NPASS Compound

Natural Product: NPC216997

Natural Product ID	NPC216997
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	AJQIRMNRIITJJA-UCUUBXCKSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	11968299
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 122128 0 0 0 0 0 0 0 0999 V2000 0.4683 -2.0208 2.0457 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6904 -1.1230 0.8081 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6981 -1.9458 -0.0314 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5331 -1.0059 -0.0077 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5409 -2.0334 0.5303 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4803 -2.3167 -0.6159 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1843 -1.0524 -0.9555 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.0109 -0.7768 -2.4500 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6880 0.1757 -0.2248 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3798 1.3052 -0.8955 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8851 2.3031 -1.4044 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8546 1.1745 -0.9353 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4522 0.0130 -0.8495 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9349 -0.1873 -0.8797 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5477 1.1699 -0.8133 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0251 1.2265 -0.5841 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.3236 2.7086 -0.2775 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3453 0.4245 0.6300 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1523 -0.2824 1.2139 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4115 -1.1271 0.1806 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.4889 -2.0512 -0.4095 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4228 -1.9792 0.8589 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9786 -1.6587 0.7173 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6516 -1.2433 -0.7058 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1678 -2.2301 -1.7112 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.8568 0.9097 -1.7491 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.6723 -0.0436 -1.6792 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.8029 1.6064 -2.9475 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2164 0.3113 -0.1005 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.5508 1.0924 -1.2155 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9336 1.1029 1.1695 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5325 1.3446 1.3641 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3811 0.1109 1.2412 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5308 0.4459 0.5341 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6861 0.5069 1.2877 C 0 0 1 0 0 0 0 0 0 0 0 0 4.7921 -0.3928 0.8507 C 0 0 1 0 0 0 0 0 0 0 0 0 6.1123 0.1954 1.2547 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0607 0.9606 2.5537 C 0 0 1 0 0 0 0 0 0 0 0 0 4.9371 1.9816 2.5212 C 0 0 1 0 0 0 0 0 0 0 0 0 5.4108 3.4057 2.5357 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3252 4.2503 2.5656 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1615 1.8024 1.3813 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8529 0.1394 3.6514 O 0 0 0 0 0 0 0 0 0 0 0 0 6.7732 0.8344 0.2410 O 0 0 0 0 0 0 0 0 0 0 0 0 7.9365 0.2831 -0.1995 C 0 0 1 0 0 0 0 0 0 0 0 0 7.8849 0.1825 -1.7105 C 0 0 1 0 0 0 0 0 0 0 0 0 9.0666 -0.6278 -2.1476 C 0 0 2 0 0 0 0 0 0 0 0 0 10.3049 -0.0046 -1.5894 C 0 0 1 0 0 0 0 0 0 0 0 0 10.1727 0.5509 -0.2164 C 0 0 1 0 0 0 0 0 0 0 0 0 11.3116 1.5538 -0.0178 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3572 2.0530 1.2636 O 0 0 0 0 0 0 0 0 0 0 0 0 8.9933 1.2007 0.0437 O 0 0 0 0 0 0 0 0 0 0 0 0 11.2775 -1.0300 -1.5367 O 0 0 0 0 0 0 0 0 0 0 0 0 9.1691 -0.6860 -3.5368 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6729 -0.2791 -2.1846 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5940 -1.6147 1.5320 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4768 -1.8362 2.5424 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6849 -3.0847 1.8193 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2916 -1.7329 2.7670 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2862 -1.3053 -0.6886 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0612 -2.5951 -0.6818 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2687 -2.6539 0.5931 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3472 -1.3304 -1.0781 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1175 -1.6373 1.3835 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0520 -2.9682 0.7962 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1444 -3.1681 -0.3798 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8382 -2.6648 -1.4769 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2525 0.2963 -2.6743 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7041 -1.3530 -3.0834 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9987 -1.0360 -2.8051 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0977 0.1497 0.8284 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4693 2.0540 -1.0416 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1689 -0.6216 -1.8700 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0945 1.6985 0.0786 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3203 1.7109 -1.7527 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.0922 2.9699 0.7583 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.7353 3.3351 -1.0079 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.3913 2.9401 -0.4721 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2183 -0.2326 0.4397 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.7054 1.1002 1.4635 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5278 -0.9937 1.9846 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4872 0.4276 1.7039 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6209 -1.8494 -1.4938 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1338 -3.1268 -0.3908 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.4084 -2.0688 0.1788 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.5541 -3.0766 0.6111 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6278 -1.9810 1.9754 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8205 -0.7515 1.3738 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3846 -2.4899 1.0905 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3460 -2.9386 -2.0499 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9378 -2.9277 -1.3193 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6294 -1.7190 -2.5782 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2230 1.2082 -3.7743 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0600 1.0662 -2.1716 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4368 2.1825 -0.9550 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5093 0.7439 -1.3625 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4096 2.0940 1.0209 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4248 0.6581 2.0589 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6400 1.8717 2.3436 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8678 2.1139 0.6065 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7558 -0.0636 2.2981 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3782 0.2453 2.3492 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7550 -0.6039 -0.2479 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7569 -0.7080 1.4812 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9775 1.5353 2.7640 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2773 1.8426 3.3877 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9569 3.6052 1.5882 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0899 3.5740 3.4191 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0687 4.3583 3.5250 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2527 -0.7480 3.4305 H 0 0 0 0 0 0 0 0 0 0 0 0 8.2529 -0.6365 0.2940 H 0 0 0 0 0 0 0 0 0 0 0 0 8.0119 1.2154 -2.1460 H 0 0 0 0 0 0 0 0 0 0 0 0 8.9076 -1.6868 -1.8055 H 0 0 0 0 0 0 0 0 0 0 0 0 10.6809 0.7347 -2.3273 H 0 0 0 0 0 0 0 0 0 0 0 0 10.3283 -0.2389 0.5460 H 0 0 0 0 0 0 0 0 0 0 0 0 11.1284 2.3467 -0.7813 H 0 0 0 0 0 0 0 0 0 0 0 0 12.2529 1.0446 -0.3108 H 0 0 0 0 0 0 0 0 0 0 0 0 10.6045 2.6783 1.3767 H 0 0 0 0 0 0 0 0 0 0 0 0 11.8753 -0.9172 -0.7644 H 0 0 0 0 0 0 0 0 0 0 0 0 9.9284 -0.1317 -3.8720 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7828 -1.2030 -2.5033 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9621 -2.3331 0.9540 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 6 7 9 1 0 9 10 1 0 10 11 2 0 10 12 1 0 12 13 2 0 13 14 1 0 14 15 1 0 15 16 1 0 16 17 1 1 16 18 1 0 18 19 1 0 19 20 1 0 20 21 1 6 20 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 16 26 1 0 26 27 2 0 26 28 1 0 9 29 1 0 29 30 1 6 29 31 1 0 31 32 1 0 32 33 1 0 33 34 1 0 34 35 1 0 35 36 1 0 36 37 1 0 37 38 1 0 38 39 1 0 39 40 1 0 40 41 1 0 39 42 1 0 38 43 1 0 37 44 1 0 44 45 1 0 45 46 1 0 46 47 1 0 47 48 1 0 48 49 1 0 49 50 1 0 50 51 1 0 49 52 1 0 48 53 1 0 47 54 1 0 46 55 1 0 36 56 1 0 33 2 1 0 42 35 1 0 52 45 1 0 29 4 1 0 24 7 1 0 24 13 1 0 20 14 1 0 1 57 1 0 1 58 1 0 1 59 1 0 3 60 1 0 3 61 1 0 3 62 1 0 4 63 1 0 5 64 1 0 5 65 1 0 6 66 1 0 6 67 1 0 8 68 1 0 8 69 1 0 8 70 1 0 9 71 1 0 12 72 1 0 14 73 1 0 15 74 1 0 15 75 1 0 17 76 1 0 17 77 1 0 17 78 1 0 18 79 1 0 18 80 1 0 19 81 1 0 19 82 1 0 21 83 1 0 21 84 1 0 21 85 1 0 22 86 1 0 22 87 1 0 23 88 1 0 23 89 1 0 25 90 1 0 25 91 1 0 25 92 1 0 28 93 1 0 30 94 1 0 30 95 1 0 30 96 1 0 31 97 1 0 31 98 1 0 32 99 1 0 32100 1 0 33101 1 0 35102 1 1 36103 1 6 37104 1 1 38105 1 1 39106 1 1 40107 1 0 40108 1 0 41109 1 0 43110 1 0 45111 1 1 46112 1 6 47113 1 1 48114 1 6 49115 1 1 50116 1 0 50117 1 0 51118 1 0 53119 1 0 54120 1 0 55121 1 0 56122 1 0 M END

Standard InCHIKey	AJQIRMNRIITJJA-UCUUBXCKSA-N
Standard InCHI	InChI=1S/C42H66O14/c1-37(2)25-8-11-42(7)33(22(45)16-20-21-17-39(4,36(51)52)13-12-38(21,3)14-15-41(20,42)6)40(25,5)10-9-26(37)55-35-31(50)32(28(47)24(19-44)54-35)56-34-30(49)29(48)27(46)23(18-43)53-34/h16,21,23-35,43-44,46-50H,8-15,17-19H2,1-7H3,(H,51,52)/t21?,23-,24-,25?,26?,27-,28-,29+,30-,31-,32+,33?,34+,35+,38-,39+,40+,41?,42-/m1/s1
SMILES	CC1(C)C2CC[C@]3(C)C(C(=O)C=C4C5C[C@](C)(CC[C@]5(C)CCC34C)C(=O)O)[C@@]2(C)CCC1O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)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
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11164-015-2099-x]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s40502-015-0143-x]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1093/pcp/pcg054]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1134/S1021443709050069]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1134/S1021443711030101]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	Leaves	n.a.	n.a.	PMID[12713396]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[16441081]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16675659]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	roots	n.a.	n.a.	PMID[20022509]
NPO1698	Glycyrrhiza inflata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21123068]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21866899]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22074222]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[22074222]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23325115]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	Roots	n.a.	n.a.	PMID[23541646]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	root	n.a.	PMID[23867078]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	rhizome	n.a.	PMID[23867078]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24479468]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	roots	n.a.	n.a.	PMID[24957203]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25445757]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25744461]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26841168]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28140583]
NPO1698	Glycyrrhiza inflata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28522265]
NPO1698	Glycyrrhiza inflata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[29641206]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[32196343]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[39683057]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7381508]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO23019	Glycyrrhiza kansuensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1698	Glycyrrhiza inflata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1698	Glycyrrhiza inflata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO23019	Glycyrrhiza kansuensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1698	Glycyrrhiza inflata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23019	Glycyrrhiza kansuensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO23019	Glycyrrhiza kansuensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO1698	Glycyrrhiza inflata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO1698	Glycyrrhiza inflata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO29384	Glycyrrhiza glabra	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7154	Glycyrrhiza uralensis	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1698	Glycyrrhiza inflata	Species	Fabaceae	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 NPC216997 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	19504
0.1-0.2	25289
0.2-0.3	3912
0.3-0.4	884
0.4-0.5	219
0.5-0.6	24
0.6-0.7	21
0.7-0.8	0
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8929	High Similarity	NPC471967
0.7245	Intermediate Similarity	NPC482746
0.7128	Intermediate Similarity	NPC482752
0.6733	Remote Similarity	NPC482747
0.6733	Remote Similarity	NPC202666
0.6733	Remote Similarity	NPC471961
0.6733	Remote Similarity	NPC242015
0.6667	Remote Similarity	NPC262199
0.6602	Remote Similarity	NPC471965
0.6602	Remote Similarity	NPC482749
0.6538	Remote Similarity	NPC14617
0.6292	Remote Similarity	NPC482712
0.6292	Remote Similarity	NPC74751
0.6239	Remote Similarity	NPC482737
0.619	Remote Similarity	NPC482741
0.619	Remote Similarity	NPC482745
0.619	Remote Similarity	NPC482743
0.619	Remote Similarity	NPC146753
0.6161	Remote Similarity	NPC471962
0.6067	Remote Similarity	NPC4036
0.6067	Remote Similarity	NPC65120
0.6067	Remote Similarity	NPC145067
0.6067	Remote Similarity	NPC233455
0.6067	Remote Similarity	NPC158030
0.5714	Remote Similarity	NPC247315
0.5714	Remote Similarity	NPC482728
0.5678	Remote Similarity	NPC482736
0.5678	Remote Similarity	NPC482738
0.5526	Remote Similarity	NPC482735
0.5524	Remote Similarity	NPC270667
0.5514	Remote Similarity	NPC482750
0.5495	Remote Similarity	NPC180550
0.5495	Remote Similarity	NPC35405
0.5405	Remote Similarity	NPC114304
0.5398	Remote Similarity	NPC482734
0.5398	Remote Similarity	NPC182342
0.5398	Remote Similarity	NPC482727
0.5398	Remote Similarity	NPC471964
0.5385	Remote Similarity	NPC96095
0.531	Remote Similarity	NPC258885
0.5229	Remote Similarity	NPC309780
0.5207	Remote Similarity	NPC482739
0.5196	Remote Similarity	NPC606107
0.5175	Remote Similarity	NPC482722
0.5175	Remote Similarity	NPC471963
0.5093	Remote Similarity	NPC211798
0.5089	Remote Similarity	NPC482717
0.5043	Remote Similarity	NPC482740

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC216997 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6283
0.1-0.2	2777
0.2-0.3	79
0.3-0.4	4
0.4-0.5	3
0.5-0.6	1
0.6-0.7	3
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
0.6733	Remote Similarity	NPD8328	Phase 2
0.6292	Remote Similarity	NPD7748	Pre-clinical
0.6067	Remote Similarity	NPD7515	Phase 2
0.5957	Remote Similarity	NPD7902	Phase 4

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