NPASS Compound

Natural Product: NPC10823

Natural Product ID	NPC10823
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Strophathojavoside
IUPAC Name	(3S,5S,8R,9S,10S,13R,14S,17R)-3-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-3-methoxy-6-methyloxan-2-yl]oxy-5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
Synonyms	strophalloside; strophathojavoside
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL1172581
PubChem CID	49799513
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001125] Steroid lactones [CHEMONTID:0001555] Cardenolides and derivatives [CHEMONTID:0001559] Cardenolide glycosides 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 84 89 0 0 0 0 0 0 0 0999 V2000 7.2593 1.8401 -1.8625 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8063 0.8256 -0.8038 C 0 0 2 0 0 0 0 0 0 0 0 0 7.0356 -0.5389 -1.4087 C 0 0 2 0 0 0 0 0 0 0 0 0 6.5127 -1.6600 -0.5781 C 0 0 2 0 0 0 0 0 0 0 0 0 5.4758 -1.1327 0.3830 C 0 0 2 0 0 0 0 0 0 0 0 0 4.7163 -0.0459 -0.3427 C 0 0 2 0 0 0 0 0 0 0 0 0 5.4911 1.0892 -0.5299 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5313 0.1881 0.3059 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4168 -0.1438 -0.4965 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6277 -1.1963 0.2018 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6362 -0.6905 1.1822 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1940 0.4870 0.7221 C 0 0 2 0 0 0 0 0 0 0 0 0 0.1429 1.6293 1.6206 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9419 1.4918 2.5393 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6386 0.1747 0.8906 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4285 1.2834 1.6003 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8575 0.9103 1.6834 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5303 0.7164 0.3088 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.5102 2.0259 -0.4068 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8560 0.1159 0.5592 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.5051 -1.3299 0.9454 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0744 -1.5595 0.5248 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7627 -0.3949 -0.3564 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.3326 -0.0080 -0.4341 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.4741 -0.8548 -1.3125 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3016 0.0326 -1.7578 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1640 0.9421 -0.6742 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6678 1.1132 -0.7599 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3532 2.2525 -0.8009 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1859 -0.7100 -1.6352 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8110 0.0862 -0.5645 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7267 0.5797 -1.7688 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9740 0.2608 -2.4937 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2246 0.5968 -3.7023 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.7885 -0.4468 -1.6405 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.1604 -0.6019 -0.4080 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1393 -0.6547 1.5025 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7329 -1.2747 2.6772 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5127 -2.3919 0.0510 O 0 0 0 0 0 0 0 0 0 0 0 0 8.4258 -0.7039 -1.5534 O 0 0 0 0 0 0 0 0 0 0 0 0 8.3274 2.0648 -1.7730 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9749 1.4343 -2.8614 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7019 2.7843 -1.7413 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4978 0.9865 0.0566 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6305 -0.5139 -2.4468 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9718 -2.3642 -1.2720 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7743 -1.9054 0.7178 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4813 -0.4438 -1.3524 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7871 -0.5259 -1.4904 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3740 -1.8093 0.7937 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2088 -1.9673 -0.5093 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1649 -0.4798 2.1465 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0493 -1.5464 1.4336 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2947 2.6269 1.5094 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7348 -0.7014 1.5700 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2076 2.2097 1.0766 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0390 1.3677 2.6286 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9959 0.0257 2.2949 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4133 1.7530 2.1656 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9997 2.0410 -1.3643 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5425 2.4605 -0.3974 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9425 2.7758 0.2373 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.3197 0.6224 1.4585 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.6331 -1.4399 2.0525 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2099 -2.0177 0.4853 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4633 -1.7072 1.4012 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0869 -2.5142 -0.0783 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3275 1.0220 -0.9034 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1499 -1.7983 -0.8753 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0925 -1.1233 -2.2130 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4745 -0.5305 -2.2768 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7621 0.6957 -2.5521 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9233 1.9350 -0.0344 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8767 1.5586 -1.7685 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3160 2.9460 -0.6980 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0077 -1.6869 -1.7801 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9237 1.1527 -2.2637 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.0627 -1.6672 -0.2074 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6694 -0.0662 0.4217 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6495 -1.1406 2.8879 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0530 -2.3378 2.7400 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2700 -0.7440 3.5075 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0772 -3.0219 0.6789 H 0 0 0 0 0 0 0 0 0 0 0 0 8.8460 -0.7117 -0.6539 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 6 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 1 0 12 13 1 1 13 14 2 0 12 15 1 0 15 16 1 0 16 17 1 0 17 18 1 0 18 19 1 6 18 20 1 0 20 21 1 0 21 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 25 26 1 0 26 27 1 0 27 28 1 0 27 29 1 6 23 30 1 6 20 31 1 0 31 32 2 0 32 33 1 0 33 34 2 0 33 35 1 0 35 36 1 0 5 37 1 0 37 38 1 0 4 39 1 0 3 40 1 0 7 2 1 0 28 9 1 0 36 31 1 0 27 12 1 0 24 15 1 0 23 18 1 0 1 41 1 0 1 42 1 0 1 43 1 0 2 44 1 1 3 45 1 6 4 46 1 6 5 47 1 1 6 48 1 6 9 49 1 6 10 50 1 0 10 51 1 0 11 52 1 0 11 53 1 0 13 54 1 0 15 55 1 1 16 56 1 0 16 57 1 0 17 58 1 0 17 59 1 0 19 60 1 0 19 61 1 0 19 62 1 0 20 63 1 1 21 64 1 0 21 65 1 0 22 66 1 0 22 67 1 0 24 68 1 6 25 69 1 0 25 70 1 0 26 71 1 0 26 72 1 0 28 73 1 0 28 74 1 0 29 75 1 0 30 76 1 0 32 77 1 0 36 78 1 0 36 79 1 0 38 80 1 0 38 81 1 0 38 82 1 0 39 83 1 0 40 84 1 0 M END

Standard InCHIKey	ZEAWEMXGXZEQGD-FJRLSXEUSA-N
Standard InCHI	InChI=1S/C30H44O10/c1-16-23(33)24(34)25(37-3)26(39-16)40-18-4-9-28(15-31)20-5-8-27(2)19(17-12-22(32)38-14-17)7-11-30(27,36)21(20)6-10-29(28,35)13-18/h12,15-16,18-21,23-26,33-36H,4-11,13-14H2,1-3H3/t16-,18+,19-,20+,21-,23-,24-,25-,26-,27-,28+,29+,30+/m1/s1
SMILES	C[C@@H]1[C@H]([C@H]([C@H]([C@H](O1)O[C@H]1CC[C@]2(C=O)[C@H]3CC[C@]4(C)[C@H](CC[C@@]4([C@@H]3CC[C@@]2(C1)O)O)C1=CC(=O)OC1)OC)O)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	564.29	Volume:	556.09 ? Van der Waals volume.
Dense:	1.015	LogP:	0.992 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	1.573 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-3.437 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	5.0	Rigid Bonds:	33.0
TPSA:	151.98 ? Topological Polar Surface Area.	H-Bond Acceptor:	10.0
H-Bond Donor:	4.0	Rings:	6.0
Heavy Atoms:	10.0

MedChem Properties

QED Drug-Likeness Score:	0.219	GASA:	1.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	5.366	Fsp³:	0.867
MCE-18:	115.679 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Rejected	GSK Rule:	Accepted
Golden Triangle Rule:	Accepted	BMS Rule:	1
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.804	Fluc inhibitor:	0.004 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.01 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.002 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.157	Promiscuous compounds:	0.517

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.928	MDCK Permeability:	-5.179
Pgp-inhibitor:	0.0	Pgp-substrate:	0.993
PAMPA:	0.998 ? The experimental data for Peff was logarithmically transformed (logPeff). Molecules with log Peff values below 2.0 were classified as low-permeability (Category 0), while those with log Peff values exceeding 2.5 were classified as high-permeability (Category 1).	Human Intestinal Absorption (HIA):	0.008
20% Bioavailability (F20%):	0.255	30% Bioavailability (F30%):	0.171
50% Bioavailability (F50%):	0.974

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.002	MRP1:	0.47
Plasma Protein Binding (PPB):	64.311%	Volume Distribution (VD):	-0.339
Fu:	37.416% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	0.992
OATP1B3 inhibitor:	0.993	BCRP inhibitor:	0.022
BSEP inhibitor:	0.912

ADMET: Metabolism

CYP1A2-inhibitor:	0.098	CYP1A2-substrate:	0.0
CYP2C19-inhibitor:	0.087	CYP2C19-substrate:	0.0
CYP2C9-inhibitor:	0.001	CYP2C9-substrate:	0.0
CYP2D6-inhibitor:	0.0	CYP2D6-substrate:	0.0
CYP3A4-inhibitor:	1.0	CYP3A4-substrate:	0.003
CYP2B6-substrate:	0.0	CYP2C8-inhibitor:	0.116
HLM stability:	0.003 ? Human liver microsomal (HLM) stability. Category 0: stable+ (HLM > 30 min); Category 1: unstable- (HLM ≤ 30 min). The output value is the probability of human liver microsomal instability, where a value closer to 1 indicates a higher likelihood of instability.

ADMET: Excretion

Clearance (CL):

2.357

Half-life (T1/2):

4.582

ADMET: Toxicity

hERG Blockers:	0.229	hERG Blockers (10um):	0.868
Human Hepatotoxicity (H-HT):	0.781	Drug-induced Liver Injury (DILI):	0.234
AMES Toxicity:	0.59	Rat Oral Acute Toxicity:	0.975
Maximum Recommended Daily Dose:	1.0	Skin Sensitization:	1.0
Carcinogencity:	0.864	Eye Corrosion:	0.0
Eye Irritation:	0.0	Respiratory Toxicity:	0.985
Drug-induced Neurotoxicity:	0.006	Ototoxicity:	0.771
Hematotoxicity:	0.38	Drug-induced Nephrotoxicity:	0.963
Genotoxicity:	1.0	RPMI-8226 Immunitoxicity:	0.761
A549 Cytotoxicity:	0.193	Hek293 Cytotoxicity:	0.974
BCF:	0.549 ? Bioconcentration factors are used for considering secondary poisoning potential and assessing risks to human health via the food chain. The unit is -log10[(mg/L)/(1000*MW)].	IGC50:	3.316 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	4.913 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	4.17 ? 96 hour fathead minnow LC50. The unit of LC50FM is -log10[(mg/L)/(1000*MW)].

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO8369	Antiaris toxicaria	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20553004]
NPO8369	Antiaris toxicaria	Species	Moraceae	Eukaryota	latex	Xishuangbanna Tropical Botanical Garden, Chinese Academy of Sciences, Yunnan Province, China	2011-Mar	PMID[24033101]
NPO8369	Antiaris toxicaria	Species	Moraceae	Eukaryota	trunk bark	Yunnan, China	n.a.	PMID[24582402]
NPO8369	Antiaris toxicaria	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8369	Antiaris toxicaria	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8369	Antiaris toxicaria	Species	Moraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8369	Antiaris toxicaria	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
Activity	8
Ratio	4
Inhibition	1
ED50	20

Activity Type	# Activity
Cell line	14
Non-molecular	19

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
NPT147	Cell line	SK-MEL-2	Homo sapiens	ED50	=	0.063	ug ml-1	PMID[21292492]
NPT308	Cell line	CAKI-1	Homo sapiens	ED50	=	0.014	ug ml-1	PMID[23252848]
NPT309	Cell line	1A9	Homo sapiens	ED50	=	0.013	ug ml-1	PMID[12350153]
NPT306	Cell line	PC-3	Homo sapiens	ED50	=	0.063	ug ml-1	PMID[10820113]
NPT83	Cell line	MCF7	Homo sapiens	ED50	=	0.024	ug ml-1	PMID[12932125]
NPT81	Cell line	A549	Homo sapiens	ED50	=	0.015	ug ml-1	PMID[21476600]
NPT91	Cell line	KB	Homo sapiens	ED50	=	0.081	ug ml-1	PMID[26287401]
NPT147	Cell line	SK-MEL-2	Homo sapiens	ED50	=	0.064	ug ml-1	PMID[26331426]
NPT306	Cell line	PC-3	Homo sapiens	ED50	=	0.052	ug ml-1	PMID[26331426]
NPT83	Cell line	MCF7	Homo sapiens	ED50	=	0.042	ug ml-1	PMID[23249297]
NPT81	Cell line	A549	Homo sapiens	ED50	=	0.016	ug ml-1	PMID[17883259]
NPT91	Cell line	KB	Homo sapiens	ED50	=	0.066	ug ml-1	PMID[24617951]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Activity	=	0.25	uM	PMID[20553004]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Activity	=	0.5	uM	PMID[20553004]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Activity	=	1.0	uM	PMID[20553004]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Activity	=	567.0	%	PMID[20553004]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Activity	=	225.0	%	PMID[20553004]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Activity	=	200.0	%	PMID[20553004]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Activity	=	350.0	%	PMID[20553004]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Ratio	=	10.0	n.a.	PMID[20553004]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Ratio	=	2.5	n.a.	PMID[20553004]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Ratio	=	5.0	n.a.	PMID[20553004]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Ratio	=	4.0	n.a.	PMID[20553004]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	Inhibition	=	65.0	%	PMID[24033101]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	ED50	=	0.085	ug ml-1	PMID[24582402]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	ED50	=	0.043	ug ml-1	PMID[24582402]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	ED50	=	0.05	ug ml-1	PMID[24582402]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	ED50	=	0.067	ug ml-1	PMID[24582402]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	ED50	=	0.078	ug ml-1	PMID[24582402]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	ED50	=	0.051	ug ml-1	PMID[24582402]

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 NPC10823 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	13930
0.1-0.2	31701
0.2-0.3	3939
0.3-0.4	99
0.4-0.5	92
0.5-0.6	53
0.6-0.7	30
0.7-0.8	1
0.8-0.85	3
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8289	Intermediate Similarity	NPC6108
0.8289	Intermediate Similarity	NPC89514
0.8101	Intermediate Similarity	NPC469753
0.7595	Intermediate Similarity	NPC17896
0.7595	Intermediate Similarity	NPC469755
0.7595	Intermediate Similarity	NPC284406
0.7595	Intermediate Similarity	NPC197707
0.7595	Intermediate Similarity	NPC251866
0.7407	Intermediate Similarity	NPC180079
0.7037	Intermediate Similarity	NPC219085
0.6889	Remote Similarity	NPC247190
0.6585	Remote Similarity	NPC474418
0.6522	Remote Similarity	NPC146857
0.6506	Remote Similarity	NPC99728
0.6506	Remote Similarity	NPC87250
0.6506	Remote Similarity	NPC244402
0.6506	Remote Similarity	NPC50305
0.6444	Remote Similarity	NPC32793
0.6444	Remote Similarity	NPC116075
0.6413	Remote Similarity	NPC469749
0.6353	Remote Similarity	NPC157376
0.6353	Remote Similarity	NPC34390
0.6353	Remote Similarity	NPC142066
0.6353	Remote Similarity	NPC603972
0.6264	Remote Similarity	NPC608063
0.625	Remote Similarity	NPC329636
0.6234	Remote Similarity	NPC72772
0.6136	Remote Similarity	NPC9499
0.6136	Remote Similarity	NPC471360
0.6136	Remote Similarity	NPC469751
0.6136	Remote Similarity	NPC93883
0.6136	Remote Similarity	NPC471361
0.6136	Remote Similarity	NPC86159
0.6136	Remote Similarity	NPC469752
0.6136	Remote Similarity	NPC469754
0.6136	Remote Similarity	NPC70542
0.6061	Remote Similarity	NPC329675
0.6061	Remote Similarity	NPC194716
0.6047	Remote Similarity	NPC84987
0.6	Remote Similarity	NPC158344
0.5862	Remote Similarity	NPC484211
0.5795	Remote Similarity	NPC469750
0.5684	Remote Similarity	NPC475629
0.5682	Remote Similarity	NPC309034
0.5667	Remote Similarity	NPC250556
0.5667	Remote Similarity	NPC484212
0.5604	Remote Similarity	NPC471359
0.5568	Remote Similarity	NPC99620
0.5568	Remote Similarity	NPC471633
0.5495	Remote Similarity	NPC77319
0.5495	Remote Similarity	NPC471351
0.5495	Remote Similarity	NPC471355
0.5474	Remote Similarity	NPC292467
0.5464	Remote Similarity	NPC59288
0.5455	Remote Similarity	NPC486138
0.5455	Remote Similarity	NPC276838
0.5443	Remote Similarity	NPC97487
0.5417	Remote Similarity	NPC475556
0.5417	Remote Similarity	NPC311706
0.5385	Remote Similarity	NPC199428
0.5385	Remote Similarity	NPC84949
0.5385	Remote Similarity	NPC109448
0.5385	Remote Similarity	NPC76572
0.5385	Remote Similarity	NPC480562
0.5385	Remote Similarity	NPC74945
0.5385	Remote Similarity	NPC310341
0.5385	Remote Similarity	NPC31354
0.5385	Remote Similarity	NPC193382
0.5385	Remote Similarity	NPC69576
0.5385	Remote Similarity	NPC480914
0.5309	Remote Similarity	NPC10232
0.5275	Remote Similarity	NPC480915
0.5275	Remote Similarity	NPC484210
0.5269	Remote Similarity	NPC483822
0.5269	Remote Similarity	NPC484202
0.5269	Remote Similarity	NPC277374
0.5269	Remote Similarity	NPC305574
0.5213	Remote Similarity	NPC471354
0.5213	Remote Similarity	NPC27507
0.52	Remote Similarity	NPC486146
0.5161	Remote Similarity	NPC88668
0.5158	Remote Similarity	NPC72260
0.5109	Remote Similarity	NPC486126
0.5109	Remote Similarity	NPC5311
0.5109	Remote Similarity	NPC77299
0.5109	Remote Similarity	NPC480906
0.5102	Remote Similarity	NPC240070
0.51	Remote Similarity	NPC232785
0.51	Remote Similarity	NPC486139
0.5094	Remote Similarity	NPC486150
0.5055	Remote Similarity	NPC473852
0.505	Remote Similarity	NPC329986
0.505	Remote Similarity	NPC140092

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC10823 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	5820
0.1-0.2	3214
0.2-0.3	102
0.3-0.4	3
0.4-0.5	7
0.5-0.6	3
0.6-0.7	0
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.7595	Intermediate Similarity	NPD7319	Approved
0.5667	Remote Similarity	NPD7507	Pre-clinical
0.5158	Remote Similarity	NPD8294	Phase 4
0.5106	Remote Similarity	NPD7516	Pre-clinical

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