NPASS Compound

Natural Product: NPC78803

Natural Product ID	NPC78803
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Cudraflavone B
IUPAC Name	8-(2,4-dihydroxyphenyl)-5-hydroxy-2,2-dimethyl-7-(3-methylbut-2-enyl)pyrano[3,2-g]chromen-6-one
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL221907
PubChem CID	5319925
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000261] Phenylpropanoids and polyketides [CHEMONTID:0000334] Flavonoids [CHEMONTID:0001615] Flavones [CHEMONTID:0003501] 3-prenylated flavones

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 55 58 0 0 0 0 0 0 0 0999 V2000 -5.1989 0.6118 -2.4019 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5053 1.5395 -1.5008 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2432 1.6048 -1.3305 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2200 0.7791 -1.9820 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1512 0.2798 -1.1167 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2028 1.2569 -0.7345 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3640 2.4590 -1.0749 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9071 0.9687 0.0011 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0808 -0.3514 0.3728 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2095 -0.6556 1.1212 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1309 0.3220 1.4849 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9440 1.6287 1.1074 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9099 2.6417 1.4877 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9622 2.3143 2.1911 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2186 0.9391 2.6245 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5975 0.4798 2.1568 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2056 0.9507 4.1571 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2475 0.0273 2.2239 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8256 1.9289 0.3663 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6279 3.2492 -0.0201 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2150 -1.2363 0.0245 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8978 -0.9938 -0.7017 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7288 -2.1313 -0.9819 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0321 -2.0961 -1.2843 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7657 -3.2454 -1.6373 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1420 -4.4649 -1.6784 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8026 -4.5236 -1.3686 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1058 -3.3858 -1.0268 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2429 -3.5140 -0.7249 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8555 -5.6206 -2.0277 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.4038 2.4833 -0.7223 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8084 -0.1362 -1.8431 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9663 1.2290 -2.9504 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5451 0.1499 -3.1442 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8335 2.3560 -0.6189 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6881 1.5371 -2.6885 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5947 0.0474 -2.7307 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3726 -1.6664 1.4243 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7453 3.6870 1.1778 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6656 3.1268 2.4516 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6994 -0.6050 2.1942 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3315 0.9271 2.8645 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7940 0.9153 1.1597 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6217 0.0009 4.5563 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1902 1.1612 4.5326 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8717 1.7648 4.4953 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7224 3.5576 -0.9714 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6108 -1.2189 -1.2317 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8223 -3.1851 -1.8794 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3078 -5.4893 -1.4012 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8427 -4.1146 -1.2976 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6052 -6.5387 -1.6698 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6132 2.0819 0.2817 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2959 2.7031 -1.3257 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8712 3.4633 -0.5629 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 1 0 6 7 2 0 6 8 1 0 8 9 2 0 9 10 1 0 10 11 2 0 11 12 1 0 12 13 1 0 13 14 2 0 14 15 1 0 15 16 1 0 15 17 1 0 15 18 1 0 12 19 2 0 19 20 1 0 9 21 1 0 21 22 1 0 22 23 1 0 23 24 2 0 24 25 1 0 25 26 2 0 26 27 1 0 27 28 2 0 28 29 1 0 26 30 1 0 2 31 1 0 22 5 2 0 28 23 1 0 19 8 1 0 18 11 1 0 1 32 1 0 1 33 1 0 1 34 1 0 3 35 1 0 4 36 1 0 4 37 1 0 10 38 1 0 13 39 1 0 14 40 1 0 16 41 1 0 16 42 1 0 16 43 1 0 17 44 1 0 17 45 1 0 17 46 1 0 20 47 1 0 24 48 1 0 25 49 1 0 27 50 1 0 29 51 1 0 30 52 1 0 31 53 1 0 31 54 1 0 31 55 1 0 M END

Standard InCHIKey	XIWCDUHPYMOFIL-UHFFFAOYSA-N
Standard InCHI	InChI=1S/C25H24O6/c1-13(2)5-7-17-23(29)21-20(30-24(17)15-8-6-14(26)11-18(15)27)12-19-16(22(21)28)9-10-25(3,4)31-19/h5-6,8-12,26-28H,7H2,1-4H3
SMILES	CC(=CCc1c(=O)c2c(cc3c(C=CC(C)(C)O3)c2O)oc1c1ccc(cc1O)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
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15787460]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	n.a.	root	n.a.	PMID[15787460]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16203143]
NPO30392	Morus	Genus	Sulidae	Eukaryota	root bark	n.a.	n.a.	PMID[16356713]
NPO33150	Artocarpus communis	Species	Moraceae	Eukaryota	heartwood	n.a.	n.a.	PMID[16643064]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[16919944]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	root bark	n.a.	n.a.	PMID[17608532]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	fruits	n.a.	n.a.	PMID[17625893]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17950599]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[18293924]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	fruits	n.a.	n.a.	PMID[19113968]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	Roots	n.a.	n.a.	PMID[19191562]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	n.a.	root	n.a.	PMID[19280148]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19285413]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19660948]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20192247]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20815207]
NPO29886	Artocarpus	Genus	Moraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21319773]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	root	n.a.	PMID[21319773]
NPO30392	Morus	Genus	Sulidae	Eukaryota	n.a.	n.a.	n.a.	PMID[21319773]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	n.a.	fruit	n.a.	PMID[21319773]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	leaf	n.a.	PMID[21319773]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	n.a.	root	n.a.	PMID[21319773]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	bark	n.a.	PMID[21319773]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	leaf	n.a.	PMID[22207282]
NPO30392	Morus	Genus	Sulidae	Eukaryota	n.a.	n.a.	n.a.	PMID[22297755]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	fruits	n.a.	n.a.	PMID[22445674]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	fruits	n.a.	n.a.	PMID[23623680]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	root	n.a.	PMID[23806866]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	root bark	University of Veterinary and Pharmaceutical Sciences Brno (UVPS Brno), Brno, Czech Republic	2011-APR	PMID[24901948]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	Konya, Turkey	2007-APR	PMID[24901948]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	Roots	n.a.	n.a.	PMID[25322455]
NPO33150	Artocarpus communis	Species	Moraceae	Eukaryota	roots	Khon Kaen, Thailand	2009-DEC	PMID[25537111]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	fruits	n.a.	n.a.	PMID[25735399]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	leaves	Chungbuk, Korea	n.a.	PMID[25935644]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	root	n.a.	PMID[25981820]
NPO33150	Artocarpus communis	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26178912]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	root barks	purchased from the local herbal market, Chungbuk, Korea	2012-JUL	PMID[26227773]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	latex	n.a.	PMID[27294120]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[28322565]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[28968119]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	Root barks	n.a.	n.a.	PMID[3097265]
NPO29886	Artocarpus	Genus	Moraceae	Eukaryota	n.a.	xylem	n.a.	Database[Article]
NPO33150	Artocarpus communis	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29886	Artocarpus	Genus	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO30804	Cudrania tricuspidata	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28265	Morus alba	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO22079	Paulownia tomentosa	Species	Paulowniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28265	Morus alba	Species	Moraceae	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
EC50	4
Potency	12
Inhibition	2
Ki	1
Ratio	3
Ratio IC50	1
FC	6
Activity	1
MIC	4

Activity Type	# Activity
Individual protein	20
Cell line	13
Organism	6
Tissue	1
Others	4
Non-molecular	3

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2584	Individual protein	Acyl coenzyme A:cholesterol acyltransferase 2	Homo sapiens	IC50	=	41600.0	nM	PMID[16919944]
NPT1254	Individual protein	Streptokinase A	Streptococcus pyogenes serotype M1	EC50	=	1580.0	nM	PubChem BioAssay data set
NPT1254	Individual protein	Streptokinase A	Streptococcus pyogenes serotype M1	EC50	>	150000.0	nM	PubChem BioAssay data set
NPT31	Individual protein	Cyclooxygenase-2	Homo sapiens	IC50	=	2500.0	nM	PMID[21319773]
NPT324	Individual protein	Cyclooxygenase-1	Ovis aries	IC50	=	1500.0	nM	PMID[21319773]
NPT198	Individual protein	Vitamin D receptor	Homo sapiens	Potency	n.a.	50118.7	nM	PubChem BioAssay data set
NPT154	Individual protein	Mothers against decapentaplegic homolog 3	Homo sapiens	Potency	n.a.	35481.3	nM	PubChem BioAssay data set
NPT10	Individual protein	Geminin	Homo sapiens	Potency	n.a.	29092.9	nM	PubChem BioAssay data set
NPT101	Individual protein	Glucagon-like peptide 1 receptor	Homo sapiens	Potency	n.a.	1258.9	nM	PubChem BioAssay data set
NPT159	Individual protein	Aberrant vpr protein	Human immunodeficiency virus 1	Potency	n.a.	63095.7	nM	PubChem BioAssay data set
NPT160	Individual protein	TAR DNA-binding protein 43	Homo sapiens	Potency	n.a.	31622.8	nM	PubChem BioAssay data set
NPT178	Individual protein	Protein-tyrosine phosphatase 1B	Homo sapiens	IC50	=	20000.0	nM	PMID[34279099]
NPT178	Individual protein	Protein-tyrosine phosphatase 1B	Homo sapiens	Inhibition	=	70.9	%	PMID[34279099]
NPT892	Individual protein	Monoamine oxidase A	Mus musculus	IC50	=	80000.0	nM	PMID[17608532]
NPT8	Individual protein	DNA polymerase iota	Homo sapiens	Potency	n.a.	100000.0	nM	PubChem BioAssay data set
NPT478	Individual protein	Ataxin-2	Homo sapiens	Potency	n.a.	39810.7	nM	PubChem BioAssay data set
NPT920	Individual protein	Alpha-synuclein	Homo sapiens	Potency	n.a.	35481.3	nM	PubChem BioAssay data set
NPT532	Individual protein	Lysine-specific demethylase 4A	Homo sapiens	Potency	n.a.	56234.1	nM	PubChem BioAssay data set

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1970	Cell line	THP-1	Homo sapiens	Ratio	=	5.8	n.a.	PMID[21319773]
NPT1970	Cell line	THP-1	Homo sapiens	Ratio	=	20.0	n.a.	PMID[21319773]
NPT1970	Cell line	THP-1	Homo sapiens	Ratio	=	2.0	n.a.	PMID[21319773]
NPT1970	Cell line	THP-1	Homo sapiens	FC	=	5.8	n.a.	PMID[21319773]
NPT1970	Cell line	THP-1	Homo sapiens	FC	=	3.2	n.a.	PMID[21319773]
NPT65	Cell line	HepG2	Homo sapiens	Potency	n.a.	22387.2	nM	PubChem BioAssay data set
NPT1182	Cell line	J774.A1	Mus musculus	FC	=	2.0	n.a.	PMID[23947936]
NPT1182	Cell line	J774.A1	Mus musculus	FC	=	1.71	n.a.	PMID[23947936]
NPT1182	Cell line	J774.A1	Mus musculus	FC	=	2.13	n.a.	PMID[23947936]
NPT1182	Cell line	J774.A1	Mus musculus	FC	=	3.12	n.a.	PMID[23947936]
NPT1970	Cell line	THP-1	Homo sapiens	IC50	>	10000.0	nM	PMID[24901948]
NPT196	Cell line	AGS	Homo sapiens	Activity	=	27.0	%	PMID[25537111]
NPT113	Cell line	RAW264.7	Mus musculus	IC50	=	7.4	ug.mL-1	PMID[31255927]
NPT174	Organism	Streptococcus	Streptococcus	EC50	=	4937.0	nM	PubChem BioAssay data set
NPT1252	Organism	Streptococcus sp. 'group A'	Streptococcus sp. 'group A'	EC50	=	3359.0	nM	PubChem BioAssay data set
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	IC50	=	1800.0	nM	PMID[23947936]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	IC50	=	641200.0	nM	PMID[23947936]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	IC50	=	219000.0	nM	PMID[23947936]
NPT79	Organism	Bacillus subtilis	Bacillus subtilis	MIC	=	16.0	ug.mL-1	PMID[36062892]
NPT16	Organism	Staphylococcus aureus	Staphylococcus aureus	MIC	=	4.0	ug.mL-1	PMID[36062892]
NPT17	Organism	Staphylococcus epidermidis	Staphylococcus epidermidis	MIC	=	16.0	ug.mL-1	PMID[36062892]
NPT19	Organism	Escherichia coli	Escherichia coli	MIC	>	128.0	ug.mL-1	PMID[36062892]
NPT614	Tissue	Plasma	Rattus norvegicus	IC50	=	46400.0	nM	PMID[16919944]
NPT2	Others	Unspecified	n.a.	IC50	=	10140.0	nM	PMID[19660948]
NPT2	Others	Unspecified	n.a.	Ki	=	10820.0	nM	PMID[19660948]
NPT2	Others	Unspecified	n.a.	Ratio IC50	=	1.7	n.a.	PMID[21319773]
NPT2	Others	Unspecified	n.a.	Potency	n.a.	35481.3	nM	PubChem BioAssay data set

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 NPC78803 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	25967
0.1-0.2	20301
0.2-0.3	3092
0.3-0.4	375
0.4-0.5	90
0.5-0.6	24
0.6-0.7	5
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	Natural Product ID
0.7945	Intermediate Similarity	NPC282300
0.76	Intermediate Similarity	NPC478512
0.7143	Intermediate Similarity	NPC219915
0.7051	Intermediate Similarity	NPC62840
0.6986	Remote Similarity	NPC59739
0.6296	Remote Similarity	NPC605736
0.6267	Remote Similarity	NPC303633
0.6145	Remote Similarity	NPC321623
0.6081	Remote Similarity	NPC190046
0.5921	Remote Similarity	NPC265932
0.575	Remote Similarity	NPC84124
0.5714	Remote Similarity	NPC218871
0.5647	Remote Similarity	NPC603595
0.5584	Remote Similarity	NPC96565
0.557	Remote Similarity	NPC607385
0.5517	Remote Similarity	NPC217083
0.5488	Remote Similarity	NPC178964
0.5465	Remote Similarity	NPC276444
0.5422	Remote Similarity	NPC471973
0.5412	Remote Similarity	NPC321896
0.5375	Remote Similarity	NPC11700
0.5316	Remote Similarity	NPC97716
0.5309	Remote Similarity	NPC247677
0.5301	Remote Similarity	NPC229632
0.525	Remote Similarity	NPC65491
0.5238	Remote Similarity	NPC13408
0.5238	Remote Similarity	NPC207690
0.5238	Remote Similarity	NPC472450
0.5238	Remote Similarity	NPC275780
0.5227	Remote Similarity	NPC476630
0.5176	Remote Similarity	NPC83922
0.5119	Remote Similarity	NPC214236
0.5057	Remote Similarity	NPC200625

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC78803 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	4367
0.1-0.2	4730
0.2-0.3	52
0.3-0.4	1
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