NPASS Compound

Natural Product: NPC98106

Natural Product ID	NPC98106
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	SVXJDTNFJXKATR-LINGPWOUSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	n.a.
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0001111] Flavonoid glycosides [CHEMONTID:0001583] Flavonoid O-glycosides [CHEMONTID:0003533] Flavonoid-7-O-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 3D 109114 0 0 0 0 0 0 0 0999 V2000 6.7766 -2.4270 -0.0426 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7289 -2.3062 -1.0825 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4604 -2.0397 -0.8710 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8800 -1.8156 0.4591 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2024 -0.5107 0.5887 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9779 0.6564 0.7156 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3592 1.8717 0.8397 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9570 1.9097 0.8349 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2116 0.7661 0.7103 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1601 0.8064 0.7033 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7382 1.9113 0.8151 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9371 -0.3576 0.5752 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2450 -1.5385 0.4608 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8672 -2.8312 0.3263 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1212 -3.9080 -0.0838 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6556 -5.1532 -0.1705 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9750 -5.4029 0.1485 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7302 -4.3466 0.5582 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1653 -3.0579 0.6452 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4079 -6.7061 0.0219 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6861 -7.1892 0.2848 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0987 -1.5356 0.4698 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8296 -0.4727 0.5846 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3204 -0.2296 0.5682 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0368 0.0174 -0.6214 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.7921 1.3415 -0.6051 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.9064 1.7065 -2.0996 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.7867 0.6095 -2.6749 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3106 -0.7611 -2.3008 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.5049 -1.7021 -2.5315 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9529 -0.9277 -0.9858 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8191 0.7396 -4.0394 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4800 2.9414 -2.2573 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1267 1.1694 -0.2121 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.4938 2.0337 0.7993 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.6134 2.9473 0.4575 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.9186 2.2634 0.1955 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.0080 1.0428 1.0700 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.0897 1.1515 2.2538 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.2941 -0.1291 3.0790 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5342 -0.0051 4.2402 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.7737 1.3175 1.9296 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.3191 0.9704 1.5543 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.0940 1.9320 -1.1501 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.7997 3.8206 1.5464 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3716 3.1555 0.9619 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3486 0.5319 0.7103 O 0 0 0 0 0 0 0 0 0 0 0 0 6.2593 1.5490 0.8440 C 0 0 1 0 0 0 0 0 0 0 0 0 7.2314 1.2102 1.9578 C 0 0 1 0 0 0 0 0 0 0 0 0 8.6671 1.3994 1.5054 C 0 0 2 0 0 0 0 0 0 0 0 0 8.8286 2.6639 0.7069 C 0 0 1 0 0 0 0 0 0 0 0 0 7.7036 2.9221 -0.2425 C 0 0 1 0 0 0 0 0 0 0 0 0 8.2302 3.3561 -1.5945 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9758 4.5370 -1.4344 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9581 1.7413 -0.3685 O 0 0 0 0 0 0 0 0 0 0 0 0 8.9816 3.7801 1.5335 O 0 0 0 0 0 0 0 0 0 0 0 0 9.1390 0.3002 0.7877 O 0 0 0 0 0 0 0 0 0 0 0 0 7.0091 2.0149 3.0716 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1883 -2.5112 -2.4953 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6077 -1.8712 0.8740 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7521 -2.0433 -0.4650 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9841 -3.5086 0.2031 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7868 -1.9780 -1.7172 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1448 -2.6325 0.7209 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6420 -1.8772 1.2637 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9170 2.7971 0.9380 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9130 -3.7589 -0.3433 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0051 -5.9698 -0.5061 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7648 -4.5297 0.8105 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8556 -2.3190 1.0090 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6957 -7.6436 1.2980 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4712 -6.4300 0.1716 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8949 -7.9923 -0.4781 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2702 0.0658 -1.4468 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2791 2.1113 -0.0466 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8833 1.6386 -2.5480 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7994 0.7790 -2.2038 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4683 -1.0665 -2.9595 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1767 -2.7258 -2.2649 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8201 -1.5856 -3.5834 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3107 -1.4091 -1.8226 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3545 -0.0272 -4.4548 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3180 3.2263 -3.2046 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6021 2.6752 1.0460 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3960 3.6184 -0.4027 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.7529 2.9762 0.4447 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.8355 0.0993 0.5036 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.4370 2.0143 2.8642 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9130 -1.0092 2.5238 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3624 -0.3003 3.2739 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1152 -0.1673 5.0445 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.7336 1.8431 1.7046 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.8537 2.7437 -1.6612 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9349 4.3033 1.6927 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0813 3.5868 0.0740 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8252 2.5231 1.0910 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1092 0.1563 2.2534 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2884 1.4980 2.4282 H 0 0 0 0 0 0 0 0 0 0 0 0 9.7695 2.5960 0.1122 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0517 3.7317 0.1701 H 0 0 0 0 0 0 0 0 0 0 0 0 8.8732 2.5815 -2.0338 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3829 3.5194 -2.2953 H 0 0 0 0 0 0 0 0 0 0 0 0 8.3590 5.2828 -1.6886 H 0 0 0 0 0 0 0 0 0 0 0 0 9.7250 3.6367 2.1928 H 0 0 0 0 0 0 0 0 0 0 0 0 9.0771 0.5174 -0.1817 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3622 2.7207 2.8360 H 0 0 0 0 0 0 0 0 0 0 0 0 6.8392 -3.4109 -2.5457 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3254 -2.6003 -3.1579 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7763 -1.6096 -2.7577 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 2 3 3 4 1 0 4 5 1 0 5 6 2 0 6 7 1 0 7 8 2 0 8 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 2 0 15 16 1 0 16 17 2 0 17 18 1 0 18 19 2 0 17 20 1 0 20 21 1 0 13 22 1 0 22 23 1 0 12 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 29 31 1 0 28 32 1 0 27 33 1 0 26 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 36 45 1 0 8 46 1 0 6 47 1 0 47 48 1 0 48 49 1 0 49 50 1 0 50 51 1 0 51 52 1 0 52 53 1 0 53 54 1 0 52 55 1 0 51 56 1 0 50 57 1 0 49 58 1 0 2 59 1 0 23 5 1 0 31 25 1 0 42 35 1 0 55 48 1 0 23 9 2 0 19 14 1 0 1 60 1 0 1 61 1 0 1 62 1 0 3 63 1 0 4 64 1 0 4 65 1 0 7 66 1 0 15 67 1 0 16 68 1 0 18 69 1 0 19 70 1 0 21 71 1 0 21 72 1 0 21 73 1 0 25 74 1 6 26 75 1 1 27 76 1 6 28 77 1 1 29 78 1 6 30 79 1 0 30 80 1 0 30 81 1 0 32 82 1 0 33 83 1 0 35 84 1 1 36 85 1 6 37 86 1 1 38 87 1 6 39 88 1 1 40 89 1 0 40 90 1 0 41 91 1 0 43 92 1 0 44 93 1 0 45 94 1 0 46 95 1 0 48 96 1 1 49 97 1 1 50 98 1 1 51 99 1 6 52100 1 1 53101 1 0 53102 1 0 54103 1 0 56104 1 0 57105 1 0 58106 1 0 59107 1 0 59108 1 0 59109 1 0 M END

Standard InCHIKey	SVXJDTNFJXKATR-LINGPWOUSA-N
Standard InCHI	InChI=1S/C39H50O20/c1-14(2)5-10-18-20(54-37-31(50)28(47)25(44)21(12-40)55-37)11-19(42)23-27(46)35(33(57-34(18)23)16-6-8-17(52-4)9-7-16)58-39-36(30(49)24(43)15(3)53-39)59-38-32(51)29(48)26(45)22(13-41)56-38/h5-9,11,15,21-22,24-26,28-32,36-45,47-51H,10,12-13H2,1-4H3/t15-,21+,22+,24-,25+,26+,28-,29-,30+,31+,32+,36+,37+,38-,39+/m0/s1
SMILES	CC(=CCc1c(cc(c2c(=O)c(c(c3ccc(cc3)OC)oc12)O[C@@H]1[C@@H]([C@@H]([C@H]([C@H](C)O1)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)C

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
NPO19975	Pycnandra acuminata	Species	Sapotaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.phytochem.2007.07.001]
NPO5140	Dipteryx odorata	Species	Fabaceae	Eukaryota	seeds	n.a.	n.a.	PMID[12762787]
NPO5140	Dipteryx odorata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12762809]
NPO6412	Echinacea pallida	Species	Asteraceae	Eukaryota	root	n.a.	n.a.	PMID[15921428]
NPO8129	Inocybe geophylla	Species	Inocybaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5140	Dipteryx odorata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6412	Echinacea pallida	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6856.1	Artemisia ludoviciana subsp. mexicana	Subspecies	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10010	Evernia vulpina	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11339	Litsea salicifolia	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8609	Hopea utilis	Species	Dipterocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5534	Alternaria kikuchiana	Species	Pleosporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7874	Helichrysum lepidissimum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1695	Monascus pilosus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO12828	Dysidea tupha	Species	Dysideidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5140	Dipteryx odorata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20569	Psychotria serpens	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO633	Mesembryanthemum expansum	Species	Aizoaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5140	Dipteryx odorata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6856.1	Artemisia ludoviciana subsp. mexicana	Subspecies	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20569	Psychotria serpens	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO633	Mesembryanthemum expansum	Species	Aizoaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO20569	Psychotria serpens	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO10010	Evernia vulpina	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12602	Leuzea centauroides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO218	Acer carpinifolium	Species	Sapindaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11506	Stipa vaseyi	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO26095	Hypericum revolutum	Species	Hypericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20569	Psychotria serpens	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5534	Alternaria kikuchiana	Species	Pleosporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19975	Pycnandra acuminata	Species	Sapotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1695	Monascus pilosus	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5140	Dipteryx odorata	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6412	Echinacea pallida	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12118	Cleistopholis staudtii	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11339	Litsea salicifolia	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6861	Galium dasypodum	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO940	Vernonia anisochaetoides	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12828	Dysidea tupha	Species	Dysideidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4759	Helleborus multifidus	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10970	Osmorhiza aristata	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8129	Inocybe geophylla	Species	Inocybaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7874	Helichrysum lepidissimum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4322	Scabiosa succisa	Species	Caprifoliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO633	Mesembryanthemum expansum	Species	Aizoaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6856.1	Artemisia ludoviciana subsp. mexicana	Subspecies	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8609	Hopea utilis	Species	Dipterocarpaceae	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 NPC98106 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	14098
0.1-0.2	30432
0.2-0.3	4298
0.3-0.4	766
0.4-0.5	226
0.5-0.6	32
0.6-0.7	3
0.7-0.8	0
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8478	Intermediate Similarity	NPC5319
0.6939	Remote Similarity	NPC131745
0.62	Remote Similarity	NPC278419
0.62	Remote Similarity	NPC179198
0.5943	Remote Similarity	NPC35119
0.5794	Remote Similarity	NPC32641
0.5794	Remote Similarity	NPC256188
0.5755	Remote Similarity	NPC240306
0.5614	Remote Similarity	NPC25523
0.5505	Remote Similarity	NPC482026
0.5478	Remote Similarity	NPC480441
0.5455	Remote Similarity	NPC289667
0.5446	Remote Similarity	NPC472459
0.5405	Remote Similarity	NPC76831
0.5398	Remote Similarity	NPC14187
0.5321	Remote Similarity	NPC64425
0.5238	Remote Similarity	NPC66087
0.5229	Remote Similarity	NPC470444
0.5214	Remote Similarity	NPC470715
0.5192	Remote Similarity	NPC148710
0.5185	Remote Similarity	NPC163242
0.5185	Remote Similarity	NPC272068
0.5167	Remote Similarity	NPC295625
0.5143	Remote Similarity	NPC116458
0.5143	Remote Similarity	NPC246943
0.514	Remote Similarity	NPC473682
0.514	Remote Similarity	NPC251417
0.5128	Remote Similarity	NPC48984
0.5126	Remote Similarity	NPC255799
0.5098	Remote Similarity	NPC64305
0.5094	Remote Similarity	NPC170052
0.5094	Remote Similarity	NPC476215
0.5094	Remote Similarity	NPC135846
0.5085	Remote Similarity	NPC164704
0.5044	Remote Similarity	NPC142142
0.5043	Remote Similarity	NPC135358

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC98106 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	3949
0.1-0.2	5106
0.2-0.3	82
0.3-0.4	10
0.4-0.5	2
0.5-0.6	0
0.6-0.7	0
0.7-0.8	0
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.8478	Intermediate Similarity	NPD7804	Clinical (unspecified phase)

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