NPASS Compound

Natural Product: NPC60911

Natural Product ID	NPC60911
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	YEWUMIMAJWFDQG-GJCQDAQXSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	n.a.
PubChem CID	52931419
Chemical Classification	CHEMONTID:0000000 [Organic compounds] [CHEMONTID:0000012] Lipids and lipid-like molecules [CHEMONTID:0000258] Steroids and steroid derivatives [CHEMONTID:0001013] Steroidal glycosides [CHEMONTID:0002364] Steroidal saponins

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 99104 0 0 0 0 0 0 0 0999 V2000 3.1309 0.1874 1.7336 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8235 1.4160 1.2802 C 0 0 2 0 0 0 0 0 0 0 0 0 3.6460 1.9010 -0.0953 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3342 2.3272 -0.6162 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2875 1.3191 -0.6418 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0350 1.9043 -1.2618 C 0 0 1 0 0 0 0 0 0 0 0 0 0.1967 2.3693 -2.6483 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8330 0.6399 -1.1405 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3333 0.1395 0.2259 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.5513 0.2620 1.1297 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6074 -0.0703 0.1582 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.0155 0.1597 0.5488 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3795 -0.4360 1.8938 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8456 -0.1281 2.1180 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6167 -0.9088 1.0679 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.0967 -0.9240 1.3699 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7799 -1.7878 0.3550 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.8142 -2.4013 -0.6165 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9617 -1.3638 -1.3136 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3061 -0.4139 -0.3274 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.7450 0.9992 -0.5502 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8017 -0.5939 -0.5069 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.3491 -0.3867 -1.9017 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0949 0.3137 -2.1833 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3002 0.8294 -1.0203 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.7085 2.2617 -0.7818 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.7171 -0.9709 -0.4247 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6811 1.0105 0.5956 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5040 0.1589 -1.3178 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3394 1.1546 1.4813 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6211 0.0340 0.6805 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9465 -0.3219 0.7550 C 0 0 1 0 0 0 0 0 0 0 0 0 7.0698 -1.7384 1.2210 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5495 -2.0681 1.4254 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3090 -1.6886 0.1881 C 0 0 1 0 0 0 0 0 0 0 0 0 8.8816 -0.3574 -0.3652 C 0 0 1 0 0 0 0 0 0 0 0 0 9.5819 -0.0909 -1.6657 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9661 -0.1927 -1.4419 O 0 0 0 0 0 0 0 0 0 0 0 0 7.5016 -0.2668 -0.5396 O 0 0 0 0 0 0 0 0 0 0 0 0 10.6861 -1.5789 0.4727 O 0 0 0 0 0 0 0 0 0 0 0 0 9.0649 -1.4196 2.5315 O 0 0 0 0 0 0 0 0 0 0 0 0 6.3308 -2.0031 2.3571 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3404 0.3746 2.5205 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8537 -0.4802 2.3496 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8138 -0.5202 0.9467 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5993 2.2768 1.9814 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0883 1.0593 -0.7615 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4257 2.7212 -0.3182 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5028 2.6743 -1.6859 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0371 3.2582 -0.0390 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3173 2.6901 -0.5336 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1495 2.0778 -3.0969 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6679 2.0801 -3.3117 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1746 3.4969 -2.6494 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5202 -0.0364 -1.9445 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0445 -0.9134 0.1987 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6259 1.2354 1.6121 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4813 -0.4974 1.9532 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4345 -1.1159 -0.2033 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2568 1.2258 0.5892 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2650 -1.5400 1.8963 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8231 0.0465 2.7265 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0886 0.9315 1.9971 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1987 -0.5020 3.1002 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2613 -1.9583 1.1387 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5535 0.0630 1.4237 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.2091 -1.4227 2.3560 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.3604 -2.6173 0.8095 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2093 -3.2212 -0.1930 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.4393 -2.8764 -1.4289 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.5935 -0.7938 -2.0335 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2305 -1.9261 -1.9294 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9638 1.7510 -0.4481 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1261 1.0519 -1.6107 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6316 1.2796 0.0731 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6350 -1.6842 -0.2445 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3414 -1.3782 -2.4514 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1961 0.1574 -2.4241 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3765 -0.3471 -2.7601 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2630 1.1682 -2.9073 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7577 2.3894 -1.1304 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.6411 2.5885 0.2482 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1006 2.8829 -1.4990 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.6845 -1.1426 -0.1350 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5852 -1.0999 -1.4377 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0794 0.2221 -2.1031 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9134 2.0374 1.2047 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4569 0.8272 2.5320 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5049 0.3583 1.4350 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7220 -2.4201 0.4136 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6566 -3.1645 1.5730 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2108 -2.5035 -0.5596 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1954 0.4275 0.3509 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2384 -0.7378 -2.4801 H 0 0 0 0 0 0 0 0 0 0 0 0 9.4018 0.9719 -1.9614 H 0 0 0 0 0 0 0 0 0 0 0 0 11.1919 0.5097 -0.7673 H 0 0 0 0 0 0 0 0 0 0 0 0 11.2302 -2.1664 -0.1023 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2211 -2.0537 3.2954 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3148 -2.9902 2.4661 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 0 13 14 1 0 14 15 1 0 15 16 1 0 16 17 1 0 17 18 1 0 18 19 1 0 19 20 1 0 20 21 1 1 20 22 1 0 22 23 1 0 23 24 1 0 24 25 1 0 25 26 1 1 17 27 1 0 9 28 1 0 5 29 1 6 2 30 1 0 30 31 1 0 31 32 1 0 32 33 1 0 33 34 1 0 34 35 1 0 35 36 1 0 36 37 1 0 37 38 1 0 36 39 1 0 35 40 1 0 34 41 1 0 33 42 1 0 28 5 1 0 39 32 1 0 25 8 1 0 25 11 1 0 22 12 1 0 20 15 1 0 1 43 1 0 1 44 1 0 1 45 1 0 2 46 1 1 3 47 1 0 3 48 1 0 4 49 1 0 4 50 1 0 6 51 1 1 7 52 1 0 7 53 1 0 7 54 1 0 8 55 1 6 9 56 1 6 10 57 1 0 10 58 1 0 11 59 1 6 12 60 1 1 13 61 1 0 13 62 1 0 14 63 1 0 14 64 1 0 15 65 1 6 16 66 1 0 16 67 1 0 17 68 1 1 18 69 1 0 18 70 1 0 19 71 1 0 19 72 1 0 21 73 1 0 21 74 1 0 21 75 1 0 22 76 1 1 23 77 1 0 23 78 1 0 24 79 1 0 24 80 1 0 26 81 1 0 26 82 1 0 26 83 1 0 27 84 1 0 27 85 1 0 29 86 1 0 30 87 1 0 30 88 1 0 32 89 1 1 33 90 1 0 34 91 1 0 35 92 1 6 36 93 1 1 37 94 1 0 37 95 1 0 38 96 1 0 40 97 1 0 41 98 1 0 42 99 1 0 M END

Standard InCHIKey	YEWUMIMAJWFDQG-GJCQDAQXSA-N
Standard InCHI	InChI=1S/C33H57NO8/c1-17(16-40-30-29(38)28(37)27(36)25(15-35)41-30)7-12-33(39)18(2)26-24(42-33)14-23-21-6-5-19-13-20(34)8-10-31(19,3)22(21)9-11-32(23,26)4/h17-30,35-39H,5-16,34H2,1-4H3/t17-,18+,19+,20+,21-,22+,23+,24+,25-,26+,27-,28?,29?,30-,31+,32+,33-/m1/s1
SMILES	C[C@H](CC[C@@]1([C@@H](C)[C@H]2[C@H](C[C@H]3[C@@H]4CC[C@H]5C[C@H](CC[C@]5(C)[C@H]4CC[C@]23C)N)O1)O)CO[C@H]1C(C([C@@H]([C@@H](CO)O1)O)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
NPO27686	Aglaia odorata	Species	Meliaceae	Eukaryota	n.a.	leaf	n.a.	DOI[10.1016/S0031-9422(00)94986-0]
NPO18141	Solanum torvum	Species	Solanaceae	Eukaryota	n.a.	fruit	n.a.	PMID[11830167]
NPO20902	Atractylodes macrocephala	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	PMID[17432574]
NPO27686	Aglaia odorata	Species	Meliaceae	Eukaryota	n.a.	flower	n.a.	PMID[17679444]
NPO18673	Rhododendron anthopogonoides	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20586436]
NPO10219	Juniperus communis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[24913660]
NPO28183	Cymbopogon flexuosus	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[34946632]
NPO10219	Juniperus communis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[35481430]
NPO10398	Myrica gale	Species	Myricaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[36903911]
NPO10219	Juniperus communis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37241749]
NPO10219	Juniperus communis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[37298924]
NPO28183	Cymbopogon flexuosus	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[38370218]
NPO27686	Aglaia odorata	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8759160]
NPO18673	Rhododendron anthopogonoides	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO18141	Solanum torvum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO20902	Atractylodes macrocephala	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27686	Aglaia odorata	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10219	Juniperus communis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10398	Myrica gale	Species	Myricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO96	Rhododendron capitatum	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO28183	Cymbopogon flexuosus	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO10219	Juniperus communis	Species	Cupressaceae	Eukaryota		n.a.	n.a.	Database[FooDB]
NPO18141	Solanum torvum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO96	Rhododendron capitatum	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20902	Atractylodes macrocephala	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO28183	Cymbopogon flexuosus	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18673	Rhododendron anthopogonoides	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10219	Juniperus communis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO27686	Aglaia odorata	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO20902	Atractylodes macrocephala	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10398	Myrica gale	Species	Myricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18673	Rhododendron anthopogonoides	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27686	Aglaia odorata	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18141	Solanum torvum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10219	Juniperus communis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO28183	Cymbopogon flexuosus	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO96	Rhododendron capitatum	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18141	Solanum torvum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO10219	Juniperus communis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO18673	Rhododendron anthopogonoides	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO20902	Atractylodes macrocephala	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO96	Rhododendron capitatum	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO10398	Myrica gale	Species	Myricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO27686	Aglaia odorata	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO20902	Atractylodes macrocephala	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO10398	Myrica gale	Species	Myricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18141	Solanum torvum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20902	Atractylodes macrocephala	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO28183	Cymbopogon flexuosus	Species	Poaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27686	Aglaia odorata	Species	Meliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18673	Rhododendron anthopogonoides	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO96	Rhododendron capitatum	Species	Ericaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10219	Juniperus communis	Species	Cupressaceae	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 NPC60911 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	23808
0.1-0.2	22778
0.2-0.3	2898
0.3-0.4	281
0.4-0.5	66
0.5-0.6	21
0.6-0.7	6
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
0.686	Remote Similarity	NPC291203
0.686	Remote Similarity	NPC217205
0.6667	Remote Similarity	NPC485600
0.618	Remote Similarity	NPC485602
0.6022	Remote Similarity	NPC476538
0.6022	Remote Similarity	NPC476539
0.5895	Remote Similarity	NPC485601
0.5784	Remote Similarity	NPC98018
0.5784	Remote Similarity	NPC284104
0.5784	Remote Similarity	NPC103616
0.5714	Remote Similarity	NPC485599
0.5673	Remote Similarity	NPC470863
0.5577	Remote Similarity	NPC51520
0.5577	Remote Similarity	NPC303069
0.5472	Remote Similarity	NPC470861
0.5446	Remote Similarity	NPC98696
0.5413	Remote Similarity	NPC84111
0.5413	Remote Similarity	NPC287483
0.5413	Remote Similarity	NPC470865
0.5258	Remote Similarity	NPC476540
0.5258	Remote Similarity	NPC476541
0.5189	Remote Similarity	NPC73243
0.5189	Remote Similarity	NPC244086
0.5189	Remote Similarity	NPC84956
0.5189	Remote Similarity	NPC102016
0.5189	Remote Similarity	NPC95051
0.5093	Remote Similarity	NPC247037

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC60911 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7108
0.1-0.2	1944
0.2-0.3	90
0.3-0.4	6
0.4-0.5	2
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