NPASS Compound

Natural Product: NPC477759

Natural Product ID	NPC477759
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	(2R,3S,4S,5S,6S)-2-[(2S,3R,4R,5S,6R)-6-(2,32-dimethyltetratriacontan-17-yloxy)-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
IUPAC Name	(2R,3S,4S,5S,6S)-2-[(2S,3R,4R,5S,6R)-6-(2,32-dimethyltetratriacontan-17-yloxy)-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	71716002
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0003909] Fatty Acyls [CHEMONTID:0001766] Fatty acyl glycosides [CHEMONTID:0002125] Alkyl glycosides [CHEMONTID:0001754] Simplexides

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 153154 0 0 0 0 0 0 0 0999 V2000 -0.8178 -21.7180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2273 -21.2050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6368 -20.6919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0464 -20.1789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1238 -19.2824 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6108 -17.8729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0978 -16.4633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5847 -15.0538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0717 -13.6442 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5587 -12.2347 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0456 -10.8252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4674 -9.4156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9804 -8.0061 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4935 -6.5965 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0065 -5.1870 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5195 -3.7775 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0325 -2.3679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5456 -0.9584 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0586 0.4512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5716 1.8607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0847 3.2702 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5977 4.6798 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1107 6.0893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6238 7.4988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1368 8.9084 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6498 10.3179 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1628 11.7275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6759 13.1370 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1889 14.5465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7019 15.9561 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2150 17.3656 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.7280 18.7752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2410 20.1847 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7541 21.5942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.2671 23.0038 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.1636 21.0812 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6491 0.9642 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7500 -1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7500 -1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7500 1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7500 1.2990 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1595 1.8121 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5691 2.3251 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6491 -0.9642 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0586 -0.4512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3191 -1.9284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7286 -2.4414 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8777 -1.4772 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6172 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2077 0.5130 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8777 1.4772 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1382 2.9544 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.2872 -0.9642 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8777 -3.4056 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0586 -3.4056 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4895 -2.7762 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1595 -1.8121 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5918 -22.2310 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3308 -23.1275 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3047 -20.3085 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8252 -20.4158 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7403 -22.6145 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1499 -22.1015 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.4559 -19.6659 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5594 -21.5884 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8472 -19.3159 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9130 -18.8803 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2608 -19.4816 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2012 -18.3859 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0203 -17.3598 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5073 -15.9503 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6882 -16.9763 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1752 -15.5668 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9943 -14.5407 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4812 -13.1312 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3378 -14.1573 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8509 -12.7477 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9682 -11.7217 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4552 -10.3121 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.3639 -11.3382 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8769 -9.9287 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9421 -8.9026 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4291 -7.4931 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3900 -8.5191 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9030 -7.1096 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0839 -6.0835 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5969 -4.6740 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4160 -5.7000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0580 -3.4401 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9291 -4.2905 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1517 -2.2754 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4421 -2.8810 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0458 -0.9847 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9551 -1.4714 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4681 -0.0619 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9812 1.3477 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1621 2.3737 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6751 3.7833 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4942 2.7572 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0072 4.1667 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1882 5.1928 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7012 6.6023 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5203 5.5763 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.0333 6.9858 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2142 8.0119 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7272 9.4214 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.5463 8.3954 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.0594 9.8049 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2403 10.8310 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7533 12.2405 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5724 11.2144 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.0854 12.6240 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2663 13.6500 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7794 15.0596 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.5984 14.0335 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.1115 15.4430 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2924 16.4691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.8054 17.8786 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.6245 16.8526 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.1375 18.2621 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.3185 19.2882 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.8315 20.6977 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.5775 19.5037 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.3445 22.1073 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.7801 24.4133 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.8576 23.5168 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.7287 22.6664 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 14.5731 20.5682 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.8446 22.4177 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.8262 19.6196 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5230 -1.0971 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3114 -2.7335 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0865 -1.9801 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6491 0.9642 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4895 2.7762 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6465 3.2216 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9984 0.5686 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8296 3.8023 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6452 0.9908 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8303 -2.1112 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1426 -3.8222 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7804 -2.6751 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1060 0.1828 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3756 1.3987 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4005 1.7377 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9891 3.9186 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.8974 0.4061 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3392 -3.0682 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0816 -4.5026 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6386 -3.7404 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0548 -3.3084 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 1 0 3 5 1 0 5 6 1 0 6 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 1 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 0 27 28 1 0 28 29 1 0 29 30 1 0 30 31 1 0 31 32 1 0 32 33 1 0 33 34 1 0 34 35 1 0 34 36 1 0 19 37 1 0 37 38 1 0 38 39 1 0 39 40 1 0 40 41 1 0 41 42 1 0 42 43 1 0 42 44 1 0 44 45 1 0 41 46 1 0 46 47 1 0 47 48 1 0 48 49 1 0 49 50 1 0 50 51 1 0 51 52 1 0 51 53 1 0 53 54 1 0 50 55 1 0 49 56 1 0 48 57 1 0 40 58 1 0 39 59 1 0 43 38 1 0 52 47 1 0 1 60 1 0 1 61 1 0 1 62 1 0 2 63 1 0 2 64 1 0 3 65 1 0 4 66 1 0 4 67 1 0 4 68 1 0 5 69 1 0 5 70 1 0 6 71 1 0 6 72 1 0 7 73 1 0 7 74 1 0 8 75 1 0 8 76 1 0 9 77 1 0 9 78 1 0 10 79 1 0 10 80 1 0 11 81 1 0 11 82 1 0 12 83 1 0 12 84 1 0 13 85 1 0 13 86 1 0 14 87 1 0 14 88 1 0 15 89 1 0 15 90 1 0 16 91 1 0 16 92 1 0 17 93 1 0 17 94 1 0 18 95 1 0 18 96 1 0 19 97 1 0 20 98 1 0 20 99 1 0 21100 1 0 21101 1 0 22102 1 0 22103 1 0 23104 1 0 23105 1 0 24106 1 0 24107 1 0 25108 1 0 25109 1 0 26110 1 0 26111 1 0 27112 1 0 27113 1 0 28114 1 0 28115 1 0 29116 1 0 29117 1 0 30118 1 0 30119 1 0 31120 1 0 31121 1 0 32122 1 0 32123 1 0 33124 1 0 33125 1 0 34126 1 0 35127 1 0 35128 1 0 35129 1 0 36130 1 0 36131 1 0 36132 1 0 38133 1 6 39134 1 6 40135 1 6 41136 1 6 42137 1 1 44138 1 0 44139 1 0 45140 1 0 47141 1 1 48142 1 6 49143 1 6 50144 1 1 51145 1 1 53146 1 0 53147 1 0 54148 1 0 55149 1 0 56150 1 0 57151 1 0 58152 1 0 59153 1 0 M END

Standard InCHIKey	OZFVGMFYCHACMY-KUVWOARTSA-N
Standard InCHI	InChI=1S/C48H94O11/c1-5-37(4)31-27-23-19-15-11-7-9-13-17-21-25-29-33-38(32-28-24-20-16-12-8-6-10-14-18-22-26-30-36(2)3)56-47-45(55)43(53)46(40(35-50)58-47)59-48-44(54)42(52)41(51)39(34-49)57-48/h36-55H,5-35H2,1-4H3/t37?,38?,39-,40-,41+,42-,43+,44-,45-,46-,47+,48+/m0/s1
SMILES	CCC(C)CCCCCCCCCCCCCCC(CCCCCCCCCCCCCCC(C)C)O[C@H]1[C@H]([C@H]([C@H]([C@@H](O1)CO)O[C@@H]2[C@H]([C@H]([C@@H]([C@@H](O2)CO)O)O)O)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	846.68	Volume:	918.343 ? Van der Waals volume.
Dense:	0.922	LogP:	9.51 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	5.859 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-5.313 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	37.0	Rigid Bonds:	12.0
TPSA:	178.53 ? Topological Polar Surface Area.	H-Bond Acceptor:	11.0
H-Bond Donor:	7.0	Rings:	2.0
Heavy Atoms:	11.0

MedChem Properties

QED Drug-Likeness Score:	0.03	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	4.946	Fsp³:	1.0
MCE-18:	41.958 ? 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:	0.88	Fluc inhibitor:	0.05 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.009 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.012 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.352	Promiscuous compounds:	0.01

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.443	MDCK Permeability:	-4.827
Pgp-inhibitor:	0.0	Pgp-substrate:	0.119
PAMPA:	0.007 ? 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):	1.0
20% Bioavailability (F20%):	1.0	30% Bioavailability (F30%):	1.0
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.997
Plasma Protein Binding (PPB):	98.877%	Volume Distribution (VD):	0.902
Fu:	1.151% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.079
OATP1B3 inhibitor:	1.0	BCRP inhibitor:	0.773
BSEP inhibitor:	0.0

ADMET: Metabolism

CYP1A2-inhibitor:	0.0	CYP1A2-substrate:	0.001
CYP2C19-inhibitor:	0.0	CYP2C19-substrate:	0.121
CYP2C9-inhibitor:	0.007	CYP2C9-substrate:	0.015
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.019
CYP3A4-inhibitor:	0.008	CYP3A4-substrate:	0.989
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	1.0
HLM stability:	0.283 ? 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):

2.536

Half-life (T1/2):

5.087

ADMET: Toxicity

hERG Blockers:	0.159	hERG Blockers (10um):	0.721
Human Hepatotoxicity (H-HT):	0.783	Drug-induced Liver Injury (DILI):	0.189
AMES Toxicity:	0.098	Rat Oral Acute Toxicity:	0.007
Maximum Recommended Daily Dose:	0.035	Skin Sensitization:	1.0
Carcinogencity:	0.03	Eye Corrosion:	0.003
Eye Irritation:	0.512	Respiratory Toxicity:	0.705
Drug-induced Neurotoxicity:	0.0	Ototoxicity:	0.983
Hematotoxicity:	0.244	Drug-induced Nephrotoxicity:	0.872
Genotoxicity:	0.0	RPMI-8226 Immunitoxicity:	0.225
A549 Cytotoxicity:	1.0	Hek293 Cytotoxicity:	0.33
BCF:	0.941 ? 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:	5.741 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	7.304 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	5.929 ? 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
NPO26409	Plakortis simplex	Species	Plakinidae	Eukaryota	n.a.	Caribbean	n.a.	PMID[10021943]
NPO26409	Plakortis simplex	Species	Plakinidae	Eukaryota	n.a.	Taiwan	n.a.	PMID[11277748]
NPO26409	Plakortis simplex	Species	Plakinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[15921424]
NPO26409	Plakortis simplex	Species	Plakinidae	Eukaryota	n.a.	n.a.	n.a.	PMID[23806071]
NPO26409	Plakortis simplex	Species	Plakinidae	Eukaryota	n.a.	China	n.a.	PMID[25115700]
NPO26409	Plakortis simplex	Species	Plakinidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26409	Plakortis simplex	Species	Plakinidae	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	4

Activity Type	# Activity
Cell line	4

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
NPT2246	Cell line	T-cells	n.a.	Inhibition	=	43	%	PMID[10021943]
NPT2246	Cell line	T-cells	n.a.	Inhibition	=	79	%	PMID[10021943]

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 NPC477759 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	22978
0.1-0.2	22721
0.2-0.3	3445
0.3-0.4	663
0.4-0.5	35
0.5-0.6	2
0.6-0.7	0
0.7-0.8	0
0.8-0.85	0
0.85-0.9	3
0.9-0.95	4
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
0.9583	High Similarity	NPC477761
0.9388	High Similarity	NPC477758
0.9388	High Similarity	NPC477760
0.9388	High Similarity	NPC477754
0.9167	High Similarity	NPC477764
0.898	High Similarity	NPC477752
0.898	High Similarity	NPC477751
0.898	High Similarity	NPC477756
0.7959	Intermediate Similarity	NPC477750
0.7959	Intermediate Similarity	NPC477763
0.7959	Intermediate Similarity	NPC477757
0.7959	Intermediate Similarity	NPC477762
0.7959	Intermediate Similarity	NPC477755
0.7959	Intermediate Similarity	NPC477753
0.5088	Remote Similarity	NPC317023
0.5088	Remote Similarity	NPC489878

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC477759 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7108
0.1-0.2	1938
0.2-0.3	76
0.3-0.4	20
0.4-0.5	8
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