NPASS Compound

Natural Product: NPC153036

Natural Product ID	NPC153036
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Prostratin
IUPAC Name	n.a.
Synonyms	12-Deoxyphorbol-13-Acetate; Prostratin
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL170518
PubChem CID	454217
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001551] Diterpenoids [CHEMONTID:0002875] Tigliane and ingenane diterpenoids [CHEMONTID:0002906] Phorbol esters

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 58 61 0 0 0 0 0 0 0 0999 V2000 -0.7449 -4.4385 -0.7712 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7651 -3.6242 -1.2747 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5524 -2.1933 -0.8439 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5023 -1.9286 -0.1013 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0153 -0.6208 0.4841 C 0 0 1 0 0 0 0 0 0 0 0 0 1.4503 -0.8005 0.6820 C 0 0 1 0 0 0 0 0 0 0 0 0 2.3704 0.2411 0.3272 C 0 0 1 0 0 0 0 0 0 0 0 0 2.1035 -0.0467 1.8240 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3471 0.9729 2.6049 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2312 -0.7111 2.5933 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7028 -0.1363 -0.0709 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9741 -0.9394 -1.1405 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0297 -1.3868 -1.8314 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3988 -1.2785 -1.4786 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9107 1.5623 -0.1279 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4430 1.7554 -0.2433 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.3544 0.5007 -0.4429 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7689 0.8771 -0.5579 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.7797 -0.1999 -0.3467 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.6018 -1.2689 -1.3420 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8173 -0.6354 0.9628 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0131 0.6481 -0.5332 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0614 0.4245 -1.1685 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6216 1.8393 0.2634 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3055 1.9618 0.2432 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6225 2.7304 0.9564 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0662 0.0429 -1.7243 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1307 2.6379 -1.4677 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9644 -4.5658 0.1960 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7196 -3.9928 -0.8532 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8083 -3.7288 -2.3627 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0954 -2.8189 0.1102 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5603 -0.5387 1.4547 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8774 -1.8552 0.6175 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7778 1.9875 2.3650 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6027 0.8524 3.7005 H 0 0 0 0 0 0 0 0 0 0 0 0 0.2615 0.9516 2.5165 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8631 -1.2482 1.8399 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8300 0.1177 3.0347 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8685 -1.4237 3.3351 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5197 -1.3582 -2.5721 H 0 0 0 0 0 0 0 0 0 0 0 0 6.1050 -0.5175 -1.1105 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6935 -2.2446 -1.0161 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4096 2.3526 0.4718 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3373 1.7131 -1.1678 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1189 2.3746 0.6167 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9309 1.2115 -1.6389 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5423 -1.8532 -1.4128 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3449 -0.8308 -2.3244 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2230 0.0118 1.5734 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8437 2.8000 0.7914 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7880 2.4405 1.9926 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5873 2.6488 0.4117 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3055 3.7906 0.8990 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3293 -0.8854 -1.7386 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9573 3.3813 -1.4934 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1398 2.0327 -2.3822 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8007 3.2092 -1.3283 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 2 3 1 0 3 4 2 0 4 5 1 0 5 6 1 0 6 7 1 0 7 8 1 0 8 9 1 0 8 10 1 0 7 11 1 1 11 12 1 0 12 13 2 0 12 14 1 0 7 15 1 0 15 16 1 0 16 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 19 21 1 1 19 22 1 0 22 23 2 0 22 24 1 0 24 25 2 0 24 26 1 0 17 27 1 6 16 28 1 0 20 3 1 0 17 5 1 0 25 18 1 0 8 6 1 0 1 29 1 0 2 30 1 0 2 31 1 0 4 32 1 0 5 33 1 1 6 34 1 1 9 35 1 0 9 36 1 0 9 37 1 0 10 38 1 0 10 39 1 0 10 40 1 0 14 41 1 0 14 42 1 0 14 43 1 0 15 44 1 0 15 45 1 0 16 46 1 1 18 47 1 6 20 48 1 0 20 49 1 0 21 50 1 0 25 51 1 0 26 52 1 0 26 53 1 0 26 54 1 0 27 55 1 0 28 56 1 0 28 57 1 0 28 58 1 0 M END

Standard InCHIKey	BOJKFRKNLSCGHY-HXGSDTCMSA-N
Standard InCHI	InChI=1S/C22H30O6/c1-11-6-16-20(26,18(11)25)9-14(10-23)7-15-17-19(4,5)21(17,28-13(3)24)8-12(2)22(15,16)27/h6-7,12,15-17,23,26-27H,8-10H2,1-5H3/t12-,15+,16-,17-,20-,21+,22-/m1/s1
SMILES	OCC1=C[C@H]2[C@H]3[C@@](C3(C)C)(OC(=O)C)C[C@H]([C@@]2([C@H]2[C@@](C1)(O)C(=O)C(=C2)C)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
NPO32973	homoalanthus nutans	Species	n.a.	n.a.	n.a.	Samoa	n.a.	PMID[11430019]
NPO16205	Euphorbia fischeriana	Species	Euphorbiaceae	Eukaryota	roots	n.a.	n.a.	PMID[16792421]
NPO422	Euphorbia cornigera	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17512094]
NPO422	Euphorbia cornigera	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[19376614]
NPO13882	Euphorbia grandicornis	Species	Euphorbiaceae	Eukaryota	n.a.	aerial part	n.a.	PMID[21319774]
NPO19424	Trigonostemon howii	Species	Euphorbiaceae	Eukaryota	n.a.	twig	n.a.	PMID[21520897]
NPO16205	Euphorbia fischeriana	Species	Euphorbiaceae	Eukaryota	whole plants	Panshi, Jilin Province, China	2009-JUN	PMID[21534540]
NPO16205	Euphorbia fischeriana	Species	Euphorbiaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[21534540]
NPO19424	Trigonostemon howii	Species	Euphorbiaceae	Eukaryota	Stems	n.a.	n.a.	PMID[23148674]
NPO19424	Trigonostemon howii	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23215460]
NPO299	Euphorbia ebracteolata	Species	Euphorbiaceae	Eukaryota	roots	n.a.	n.a.	PMID[24660966]
NPO16205	Euphorbia fischeriana	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25453801]
NPO16205	Euphorbia fischeriana	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[26702644]
NPO13882	Euphorbia grandicornis	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[27731641]
NPO16205	Euphorbia fischeriana	Species	Euphorbiaceae	Eukaryota	Roots	n.a.	n.a.	PMID[28383891]
NPO21274	Euphorbia semiperfoliata	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[28925702]
NPO299	Euphorbia ebracteolata	Species	Euphorbiaceae	Eukaryota	Roots	n.a.	n.a.	PMID[29148766]
NPO299	Euphorbia ebracteolata	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[31184480]
NPO32447	euphorbia ledienii	Species	Euphorbiaceae	Eukaryota	latices	South African	n.a.	PMID[3236005]
NPO25960	Euphorbia triangularis	Species	Euphorbiaceae	Eukaryota	latices	South African	n.a.	PMID[3236005]
NPO19062	Euphorbia coerulescens	Species	Euphorbiaceae	Eukaryota	latices	South African	n.a.	PMID[3236005]
NPO32447	euphorbia ledienii	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO299	Euphorbia ebracteolata	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16205	Euphorbia fischeriana	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO422	Euphorbia cornigera	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO19062	Euphorbia coerulescens	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO25960	Euphorbia triangularis	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16205	Euphorbia fischeriana	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO16205	Euphorbia fischeriana	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO299	Euphorbia ebracteolata	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO299	Euphorbia ebracteolata	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO299	Euphorbia ebracteolata	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO16205	Euphorbia fischeriana	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO25960	Euphorbia triangularis	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO299	Euphorbia ebracteolata	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO21274	Euphorbia semiperfoliata	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19424	Trigonostemon howii	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19062	Euphorbia coerulescens	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16205	Euphorbia fischeriana	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13882	Euphorbia grandicornis	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO422	Euphorbia cornigera	Species	Euphorbiaceae	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
Ki	5
Effective concentration	2
Inhibition	4
EC50	27
GI50	3
Log 1/GI50	1
IC50	2
Activity	11
FC	2
CC50	5
Ratio CC50/EC50	4

Activity Type	# Activity
Individual protein	5
Cell line	13
Protein family	3
Organism	34
Unchecked	3
Others	6
Non-molecular	2

Molecular-level activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT1556	Individual protein	Epidermal growth factor receptor erbB1	Mus musculus	Effective concentration	=	220.0	nM	PMID[1597853]
NPT67	Individual protein	Cholinesterase	Equus caballus	Inhibition	=	3.93	%	PMID[23062825]
NPT880	Individual protein	Protein kinase C gamma	Homo sapiens	Ki	=	21.8	nM	PMID[33540228]
NPT66	Individual protein	Acetylcholinesterase	Electrophorus electricus	Inhibition	=	-10.45	%	PMID[23062825]
NPT316	Protein family	Protein kinase C (PKC)	Homo sapiens	EC50	=	910.0	nM	PMID[27731641]
NPT4629	Individual protein	Protein kinase C alpha	Bos taurus	Ki	=	4.8	nM	PMID[11384235]
NPT727	Protein family	Protein kinase C, PKC; classical/novel	Homo sapiens	Ki	=	210.0	nM	PMID[1597853]
NPT727	Protein family	Protein kinase C, PKC; classical/novel	Homo sapiens	Ki	=	190.0	nM	PMID[1597853]

In vitro activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT517	Cell line	Panel NCI-60 (60 carcinoma cell lines)	Homo sapiens	GI50	=	7000.0	nM	PMID[10715158]
NPT407	Cell line	COLO 205	Homo sapiens	GI50	=	1900.0	nM	PMID[10715158]
NPT4727	Cell line	C3H 10T1/2	Mus musculus	Effective concentration	=	1100.0	nM	PMID[1597853]
NPT517	Cell line	Panel NCI-60 (60 carcinoma cell lines)	Homo sapiens	Log 1/GI50	=	3.0	n.a.	PMID[11689073]
NPT91	Cell line	KB	Homo sapiens	IC50	=	1000.0	ug.mL-1	PMID[17512094]
NPT4651	Cell line	Ramos	Homo sapiens	IC50	=	0.056	ug.mL-1	PMID[16792421]
NPT1452	Cell line	C8166	Homo sapiens	CC50	>	510.0	nM	PMID[21534540]
NPT189	Cell line	Vero	Chlorocebus aethiops	CC50	=	79000.0	nM	PMID[23215460]
NPT460	Cell line	MT2	Homo sapiens	CC50	>	50000.0	nM	PMID[28925702]
NPT15	Cell line	Jurkat	Homo sapiens	CC50	>	10000.0	nM	PMID[37224601]
NPT856	Organism	Semliki forest virus	Semliki forest virus	EC50	>	256000.0	nM	PMID[23215460]
NPT1114	Organism	Human immunodeficiency virus	Human immunodeficiency virus	EC50	=	226.0	nM	PMID[28925702]
NPT28438	Unchecked	Unchecked	n.a.	Inhibition	>	90.0	%	PMID[35522580]
NPT1114	Organism	Human immunodeficiency virus	Human immunodeficiency virus	Activity	n.a.	n.a.	n.a.	PMID[33721994]
NPT28438	Unchecked	Unchecked	n.a.	EC50	>	1000.0	nM	PMID[33540228]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	EC50	=	2600.0	nM	PMID[23215460]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	EC50	=	2700.0	nM	PMID[25970561]
NPT332	Organism	Human immunodeficiency virus type 2 (ISOLATE ROD)	Human immunodeficiency virus type 2 (ISOLATE ROD)	EC50	=	900.0	nM	PMID[25970561]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	<=	132.0	nM	PMID[11430019]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	=	0.06	nM	PMID[21534540]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	=	1900.0	nM	PMID[25970561]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	Activity	=	685.0	n.a.	PMID[35522580]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	FC	=	2.8	n.a.	PMID[35522580]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	Activity	=	11.7	%	PMID[35522580]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	Activity	=	11.1	%	PMID[35522580]
NPT28859	Cell line	CD4+ve Th	n.a.	Activity	=	84.0	%	PMID[35522580]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	=	294.0	nM	PMID[33540228]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	=	11.0	nM	PMID[33540228]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	=	294.0	nM	PMID[37224601]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	=	3.3	nM	PMID[33540228]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	=	768.0	nM	PMID[33540228]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	=	865.0	nM	PMID[33540228]
NPT24	Organism	Human immunodeficiency virus 1	Human immunodeficiency virus 1	EC50	=	45.0	nM	PMID[33540228]
NPT2	Others	Unspecified	n.a.	GI50	=	790.0	nM	PMID[10715158]
NPT2	Others	Unspecified	n.a.	Ki	=	12.5	nM	PMID[1597853]
NPT338	Organism	Sindbis virus	Sindbis virus	EC50	>	256000.0	nM	PMID[23215460]
NPT20632	Organism	Chikungunya virus	Chikungunya virus	EC50	=	2600.0	nM	PMID[28925702]
NPT20632	Organism	Chikungunya virus	Chikungunya virus	EC50	=	500.0	nM	PMID[28689975]
NPT20632	Organism	Chikungunya virus	Chikungunya virus	EC50	=	200.0	nM	PMID[28689975]
NPT20632	Organism	Chikungunya virus	Chikungunya virus	EC50	=	400.0	nM	PMID[28689975]
NPT20632	Organism	Chikungunya virus	Chikungunya virus	EC50	=	300.0	nM	PMID[28689975]
NPT20632	Organism	Chikungunya virus	Chikungunya virus	EC50	=	7100.0	nM	PMID[28689975]
NPT20632	Organism	Chikungunya virus	Chikungunya virus	EC50	=	7600.0	nM	PMID[28689975]
NPT20632	Organism	Chikungunya virus	Chikungunya virus	EC50	=	8000.0	nM	PMID[28689975]
NPT2	Others	Unspecified	n.a.	Ratio CC50/EC50	=	30.3	n.a.	PMID[23215460]
NPT2	Others	Unspecified	n.a.	Ratio CC50/EC50	=	171.0	n.a.	PMID[25970561]
NPT2	Others	Unspecified	n.a.	Ratio CC50/EC50	=	22.8	n.a.	PMID[25970561]
NPT2	Others	Unspecified	n.a.	Ratio CC50/EC50	>	370.0	n.a.	PMID[25970561]

In vivo activity

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT32	Organism	Mus musculus	Mus musculus	Activity	>	7.0	nmol	PMID[3236005]

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 NPC153036 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	15506
0.1-0.2	32331
0.2-0.3	1863
0.3-0.4	64
0.4-0.5	23
0.5-0.6	31
0.6-0.7	24
0.7-0.8	0
0.8-0.85	4
0.85-0.9	3
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8889	High Similarity	NPC158523
0.8571	High Similarity	NPC71889
0.8571	High Similarity	NPC475937
0.8136	Intermediate Similarity	NPC485736
0.8136	Intermediate Similarity	NPC277477
0.8136	Intermediate Similarity	NPC479003
0.8136	Intermediate Similarity	NPC485735
0.7869	Intermediate Similarity	NPC482454
0.7857	Intermediate Similarity	NPC91189
0.7586	Intermediate Similarity	NPC96739
0.75	Intermediate Similarity	NPC485732
0.6935	Remote Similarity	NPC174471
0.6857	Remote Similarity	NPC472760
0.6719	Remote Similarity	NPC474871
0.6719	Remote Similarity	NPC260786
0.6716	Remote Similarity	NPC477091
0.6667	Remote Similarity	NPC170212
0.6567	Remote Similarity	NPC474872
0.6557	Remote Similarity	NPC156252
0.6462	Remote Similarity	NPC485733
0.6389	Remote Similarity	NPC153651
0.6308	Remote Similarity	NPC472397
0.6308	Remote Similarity	NPC478681
0.6286	Remote Similarity	NPC183540
0.625	Remote Similarity	NPC222307
0.6197	Remote Similarity	NPC479000
0.6176	Remote Similarity	NPC17138
0.6176	Remote Similarity	NPC101825
0.6176	Remote Similarity	NPC215643
0.6176	Remote Similarity	NPC265499
0.6164	Remote Similarity	NPC159692
0.6119	Remote Similarity	NPC472758
0.6087	Remote Similarity	NPC221511
0.6061	Remote Similarity	NPC171905
0.6	Remote Similarity	NPC485731
0.5942	Remote Similarity	NPC275696
0.5942	Remote Similarity	NPC255081
0.5882	Remote Similarity	NPC157252
0.5857	Remote Similarity	NPC5991
0.5857	Remote Similarity	NPC196500
0.5857	Remote Similarity	NPC471108
0.5857	Remote Similarity	NPC5989
0.5844	Remote Similarity	NPC180640
0.5833	Remote Similarity	NPC151216
0.5833	Remote Similarity	NPC89227
0.5811	Remote Similarity	NPC602538
0.5797	Remote Similarity	NPC471125
0.5769	Remote Similarity	NPC185876
0.5769	Remote Similarity	NPC19336
0.5714	Remote Similarity	NPC145182
0.5694	Remote Similarity	NPC243902
0.5625	Remote Similarity	NPC478680
0.5616	Remote Similarity	NPC478999
0.5593	Remote Similarity	NPC453
0.5556	Remote Similarity	NPC471128
0.5556	Remote Similarity	NPC471126
0.5541	Remote Similarity	NPC484333
0.5467	Remote Similarity	NPC145238
0.5405	Remote Similarity	NPC22628
0.5405	Remote Similarity	NPC600005
0.5342	Remote Similarity	NPC475391
0.52	Remote Similarity	NPC474937
0.5135	Remote Similarity	NPC482317
0.5079	Remote Similarity	NPC163004
0.5065	Remote Similarity	NPC609983
0.5056	Remote Similarity	NPC478683

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC153036 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6377
0.1-0.2	2745
0.2-0.3	28
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