NPASS Compound

Natural Product: NPC230549

Natural Product ID	NPC230549
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	ROHLIYKWVMBBFX-SBLTYFQLSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	192523
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 137144 0 0 0 0 0 0 0 0999 V2000 8.8802 -1.2801 0.2100 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2514 0.0739 0.2012 C 0 0 2 0 0 0 0 0 0 0 0 0 6.7694 -0.0363 -0.1667 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1595 1.3117 -0.1866 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6848 1.2581 -0.5059 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7388 1.7225 0.2579 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9397 2.3805 1.5701 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4374 1.5200 -0.3862 C 0 0 1 0 0 0 0 0 0 0 0 0 2.8007 0.8591 -1.6965 C 0 0 2 0 0 0 0 0 0 0 0 0 2.0261 -0.4698 -1.7038 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8542 -0.0946 -0.8749 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1010 -1.1997 -0.5171 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7089 -1.6439 -1.8150 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9738 -2.4127 -1.6366 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9556 -1.5045 -0.9212 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3331 -2.1254 -0.8950 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2959 -1.4610 -0.0080 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8405 -0.2474 0.7007 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3986 -0.0352 0.9265 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4675 -1.1504 0.4428 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.6376 -2.3226 1.4111 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0623 -0.7000 0.5142 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9407 0.8054 0.6949 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4641 1.1947 1.1250 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5369 0.5319 0.3165 C 0 0 2 0 0 0 0 0 0 0 0 0 2.3819 -0.4251 1.0858 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4879 -1.2723 -0.7295 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.5652 -1.9419 -0.2534 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.8308 -1.1090 -0.0964 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.9177 -1.9389 0.5627 C 0 0 2 0 0 0 0 0 0 0 0 0 -10.1710 -3.2030 -0.2353 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.8467 -3.8386 -0.5305 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.9817 -5.1446 -1.2645 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4501 -4.9445 -2.5681 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.9575 -2.9702 -1.1500 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.8556 -2.8087 -1.3783 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.0361 -1.1704 0.7302 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6921 0.0461 0.6128 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.9705 1.1956 -0.1105 C 0 0 1 0 0 0 0 0 0 0 0 0 -10.1322 1.9975 0.3610 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.8604 3.4470 -0.0852 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.6749 3.9300 0.6829 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.5944 2.8915 0.6850 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.3842 2.3979 2.1083 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2063 3.5096 2.9666 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7848 1.8948 -0.2324 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.1502 5.1113 0.1550 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.9922 4.2102 0.1214 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.3010 1.6571 -0.3720 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1673 0.7112 -1.6399 O 0 0 0 0 0 0 0 0 0 0 0 0 8.9941 1.0587 -0.6203 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2518 1.3363 -0.2969 O 0 0 0 0 0 0 0 0 0 0 0 0 11.3061 0.5116 -0.3821 C 0 0 1 0 0 0 0 0 0 0 0 0 12.3704 1.0504 -1.3553 C 0 0 1 0 0 0 0 0 0 0 0 0 13.3828 1.9086 -0.6726 C 0 0 2 0 0 0 0 0 0 0 0 0 14.0800 1.1735 0.4290 C 0 0 1 0 0 0 0 0 0 0 0 0 13.2453 -0.0469 0.7536 C 0 0 1 0 0 0 0 0 0 0 0 0 13.7294 -0.5838 2.0940 C 0 0 0 0 0 0 0 0 0 0 0 0 15.0853 -0.9276 2.0149 O 0 0 0 0 0 0 0 0 0 0 0 0 11.9100 0.2822 0.8671 O 0 0 0 0 0 0 0 0 0 0 0 0 15.3334 0.7040 -0.0093 O 0 0 0 0 0 0 0 0 0 0 0 0 12.8287 3.1078 -0.2403 O 0 0 0 0 0 0 0 0 0 0 0 0 12.8860 0.0160 -2.0980 O 0 0 0 0 0 0 0 0 0 0 0 0 9.7217 -1.2918 0.9169 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1205 -1.6945 -0.7670 H 0 0 0 0 0 0 0 0 0 0 0 0 8.1523 -2.0366 0.6984 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2515 0.4137 1.2810 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7067 -0.5603 -1.1465 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3140 -0.6715 0.6494 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3114 1.8187 0.7703 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5898 1.8593 -1.0681 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0772 3.0483 1.8209 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8490 3.0162 1.5377 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0259 1.6188 2.3583 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9094 2.4908 -0.5637 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4603 1.4890 -2.5565 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7547 -0.7007 -2.7674 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6293 -1.2964 -1.3247 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3180 0.7337 -1.4028 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4760 -2.0550 -0.1255 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9727 -0.7374 -2.4383 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0526 -2.1940 -2.3777 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4044 -2.5677 -2.6726 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8592 -3.3944 -1.1678 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0207 -0.5744 -1.5167 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1748 -3.1816 -0.5691 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7265 -2.2095 -1.9292 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6048 -2.1966 0.7980 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3321 -0.2166 1.7350 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2613 0.7040 0.2469 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1841 0.1082 2.0100 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0897 0.8573 0.3055 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7730 -2.3728 2.1308 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5413 -2.1651 2.0268 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6256 -3.2940 0.8737 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6503 -1.0993 1.5070 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2033 1.3756 -0.2084 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5766 1.0938 1.5469 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5885 2.2914 1.0128 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6460 0.9583 2.1934 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4756 -0.2633 0.9876 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1696 -0.2890 2.1874 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2264 -1.4909 0.7719 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3826 -2.4950 0.6899 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.1941 -0.8638 -1.1455 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5228 -2.2816 1.5647 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.8318 -3.8358 0.3755 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3917 -4.0855 0.4675 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.7735 -5.7494 -0.7486 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.0571 -5.7192 -1.2262 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.8185 -5.3813 -3.1718 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.7355 -2.4804 -1.0761 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.5968 -1.5471 1.4393 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2230 0.8172 -1.1525 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.3489 1.9756 1.4245 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.6346 3.3904 -1.1781 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.0406 4.1133 1.7348 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5934 3.3595 0.4149 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.2206 1.8169 2.4984 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.4454 1.8252 2.2064 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.0210 3.7050 3.4776 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6768 5.5928 0.8963 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.2698 4.6048 -0.7260 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.1003 1.4459 -1.3082 H 0 0 0 0 0 0 0 0 0 0 0 0 8.8839 0.7221 -1.7011 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4171 2.0402 -0.5186 H 0 0 0 0 0 0 0 0 0 0 0 0 11.0356 -0.4679 -0.7937 H 0 0 0 0 0 0 0 0 0 0 0 0 11.7917 1.7174 -2.0593 H 0 0 0 0 0 0 0 0 0 0 0 0 14.1593 2.1565 -1.4510 H 0 0 0 0 0 0 0 0 0 0 0 0 14.1708 1.7855 1.3594 H 0 0 0 0 0 0 0 0 0 0 0 0 13.4076 -0.8549 -0.0029 H 0 0 0 0 0 0 0 0 0 0 0 0 13.1071 -1.4313 2.4188 H 0 0 0 0 0 0 0 0 0 0 0 0 13.6254 0.2266 2.8406 H 0 0 0 0 0 0 0 0 0 0 0 0 15.2932 -1.4965 1.2491 H 0 0 0 0 0 0 0 0 0 0 0 0 15.8884 1.4706 -0.2961 H 0 0 0 0 0 0 0 0 0 0 0 0 12.2053 3.4373 -0.9534 H 0 0 0 0 0 0 0 0 0 0 0 0 13.1304 0.3658 -2.9890 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 2 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 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 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 29 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 9 50 1 0 2 51 1 0 51 52 1 0 52 53 1 0 53 54 1 0 54 55 1 0 55 56 1 0 56 57 1 0 57 58 1 0 58 59 1 0 57 60 1 0 56 61 1 0 55 62 1 0 54 63 1 0 50 5 1 0 60 53 1 0 25 8 1 0 35 28 1 0 46 39 1 0 25 11 1 0 22 12 1 0 20 15 1 0 1 64 1 0 1 65 1 0 1 66 1 0 2 67 1 1 3 68 1 0 3 69 1 0 4 70 1 0 4 71 1 0 7 72 1 0 7 73 1 0 7 74 1 0 8 75 1 6 9 76 1 6 10 77 1 0 10 78 1 0 11 79 1 0 12 80 1 0 13 81 1 0 13 82 1 0 14 83 1 0 14 84 1 0 15 85 1 0 16 86 1 0 16 87 1 0 17 88 1 0 18 89 1 0 18 90 1 0 19 91 1 0 19 92 1 0 21 93 1 0 21 94 1 0 21 95 1 0 22 96 1 0 23 97 1 0 23 98 1 0 24 99 1 0 24100 1 0 26101 1 0 26102 1 0 26103 1 0 28104 1 1 29105 1 6 30106 1 1 31107 1 1 32108 1 1 33109 1 0 33110 1 0 34111 1 0 36112 1 0 37113 1 0 39114 1 6 40115 1 1 41116 1 6 42117 1 1 43118 1 6 44119 1 0 44120 1 0 45121 1 0 47122 1 0 48123 1 0 49124 1 0 51125 1 0 51126 1 0 53127 1 6 54128 1 6 55129 1 6 56130 1 1 57131 1 6 58132 1 0 58133 1 0 59134 1 0 61135 1 0 62136 1 0 63137 1 0 M END

Standard InCHIKey	ROHLIYKWVMBBFX-SBLTYFQLSA-N
Standard InCHI	InChI=1S/C45H74O18/c1-19(18-57-41-38(55)35(52)32(49)28(15-46)60-41)5-8-26-20(2)31-27(59-26)14-25-23-7-6-21-13-22(9-11-44(21,3)24(23)10-12-45(25,31)4)58-43-40(37(54)34(51)30(17-48)62-43)63-42-39(56)36(53)33(50)29(16-47)61-42/h19,21-25,27-43,46-56H,5-18H2,1-4H3/t19-,21?,22?,23?,24?,25?,27+,28-,29-,30-,31+,32-,33-,34+,35+,36+,37+,38-,39-,40-,41-,42+,43-,44+,45+/m1/s1
SMILES	C[C@H](CCC1=C(C)[C@H]2[C@H](CC3C4CCC5CC(CC[C@]5(C)C4CC[C@]23C)O[C@H]2[C@@H]([C@H]([C@H]([C@@H](CO)O2)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O)O1)CO[C@H]1[C@@H]([C@H]([C@@H]([C@@H](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
NPO26741	Anemarrhena asphodeloides	Species	Asparagaceae	Eukaryota	rhizomes	n.a.	n.a.	PMID[19757853]
NPO26741	Anemarrhena asphodeloides	Species	Asparagaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[21370894]
NPO4520	Allium macrostemon	Species	Amaryllidaceae	Eukaryota	n.a.	leaf	n.a.	PMID[26434122]
NPO26741	Anemarrhena asphodeloides	Species	Asparagaceae	Eukaryota	Rhizomes	n.a.	n.a.	PMID[8482946]
NPO26741	Anemarrhena asphodeloides	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4520	Allium macrostemon	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO26741	Anemarrhena asphodeloides	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4520	Allium macrostemon	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4520	Allium macrostemon	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26741	Anemarrhena asphodeloides	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO26741	Anemarrhena asphodeloides	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4520	Allium macrostemon	Species	Amaryllidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO26741	Anemarrhena asphodeloides	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO26741	Anemarrhena asphodeloides	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4520	Allium macrostemon	Species	Amaryllidaceae	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 NPC230549 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	24589
0.1-0.2	21685
0.2-0.3	2741
0.3-0.4	655
0.4-0.5	136
0.5-0.6	35
0.6-0.7	10
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC128123
0.7191	Intermediate Similarity	NPC291203
0.7191	Intermediate Similarity	NPC217205
0.6522	Remote Similarity	NPC297348
0.6522	Remote Similarity	NPC249204
0.6522	Remote Similarity	NPC48339
0.6522	Remote Similarity	NPC141769
0.6522	Remote Similarity	NPC477547
0.6239	Remote Similarity	NPC308140
0.6211	Remote Similarity	NPC477451
0.6186	Remote Similarity	NPC211354
0.6111	Remote Similarity	NPC92710
0.6061	Remote Similarity	NPC485601
0.59	Remote Similarity	NPC107962
0.5714	Remote Similarity	NPC475643
0.5657	Remote Similarity	NPC474399
0.5619	Remote Similarity	NPC98696
0.5577	Remote Similarity	NPC160426
0.5472	Remote Similarity	NPC485596
0.54	Remote Similarity	NPC210157
0.5385	Remote Similarity	NPC6295
0.5347	Remote Similarity	NPC292467
0.5345	Remote Similarity	NPC475357
0.5315	Remote Similarity	NPC148965
0.53	Remote Similarity	NPC294686
0.5294	Remote Similarity	NPC206003
0.5294	Remote Similarity	NPC473610
0.5273	Remote Similarity	NPC128572
0.5268	Remote Similarity	NPC470863
0.5258	Remote Similarity	NPC485600
0.5234	Remote Similarity	NPC475351
0.5225	Remote Similarity	NPC98018
0.5225	Remote Similarity	NPC284104
0.5225	Remote Similarity	NPC103616
0.5221	Remote Similarity	NPC475625
0.5196	Remote Similarity	NPC486118
0.5164	Remote Similarity	NPC208832
0.5149	Remote Similarity	NPC234352
0.5096	Remote Similarity	NPC107188
0.5096	Remote Similarity	NPC19400
0.5091	Remote Similarity	NPC92890
0.505	Remote Similarity	NPC325828
0.505	Remote Similarity	NPC485602
0.5049	Remote Similarity	NPC222731
0.5046	Remote Similarity	NPC486388
0.5043	Remote Similarity	NPC84111
0.5043	Remote Similarity	NPC287483
0.5043	Remote Similarity	NPC470865

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC230549 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7475
0.1-0.2	1588
0.2-0.3	73
0.3-0.4	11
0.4-0.5	2
0.5-0.6	1
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
0.505	Remote Similarity	NPD8171	Phase 2

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