NPASS Compound

Natural Product: NPC99557

Natural Product ID	NPC99557
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	2-Tert-Butyl-6-[(3-Tert-Butyl-2-Hydroxy-5-Methylphenyl)Methyl]-4-Methylphenol
IUPAC Name	2-tert-butyl-6-[(3-tert-butyl-2-hydroxy-5-methylphenyl)methyl]-4-methylphenol
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL460648
PubChem CID	8398
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0002448] Benzenoids [CHEMONTID:0002279] Benzene and substituted derivatives [CHEMONTID:0000369] Diphenylmethanes

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 57 58 0 0 0 0 0 0 0 0999 V2000 2.2033 3.8946 -1.0365 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1370 2.5612 -0.3908 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1311 2.2297 0.4953 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0613 0.9916 1.0955 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0170 0.6339 2.0362 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0970 -0.1846 1.4598 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1630 -1.5285 1.7213 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1845 -2.3235 1.1855 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2161 -3.7755 1.4948 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1121 -1.6942 0.3899 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0874 -0.3487 0.0998 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0565 0.3854 0.6554 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0373 1.7403 0.3577 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1343 0.2516 -0.7641 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8421 1.3111 0.0792 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2069 -0.8038 -1.0483 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6101 0.8361 -2.0372 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0424 0.0877 0.7757 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0800 0.3849 -0.1180 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1127 1.6337 -0.6964 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1346 -0.5717 -0.4477 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6727 -1.8586 -1.0656 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9809 -0.9200 0.7751 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0961 0.0651 -1.4315 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0109 -1.1551 1.3498 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3879 4.6781 -0.2639 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9612 3.8810 -1.8432 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2049 4.1327 -1.4637 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3860 2.9686 0.7172 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4300 1.5837 2.4938 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4423 0.1266 2.9418 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4293 -2.0333 2.3521 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2475 -4.2597 1.3015 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0437 -4.2275 0.9000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5362 -3.8771 2.5691 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9043 -2.3152 -0.0238 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6248 2.0846 -0.5200 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9027 0.8936 1.1017 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2952 2.2602 0.1178 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8841 1.4761 -0.2610 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5821 -1.1584 -0.0762 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0597 -0.2390 -1.5276 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8266 -1.6119 -1.7011 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3723 0.6137 -2.8405 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5351 1.9267 -1.9902 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6665 0.3341 -2.3410 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9068 1.9199 -1.4078 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5502 -2.2660 -1.6532 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8695 -1.7082 -1.7971 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4798 -2.6517 -0.3130 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2735 0.0581 1.2306 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4252 -1.5427 1.4803 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8855 -1.4278 0.4238 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8838 -0.7016 -1.7028 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5670 0.2714 -2.3848 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6364 0.9271 -1.0097 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5813 -1.9587 0.9488 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 2 0 3 4 1 0 4 5 1 0 5 6 1 0 6 7 2 0 7 8 1 0 8 9 1 0 8 10 2 0 10 11 1 0 11 12 2 0 12 13 1 0 11 14 1 0 14 15 1 0 14 16 1 0 14 17 1 0 4 18 2 0 18 19 1 0 19 20 2 0 19 21 1 0 21 22 1 0 21 23 1 0 21 24 1 0 18 25 1 0 20 2 1 0 12 6 1 0 1 26 1 0 1 27 1 0 1 28 1 0 3 29 1 0 5 30 1 0 5 31 1 0 7 32 1 0 9 33 1 0 9 34 1 0 9 35 1 0 10 36 1 0 13 37 1 0 15 38 1 0 15 39 1 0 15 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 22 48 1 0 22 49 1 0 22 50 1 0 23 51 1 0 23 52 1 0 23 53 1 0 24 54 1 0 24 55 1 0 24 56 1 0 25 57 1 0 M END

Standard InCHIKey	KGRVJHAUYBGFFP-UHFFFAOYSA-N
Standard InCHI	InChI=1S/C23H32O2/c1-14-9-16(20(24)18(11-14)22(3,4)5)13-17-10-15(2)12-19(21(17)25)23(6,7)8/h9-12,24-25H,13H2,1-8H3
SMILES	Cc1cc(Cc2cc(C)cc(c2O)C(C)(C)C)c(c(c1)C(C)(C)C)O

Calculated Properties

Physi-Chem Properties

Molecular Weight:	340.24	Volume:	391.013 ? Van der Waals volume.
Dense:	0.87	LogP:	6.343 ? The logarithm of the n-octanol/water distribution coefficients.
logD7.4:	4.354 ? The logarithm of the n-octanol/water distribution coefficient at pH=7.4.	LogS:	-7.033 ? The logarithm of aqueous solubility value.
Rotatable Bonds:	4.0	Rigid Bonds:	12.0
TPSA:	40.46 ? Topological Polar Surface Area.	H-Bond Acceptor:	2.0
H-Bond Donor:	2.0	Rings:	2.0
Heavy Atoms:	2.0

MedChem Properties

QED Drug-Likeness Score:	0.714	GASA:	0.0 ? GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:	2.45	Fsp³:	0.478
MCE-18:	20.0 ? MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.	Lipinski Rule-of-5:	Rejected
Pfizer Rule:	Accepted	GSK Rule:	Accepted
Golden Triangle Rule:	Rejected	BMS Rule:	0
Chelating Alert:	0	PAINS Alert:	0
Colloidal aggregators:	0.776	Fluc inhibitor:	0.002 ? The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:	0.011 ? The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1	Green fluorescence:	0.021 ? The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:	0.673	Promiscuous compounds:	0.109

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:	-5.067	MDCK Permeability:	-4.705
Pgp-inhibitor:	0.999	Pgp-substrate:	0.032
PAMPA:	0.086 ? 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):	0.812
20% Bioavailability (F20%):	1.0	30% Bioavailability (F30%):	0.999
50% Bioavailability (F50%):	1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.0	MRP1:	0.77
Plasma Protein Binding (PPB):	97.074%	Volume Distribution (VD):	0.458
Fu:	2.749% ? The fraction unbound in plasms.	OATP1B1 inhibitor:	1.0
OATP1B3 inhibitor:	0.999	BCRP inhibitor:	0.003
BSEP inhibitor:	1.0

ADMET: Metabolism

CYP1A2-inhibitor:	0.002	CYP1A2-substrate:	1.0
CYP2C19-inhibitor:	0.013	CYP2C19-substrate:	0.995
CYP2C9-inhibitor:	0.005	CYP2C9-substrate:	0.084
CYP2D6-inhibitor:	0.003	CYP2D6-substrate:	0.004
CYP3A4-inhibitor:	0.407	CYP3A4-substrate:	0.397
CYP2B6-substrate:	0.001	CYP2C8-inhibitor:	1.0
HLM stability:	0.99 ? 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):

8.361

Half-life (T1/2):

0.429

ADMET: Toxicity

hERG Blockers:	0.099	hERG Blockers (10um):	0.907
Human Hepatotoxicity (H-HT):	0.268	Drug-induced Liver Injury (DILI):	0.034
AMES Toxicity:	0.048	Rat Oral Acute Toxicity:	0.118
Maximum Recommended Daily Dose:	0.647	Skin Sensitization:	0.956
Carcinogencity:	0.201	Eye Corrosion:	0.953
Eye Irritation:	0.996	Respiratory Toxicity:	0.871
Drug-induced Neurotoxicity:	0.233	Ototoxicity:	0.374
Hematotoxicity:	0.1	Drug-induced Nephrotoxicity:	0.19
Genotoxicity:	0.002	RPMI-8226 Immunitoxicity:	0.102
A549 Cytotoxicity:	0.859	Hek293 Cytotoxicity:	0.585
BCF:	2.535 ? 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:	5.216 ? 48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:	6.575 ? 48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].	LC50FM:	6.234 ? 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
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/j.jep.2005.01.054]
NPO27288	Citrus maxima	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0031-9422(99)00119-3]
NPO29417	Fallopia multiflora	Species	Polygonaceae	Eukaryota	n.a.	root	n.a.	PMID[16564530]
NPO29279	Aralia elata	Species	Araliaceae	Eukaryota	bark	n.a.	n.a.	PMID[21889336]
NPO29417	Fallopia multiflora	Species	Polygonaceae	Eukaryota	Roots	n.a.	n.a.	PMID[29359942]
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31181920]
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31418264]
NPO29417	Fallopia multiflora	Species	Polygonaceae	Eukaryota	Roots	n.a.	n.a.	PMID[31944695]
NPO51584	Magnolia hypolampra	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[34328033]
NPO54179	Magnolia sumatrana var. glauca	Species	Magnoliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[34328033]
NPO27288	Citrus maxima	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37049761]
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38754641]
NPO29279	Aralia elata	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[39204353]
NPO29417	Fallopia multiflora	Species	Polygonaceae	Eukaryota	Roots; Tubers	n.a.	n.a.	PMID[7714535]
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27288	Citrus maxima	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29417	Fallopia multiflora	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO29279	Aralia elata	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27288	Citrus maxima	Species	Rutaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO29279	Aralia elata	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27288	Citrus maxima	Species	Rutaceae	Eukaryota	n.a.	n.a.		Database[Phenol-Explorer]
NPO27288	Citrus maxima	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29279	Aralia elata	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29417	Fallopia multiflora	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO29279	Aralia elata	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO27288	Citrus maxima	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO29417	Fallopia multiflora	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO28276	Artemisia argyi	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27288	Citrus maxima	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO29279	Aralia elata	Species	Araliaceae	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
NPO28276	Artemisia argyi	Oil	n.a.	0.16	n.a.	n.a.	%	PMID[38754641]
NPO29279	Aralia elata	Oil	n.a.	7.51	n.a.	n.a.	%	PMID[39204353]
NPO51584	Magnolia hypolampra	Oil	Branches	1.44	n.a.	n.a.	%	PMID[34328033]
NPO51584	Magnolia hypolampra	Oil	Roots	0.30	n.a.	n.a.	%	PMID[34328033]
NPO51584	Magnolia hypolampra	Oil	Leaves	0.27	n.a.	n.a.	%	PMID[34328033]
NPO51584	Magnolia hypolampra	Oil	Bark	0.72	n.a.	n.a.	%	PMID[34328033]
NPO54179	Magnolia sumatrana var. glauca	Oil	Bark	1.35	n.a.	n.a.	%	PMID[34328033]
NPO54179	Magnolia sumatrana var. glauca	Oil	Branches	2.57	n.a.	n.a.	%	PMID[34328033]

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
Potency	132
Inhibition	2
IC50	2

Activity Type	# Activity
Individual protein	37
Others	99

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT153	Individual protein	Androgen Receptor	Homo sapiens	Potency	n.a.	61644.8	nM	PubChem BioAssay data set
NPT153	Individual protein	Androgen Receptor	Homo sapiens	Potency	n.a.	6195.4	nM	PubChem BioAssay data set
NPT153	Individual protein	Androgen Receptor	Homo sapiens	Potency	n.a.	43277.1	nM	PubChem BioAssay data set
NPT106	Individual protein	Peroxisome proliferator-activated receptor delta	Homo sapiens	Potency	n.a.	54941	nM	PubChem BioAssay data set
NPT153	Individual protein	Androgen Receptor	Homo sapiens	Potency	n.a.	48966.2	nM	PubChem BioAssay data set
NPT153	Individual protein	Androgen Receptor	Homo sapiens	Potency	n.a.	55216.7	nM	PubChem BioAssay data set
NPT162	Individual protein	Heat shock protein beta-1	Homo sapiens	Potency	n.a.	24541.2	nM	PubChem BioAssay data set
NPT162	Individual protein	Heat shock protein beta-1	Homo sapiens	Potency	n.a.	21982.2	nM	PubChem BioAssay data set
NPT106	Individual protein	Peroxisome proliferator-activated receptor delta	Homo sapiens	Potency	n.a.	9819.1	nM	PubChem BioAssay data set
NPT163	Individual protein	Nuclear factor NF-kappa-B p105 subunit	Homo sapiens	Potency	n.a.	19493.8	nM	PubChem BioAssay data set
NPT163	Individual protein	Nuclear factor NF-kappa-B p105 subunit	Homo sapiens	Potency	n.a.	11017.2	nM	PubChem BioAssay data set
NPT153	Individual protein	Androgen Receptor	Homo sapiens	Potency	n.a.	14125.4	nM	PubChem BioAssay data set
NPT153	Individual protein	Androgen Receptor	Homo sapiens	Potency	n.a.	17782.8	nM	PubChem BioAssay data set
NPT106	Individual protein	Peroxisome proliferator-activated receptor delta	Homo sapiens	Potency	n.a.	7079.5	nM	PubChem BioAssay data set
NPT108	Individual protein	Estrogen receptor alpha	Homo sapiens	Potency	n.a.	44668.4	nM	PubChem BioAssay data set
NPT106	Individual protein	Peroxisome proliferator-activated receptor delta	Homo sapiens	Potency	n.a.	63095.7	nM	PubChem BioAssay data set
NPT198	Individual protein	Vitamin D receptor	Homo sapiens	Potency	n.a.	15848.9	nM	PubChem BioAssay data set
NPT249	Individual protein	Glucocorticoid receptor	Homo sapiens	Potency	n.a.	50118.7	nM	PubChem BioAssay data set
NPT163	Individual protein	Nuclear factor NF-kappa-B p105 subunit	Homo sapiens	Potency	n.a.	28183.8	nM	PubChem BioAssay data set
NPT152	Individual protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	Potency	n.a.	48557.7	nM	PubChem BioAssay data set
NPT158	Individual protein	Nuclear receptor subfamily 1 group I member 2	Rattus norvegicus	Potency	n.a.	7943.3	nM	PubChem BioAssay data set
NPT540	Individual protein	Bile acid receptor FXR	Homo sapiens	Potency	n.a.	17782.8	nM	PubChem BioAssay data set
NPT866	Individual protein	Peroxisome proliferator-activated receptor alpha	Homo sapiens	Potency	n.a.	14125.4	nM	PubChem BioAssay data set
NPT99	Individual protein	Peroxisome proliferator-activated receptor gamma	Homo sapiens	Potency	n.a.	50118.7	nM	PubChem BioAssay data set
NPT99	Individual protein	Peroxisome proliferator-activated receptor gamma	Homo sapiens	Potency	n.a.	25118.9	nM	PubChem BioAssay data set
NPT67	Individual protein	Cholinesterase	Equus caballus	Inhibition	=	0.28	%	PMID[23062825]
NPT888	Individual protein	78 kDa glucose-regulated protein	Homo sapiens	IC50	=	100000.0	nM	PMID[31129054]
NPT46	Individual protein	Thyroid hormone receptor beta-1	Homo sapiens	Potency	n.a.	25118.9	nM	PubChem BioAssay data set
NPT46	Individual protein	Thyroid hormone receptor beta-1	Homo sapiens	Potency	n.a.	31622.8	nM	PubChem BioAssay data set
NPT66	Individual protein	Acetylcholinesterase	Electrophorus electricus	Inhibition	=	-4.45	%	PMID[23062825]
NPT74	Individual protein	Proto-oncogene c-JUN	Homo sapiens	Potency	n.a.	12299.8	nM	PubChem BioAssay data set
NPT74	Individual protein	Proto-oncogene c-JUN	Homo sapiens	Potency	n.a.	11017.2	nM	PubChem BioAssay data set
NPT546	Individual protein	Retinoid X receptor alpha	Homo sapiens	Potency	n.a.	11220.2	nM	PubChem BioAssay data set
NPT546	Individual protein	Retinoid X receptor alpha	Homo sapiens	Potency	n.a.	50118.7	nM	PubChem BioAssay data set
NPT539	Individual protein	Cellular tumor antigen p53	Homo sapiens	Potency	n.a.	70794.6	nM	PubChem BioAssay data set

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT2	Others	Unspecified	n.a.	Potency	n.a.	39090.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	15484.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	19493.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	17461.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	19591.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	48966.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	38570.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	43497.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	13800.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	12361.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	13869.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	30637.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	13755	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	44668.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	1087.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	61644.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	15433.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	50118.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	1225.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	12197.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	21872.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	6893.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	21982.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	61130.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	27535.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	8634.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	55216.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	17316.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	6164.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	27306	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	68938.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	54941	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	61441.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	24541.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	19331.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	24664.4	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	24336.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	9819.1	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	68589.6	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	15355.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	30793.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	17228.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	48557.7	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	54759.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	9737.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	11017.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	10962.2	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	17373.9	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	19429.5	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	12299.8	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	Potency	n.a.	21800.3	nM	PubChem BioAssay data set
NPT2	Others	Unspecified	n.a.	IC50	=	700.0	nM	PMID[7714535]

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
-	Rattus norvegicus	NOAEL	=	50.0	mg/kg-day	ToxVal
-	Rattus norvegicus	NOAEL	=	12.5	mg/kg-day	ToxVal
-	Rattus norvegicus	NOAEL	=	800.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOAEL	>=	40.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOAEL	=	50.0	mg/kg-day	ToxVal
-	Rattus norvegicus	NOAEL	~	104.0	mg/kg-day	ToxVal
-	Rattus norvegicus	NOAEL	=	113.16	mg/kg-day	ToxVal
-	Rattus norvegicus	NOAEL	=	104.0	mg/kg-day	ToxVal
-	Rattus norvegicus	NOAEL	=	24.91	mg/kg-day	ToxVal
-	Rattus norvegicus	NOAEL	=	12.7	mg/kg-day	ToxVal
-	Rattus norvegicus	LOAEL	<=	60.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOAEL	=	345.4	mg/kg-day	ToxVal
-	Rattus norvegicus	LOAEL	=	200.0	mg/kg-day	ToxVal
-	Rattus norvegicus	LOAEL	=	618.0	mg/kg-day	ToxVal
-	Rattus norvegicus	NOAEL	=	54.2	mg/kg-day	ToxVal
-	Rattus norvegicus	LOAEL	=	75.65	mg/kg-day	ToxVal
-	Rattus norvegicus	LOAEL	=	42.3	mg/kg-day	ToxVal
-	Rattus norvegicus	LOAEL	=	88.0	mg/kg-day	ToxVal
-	Rattus norvegicus	NOAEL	=	15.1	mg/kg-day	ToxVal
-	Rattus norvegicus	NOAEL	=	31.3	mg/kg-day	ToxVal
-	Rattus norvegicus	LOAEL	=	113.16	mg/kg-day	ToxVal
-	Rattus norvegicus	LOAEL	=	54.2	mg/kg-day	ToxVal
-	Rattus norvegicus	NOAEL	=	42.3	mg/kg-day	ToxVal
-	Rattus norvegicus	LD50	=	6500.0	mg/kg	ToxVal
-	Rattus norvegicus	LD50	>	5000.0	mg/kg	ToxVal
-	Rattus norvegicus	LD50	=	5000.0	mg/kg	ToxVal
-	Rattus norvegicus	LD50	>	10000.0	mg/kg	ToxVal
-	Rattus norvegicus	NOEL	<	104.0	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	=	1.92	mg/kg-day	ToxVal
-	Rattus norvegicus	NOEL	<	0.12	%	ToxVal
-	Mus musculus	LOAEL	>=	371.0	mg/kg-day	ToxVal
-	Mus musculus	LOAEL	<=	447.0	mg/kg-day	ToxVal
-	Mus musculus	LD50	=	6700.0	mg/kg	ToxVal
-	Mus musculus	LD50	>	11000.0	mg/kg	ToxVal
-	Mus musculus	LD50	>	5000.0	mg/kg	ToxVal
-	Mus musculus	LD50	=	11000.0	mg/kg	ToxVal
-	Mus musculus	LD50	=	3200.0	mg/kg	ToxVal
-	Oryctolagus cuniculus	LD50	>	10000.0	mg/kg	ToxVal
-	Oryctolagus cuniculus	LD50	>	5000.0	mg/kg	ToxVal
-	Homo sapiens	DNEL systemic	=	1.25	mg/m3	ToxVal
-	Canis lupus familiaris	NOAEL	=	4.0	mg/kg-day	ToxVal
-	Canis lupus familiaris	LOAEL	=	6.6	mg/kg-day	ToxVal

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 NPC99557 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	35208
0.1-0.2	14203
0.2-0.3	421
0.3-0.4	19
0.4-0.5	4
0.5-0.6	1
0.6-0.7	2
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
0.6923	Remote Similarity	NPC144682
0.6452	Remote Similarity	NPC601055
0.5862	Remote Similarity	NPC604364

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC99557 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7306
0.1-0.2	1789
0.2-0.3	44
0.3-0.4	10
0.4-0.5	0
0.5-0.6	0
0.6-0.7	1
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
0.6923	Remote Similarity	NPD1809	Phase 2

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