NPASS Compound

Natural Product: NPC14963

Natural Product ID	NPC14963
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	GMCGZPQYTRHQRU-BNFWTPLASA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	54609052
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001013] Steroidal glycosides [CHEMONTID:0002364] Steroidal 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 158166 0 0 0 0 0 0 0 0999 V2000 10.0434 -1.6294 1.3798 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6267 -0.1682 1.6076 C 0 0 2 0 0 0 0 0 0 0 0 0 8.1656 -0.1104 1.2824 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8605 -0.5002 -0.1190 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4533 -0.5280 -0.5276 C 0 0 2 0 0 0 0 0 0 0 0 0 5.6804 0.7738 -0.4260 C 0 0 1 0 0 0 0 0 0 0 0 0 6.1770 1.8011 -1.3974 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3314 0.2392 -0.8712 C 0 0 1 0 0 0 0 0 0 0 0 0 4.4150 -1.1715 -0.2943 C 0 0 2 0 0 0 0 0 0 0 0 0 3.2386 -1.2475 0.6991 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2828 -0.3877 -0.0306 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9617 -0.1061 0.5386 C 0 0 2 0 0 0 0 0 0 0 0 0 0.2399 -1.3552 0.8969 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8076 -1.7567 -0.1014 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5221 -0.8809 -0.7732 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5312 -1.2781 -1.7377 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7129 -0.3732 -1.7206 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.3356 1.0476 -1.7498 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9030 1.4238 -1.5062 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2056 0.5779 -0.5035 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7020 0.8818 0.8859 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2539 0.6797 -0.6023 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9440 1.9740 -0.6523 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3630 1.7521 -1.1996 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1378 0.8674 -0.2613 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4600 1.5904 1.0078 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5724 -0.6353 -0.6526 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.7592 -1.2132 -1.0652 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0184 -0.6656 -0.4609 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9807 -1.7922 -0.3128 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8320 -2.6685 -1.5823 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4629 -3.2837 -1.5231 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4480 -4.7294 -1.1465 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8797 -4.9388 0.1585 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.6261 -2.5768 -0.6435 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.9340 -1.8949 -2.7132 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.3179 -1.4748 -0.1531 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.9272 -2.0207 0.9238 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.9057 -1.0799 1.5492 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.7141 -0.4181 0.4621 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.3637 -1.5070 -0.3718 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.4178 -2.6189 -0.6664 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.1737 -3.7214 -1.3945 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.1062 -4.3513 -0.5819 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.7387 -3.0973 0.4282 O 0 0 0 0 0 0 0 0 0 0 0 0 -13.5898 -1.8638 0.1276 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.9499 0.4233 -0.3544 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.8579 -1.8184 2.3092 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.7847 0.0944 0.6644 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.0339 1.4215 0.6193 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1255 1.7518 1.6113 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5814 3.1750 1.5460 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4989 4.0362 0.9887 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1163 3.5043 1.1290 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5264 3.7563 2.5094 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9080 2.2048 0.7986 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7535 4.4180 -0.3302 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.9610 3.5459 2.8540 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7826 1.3510 2.9004 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6352 -1.3255 0.3045 O 0 0 0 0 0 0 0 0 0 0 0 0 6.3283 -0.9708 -1.8474 O 0 0 0 0 0 0 0 0 0 0 0 0 10.5033 0.6453 0.6865 C 0 0 0 0 0 0 0 0 0 0 0 0 11.8576 0.4224 1.0060 O 0 0 0 0 0 0 0 0 0 0 0 0 12.7375 1.1272 0.2323 C 0 0 0 0 0 0 0 0 0 0 0 0 13.5266 0.1404 -0.6495 C 0 0 0 0 0 0 0 0 0 0 0 0 14.8708 0.7409 -1.0085 C 0 0 0 0 0 0 0 0 0 0 0 0 15.6936 0.7552 0.2657 C 0 0 0 0 0 0 0 0 0 0 0 0 14.7140 1.0015 1.3968 C 0 0 0 0 0 0 0 0 0 0 0 0 15.4018 1.5621 2.5983 C 0 0 0 0 0 0 0 0 0 0 0 0 16.4478 0.7437 3.0374 O 0 0 0 0 0 0 0 0 0 0 0 0 13.6749 1.8419 0.9870 O 0 0 0 0 0 0 0 0 0 0 0 0 16.6990 1.6904 0.1994 O 0 0 0 0 0 0 0 0 0 0 0 0 14.7726 2.0333 -1.4637 O 0 0 0 0 0 0 0 0 0 0 0 0 12.8593 -0.0956 -1.8295 O 0 0 0 0 0 0 0 0 0 0 0 0 10.1990 -1.7550 0.3084 H 0 0 0 0 0 0 0 0 0 0 0 0 10.9548 -1.8364 1.9917 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2073 -2.2479 1.7218 H 0 0 0 0 0 0 0 0 0 0 0 0 9.7795 0.1222 2.6668 H 0 0 0 0 0 0 0 0 0 0 0 0 7.8716 0.9777 1.3752 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5980 -0.7146 1.9923 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2804 -1.5316 -0.2988 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4151 0.1242 -0.8741 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6872 1.1977 0.5731 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2717 1.6547 -1.6065 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0804 2.8542 -1.0009 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5728 1.7891 -2.3228 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2466 0.2389 -1.9796 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2060 -1.8980 -1.1159 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5248 -0.9521 1.7043 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8989 -2.3109 0.6972 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1490 -0.8346 -1.0494 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0116 0.5449 1.4456 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3278 -1.2047 1.8572 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9216 -2.1981 1.0974 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9526 -2.8357 -0.2524 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7948 -2.3552 -1.7055 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0673 -1.1445 -2.7642 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3064 -0.6185 -2.6797 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9644 1.5987 -0.9946 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6643 1.5361 -2.7288 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4063 1.4764 -2.4981 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9232 2.5010 -1.1613 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3114 0.0453 1.3048 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4218 1.7537 0.8788 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9200 1.1652 1.5854 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5475 0.0865 -1.5382 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4760 2.7364 -1.3112 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9680 2.4443 0.3493 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2686 1.2782 -2.1778 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8418 2.7473 -1.2219 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0708 2.4883 0.6996 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5816 2.0134 1.5163 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0253 1.0005 1.7225 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7492 -1.2879 -2.1613 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4250 0.0335 -1.2278 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7228 -2.4842 0.5170 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5711 -3.4967 -1.5483 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9329 -3.1914 -2.5220 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3956 -5.1018 -1.2025 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0920 -5.3299 -1.8454 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1003 -4.7110 0.7350 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5041 -2.2959 -3.4853 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2435 -2.5483 1.6263 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.4797 -0.3771 2.2888 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.5269 0.1961 0.8968 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.5752 -1.0067 -1.3671 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.6835 -2.2339 -1.4286 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.4679 -4.4489 -1.8585 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.7244 -3.2261 -2.2178 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.8031 -5.2994 -0.4534 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.4769 -2.5458 0.8297 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.1394 1.3669 -0.1767 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.5504 -1.9218 3.2247 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4344 1.7068 -0.3877 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.9886 1.1240 1.3245 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5108 3.3081 0.9418 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5369 5.0017 1.5817 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4733 4.1225 0.4264 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2463 3.5894 3.3266 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6923 3.0489 2.6429 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1572 4.7998 2.5883 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9993 4.9258 -0.7126 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.8995 3.2549 3.0269 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.4360 1.6666 3.5679 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1875 -1.0129 -2.3156 H 0 0 0 0 0 0 0 0 0 0 0 0 10.3110 0.4877 -0.3769 H 0 0 0 0 0 0 0 0 0 0 0 0 10.3058 1.7125 0.9066 H 0 0 0 0 0 0 0 0 0 0 0 0 12.2333 1.7881 -0.4895 H 0 0 0 0 0 0 0 0 0 0 0 0 13.7089 -0.8139 -0.1255 H 0 0 0 0 0 0 0 0 0 0 0 0 15.4170 0.1416 -1.7530 H 0 0 0 0 0 0 0 0 0 0 0 0 16.1491 -0.2297 0.4275 H 0 0 0 0 0 0 0 0 0 0 0 0 14.2901 0.0089 1.6756 H 0 0 0 0 0 0 0 0 0 0 0 0 15.8235 2.5657 2.4652 H 0 0 0 0 0 0 0 0 0 0 0 0 14.6709 1.5853 3.4369 H 0 0 0 0 0 0 0 0 0 0 0 0 16.3511 -0.1925 2.7254 H 0 0 0 0 0 0 0 0 0 0 0 0 16.5021 2.4521 -0.3873 H 0 0 0 0 0 0 0 0 0 0 0 0 14.7002 2.1019 -2.4479 H 0 0 0 0 0 0 0 0 0 0 0 0 12.3034 -0.9108 -1.8263 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 4 5 1 0 5 6 1 0 6 7 1 0 6 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 1 20 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 25 26 1 1 17 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 32 35 1 0 31 36 1 0 30 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 43 44 1 0 42 45 1 0 41 46 1 0 40 47 1 0 39 48 1 0 29 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 54 56 1 0 53 57 1 0 52 58 1 0 51 59 1 0 9 60 1 0 5 61 1 6 2 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 68 69 1 0 69 70 1 0 68 71 1 0 67 72 1 0 66 73 1 0 65 74 1 0 60 5 1 0 71 64 1 0 25 8 1 0 35 28 1 0 45 38 1 0 56 50 1 0 25 11 1 0 22 12 1 0 20 15 1 0 1 75 1 0 1 76 1 0 1 77 1 0 2 78 1 1 3 79 1 0 3 80 1 0 4 81 1 0 4 82 1 0 6 83 1 1 7 84 1 0 7 85 1 0 7 86 1 0 8 87 1 6 9 88 1 6 10 89 1 0 10 90 1 0 11 91 1 6 12 92 1 1 13 93 1 0 13 94 1 0 14 95 1 0 16 96 1 0 16 97 1 0 17 98 1 6 18 99 1 0 18100 1 0 19101 1 0 19102 1 0 21103 1 0 21104 1 0 21105 1 0 22106 1 6 23107 1 0 23108 1 0 24109 1 0 24110 1 0 26111 1 0 26112 1 0 26113 1 0 28114 1 0 29115 1 0 30116 1 0 31117 1 0 32118 1 0 33119 1 0 33120 1 0 34121 1 0 36122 1 0 38123 1 0 39124 1 0 40125 1 0 41126 1 0 42127 1 0 43128 1 0 43129 1 0 44130 1 0 46131 1 0 47132 1 0 48133 1 0 50134 1 0 51135 1 0 52136 1 0 53137 1 0 54138 1 0 55139 1 0 55140 1 0 55141 1 0 57142 1 0 58143 1 0 59144 1 0 61145 1 0 62146 1 0 62147 1 0 64148 1 0 65149 1 0 66150 1 0 67151 1 0 68152 1 0 69153 1 0 69154 1 0 70155 1 0 72156 1 0 73157 1 0 74158 1 0 M END

Standard InCHIKey	GMCGZPQYTRHQRU-BNFWTPLASA-N
Standard InCHI	InChI=1S/C51H84O23/c1-20(19-66-45-40(62)38(60)34(56)29(16-52)69-45)8-13-51(65)21(2)32-28(74-51)15-27-25-7-6-23-14-24(9-11-49(23,4)26(25)10-12-50(27,32)5)68-48-44(73-46-41(63)37(59)33(55)22(3)67-46)43(36(58)31(18-54)71-48)72-47-42(64)39(61)35(57)30(17-53)70-47/h6,20-22,24-48,52-65H,7-19H2,1-5H3/t20-,21+,22?,24+,25-,26+,27+,28+,29?,30?,31?,32+,33?,34?,35?,36?,37?,38?,39?,40?,41?,42?,43?,44?,45?,46?,47?,48?,49+,50+,51-/m1/s1
SMILES	C[C@H](CC[C@@]1([C@@H](C)[C@H]2[C@H](C[C@H]3[C@@H]4CC=C5C[C@H](CC[C@]5(C)[C@H]4CC[C@]23C)OC2C(C(C(C(CO)O2)O)OC2C(C(C(C(CO)O2)O)O)O)OC2C(C(C(C(C)O2)O)O)O)O1)O)COC1C(C(C(C(CO)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
NPO7395	Tribulus terrestris	Species	Zygophyllaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[11141122]
NPO10541	Dioscorea spongiosa	Species	Dioscoreaceae	Eukaryota	rhizomes	n.a.	n.a.	PMID[12762799]
NPO14409	Dioscorea nipponica	Species	Dioscoreaceae	Eukaryota	rhizomes	n.a.	n.a.	PMID[23707257]
NPO22077	Dioscorea tokoro	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17650	Dioscorea septemloba	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27509	Dioscorea zingiberensis	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7395	Tribulus terrestris	Species	Zygophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14409	Dioscorea nipponica	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4863	Dioscorea futschauensis	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27472	Daiswa polyphylla	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10541	Dioscorea spongiosa	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9436	Dioscorea parviflora	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9089	Dioscorea panthaica	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO30073	Costus speciosus	Species	Costaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14297	Dioscorea gracillima	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9089	Dioscorea panthaica	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14409	Dioscorea nipponica	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4863	Dioscorea futschauensis	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14297	Dioscorea gracillima	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7395	Tribulus terrestris	Species	Zygophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10541	Dioscorea spongiosa	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9436	Dioscorea parviflora	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO17650	Dioscorea septemloba	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO30073	Costus speciosus	Species	Costaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27509	Dioscorea zingiberensis	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22077	Dioscorea tokoro	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7395	Tribulus terrestris	Species	Zygophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14409	Dioscorea nipponica	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27472	Daiswa polyphylla	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10541	Dioscorea spongiosa	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17650	Dioscorea septemloba	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27509	Dioscorea zingiberensis	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO21651	Cheilocostus speciosus	Species	Costaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14297	Dioscorea gracillima	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22077	Dioscorea tokoro	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4863	Dioscorea futschauensis	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9436	Dioscorea parviflora	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9089	Dioscorea panthaica	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO17650	Dioscorea septemloba	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO27509	Dioscorea zingiberensis	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO14297	Dioscorea gracillima	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4863	Dioscorea futschauensis	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO30073	Costus speciosus	Species	Costaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO14409	Dioscorea nipponica	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO22077	Dioscorea tokoro	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7395	Tribulus terrestris	Species	Zygophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9089	Dioscorea panthaica	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO17650	Dioscorea septemloba	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO4863	Dioscorea futschauensis	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO14409	Dioscorea nipponica	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO27472	Daiswa polyphylla	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO7395	Tribulus terrestris	Species	Zygophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO7395	Tribulus terrestris	Species	Zygophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27509	Dioscorea zingiberensis	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17650	Dioscorea septemloba	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27472	Daiswa polyphylla	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14409	Dioscorea nipponica	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22077	Dioscorea tokoro	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10541	Dioscorea spongiosa	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21651	Cheilocostus speciosus	Species	Costaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14297	Dioscorea gracillima	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4863	Dioscorea futschauensis	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9089	Dioscorea panthaica	Species	Dioscoreaceae	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 NPC14963 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	23922
0.1-0.2	22197
0.2-0.3	2801
0.3-0.4	727
0.4-0.5	102
0.5-0.6	56
0.6-0.7	35
0.7-0.8	0
0.8-0.85	5
0.85-0.9	0
0.9-0.95	2
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC102016
1.0	High Similarity	NPC95051
0.9479	High Similarity	NPC218571
0.9479	High Similarity	NPC487615
0.8438	Intermediate Similarity	NPC98696
0.8384	Intermediate Similarity	NPC73243
0.8384	Intermediate Similarity	NPC244086
0.8384	Intermediate Similarity	NPC84956
0.8218	Intermediate Similarity	NPC247037
0.7981	Intermediate Similarity	NPC249265
0.7905	Intermediate Similarity	NPC23808
0.7905	Intermediate Similarity	NPC87998
0.7619	Intermediate Similarity	NPC309278
0.7308	Intermediate Similarity	NPC300557
0.7115	Intermediate Similarity	NPC602423
0.6916	Remote Similarity	NPC150057
0.6916	Remote Similarity	NPC147753
0.6759	Remote Similarity	NPC475182
0.6697	Remote Similarity	NPC98018
0.6697	Remote Similarity	NPC284104
0.6697	Remote Similarity	NPC103616
0.6667	Remote Similarity	NPC476538
0.6667	Remote Similarity	NPC476539
0.6577	Remote Similarity	NPC470863
0.646	Remote Similarity	NPC194207
0.646	Remote Similarity	NPC22779
0.6429	Remote Similarity	NPC486386
0.6381	Remote Similarity	NPC485601
0.6337	Remote Similarity	NPC485602
0.6316	Remote Similarity	NPC254255
0.6293	Remote Similarity	NPC84111
0.6293	Remote Similarity	NPC287483
0.6293	Remote Similarity	NPC470865
0.6275	Remote Similarity	NPC291203
0.6275	Remote Similarity	NPC217205
0.6195	Remote Similarity	NPC51520
0.6195	Remote Similarity	NPC303069
0.6186	Remote Similarity	NPC232054
0.6161	Remote Similarity	NPC480555
0.6161	Remote Similarity	NPC150372
0.6102	Remote Similarity	NPC308140
0.6087	Remote Similarity	NPC470861
0.6071	Remote Similarity	NPC48886
0.6071	Remote Similarity	NPC94881
0.6066	Remote Similarity	NPC477808
0.6055	Remote Similarity	NPC113044
0.6055	Remote Similarity	NPC283829
0.6055	Remote Similarity	NPC161676
0.6019	Remote Similarity	NPC94272
0.6017	Remote Similarity	NPC477811
0.5946	Remote Similarity	NPC486388
0.5941	Remote Similarity	NPC485600
0.5929	Remote Similarity	NPC6806
0.5893	Remote Similarity	NPC470433
0.5893	Remote Similarity	NPC46190
0.5893	Remote Similarity	NPC171073
0.5882	Remote Similarity	NPC92297
0.5882	Remote Similarity	NPC480553
0.5872	Remote Similarity	NPC306991
0.5812	Remote Similarity	NPC475333
0.5812	Remote Similarity	NPC224098
0.5812	Remote Similarity	NPC208383
0.5794	Remote Similarity	NPC476540
0.5794	Remote Similarity	NPC476541
0.5766	Remote Similarity	NPC305423
0.5714	Remote Similarity	NPC480554
0.5645	Remote Similarity	NPC480556
0.5625	Remote Similarity	NPC14704
0.5619	Remote Similarity	NPC181845
0.5593	Remote Similarity	NPC269297
0.5593	Remote Similarity	NPC222202
0.5586	Remote Similarity	NPC470432
0.5586	Remote Similarity	NPC230507
0.5574	Remote Similarity	NPC31896
0.5565	Remote Similarity	NPC248746
0.5565	Remote Similarity	NPC122819
0.5556	Remote Similarity	NPC273002
0.552	Remote Similarity	NPC248202
0.5431	Remote Similarity	NPC477809
0.5417	Remote Similarity	NPC13193
0.5385	Remote Similarity	NPC42171
0.5385	Remote Similarity	NPC263359
0.5364	Remote Similarity	NPC206003
0.5364	Remote Similarity	NPC473610
0.5351	Remote Similarity	NPC470748
0.5349	Remote Similarity	NPC208832
0.5323	Remote Similarity	NPC287885
0.531	Remote Similarity	NPC15249
0.531	Remote Similarity	NPC25455
0.5304	Remote Similarity	NPC475351
0.5271	Remote Similarity	NPC210569
0.5259	Remote Similarity	NPC40440
0.5246	Remote Similarity	NPC197003
0.5242	Remote Similarity	NPC256983
0.5234	Remote Similarity	NPC224314
0.5234	Remote Similarity	NPC165439
0.5221	Remote Similarity	NPC295980
0.5152	Remote Similarity	NPC305771
0.5152	Remote Similarity	NPC94072
0.5152	Remote Similarity	NPC169816
0.5126	Remote Similarity	NPC124677
0.5086	Remote Similarity	NPC485599
0.5047	Remote Similarity	NPC242748
0.5043	Remote Similarity	NPC125324
0.5041	Remote Similarity	NPC116756
0.504	Remote Similarity	NPC486383

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC14963 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7641
0.1-0.2	1429
0.2-0.3	71
0.3-0.4	6
0.4-0.5	1
0.5-0.6	1
0.6-0.7	1
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
0.6916	Remote Similarity	NPD8450	Suspended
0.5565	Remote Similarity	NPD8449	Approved

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