NPASS Compound

Natural Product: NPC33378

Natural Product ID	NPC33378
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Physalin F
IUPAC Name	n.a.
Synonyms	Physalin F
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL1215434
PubChem CID	49864133
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001671] Physalins and derivatives

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 68 76 0 0 0 0 0 0 0 0999 V2000 -3.8524 -1.7422 -1.9626 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3779 -1.0286 -0.7160 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.5401 -0.2021 -0.2109 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0913 0.5120 1.0080 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.8547 1.3476 0.8353 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4516 1.8334 2.2082 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7565 0.7189 0.0656 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.2765 -0.0877 -1.0846 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.0945 -0.9568 -1.3906 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7870 -1.5430 -2.3880 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3030 -0.9629 -0.1284 C 0 0 2 0 0 0 0 0 0 0 0 0 1.1226 -0.7769 -0.5130 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8289 -2.0393 -0.0216 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2596 -2.0932 -0.3836 C 0 0 2 0 0 0 0 0 0 0 0 0 3.9663 -0.9273 -0.1097 C 0 0 2 0 0 0 0 0 0 0 0 0 5.3812 -0.9892 0.3278 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0103 0.2171 0.8164 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3158 1.2744 1.1731 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8637 1.1907 1.0574 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1321 1.7959 1.9060 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3019 0.3864 -0.0692 C 0 0 1 0 0 0 0 0 0 0 0 0 3.7086 1.1255 -1.3533 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8075 0.3888 0.1165 C 0 0 1 0 0 0 0 0 0 0 0 0 1.3164 1.7371 -0.2161 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1488 1.8505 -1.1693 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0736 2.0048 -0.4153 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.2550 2.6298 -1.0194 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4219 3.1931 -2.1153 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2364 2.4421 -0.0174 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7997 2.7800 0.7370 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7851 -1.4995 -1.4967 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5848 -2.1851 0.4825 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7467 -2.7821 0.0678 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0072 -2.0361 0.3296 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.0016 -1.4948 1.7062 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2289 -2.0451 2.5585 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8110 -0.4304 2.0400 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8202 0.0027 0.7094 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3284 -2.6809 -2.1575 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9270 -2.0241 -1.7589 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7977 -1.0811 -2.8516 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7894 0.5452 -0.9883 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3627 -0.8713 0.0408 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9074 1.2015 1.3457 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1448 1.4506 3.0164 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4498 1.4314 2.5239 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5114 2.9398 2.3115 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5852 0.5072 -1.9446 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2914 -0.7795 -1.6303 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2998 -2.8892 -0.5073 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7211 -2.1551 1.0790 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7258 -3.0872 -0.1570 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4343 -1.7922 1.1232 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0609 -1.4046 -0.4805 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0761 0.2691 0.8969 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7795 2.1896 1.5452 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8655 1.1343 -2.0769 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5439 0.6102 -1.8762 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0877 2.1458 -1.1347 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6626 0.2122 1.2303 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0569 2.3097 0.7262 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1228 2.3981 -0.6595 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2569 2.7699 -1.8293 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2489 1.0217 -1.8884 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6322 3.7187 0.4682 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7192 -3.1551 -0.9889 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8157 -3.7383 0.6713 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8390 -2.8049 0.3197 H 0 0 0 0 0 0 0 0 0 0 0 0 2 1 1 6 2 3 1 0 3 4 1 0 4 5 1 0 5 6 1 1 5 7 1 0 7 8 1 0 8 9 1 0 9 10 2 0 9 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 2 0 18 19 1 0 19 20 2 0 19 21 1 0 21 22 1 6 21 23 1 0 23 24 1 0 24 25 1 0 25 26 1 0 26 27 1 0 27 28 2 0 27 29 1 0 26 30 1 1 15 31 1 6 11 32 1 1 32 33 1 0 33 34 1 0 34 35 1 0 35 36 2 0 35 37 1 0 11 38 1 0 34 2 1 0 8 2 1 0 23 12 1 0 37 4 1 0 29 5 1 0 26 7 1 0 7 38 1 1 31 14 1 0 21 15 1 0 1 39 1 0 1 40 1 0 1 41 1 0 3 42 1 0 3 43 1 0 4 44 1 1 6 45 1 0 6 46 1 0 6 47 1 0 8 48 1 6 12 49 1 6 13 50 1 0 13 51 1 0 14 52 1 1 16 53 1 0 16 54 1 0 17 55 1 0 18 56 1 0 22 57 1 0 22 58 1 0 22 59 1 0 23 60 1 1 24 61 1 0 24 62 1 0 25 63 1 0 25 64 1 0 30 65 1 0 33 66 1 0 33 67 1 0 34 68 1 1 M END

Standard InCHIKey	VSLWNSSUMFSGFF-DKOLRWHASA-N
Standard InCHI	InChI=1S/C28H30O10/c1-22-10-17-24(3)28-18(22)19(30)27(38-28,34-11-14(22)20(31)35-17)13-9-16-26(36-16)7-4-5-15(29)23(26,2)12(13)6-8-25(28,33)21(32)37-24/h4-5,12-14,16-18,33H,6-11H2,1-3H3/t12-,13+,14-,16+,17+,18-,22+,23-,24-,25+,26+,27+,28-/m0/s1
SMILES	C[C@@]12C[C@@H]3[C@@]4(C)[C@@]56[C@H]2C(=O)[C@]([C@@H]2C[C@@H]7[C@@]8(CC=CC(=O)[C@]8(C)[C@H]2CC[C@]5(C(=O)O4)O)O7)(OC[C@H]1C(=O)O3)O6

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
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.jfca.2005.08.001]
NPO15684	Cochliobolus heterostrophus	Species	Pleosporaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[10395513]
NPO7093	Oncorhynchus keta	Species	Salmonidae	Eukaryota	eggs	Pacific	n.a.	PMID[10654418]
NPO7093	Oncorhynchus keta	Species	Salmonidae	Eukaryota	Eggs	n.a.	n.a.	PMID[10654418]
NPO24001	Witheringia solanacea	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16562828]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	roots	purchased from Kiu Shun Trading Ltd., Vancouver, Canada	2000	PMID[16643021]
NPO1680	Physalis angulata	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17580910]
NPO14304.1	Physalis alkekengi var. franchetii	Varieties	Solanaceae	Eukaryota	calyces	Yilan, Heilongjiang Province, China	2004-SEP	PMID[18348534]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18460139]
NPO958	Tambja ceutae	Species	Polyceridae	Eukaryota	n.a.	Azorean	n.a.	PMID[20227875]
NPO1680	Physalis angulata	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21954931]
NPO1680	Physalis angulata	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23270478]
NPO1680	Physalis angulata	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25396337]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25538068]
NPO1680	Physalis angulata	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27295506]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27400088]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[36838931]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37480748]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[6821187]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	leaf	n.a.	PMID[9433811]
NPO4350	Chlorella pyrenoidosa	Species	Chlorellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6107	Acacia lemmoni	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3023	Achillea pratensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3913	Alcea nudiflora	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6722	Anaphalis margaritacea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1977	Arum montanum	Species	Araceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4050	Boronia lanceolata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16714	Campanula pendula	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7161	Capparis angulata	Species	Capparaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9099	Carissa spinarum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO798	Chloranthus holostegius	Species	Chloranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3528	Cinnamomum pedunculatum	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10450	Clerodendrum infortunatum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15684	Cochliobolus heterostrophus	Species	Pleosporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4125	Corydalis crystallina	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6951	Dictyota spinulosa	Species	Dictyotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27244	Dysosma pleiantha	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO3456	Eucalyptus campanulata	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1814	Euphorbia cattimandoo	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7377	Hemiphragma heterophyllum	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7640	Klaseopsis chinensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4847	Lasianthus wallichii	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO586	Lomandra hastilis	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO518	Mercurialis leiocarpa	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6421	Neolitsea sericea	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4204	Ochradenus baccatus	Species	Resedaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7093	Oncorhynchus keta	Species	Salmonidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4411	Plantago ovata	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6345	Podocarpus sellowii	Species	Podocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1659	Primula denticulata	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO4773	Pteromys volans	Species	Sciuridae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5739	Rubus foliolosus	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6523	Streptococcus pneumoniae	Species	Streptococcaceae	Bacteria	n.a.	n.a.	n.a.	Database[COCONUT]
NPO958	Tambja ceutae	Species	Polyceridae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO241	Teucrium cossonii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5518	Thuja dolabrata	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1244	Trimusculus conica	Species	Trimusculidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2339	Turnera ulmifolia	Species	Passifloraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5809	Xanthoparmelia tinctina	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14304	Physalis alkekengi	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14304.1	Physalis alkekengi var. franchetii	Varieties	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1680	Physalis angulata	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO24001	Witheringia solanacea	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	Plant	n.a.	n.a.	Database[FooDB]
NPO7093	Oncorhynchus keta	Species	Salmonidae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	Leaves	n.a.		Database[FooDB]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27244	Dysosma pleiantha	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO7377	Hemiphragma heterophyllum	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14304.1	Physalis alkekengi var. franchetii	Varieties	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6421	Neolitsea sericea	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO6722	Anaphalis margaritacea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14304	Physalis alkekengi	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO4847	Lasianthus wallichii	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14304	Physalis alkekengi	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14304.1	Physalis alkekengi var. franchetii	Varieties	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4773	Pteromys volans	Species	Sciuridae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO7377	Hemiphragma heterophyllum	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27244	Dysosma pleiantha	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO4847	Lasianthus wallichii	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6421	Neolitsea sericea	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO6722	Anaphalis margaritacea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO4773	Pteromys volans	Species	Sciuridae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO6722	Anaphalis margaritacea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO14304	Physalis alkekengi	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO9099	Carissa spinarum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6523	Streptococcus pneumoniae	Species	Streptococcaceae	Bacteria	n.a.	n.a.	n.a.	Database[UNPD]
NPO2339	Turnera ulmifolia	Species	Passifloraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27244	Dysosma pleiantha	Species	Berberidaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6722	Anaphalis margaritacea	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4847	Lasianthus wallichii	Species	Rubiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1244	Trimusculus conica	Species	Trimusculidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4050	Boronia lanceolata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15684	Cochliobolus heterostrophus	Species	Pleosporaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1659	Primula denticulata	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4411	Plantago ovata	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO798	Chloranthus holostegius	Species	Chloranthaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7093	Oncorhynchus keta	Species	Salmonidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16714	Campanula pendula	Species	Campanulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4350	Chlorella pyrenoidosa	Species	Chlorellaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6107	Acacia lemmoni	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14304	Physalis alkekengi	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5739	Rubus foliolosus	Species	Rosaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10450	Clerodendrum infortunatum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO241	Teucrium cossonii	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5809	Xanthoparmelia tinctina	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3528	Cinnamomum pedunculatum	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6951	Dictyota spinulosa	Species	Dictyotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14582	Spinacia oleracea	Species	Chenopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6421	Neolitsea sericea	Species	Lauraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1814	Euphorbia cattimandoo	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3456	Eucalyptus campanulata	Species	Myrtaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7640	Klaseopsis chinensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4773	Pteromys volans	Species	Sciuridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3913	Alcea nudiflora	Species	Malvaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7377	Hemiphragma heterophyllum	Species	Plantaginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO586	Lomandra hastilis	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5518	Thuja dolabrata	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15462	Angelica sinensis	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1977	Arum montanum	Species	Araceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO518	Mercurialis leiocarpa	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3023	Achillea pratensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4125	Corydalis crystallina	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO4204	Ochradenus baccatus	Species	Resedaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7161	Capparis angulata	Species	Capparaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6345	Podocarpus sellowii	Species	Podocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO958	Tambja ceutae	Species	Polyceridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO24001	Witheringia solanacea	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1680	Physalis angulata	Species	Solanaceae	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

Activity Type	# Activity
IC50	13
Inhibition	1
EC50	8
Ratio IC50	2
Selectivity Index	1
Activity	8

Activity Type	# Activity
Individual protein	3
Cell line	21
Organism	2
Non-molecular	1
Others	6

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1896	Individual protein	Zinc finger protein GLI1	Homo sapiens	IC50	=	660.0	nM	PMID[19309080]
NPT2601	Individual protein	NF-kappaB inhibitor alpha	Homo sapiens	Inhibition	=	45.2	%	PMID[24900739]
NPT2601	Individual protein	NF-kappaB inhibitor alpha	Homo sapiens	IC50	=	27100.0	nM	PMID[24900739]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT858	Cell line	LNCaP	Homo sapiens	EC50	=	1.0	ug.mL-1	PMID[17580910]
NPT91	Cell line	KB	Homo sapiens	EC50	=	0.9	ug.mL-1	PMID[17580910]
NPT762	Cell line	A-431	Homo sapiens	EC50	=	1.1	ug.mL-1	PMID[17580910]
NPT81	Cell line	A549	Homo sapiens	EC50	=	1.3	ug.mL-1	PMID[17580910]
NPT180	Cell line	HCT-8	Homo sapiens	EC50	=	1.0	ug.mL-1	PMID[17580910]
NPT306	Cell line	PC-3	Homo sapiens	EC50	=	1.1	ug.mL-1	PMID[17580910]
NPT133	Cell line	ZR-75-1	Homo sapiens	EC50	=	0.3	ug.mL-1	PMID[17580910]
NPT319	Cell line	B16	Mus musculus	IC50	=	0.5	ug.mL-1	PMID[18053728]
NPT180	Cell line	HCT-8	Homo sapiens	IC50	=	0.5	ug.mL-1	PMID[18053728]
NPT404	Cell line	CCRF-CEM	Homo sapiens	IC50	=	0.5	ug.mL-1	PMID[18053728]
NPT116	Cell line	HL-60	Homo sapiens	IC50	=	0.5	ug.mL-1	PMID[18053728]
NPT885	Cell line	PBL	n.a.	IC50	=	4.23	ug.mL-1	PMID[18053728]
NPT113	Cell line	RAW264.7	Mus musculus	IC50	=	330.0	nM	PMID[18348534]
NPT461	Cell line	PANC-1	Homo sapiens	Selectivity Index	=	3.0	n.a.	PMID[19309080]
NPT165	Cell line	HeLa	Homo sapiens	IC50	=	2000.0	nM	PMID[16562828]
NPT15	Cell line	Jurkat	Homo sapiens	Activity	=	2.71	%	PMID[16562828]
NPT15	Cell line	Jurkat	Homo sapiens	Activity	=	2.07	%	PMID[16562828]
NPT15	Cell line	Jurkat	Homo sapiens	Activity	=	1.64	%	PMID[16562828]
NPT15	Cell line	Jurkat	Homo sapiens	Activity	=	50.2	%	PMID[16562828]
NPT15	Cell line	Jurkat	Homo sapiens	Activity	=	58.2	%	PMID[16562828]
NPT15	Cell line	Jurkat	Homo sapiens	Activity	=	64.6	%	PMID[16562828]
NPT6	Organism	Plasmodium falciparum	Plasmodium falciparum	IC50	=	2200.0	nM	PMID[21954931]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	EC50	=	1.9	ug.mL-1	PMID[17580910]
NPT580	Organism	Trypanosoma cruzi	Trypanosoma cruzi	IC50	=	9.4	ug.mL-1	PMID[18053728]
NPT2	Others	Unspecified	n.a.	Ratio IC50	=	2.0	n.a.	PMID[19309080]
NPT2	Others	Unspecified	n.a.	Activity	=	7.0	%	PMID[16562828]
NPT2	Others	Unspecified	n.a.	Activity	=	20.0	%	PMID[16562828]
NPT2	Others	Unspecified	n.a.	IC50	=	660.0	nM	PMID[20708941]
NPT2	Others	Unspecified	n.a.	Ratio IC50	=	10.0	n.a.	PMID[24900739]
NPT2	Others	Unspecified	n.a.	IC50	=	2530.0	nM	PMID[24900739]

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 NPC33378 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	21281
0.1-0.2	28011
0.2-0.3	481
0.3-0.4	34
0.4-0.5	17
0.5-0.6	6
0.6-0.7	19
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	4

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC254146
1.0	High Similarity	NPC6274
1.0	High Similarity	NPC486573
1.0	High Similarity	NPC606278
0.7528	Intermediate Similarity	NPC603368
0.7528	Intermediate Similarity	NPC610240
0.7416	Intermediate Similarity	NPC484694
0.7416	Intermediate Similarity	NPC600403
0.7128	Intermediate Similarity	NPC601164
0.6947	Remote Similarity	NPC606873
0.6837	Remote Similarity	NPC600933
0.6837	Remote Similarity	NPC601161
0.6813	Remote Similarity	NPC100390
0.6813	Remote Similarity	NPC254614
0.6813	Remote Similarity	NPC264192
0.6813	Remote Similarity	NPC600930
0.6813	Remote Similarity	NPC608769
0.6596	Remote Similarity	NPC79835
0.6596	Remote Similarity	NPC603465
0.6489	Remote Similarity	NPC600931
0.6383	Remote Similarity	NPC243014
0.6277	Remote Similarity	NPC600158
0.6277	Remote Similarity	NPC609951
0.6262	Remote Similarity	NPC602548
0.6237	Remote Similarity	NPC484693
0.617	Remote Similarity	NPC188291
0.617	Remote Similarity	NPC15215
0.617	Remote Similarity	NPC242486
0.5895	Remote Similarity	NPC607396
0.5816	Remote Similarity	NPC604937
0.5408	Remote Similarity	NPC606174
0.5408	Remote Similarity	NPC608782
0.505	Remote Similarity	NPC603774
0.505	Remote Similarity	NPC605654

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC33378 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6989
0.1-0.2	2138
0.2-0.3	23
0.3-0.4	0
0.4-0.5	0
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