NPASS Compound

Natural Product: NPC299855

Natural Product ID	NPC299855
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	[(2S,3R,4S,5R)-2-[(2S,3R,4S,5S)-3-Acetyloxy-5-Hydroxy-2-[[(3S,8R,9S,10R,13S,14S,16S,17S)-17-Hydroxy-10,13-Dimethyl-17-[(2S)-6-Methyl-3-Oxoheptan-2-Yl]-3-[(2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Oxan-2-Yl]Oxy-1,2,3,4,7,8,9,11,12,14,15,16-Dodecahydrocyclopenta[A]Phenanthren-16-Yl]Oxy]Oxan-4-Yl]Oxy-4,5-Dihydroxyoxan-3-Yl] 3,4-Dimethoxybenzoate
IUPAC Name	[(2S,3R,4S,5R)-2-[(2S,3R,4S,5S)-3-acetyloxy-5-hydroxy-2-[[(3S,8R,9S,10R,13S,14S,16S,17S)-17-hydroxy-10,13-dimethyl-17-[(2S)-6-methyl-3-oxoheptan-2-yl]-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-16-yl]oxy]oxan-4-yl]oxy-4,5-dihydroxyoxan-3-yl] 3,4-dimethoxybenzoate
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL450251
PubChem CID	11094343
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001013] Steroidal glycosides

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

Chemical Representations

RDKit 2D 155162 0 0 0 0 0 0 0 0999 V2000 8.1079 -0.6426 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7961 0.8246 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4842 2.2918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3288 0.5127 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8616 0.2008 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3944 -0.1110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4730 -1.6090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3907 1.0037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3870 2.1184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2760 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3943 1.2135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0323 0.7500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0323 -0.7500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1470 -1.7537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5736 -1.2902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6883 -2.2939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3764 -3.7611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4912 -4.7648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1793 -6.2320 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7527 -6.6955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6380 -5.6918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9499 -4.2246 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5233 -4.6881 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8351 -3.2209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4086 -3.6844 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7062 -2.6807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3943 -1.2135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8615 -1.5254 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3880 -7.7174 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 -8.2793 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9839 -9.5514 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6882 -10.8758 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1872 -10.9282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.9821 -9.6561 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.1641 -8.7326 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.3461 -7.8091 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.2779 -8.3317 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5780 -11.4901 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8969 -12.3612 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8019 -10.4749 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2158 2.5838 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6659 3.7974 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6823 4.4549 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7870 5.9513 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4566 6.7901 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8048 6.1325 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9094 4.6362 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3383 8.0036 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3971 7.3216 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5154 8.5351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8636 9.1927 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9682 10.6890 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7247 11.5278 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6235 10.8703 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7282 9.3739 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1570 12.7413 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5783 12.0593 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3554 9.3495 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9655 10.7198 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5104 11.8463 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.4572 10.8766 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0673 12.2469 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5591 12.4037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4408 11.1902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8307 9.8198 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3389 9.6631 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7124 8.6063 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.2042 8.7631 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.9326 11.3470 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.8143 10.1334 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1741 4.6117 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7842 5.9820 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3961 7.4310 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2760 6.1388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3907 -1.0037 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.4198 -2.1099 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5751 -0.3308 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6897 -1.1310 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2633 1.1364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1723 3.7590 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9514 2.6037 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9899 2.1611 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4595 -0.9816 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8404 1.9310 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1735 -1.2664 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5497 1.6681 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5054 2.0074 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0243 3.5739 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6157 2.9787 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0625 1.4143 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5922 2.1163 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5177 0.9588 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5207 2.1683 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4026 -0.1399 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2617 -2.7574 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7556 -0.3667 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2108 0.1653 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1149 -1.8303 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8819 -5.3267 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2860 -3.4927 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6736 -6.1012 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5707 -7.6190 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2902 -8.0959 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1382 -5.6658 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0041 -7.0513 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0967 -5.1517 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4446 -6.1861 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4441 -3.6463 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7204 -2.2172 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7735 -4.6079 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5912 -5.1733 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1916 -2.4721 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5010 -3.9528 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2798 -2.0138 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1734 -0.0582 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5497 -2.9926 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2672 -6.8611 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7552 -8.6911 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3287 -11.5098 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.0565 -12.4225 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2109 -10.5164 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.2248 -9.7932 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2406 -7.5506 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.1374 -6.3237 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.9484 -10.8800 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.2088 -13.0885 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8281 -11.9747 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0925 3.3340 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2685 3.0742 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2870 5.9514 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2933 8.0891 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2966 5.9757 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3909 7.5132 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8381 8.0298 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7567 7.7403 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4497 7.8119 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4682 10.6891 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6273 12.7258 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1153 10.7135 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2097 12.2510 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6568 12.7676 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8511 13.3713 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1857 13.4604 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1692 13.7740 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7288 8.2927 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.7039 8.7369 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.3610 7.2713 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.4130 10.2485 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.8373 9.0364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.0278 11.0151 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.8502 8.9843 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7678 6.2956 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1192 7.6306 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4328 4.6470 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8870 -0.8991 0.0000 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 2 0 6 8 1 0 8 9 1 0 8 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 1 0 14 15 1 0 15 16 1 0 16 17 2 0 17 18 1 0 18 19 1 0 19 20 1 0 20 21 1 0 21 22 1 0 22 23 1 6 22 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 35 36 1 0 34 37 1 0 33 38 1 0 32 39 1 0 31 40 1 0 11 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 49 50 1 0 50 51 1 0 51 52 1 0 52 53 1 0 53 54 1 0 54 55 1 0 53 56 1 0 52 57 1 0 51 58 1 0 58 59 1 0 59 60 2 0 59 61 1 0 61 62 2 0 62 63 1 0 63 64 2 0 64 65 1 0 65 66 2 0 65 67 1 0 67 68 1 0 64 69 1 0 69 70 1 0 43 71 1 0 71 72 1 0 72 73 2 0 72 74 1 0 10 75 1 1 27 10 1 0 37 30 1 0 47 42 1 0 55 50 1 0 66 61 1 0 27 13 1 0 24 14 1 0 22 17 1 0 1 76 1 0 1 77 1 0 1 78 1 0 2 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 8 87 1 1 9 88 1 0 9 89 1 0 9 90 1 0 11 91 1 1 12 92 1 0 12 93 1 0 13 94 1 1 14 95 1 6 15 96 1 0 15 97 1 0 16 98 1 0 18 99 1 0 18100 1 0 19101 1 1 20102 1 0 20103 1 0 21104 1 0 21105 1 0 23106 1 0 23107 1 0 23108 1 0 24109 1 1 25110 1 0 25111 1 0 26112 1 0 26113 1 0 28114 1 0 28115 1 0 28116 1 0 30117 1 6 31118 1 1 32119 1 6 33120 1 1 34121 1 6 35122 1 0 35123 1 0 36124 1 0 38125 1 0 39126 1 0 40127 1 0 42128 1 6 43129 1 1 44130 1 6 45131 1 6 46132 1 0 46133 1 0 48134 1 0 50135 1 6 51136 1 1 52137 1 6 53138 1 1 54139 1 0 54140 1 0 56141 1 0 57142 1 0 62143 1 0 63144 1 0 66145 1 0 68146 1 0 68147 1 0 68148 1 0 70149 1 0 70150 1 0 70151 1 0 74152 1 0 74153 1 0 74154 1 0 75155 1 0 M END

Standard InCHIKey	LCNZQZQWMXUXKA-KLHRIIPBSA-N
Standard InCHI	InChI=1S/C54H80O21/c1-25(2)9-13-34(57)26(3)54(65)40(21-33-31-12-11-29-20-30(15-17-52(29,5)32(31)16-18-53(33,54)6)71-49-44(63)43(62)42(61)39(22-55)72-49)73-51-47(70-27(4)56)45(36(59)24-69-51)75-50-46(41(60)35(58)23-68-50)74-48(64)28-10-14-37(66-7)38(19-28)67-8/h10-11,14,19,25-26,30-33,35-36,39-47,49-51,55,58-63,65H,9,12-13,15-18,20-24H2,1-8H3/t26-,30+,31-,32+,33+,35-,36+,39-,40+,41+,42-,43+,44-,45+,46-,47-,49-,50+,51+,52+,53+,54-/m1/s1
SMILES	CC(C)CCC(=O)[C@@H](C)[C@]1([C@H](C[C@H]2[C@@H]3CC=C4C[C@H](CC[C@]4(C)[C@H]3CC[C@]12C)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)O[C@H]1[C@@H]([C@H]([C@H](CO1)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)OC(=O)c1ccc(c(c1)OC)OC)OC(=O)C)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	1064.52	Volume:	1040.228 ? Van der Waals volume.
Dense:	1.023	LogP:	3.239 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	3.688 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-4.585 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	19.0	Rigid Bonds:	47.0
TPSA:	305.35 ? Topological Polar Surface Area.	H-Bond Acceptor:	21.0
H-Bond Donor:	8.0	Rings:	8.0
Heavy Atoms:	21.0

MedChem Properties

QED Drug-Likeness Score:	0.082	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	6.482	Fsp³:	0.796
MCE-18:	217.113 ? 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:	0.975	Fluc inhibitor:	0.054 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.001 ? 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:	0.064	Promiscuous compounds:	0.223

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.928	MDCK Permeability:	-5.381
Pgp-inhibitor:	0.0	Pgp-substrate:	0.813
PAMPA:	0.984 ? 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):	0.0
20% Bioavailability (F20%):	0.0	30% Bioavailability (F30%):	0.101
50% Bioavailability (F50%):	0.996

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.002	MRP1:	0.166
Plasma Protein Binding (PPB):	71.674%	Volume Distribution (VD):	-0.502
Fu:	24.938% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.275
BSEP inhibitor:	0.066

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.023	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.0	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.003
CYP3A4-inhibitor:	0.942	CYP3A4-substrate:	0.06
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.985
HLM stability:	0.095 ? 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):

0.482

Half-life (T1/2):

3.136

ADMET: Toxicity

hERG Blockers:	0.009	hERG Blockers (10um):	0.046
Human Hepatotoxicity (H-HT):	0.564	Drug-induced Liver Injury (DILI):	0.912
AMES Toxicity:	0.917	Rat Oral Acute Toxicity:	0.003
Maximum Recommended Daily Dose:	0.022	Skin Sensitization:	1.0
Carcinogencity:	0.066	Eye Corrosion:	0.0
Eye Irritation:	0.0	Respiratory Toxicity:	0.005
Drug-induced Neurotoxicity:	0.003	Ototoxicity:	0.998
Hematotoxicity:	0.745	Drug-induced Nephrotoxicity:	0.953
Genotoxicity:	0.147	RPMI-8226 Immunitoxicity:	0.433
A549 Cytotoxicity:	0.805	Hek293 Cytotoxicity:	0.638
BCF:	0.419 ? 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:	3.44 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	5.33 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.232 ? 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
NPO29813	Ornithogalum thyrsoides	Species	Hyacinthaceae	Eukaryota	bulbs	n.a.	n.a.	PMID[12398536]
NPO29813	Ornithogalum thyrsoides	Species	Hyacinthaceae	Eukaryota	n.a.	bulb	n.a.	PMID[12398536]
NPO29813	Ornithogalum thyrsoides	Species	Hyacinthaceae	Eukaryota	bulbs	n.a.	n.a.	PMID[15497941]
NPO29813	Ornithogalum thyrsoides	Species	Hyacinthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]

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
IC50	1

Activity Type	# Activity
Cell line	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
NPT116	Cell line	HL-60	Homo sapiens	IC50	=	0.00013	ug.mL-1	PMID[17689837]

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 NPC299855 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	11808
0.1-0.2	33095
0.2-0.3	4499
0.3-0.4	420
0.4-0.5	15
0.5-0.6	3
0.6-0.7	2
0.7-0.8	0
0.8-0.85	4
0.85-0.9	2
0.9-0.95	3
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.9478	High Similarity	NPC189704
0.9478	High Similarity	NPC475121
0.9115	High Similarity	NPC71385
0.8655	High Similarity	NPC473711
0.8655	High Similarity	NPC112708
0.8387	Intermediate Similarity	NPC475299
0.8306	Intermediate Similarity	NPC476067
0.8279	Intermediate Similarity	NPC96194
0.8158	Intermediate Similarity	NPC57353
0.754	Intermediate Similarity	NPC230670
0.7456	Intermediate Similarity	NPC156789
0.7456	Intermediate Similarity	NPC482556
0.7436	Intermediate Similarity	NPC195972
0.7373	Intermediate Similarity	NPC482555
0.7227	Intermediate Similarity	NPC160084
0.7227	Intermediate Similarity	NPC473474
0.6349	Remote Similarity	NPC482558
0.6316	Remote Similarity	NPC86020
0.5984	Remote Similarity	NPC482554
0.5692	Remote Similarity	NPC482559
0.5308	Remote Similarity	NPC475187

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC299855 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	4822
0.1-0.2	4240
0.2-0.3	83
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