NPASS Compound

Natural Product: NPC113044

Natural Product ID	NPC113044
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	HDXIQHTUNGFJIC-SFYWSABLSA-N
IUPAC Name	n.a.
Synonyms
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL2036080
PubChem CID	441901
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 113120 0 0 0 0 0 0 0 0999 V2000 -11.4488 1.3939 1.5388 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.1509 0.9187 0.9280 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.6540 1.8490 -0.1370 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3038 2.4521 0.1916 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3677 1.3585 0.6027 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.1059 1.9168 1.2789 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.3967 2.4484 2.6426 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2964 0.6454 1.3451 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.7889 -0.0654 0.0939 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.5472 -0.1327 -0.8172 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5049 -0.3088 0.2116 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.0822 -0.2472 -0.2177 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8461 -1.2113 -1.3300 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3649 -1.1780 -1.6058 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5210 -0.9990 -0.6716 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9680 -0.9727 -0.9759 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6870 -2.0011 -0.1264 C 0 0 2 0 0 0 0 0 0 0 0 0 2.1352 -2.2434 1.2188 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6642 -2.1229 1.4111 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1538 -0.8262 0.7593 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9896 0.2712 1.4020 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2853 -0.6534 1.0364 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.5599 0.4172 2.0807 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0150 0.5124 2.4152 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8370 0.8270 1.1927 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4607 2.1615 0.6309 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0356 -1.6695 0.0151 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8718 -2.5073 -0.6630 C 0 0 1 0 0 0 0 0 0 0 0 0 5.7627 -1.7357 -1.6081 C 0 0 1 0 0 0 0 0 0 0 0 0 6.3899 -2.7423 -2.5492 C 0 0 2 0 0 0 0 0 0 0 0 0 6.5597 -4.0839 -1.8221 C 0 0 1 0 0 0 0 0 0 0 0 0 6.6358 -3.9611 -0.3446 C 0 0 1 0 0 0 0 0 0 0 0 0 8.0757 -3.7272 0.1020 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1400 -3.9610 1.4641 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7302 -3.1288 0.2591 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5926 -4.9982 -2.2445 O 0 0 0 0 0 0 0 0 0 0 0 0 7.6683 -2.3297 -2.9160 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0706 -0.7174 -2.1762 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5246 0.5371 -1.9172 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0117 1.1989 -3.2006 C 0 0 1 0 0 0 0 0 0 0 0 0 5.9074 2.7108 -3.0516 C 0 0 1 0 0 0 0 0 0 0 0 0 6.2659 3.0728 -1.6272 C 0 0 2 0 0 0 0 0 0 0 0 0 5.2117 2.5119 -0.7143 C 0 0 2 0 0 0 0 0 0 0 0 0 5.8037 2.1436 0.6434 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6580 1.3824 -1.2402 O 0 0 0 0 0 0 0 0 0 0 0 0 6.2079 4.4752 -1.5678 O 0 0 0 0 0 0 0 0 0 0 0 0 6.8891 3.2701 -3.8811 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3439 0.8894 -3.4235 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.7834 0.6891 -0.4715 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.9393 0.4142 1.4307 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.1135 0.8373 2.0290 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.3220 2.3586 2.0950 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.1449 1.6070 0.6859 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.8610 0.6441 2.2407 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.3435 -0.0804 0.4913 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.6769 1.3821 -1.1508 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.3811 2.7107 -0.1901 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.9079 2.8754 -0.7753 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.3741 3.2481 0.9314 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7104 2.6727 0.5852 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4894 2.9254 3.0383 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1676 3.2502 2.6126 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6705 1.6158 3.3064 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5497 0.1091 2.2784 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1084 -1.1058 0.3077 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5904 -1.0474 -1.4435 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.4649 0.7249 -1.4774 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6743 -1.2589 0.7370 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7436 0.7492 -0.5738 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0819 -2.2308 -0.9714 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4400 -0.9156 -2.2027 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0530 -1.3125 -2.6312 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1613 -1.2021 -2.0439 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3123 0.0545 -0.8176 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6780 -2.9460 -0.7379 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3922 -3.3198 1.4808 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6902 -1.6775 2.0320 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1621 -2.9388 0.8376 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4433 -2.1538 2.4824 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8786 0.1618 2.4975 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7693 1.2611 0.9973 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0744 0.0632 1.1905 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7800 -1.5747 1.4054 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1054 1.3786 1.8268 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0488 0.0920 3.0380 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1315 1.3445 3.1374 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3093 -0.4668 2.8482 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8959 2.3415 -0.3721 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3841 2.3042 0.5496 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8375 2.9438 1.3113 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3283 -3.2772 -1.2560 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6339 -1.3708 -0.9741 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8246 -2.9528 -3.4506 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5296 -4.5131 -2.1720 H 0 0 0 0 0 0 0 0 0 0 0 0 6.3963 -5.0006 0.0605 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6632 -4.5467 -0.4017 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4417 -2.7346 -0.1651 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4896 -4.8780 1.6859 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1022 -4.6843 -3.0448 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7007 -2.0087 -3.8702 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4252 0.4622 -1.2686 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3468 0.9059 -4.0280 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9131 3.0713 -3.3088 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2850 2.7089 -1.3718 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4626 3.3280 -0.5463 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5228 1.1027 0.9042 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9057 2.2919 0.6462 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3833 2.8075 1.4208 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2047 4.8198 -0.6389 H 0 0 0 0 0 0 0 0 0 0 0 0 7.3066 4.0280 -3.4204 H 0 0 0 0 0 0 0 0 0 0 0 0 7.6462 1.2456 -4.2902 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.0540 1.7887 2.5524 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.3950 0.0385 2.7684 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 2 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 6 17 27 1 0 27 28 1 0 28 29 1 0 29 30 1 0 30 31 1 0 31 32 1 0 32 33 1 0 33 34 1 0 32 35 1 0 31 36 1 0 30 37 1 0 29 38 1 0 38 39 1 0 39 40 1 0 40 41 1 0 41 42 1 0 42 43 1 0 43 44 1 0 43 45 1 0 42 46 1 0 41 47 1 0 40 48 1 0 9 49 1 0 5 50 1 1 50 51 1 0 51 2 1 0 49 5 1 0 25 8 1 0 35 28 1 0 45 39 1 0 25 11 1 0 22 12 1 0 20 15 1 0 1 52 1 0 1 53 1 0 1 54 1 0 2 55 1 6 3 56 1 0 3 57 1 0 4 58 1 0 4 59 1 0 6 60 1 6 7 61 1 0 7 62 1 0 7 63 1 0 8 64 1 1 9 65 1 1 10 66 1 0 10 67 1 0 11 68 1 1 12 69 1 6 13 70 1 0 13 71 1 0 14 72 1 0 16 73 1 0 16 74 1 0 17 75 1 6 18 76 1 0 18 77 1 0 19 78 1 0 19 79 1 0 21 80 1 0 21 81 1 0 21 82 1 0 22 83 1 1 23 84 1 0 23 85 1 0 24 86 1 0 24 87 1 0 26 88 1 0 26 89 1 0 26 90 1 0 28 91 1 6 29 92 1 1 30 93 1 6 31 94 1 6 32 95 1 1 33 96 1 0 33 97 1 0 34 98 1 0 36 99 1 0 37100 1 0 39101 1 1 40102 1 6 41103 1 6 42104 1 1 43105 1 1 44106 1 0 44107 1 0 44108 1 0 46109 1 0 47110 1 0 48111 1 0 51112 1 0 51113 1 0 M END

Standard InCHIKey	HDXIQHTUNGFJIC-SFYWSABLSA-N
Standard InCHI	InChI=1S/C39H62O12/c1-18-8-13-39(46-17-18)19(2)28-26(51-39)15-25-23-7-6-21-14-22(9-11-37(21,4)24(23)10-12-38(25,28)5)48-36-34(32(44)30(42)27(16-40)49-36)50-35-33(45)31(43)29(41)20(3)47-35/h6,18-20,22-36,40-45H,7-17H2,1-5H3/t18-,19-,20-,22-,23+,24-,25-,26-,27+,28-,29-,30+,31+,32-,33+,34+,35-,36+,37-,38-,39+/m0/s1
SMILES	C[C@H]1CC[C@@]2([C@@H](C)[C@H]3[C@H](C[C@H]4[C@@H]5CC=C6C[C@H](CC[C@]6(C)[C@H]5CC[C@]34C)O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O)O)O[C@H]3[C@@H]([C@@H]([C@H]([C@H](C)O3)O)O)O)O2)OC1

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
NPO17509	Gentiana bellidifolia	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	DOI[10.1016/S0040-4020(01)98434-0]
NPO12113	Aconitum forrestii	Species	Ranunculaceae	Eukaryota	n.a.	root	n.a.	DOI[10.1021/np50033a013]
NPO17406	Calophyllum lanigerum	Species	Calophyllaceae	Eukaryota	n.a.	Sarawak, Malaysia	n.a.	PMID[11430019]
NPO17406	Calophyllum lanigerum	Species	Calophyllaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[1379639]
NPO12900	Sarcococca hookeriana	Species	Buxaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[17827771]
NPO14832	Calocedrus macrolepis	Species	Cupressaceae	Eukaryota	n.a.	leaf	n.a.	PMID[18206367]
NPO12900	Sarcococca hookeriana	Species	Buxaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[18681480]
NPO12900	Sarcococca hookeriana	Species	Buxaceae	Eukaryota	n.a.	whole plant	n.a.	PMID[18681480]
NPO19447	Daphniphyllum subverticillatum	Species	Daphniphyllaceae	Eukaryota	leaves	n.a.	n.a.	PMID[19739650]
NPO18442	Capsicum baccatum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21535519]
NPO19581	Marchantia polymorpha	Species	Marchantiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21625478]
NPO32523	solanum violaceum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[22413887]
NPO32523	solanum violaceum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[23511021]
NPO11662	Solanum virginianum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[39081888]
NPO18682	Piper puberulum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[7623032]
NPO17406	Calophyllum lanigerum	Species	Calophyllaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[8792623]
NPO18361	Mollugo cerviana	Species	Molluginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO16571	Canarium muelleri	Species	Burseraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13433	Adenium obesum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11331	Phellinus tremulae	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO12113	Aconitum forrestii	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO2708	Agaricus nebularis	Species	Agaricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8770	Euphorbia wallichii	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO18778	Paullinia pinnata	Species	Sapindaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO19525	Tephrosia bracteolata	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO18064	Lycopodium paniculatum	Species	Lycopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO12900	Sarcococca hookeriana	Species	Buxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO19447	Daphniphyllum subverticillatum	Species	Daphniphyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15880	Microlepia marginata	Species	Dennstaedtiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17648	Subergorgia hicksoni	Species	Subergorgiidae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO18608	Fagopyrum cymosum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14266	Borassus flabellifer	Species	Arecaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO15183	Salvia horminum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9099	Carissa spinarum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO19377	Podocarpus blumei	Species	Podocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO19581	Marchantia polymorpha	Species	Marchantiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO17406	Calophyllum lanigerum	Species	Calophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8770	Euphorbia wallichii	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18608	Fagopyrum cymosum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19581	Marchantia polymorpha	Species	Marchantiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO15880	Microlepia marginata	Species	Dennstaedtiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO18682	Piper puberulum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO12113	Aconitum forrestii	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO11662	Solanum virginianum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12113	Aconitum forrestii	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18682	Piper puberulum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13433	Adenium obesum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19581	Marchantia polymorpha	Species	Marchantiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO16148	Neoboutonia glabrescens	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18608	Fagopyrum cymosum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO8770	Euphorbia wallichii	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO15880	Microlepia marginata	Species	Dennstaedtiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO18608	Fagopyrum cymosum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO11662	Solanum virginianum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18064	Lycopodium paniculatum	Species	Lycopodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18272	Mikania oblongifolia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19581	Marchantia polymorpha	Species	Marchantiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16148	Neoboutonia glabrescens	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19314	Albizia schimperana	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12900	Sarcococca hookeriana	Species	Buxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12113	Aconitum forrestii	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18608	Fagopyrum cymosum	Species	Polygonaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8770	Euphorbia wallichii	Species	Euphorbiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18940	Selinum papyraceum	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO20860	Lygodium pinnatifidum	Species	Lygodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17406	Calophyllum lanigerum	Species	Calophyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18361	Mollugo cerviana	Species	Molluginaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15880	Microlepia marginata	Species	Dennstaedtiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19377	Podocarpus blumei	Species	Podocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17648	Subergorgia hicksoni	Species	Subergorgiidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11331	Phellinus tremulae	Species	Hymenochaetaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO15183	Salvia horminum	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13433	Adenium obesum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18682	Piper puberulum	Species	Piperaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19842	Sideritis condensata	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9099	Carissa spinarum	Species	Apocynaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO2708	Agaricus nebularis	Species	Agaricaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18778	Paullinia pinnata	Species	Sapindaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17793	Parkia javanica	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18442	Capsicum baccatum	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27385	Calamus insignis	Species	Sparidae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO22826	Buxus rolfei	Species	Buxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO17509	Gentiana bellidifolia	Species	Gentianaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16571	Canarium muelleri	Species	Burseraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10175	Anaptychia obscura	Species	Physciaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14266	Borassus flabellifer	Species	Arecaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19249	Garcinia latissima	Species	Clusiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO16274	Calonectria lauri	Species	Nectriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19098	Hypotrachyna quaesita	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19447	Daphniphyllum subverticillatum	Species	Daphniphyllaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19722	Tephrosia odorata	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18540	Berkheya radula	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13869	Ranunculus bulbosus	Species	Ranunculaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19525	Tephrosia bracteolata	Species	Geometridae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14832	Calocedrus macrolepis	Species	Cupressaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO18860	Pelea madagascarica	Species	Bovidae	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
IC50	6

Activity Type	# Activity
Cell line	5
Non-molecular	1

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
NPT65	Cell line	HepG2	Homo sapiens	IC50	=	6.48	ug.mL-1	PMID[22413887]
NPT83	Cell line	MCF7	Homo sapiens	IC50	=	5.84	ug.mL-1	PMID[22413887]
NPT81	Cell line	A549	Homo sapiens	IC50	=	4.26	ug.mL-1	PMID[22413887]
NPT1031	Cell line	Ca9-22	Homo sapiens	IC50	=	4.51	ug.mL-1	PMID[22413887]
NPT82	Cell line	MDA-MB-231	Homo sapiens	IC50	=	7.25	ug.mL-1	PMID[22413887]
NPT20529	Non-molecular	NON-PROTEIN TARGET	n.a.	IC50	=	6.98	ug.mL-1	PMID[22413887]

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 NPC113044 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	23501
0.1-0.2	22436
0.2-0.3	2849
0.3-0.4	796
0.4-0.5	121
0.5-0.6	78
0.6-0.7	31
0.7-0.8	0
0.8-0.85	12
0.85-0.9	2
0.9-0.95	0
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC283829
1.0	High Similarity	NPC161676
0.8511	High Similarity	NPC480555
0.8511	High Similarity	NPC150372
0.8495	Intermediate Similarity	NPC477809
0.8387	Intermediate Similarity	NPC470433
0.8387	Intermediate Similarity	NPC46190
0.8387	Intermediate Similarity	NPC171073
0.8256	Intermediate Similarity	NPC181845
0.8211	Intermediate Similarity	NPC300557
0.8191	Intermediate Similarity	NPC602423
0.8152	Intermediate Similarity	NPC141433
0.8065	Intermediate Similarity	NPC305423
0.8065	Intermediate Similarity	NPC14704
0.802	Intermediate Similarity	NPC480553
0.8	Intermediate Similarity	NPC480554
0.7879	Intermediate Similarity	NPC269297
0.7879	Intermediate Similarity	NPC222202
0.7849	Intermediate Similarity	NPC470432
0.7849	Intermediate Similarity	NPC230507
0.78	Intermediate Similarity	NPC475333
0.78	Intermediate Similarity	NPC224098
0.78	Intermediate Similarity	NPC208383
0.7778	Intermediate Similarity	NPC477451
0.7732	Intermediate Similarity	NPC248746
0.7549	Intermediate Similarity	NPC194207
0.7549	Intermediate Similarity	NPC22779
0.7477	Intermediate Similarity	NPC480556
0.7451	Intermediate Similarity	NPC13193
0.7363	Intermediate Similarity	NPC297348
0.7363	Intermediate Similarity	NPC249204
0.7363	Intermediate Similarity	NPC48339
0.7363	Intermediate Similarity	NPC141769
0.7363	Intermediate Similarity	NPC477547
0.7347	Intermediate Similarity	NPC40440
0.73	Intermediate Similarity	NPC42171
0.7282	Intermediate Similarity	NPC309278
0.7196	Intermediate Similarity	NPC232054
0.7172	Intermediate Similarity	NPC98696
0.7158	Intermediate Similarity	NPC306131
0.7158	Intermediate Similarity	NPC200802
0.7129	Intermediate Similarity	NPC6806
0.7091	Intermediate Similarity	NPC224314
0.6947	Remote Similarity	NPC222731
0.6857	Remote Similarity	NPC475550
0.6792	Remote Similarity	NPC32361
0.6726	Remote Similarity	NPC477808
0.6697	Remote Similarity	NPC477811
0.6667	Remote Similarity	NPC107962
0.6633	Remote Similarity	NPC211354
0.66	Remote Similarity	NPC6295
0.6562	Remote Similarity	NPC294686
0.6465	Remote Similarity	NPC19400
0.6421	Remote Similarity	NPC485594
0.6373	Remote Similarity	NPC70204
0.6346	Remote Similarity	NPC486388
0.6275	Remote Similarity	NPC306991
0.6275	Remote Similarity	NPC485595
0.6262	Remote Similarity	NPC475182
0.6204	Remote Similarity	NPC73243
0.6204	Remote Similarity	NPC244086
0.6204	Remote Similarity	NPC84956
0.6168	Remote Similarity	NPC124677
0.6154	Remote Similarity	NPC470748
0.6117	Remote Similarity	NPC94272
0.6111	Remote Similarity	NPC100451
0.6091	Remote Similarity	NPC247037
0.6055	Remote Similarity	NPC102016
0.6055	Remote Similarity	NPC95051
0.604	Remote Similarity	NPC206003
0.604	Remote Similarity	NPC473610
0.6038	Remote Similarity	NPC197231
0.6	Remote Similarity	NPC160426
0.6	Remote Similarity	NPC600116
0.5943	Remote Similarity	NPC19888
0.5929	Remote Similarity	NPC249265
0.5913	Remote Similarity	NPC31896
0.5905	Remote Similarity	NPC195297
0.59	Remote Similarity	NPC234352
0.5889	Remote Similarity	NPC235126
0.5889	Remote Similarity	NPC242419
0.5888	Remote Similarity	NPC42482
0.5877	Remote Similarity	NPC23808
0.5877	Remote Similarity	NPC87998
0.5825	Remote Similarity	NPC54619
0.58	Remote Similarity	NPC325828
0.5789	Remote Similarity	NPC218571
0.5789	Remote Similarity	NPC487615
0.578	Remote Similarity	NPC92890
0.5752	Remote Similarity	NPC475625
0.5702	Remote Similarity	NPC210569
0.5676	Remote Similarity	NPC128572
0.5648	Remote Similarity	NPC475351
0.5641	Remote Similarity	NPC308140
0.5636	Remote Similarity	NPC122819
0.5625	Remote Similarity	NPC144790
0.5625	Remote Similarity	NPC149400
0.5607	Remote Similarity	NPC475670
0.5586	Remote Similarity	NPC249553
0.5586	Remote Similarity	NPC471464
0.5586	Remote Similarity	NPC182900
0.5567	Remote Similarity	NPC277715
0.5565	Remote Similarity	NPC63609
0.5536	Remote Similarity	NPC150057
0.5536	Remote Similarity	NPC147753
0.5524	Remote Similarity	NPC107188
0.5505	Remote Similarity	NPC112274
0.5487	Remote Similarity	NPC294129
0.5472	Remote Similarity	NPC600456
0.544	Remote Similarity	NPC305771
0.544	Remote Similarity	NPC94072
0.544	Remote Similarity	NPC169816
0.5426	Remote Similarity	NPC486119
0.541	Remote Similarity	NPC477807
0.5405	Remote Similarity	NPC475643
0.537	Remote Similarity	NPC125324
0.5351	Remote Similarity	NPC184617
0.534	Remote Similarity	NPC272015
0.534	Remote Similarity	NPC177834
0.5333	Remote Similarity	NPC474399
0.5323	Remote Similarity	NPC15918
0.53	Remote Similarity	NPC481420
0.53	Remote Similarity	NPC473774
0.53	Remote Similarity	NPC481419
0.53	Remote Similarity	NPC481417
0.53	Remote Similarity	NPC481421
0.5294	Remote Similarity	NPC165439
0.5288	Remote Similarity	NPC131693
0.5288	Remote Similarity	NPC475436
0.5278	Remote Similarity	NPC295980
0.5278	Remote Similarity	NPC485601
0.5259	Remote Similarity	NPC486386
0.525	Remote Similarity	NPC287885
0.5248	Remote Similarity	NPC24960
0.5229	Remote Similarity	NPC15249
0.5229	Remote Similarity	NPC25455
0.5217	Remote Similarity	NPC97700
0.5217	Remote Similarity	NPC30856
0.521	Remote Similarity	NPC83137
0.521	Remote Similarity	NPC486383
0.5197	Remote Similarity	NPC263359
0.5189	Remote Similarity	NPC250393
0.5169	Remote Similarity	NPC254255
0.5143	Remote Similarity	NPC291203
0.5143	Remote Similarity	NPC217205
0.5052	Remote Similarity	NPC22140
0.5052	Remote Similarity	NPC243728
0.5052	Remote Similarity	NPC158088
0.5044	Remote Similarity	NPC473601
0.5043	Remote Similarity	NPC51172
0.5043	Remote Similarity	NPC49032
0.5041	Remote Similarity	NPC132080

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC113044 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7545
0.1-0.2	1512
0.2-0.3	80
0.3-0.4	7
0.4-0.5	2
0.5-0.6	4
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
0.58	Remote Similarity	NPD8171	Phase 2
0.5636	Remote Similarity	NPD8449	Approved
0.5536	Remote Similarity	NPD8450	Suspended
0.5229	Remote Similarity	NPD8170	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