NPASS Compound

Natural Product: NPC109821

Natural Product ID	NPC109821
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	LBYASJQBHLSHBP-DCAIOKEXSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	15508087
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001553] Triterpenoids

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 83 87 0 0 0 0 0 0 0 0999 V2000 -3.6259 -1.6716 -2.0745 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6226 -1.4474 -0.9628 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7351 -2.4556 -1.1666 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1080 -0.0359 -1.0321 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2123 0.6236 0.3099 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9521 0.6311 1.1009 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.2406 1.9554 1.1020 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8224 1.6414 1.6025 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0860 0.8928 0.5323 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.3117 1.6887 -0.7720 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7798 -0.3977 0.3424 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0718 -0.4936 0.6004 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8752 -1.7486 0.3539 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0578 -1.6098 -0.1332 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3068 -1.5889 0.5830 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9691 -0.3268 0.0675 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4697 -0.4629 0.1029 C 0 0 1 0 0 0 0 0 0 0 0 0 2.9705 -1.1792 1.2894 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8226 -1.3425 -1.1140 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2755 -1.5111 -1.2891 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1672 -0.4475 -0.7695 C 0 0 1 0 0 0 0 0 0 0 0 0 4.5486 0.8657 -0.4687 C 0 0 1 0 0 0 0 0 0 0 0 0 5.3220 1.4846 0.7052 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8567 1.8143 -1.6460 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2423 1.9071 -1.7293 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0843 0.8517 -0.2311 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5842 1.9805 0.6442 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0818 2.0778 0.3382 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3948 0.8093 0.8123 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5712 0.7770 2.3025 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9344 -0.8913 0.3405 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5070 -1.7855 -2.6591 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3023 0.3372 2.5115 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0458 1.2062 3.4303 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8986 -0.8039 2.9913 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9116 -0.8325 -2.1989 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1950 -1.6986 -3.0393 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0529 -2.6282 -1.9478 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6683 -1.9281 -1.4298 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5257 -3.1659 -1.9927 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8310 -3.0705 -0.2420 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5022 0.6130 -1.7114 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1396 0.0062 -1.4771 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5660 1.6646 0.1379 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0379 0.1131 0.8604 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6988 2.5807 1.9080 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2752 2.5314 0.1924 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9735 1.0140 2.5033 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3825 2.6266 1.8364 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3096 1.3814 -1.1473 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6212 1.2845 -1.5705 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2155 2.7617 -0.6179 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6171 -1.9403 1.1541 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2630 -2.6205 0.1452 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4821 -2.5697 0.0535 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8055 -1.4304 -1.2095 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0603 -1.4519 1.6505 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8780 -2.4960 0.3724 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7085 -0.1845 -1.0098 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5820 -2.1041 1.0484 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0760 -1.6490 1.8053 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5827 -0.6083 1.9933 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3552 -0.8070 -1.9810 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3281 -2.3211 -1.0545 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5729 -2.4731 -0.7742 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9762 -0.3063 -1.5528 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7798 1.4341 1.6438 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5864 2.5401 0.5304 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3113 0.9543 0.8350 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4091 1.3881 -2.5840 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4565 2.8275 -1.4416 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5807 1.4054 -2.5342 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6085 1.1020 -1.2351 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7893 1.8692 1.6932 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0287 2.9151 0.2428 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0401 2.1114 -0.7701 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6453 2.9807 0.8067 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3952 1.8413 2.6497 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5764 0.5353 2.6460 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1475 0.1751 2.8498 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9002 -1.8677 0.3763 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4974 -2.7373 -2.8539 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8634 -1.1108 3.9566 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 0 8 9 1 0 9 10 1 6 9 11 1 0 11 12 2 0 12 13 1 0 11 14 1 0 14 15 1 0 15 16 1 0 16 17 1 0 17 18 1 1 17 19 1 0 19 20 1 0 20 21 1 0 21 22 1 0 22 23 1 1 22 24 1 0 24 25 1 0 22 26 1 0 26 27 1 0 27 28 1 0 28 29 1 0 29 30 1 1 21 31 1 0 20 32 1 0 6 33 1 1 33 34 2 0 33 35 1 0 13 2 1 0 29 16 1 0 12 6 1 0 26 17 1 0 29 9 1 0 1 36 1 0 1 37 1 0 1 38 1 0 3 39 1 0 3 40 1 0 3 41 1 0 4 42 1 0 4 43 1 0 5 44 1 0 5 45 1 0 7 46 1 0 7 47 1 0 8 48 1 0 8 49 1 0 10 50 1 0 10 51 1 0 10 52 1 0 13 53 1 0 13 54 1 0 14 55 1 0 14 56 1 0 15 57 1 0 15 58 1 0 16 59 1 6 18 60 1 0 18 61 1 0 18 62 1 0 19 63 1 0 19 64 1 0 20 65 1 1 21 66 1 6 23 67 1 0 23 68 1 0 23 69 1 0 24 70 1 0 24 71 1 0 25 72 1 0 26 73 1 6 27 74 1 0 27 75 1 0 28 76 1 0 28 77 1 0 30 78 1 0 30 79 1 0 30 80 1 0 31 81 1 0 32 82 1 0 35 83 1 0 M END

Standard InCHIKey	LBYASJQBHLSHBP-DCAIOKEXSA-N
Standard InCHI	InChI=1S/C30H48O5/c1-25(2)11-13-30(24(34)35)14-12-28(5)18(19(30)15-25)7-8-22-26(3)16-20(32)23(33)27(4,17-31)21(26)9-10-29(22,28)6/h20-23,31-33H,7-17H2,1-6H3,(H,34,35)/t20-,21-,22-,23+,26+,27+,28-,29-,30+/m1/s1
SMILES	CC1(C)CC[C@@]2(CC[C@]3(C)C(=C2C1)CC[C@@H]1[C@@]2(C)C[C@H]([C@@H]([C@@](C)(CO)[C@@H]2CC[C@@]31C)O)O)C(=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
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[ 17560738]
NPO28011	Swertia japonica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/BF02675902]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1007/s11816-015-0350-y]
NPO22175	Perovskia abrotanoides	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.indcrop.2015.01.015]
NPO28011	Swertia japonica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1055/s-2008-1074888]
NPO28011	Swertia japonica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1248/cpb.30.4088]
NPO28011	Swertia japonica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10353265]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[10553679]
NPO22175	Perovskia abrotanoides	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[11720520]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[12055308]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[15070765]
NPO28035	Streptomyces fumanus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	PMID[15730262]
NPO28391	Euonymus nanoides	Species	Celastraceae	Eukaryota	n.a.	seed	n.a.	PMID[16462067]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[17520525]
NPO28528	Bridelia ferruginea	Species	Phyllanthaceae	Eukaryota	roots	Gabon	1987	PMID[18327911]
NPO28528	Bridelia ferruginea	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18327911]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[19276083]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[20448045]
NPO10946	Pseudallescheria boydii	Species	Microascaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20509707]
NPO28217	Septoria pistaciarum	Species	Mycosphaerellaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20550123]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[20843794]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[22194604]
NPO28217	Septoria pistaciarum	Species	Mycosphaerellaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22530813]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22966846]
NPO10946	Pseudallescheria boydii	Species	Microascaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23964677]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[24516143]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[25028392]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26466957]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[26774486]
NPO28528	Bridelia ferruginea	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26938998]
NPO28011	Swertia japonica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26996316]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[27242221]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[27807341]
NPO22175	Perovskia abrotanoides	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37770099]
NPO28011	Swertia japonica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[5583807]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[8917504]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	PMID[97292]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28035	Streptomyces fumanus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28011	Swertia japonica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28614	Zieria smithii	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27959	Codonocarpus australis	Species	Gyrostemonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO12450	Cneorum pulverulentum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28704	Agaricus hortensis	Species	Agaricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28481	Cerbera dilatata	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO22175	Perovskia abrotanoides	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28509	Achillea clypeolata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16669	Diospyros verrucosa	Species	Ebenaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28528	Bridelia ferruginea	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28334	Pyrola decorata	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10946	Pseudallescheria boydii	Species	Microascaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28596	Streptomyces lavendofoliae	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28656	Lactobacillus casei	Species	Lactobacillaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28011	Swertia japonica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28576	Berberis julianae	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28334	Pyrola decorata	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[MetaboLights]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28011	Swertia japonica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12450	Cneorum pulverulentum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28576	Berberis julianae	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28334	Pyrola decorata	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28576	Berberis julianae	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28334	Pyrola decorata	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28011	Swertia japonica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28011	Swertia japonica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28509	Achillea clypeolata	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28161	Stephania sutchuenensis	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28691	Streptomyces odorifer	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO27867	Turbo argyrostoma	Species	Turbinidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28481	Cerbera dilatata	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10946	Pseudallescheria boydii	Species	Microascaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28576	Berberis julianae	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20395	Athanasia crithmifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28053	Quercus serrata	Species	Fagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29353	Benzoin praecox	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO28528	Bridelia ferruginea	Species	Phyllanthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28334	Pyrola decorata	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28391	Euonymus nanoides	Species	Celastraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28374	Pleogyne cunninghami	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28073	Crateva nurvala	Species	Capparaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28200	Unonopsis glaucopetala	Species	Annonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28217	Septoria pistaciarum	Species	Mycosphaerellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16669	Diospyros verrucosa	Species	Ebenaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28704	Agaricus hortensis	Species	Agaricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28131	Polygala amara	Species	Polygalaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22175	Perovskia abrotanoides	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27943	Cardamine pinnata	Species	Brassicaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29115	Rhinella arenarum	Species	Bufonidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27959	Codonocarpus australis	Species	Gyrostemonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28035	Streptomyces fumanus	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO28633	Bystropogon origanifolius	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11144	Centella asiatica	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6331	Jacobaea subalpina	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12450	Cneorum pulverulentum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20081	Mycobacterium tuberculosis	Species	Mycobacteriaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO28656	Lactobacillus casei	Species	Lactobacillaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO28303	Pleogyne cunninghamii	Species	Menispermaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28011	Swertia japonica	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27990	Schizonepeta multifida	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28614	Zieria smithii	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28596	Streptomyces lavendofoliae	Species	Streptomycetaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO28670	Mortierella elongata	Species	Mortierellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO25704	Tetraneuris acaulis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28269	Rubus rosa	Species	Rosaceae	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 NPC109821 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	24965
0.1-0.2	22067
0.2-0.3	2429
0.3-0.4	304
0.4-0.5	59
0.5-0.6	30
0.6-0.7	2
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
0.8333	Intermediate Similarity	NPC609710
0.6143	Remote Similarity	NPC231063
0.6143	Remote Similarity	NPC282395
0.5972	Remote Similarity	NPC88847
0.5915	Remote Similarity	NPC88116
0.5833	Remote Similarity	NPC32407
0.5833	Remote Similarity	NPC263548
0.5833	Remote Similarity	NPC606320
0.5753	Remote Similarity	NPC201657
0.5753	Remote Similarity	NPC247139
0.5694	Remote Similarity	NPC173744
0.5694	Remote Similarity	NPC204961
0.5694	Remote Similarity	NPC73004
0.5694	Remote Similarity	NPC609452
0.5616	Remote Similarity	NPC145667
0.5616	Remote Similarity	NPC600164
0.56	Remote Similarity	NPC20235
0.56	Remote Similarity	NPC299996
0.5526	Remote Similarity	NPC479743
0.5479	Remote Similarity	NPC481314
0.5467	Remote Similarity	NPC481316
0.5395	Remote Similarity	NPC600832
0.5333	Remote Similarity	NPC80365
0.5325	Remote Similarity	NPC481315
0.527	Remote Similarity	NPC110308
0.52	Remote Similarity	NPC40092
0.5135	Remote Similarity	NPC84319
0.5135	Remote Similarity	NPC52021
0.5135	Remote Similarity	NPC599947
0.5067	Remote Similarity	NPC37221
0.5065	Remote Similarity	NPC607666
0.5065	Remote Similarity	NPC608261
0.5065	Remote Similarity	NPC611078

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC109821 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6418
0.1-0.2	2692
0.2-0.3	37
0.3-0.4	2
0.4-0.5	1
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