NPASS Compound

Natural Product: NPC125793

Natural Product ID	NPC125793
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	IVXMRCQSVUIHRC-YAPQMYKGSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	102317275
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000259] Prenol lipids [CHEMONTID:0001553] Triterpenoids

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 83 86 0 0 0 0 0 0 0 0999 V2000 -6.2881 0.3667 -1.1876 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6492 1.1523 -0.3525 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2612 2.5310 -0.1705 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4320 0.8734 0.4275 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.5120 2.0641 0.2402 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5588 1.8940 -0.8796 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7816 0.6097 -0.8345 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3850 0.8860 -0.4045 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.3675 1.3150 1.0208 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3334 1.8561 -1.3162 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7046 1.2817 -1.5805 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8108 0.1151 -0.5939 C 0 0 2 0 0 0 0 0 0 0 0 0 2.9226 -0.8041 -0.9451 C 0 0 2 0 0 0 0 0 0 0 0 0 3.1002 -1.9754 -0.0186 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2312 -0.1755 -1.2139 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8880 0.6206 -0.1395 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2124 -0.0670 1.0793 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4146 -0.2738 1.5580 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5798 -1.0258 2.8756 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6234 0.1505 0.9040 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7450 -0.1079 1.4842 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7587 0.8112 -0.2890 O 0 0 0 0 0 0 0 0 0 0 0 0 9.0060 1.1774 -0.8362 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4240 -0.3932 -0.6624 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0685 -0.9742 -1.9924 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0251 -1.3348 0.4096 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4950 -1.4556 0.5604 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3931 -0.5016 -0.1183 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.5520 -1.1802 -0.9367 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8085 -0.4481 0.3050 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.0502 -1.3361 1.5429 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4568 -1.6058 1.8683 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2808 -2.3617 0.9478 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8384 -2.9278 -0.0578 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6421 -2.4540 1.2121 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9107 -0.6315 -1.3679 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2000 0.6999 -1.7102 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8928 3.2397 -0.9330 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3658 2.4769 -0.3281 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0875 2.8223 0.8637 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7638 1.0194 1.5142 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1296 2.9707 0.0207 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9669 2.3362 1.1636 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1338 2.0203 -1.8293 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8378 2.7349 -0.8666 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7104 0.3073 -1.9289 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5577 1.1250 1.5811 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1733 0.8649 1.6306 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5231 2.4266 1.0829 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2717 1.9583 -2.2349 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3552 2.8354 -0.8188 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4265 2.0651 -1.3524 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7150 0.9415 -2.6296 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0678 0.5780 0.3719 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6286 -1.2839 -1.9349 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1800 -2.2518 0.0945 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6458 -2.9309 -0.4217 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6094 -1.7994 0.9382 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9382 -0.9964 -1.5221 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1827 0.4863 -2.1287 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1430 1.4553 0.1612 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6853 1.2117 -0.6080 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3964 -0.4649 1.6935 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3965 -0.4914 3.4020 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6806 -0.9243 3.4947 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9113 -2.0477 2.6866 H 0 0 0 0 0 0 0 0 0 0 0 0 9.8454 1.0269 -0.1132 H 0 0 0 0 0 0 0 0 0 0 0 0 9.0116 2.2341 -1.1637 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2514 0.5027 -1.6974 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0441 -0.2177 -2.8200 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9103 -1.5404 -1.9380 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7711 -1.7578 -2.3415 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4448 -0.9995 1.3630 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4295 -2.3187 0.1838 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7878 -2.5172 0.2962 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7337 -1.4293 1.6639 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6858 -0.7804 -1.9615 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4413 -2.3013 -0.9923 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5248 -2.3106 1.4107 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6014 -0.7757 2.3944 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4236 -2.2301 2.8263 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0075 -0.6875 2.2340 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.2801 -2.9529 0.6209 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 2 3 1 0 2 4 1 0 4 5 1 0 5 6 1 0 6 7 1 0 7 8 1 0 8 9 1 1 8 10 1 0 10 11 1 0 11 12 1 0 12 13 1 0 13 14 1 0 13 15 1 0 15 16 1 0 16 17 1 0 17 18 2 0 18 19 1 0 18 20 1 0 20 21 2 0 20 22 1 0 22 23 1 0 12 24 1 0 24 25 1 6 24 26 1 0 26 27 1 0 28 27 1 1 28 29 1 0 29 30 1 0 30 31 1 1 31 32 1 0 32 33 1 0 33 34 2 0 33 35 1 0 30 4 1 0 28 7 1 0 24 8 1 0 30 28 1 0 1 36 1 0 1 37 1 0 3 38 1 0 3 39 1 0 3 40 1 0 4 41 1 1 5 42 1 0 5 43 1 0 6 44 1 0 6 45 1 0 7 46 1 6 9 47 1 0 9 48 1 0 9 49 1 0 10 50 1 0 10 51 1 0 11 52 1 0 11 53 1 0 12 54 1 1 13 55 1 6 14 56 1 0 14 57 1 0 14 58 1 0 15 59 1 0 15 60 1 0 16 61 1 0 16 62 1 0 17 63 1 0 19 64 1 0 19 65 1 0 19 66 1 0 23 67 1 0 23 68 1 0 23 69 1 0 25 70 1 0 25 71 1 0 25 72 1 0 26 73 1 0 26 74 1 0 27 75 1 0 27 76 1 0 29 77 1 0 29 78 1 0 31 79 1 0 31 80 1 0 32 81 1 0 32 82 1 0 35 83 1 0 M END

Standard InCHIKey	IVXMRCQSVUIHRC-YAPQMYKGSA-N
Standard InCHI	InChI=1S/C31H48O4/c1-20(2)23-11-12-25-29(6)15-13-24(21(3)9-8-10-22(4)27(34)35-7)28(29,5)17-18-31(25)19-30(23,31)16-14-26(32)33/h10,21,23-25H,1,8-9,11-19H2,2-7H3,(H,32,33)/b22-10-/t21-,23+,24-,25+,28-,29+,30-,31+/m1/s1
SMILES	C=C(C)[C@@H]1CC[C@H]2[C@]3(C)CC[C@H]([C@H](C)CC/C=C(/C)C(=O)OC)[C@@]3(C)CC[C@@]32C[C@]13CCC(=O)O

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
NPO14260	Euphorbia kansui	Species	Euphorbiaceae	Eukaryota	roots	n.a.	n.a.	PMID[12350140]
NPO14260	Euphorbia kansui	Species	Euphorbiaceae	Eukaryota	Roots	n.a.	n.a.	PMID[12762796]
NPO12181	Albizia julibrissin	Species	Fabaceae	Eukaryota	n.a.	bark	n.a.	PMID[15283458]
NPO14260	Euphorbia kansui	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15387657]
NPO12181	Albizia julibrissin	Species	Fabaceae	Eukaryota	n.a.	stem	n.a.	PMID[15577257]
NPO14260	Euphorbia kansui	Species	Euphorbiaceae	Eukaryota	n.a.	root	n.a.	PMID[1955882]
NPO13274	Illicium verum	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38790803]
NPO8896	Anacardium occidentale	Species	Anacardiaceae	Eukaryota	Fruits	n.a.	n.a.	PMID[8021657]
NPO12181	Albizia julibrissin	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[9051910]
NPO18379	Satureja atropatana	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8896	Anacardium occidentale	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10551	Acanthopanax ricinifolius	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[COCONUT]
NPO5911	Anchusa officinalis	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13970	Caryopteris mongholica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10773	Dalbergia rubiginosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14260	Euphorbia kansui	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14465	Ramalina terebrata	Species	Ramalinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13368	Monomorium delagoense	Species	Formicidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO7027	Metapenaeus macleayi	Species	Penaeidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO12693	Mesembryanthemum tortuosum	Species	Aizoaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16137	Mappia foetida	Species	Icacinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16626	Leucetta microrhaphis	Species	Leucettidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13274	Illicium verum	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6519	Calocera viscosa	Species	Dacrymycetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8896	Anacardium occidentale	Species	Anacardiaceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO8896	Anacardium occidentale	Species	Anacardiaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO13274	Illicium verum	Species	Schisandraceae	Eukaryota	Fruit	n.a.	n.a.	Database[FooDB]
NPO8896	Anacardium occidentale	Species	Anacardiaceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO13274	Illicium verum	Species	Schisandraceae	Eukaryota	Leaf	n.a.	n.a.	Database[FooDB]
NPO8896	Anacardium occidentale	Species	Anacardiaceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO13274	Illicium verum	Species	Schisandraceae	Eukaryota	Seed	n.a.	n.a.	Database[FooDB]
NPO13274	Illicium verum	Species	Schisandraceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO8896	Anacardium occidentale	Species	Anacardiaceae	Eukaryota	n.a.	n.a.		Database[FooDB]
NPO14260	Euphorbia kansui	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13274	Illicium verum	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12693	Mesembryanthemum tortuosum	Species	Aizoaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO8896	Anacardium occidentale	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO5911	Anchusa officinalis	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12181	Albizia julibrissin	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12693	Mesembryanthemum tortuosum	Species	Aizoaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13274	Illicium verum	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO14260	Euphorbia kansui	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8896	Anacardium occidentale	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO5911	Anchusa officinalis	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12181	Albizia julibrissin	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO8896	Anacardium occidentale	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO14260	Euphorbia kansui	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO13274	Illicium verum	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO12181	Albizia julibrissin	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO13274	Illicium verum	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO14260	Euphorbia kansui	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO6519	Calocera viscosa	Species	Dacrymycetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16626	Leucetta microrhaphis	Species	Leucettidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13970	Caryopteris mongholica	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10551	Acanthopanax ricinifolius	n.a.	n.a.	n.a.	n.a.	n.a.	n.a.	Database[UNPD]
NPO12693	Mesembryanthemum tortuosum	Species	Aizoaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18379	Satureja atropatana	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8896	Anacardium occidentale	Species	Anacardiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7027	Metapenaeus macleayi	Species	Penaeidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16137	Mappia foetida	Species	Icacinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12181	Albizia julibrissin	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13368	Monomorium delagoense	Species	Formicidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10773	Dalbergia rubiginosa	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13274	Illicium verum	Species	Schisandraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5911	Anchusa officinalis	Species	Boraginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14465	Ramalina terebrata	Species	Ramalinaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14260	Euphorbia kansui	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

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

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 NPC125793 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	22502
0.1-0.2	24231
0.2-0.3	2821
0.3-0.4	211
0.4-0.5	62
0.5-0.6	19
0.6-0.7	9
0.7-0.8	0
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8	Intermediate Similarity	NPC158846
0.7077	Intermediate Similarity	NPC186975
0.6866	Remote Similarity	NPC194937
0.6866	Remote Similarity	NPC476038
0.6567	Remote Similarity	NPC162481
0.6324	Remote Similarity	NPC488282
0.6286	Remote Similarity	NPC482629
0.6197	Remote Similarity	NPC98868
0.6143	Remote Similarity	NPC488278
0.6081	Remote Similarity	NPC476303
0.6029	Remote Similarity	NPC236618
0.5921	Remote Similarity	NPC488284
0.5844	Remote Similarity	NPC176883
0.5811	Remote Similarity	NPC488283
0.5775	Remote Similarity	NPC128496
0.5694	Remote Similarity	NPC66344
0.5658	Remote Similarity	NPC488285
0.5658	Remote Similarity	NPC488279
0.5634	Remote Similarity	NPC488286
0.5616	Remote Similarity	NPC475007
0.5556	Remote Similarity	NPC283733
0.5541	Remote Similarity	NPC488280
0.5541	Remote Similarity	NPC488281
0.5493	Remote Similarity	NPC321690
0.5467	Remote Similarity	NPC482627
0.5342	Remote Similarity	NPC117122
0.5333	Remote Similarity	NPC476187
0.527	Remote Similarity	NPC488976
0.5263	Remote Similarity	NPC327788
0.5067	Remote Similarity	NPC482630

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC125793 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	6370
0.1-0.2	2708
0.2-0.3	72
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