarity	NPC104137
0.5862	Remote Similarity	NPC26626
0.5856	Remote Similarity	NPC471548
0.5854	Remote Similarity	NPC473452
0.584	Remote Similarity	NPC136768
0.5833	Remote Similarity	NPC174679
0.5833	Remote Similarity	NPC219180
0.5833	Remote Similarity	NPC279554
0.5833	Remote Similarity	NPC469778
0.5826	Remote Similarity	NPC218954
0.5804	Remote Similarity	NPC473401
0.5804	Remote Similarity	NPC173859
0.5804	Remote Similarity	NPC11551
0.5804	Remote Similarity	NPC148603
0.5794	Remote Similarity	NPC179434
0.5775	Remote Similarity	NPC469776
0.5764	Remote Similarity	NPC32723
0.5755	Remote Similarity	NPC204458
0.5752	Remote Similarity	NPC139044
0.5739	Remote Similarity	NPC281148
0.5739	Remote Similarity	NPC114484
0.5724	Remote Similarity	NPC481323
0.5702	Remote Similarity	NPC488517
0.5701	Remote Similarity	NPC1046
0.5701	Remote Similarity	NPC78046
0.5691	Remote Similarity	NPC4749
0.569	Remote Similarity	NPC486564
0.5686	Remote Similarity	NPC306746
0.5686	Remote Similarity	NPC199457
0.5678	Remote Similarity	NPC815
0.5676	Remote Similarity	NPC161674
0.5667	Remote Similarity	NPC295941
0.5652	Remote Similarity	NPC64715
0.5648	Remote Similarity	NPC475208
0.5646	Remote Similarity	NPC135334
0.5645	Remote Similarity	NPC21691
0.5641	Remote Similarity	NPC481030
0.5636	Remote Similarity	NPC480420
0.5631	Remote Similarity	NPC68419
0.562	Remote Similarity	NPC323341
0.5615	Remote Similarity	NPC480417
0.5608	Remote Similarity	NPC481324
0.5565	Remote Similarity	NPC470514
0.5565	Remote Similarity	NPC470513
0.5536	Remote Similarity	NPC80843
0.5526	Remote Similarity	NPC104400
0.5526	Remote Similarity	NPC10320
0.5526	Remote Similarity	NPC232237
0.5508	Remote Similarity	NPC96641
0.5508	Remote Similarity	NPC163183
0.5508	Remote Similarity	NPC69811
0.5507	Remote Similarity	NPC472268
0.55	Remote Similarity	NPC185466
0.5495	Remote Similarity	NPC173583
0.5492	Remote Similarity	NPC133818
0.5489	Remote Similarity	NPC33012
0.5481	Remote Similarity	NPC604133
0.5478	Remote Similarity	NPC68175
0.5478	Remote Similarity	NPC162574
0.5478	Remote Similarity	NPC118440
0.5476	Remote Similarity	NPC13998
0.5469	Remote Similarity	NPC135849
0.5462	Remote Similarity	NPC207738
0.5455	Remote Similarity	NPC610204

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC199819 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7358
0.1-0.2	1730
0.2-0.3	55
0.3-0.4	7
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