NPASS Compound

Natural Product: NPC14704

Natural Product ID	NPC14704
Common Name ? The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.	Polyphillin C
IUPAC Name	n.a.
Synonyms	Polyphillin C; Polyphyllin C
Synthetic Gene Cluster	n.a.
ChEMBL Identifier	CHEMBL395646
PubChem CID	44429637
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 -6.3017 -2.7515 2.2608 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.0173 -1.5680 2.0641 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1501 -0.3622 2.3229 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.0628 -0.3942 1.4381 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4032 0.8363 1.6053 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.0835 0.7271 1.1876 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1802 0.9286 2.2473 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.4129 -0.3777 2.3861 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6751 -0.5769 1.0602 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4100 0.4786 0.8770 C 0 0 1 0 0 0 0 0 0 0 0 0 0.1536 1.5256 1.9000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0524 1.9909 2.7560 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4653 1.5138 2.8034 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7639 0.9270 1.4486 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7125 -0.1646 1.1915 C 0 0 2 0 0 0 0 0 0 0 0 0 2.1751 -1.2052 0.2520 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2690 -0.8789 -0.6803 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3275 0.0511 -0.1842 C 0 0 1 0 0 0 0 0 0 0 0 0 4.0507 0.2533 1.3127 C 0 0 1 0 0 0 0 0 0 0 0 0 5.2806 0.9168 1.7681 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3323 -0.0509 1.1970 C 0 0 1 0 0 0 0 0 0 0 0 0 5.6955 -0.5031 -0.1287 C 0 0 2 0 0 0 0 0 0 0 0 0 6.6792 0.0845 -1.1045 C 0 0 2 0 0 0 0 0 0 0 0 0 6.7507 -0.5974 -2.4204 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9557 -0.1016 -0.2613 C 0 0 2 0 0 0 0 0 0 0 0 0 7.5044 0.5909 0.8945 O 0 0 0 0 0 0 0 0 0 0 0 0 9.1139 0.6216 -0.8519 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3797 -0.1313 -0.4277 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2585 -1.4993 -1.0975 C 0 0 2 0 0 0 0 0 0 0 0 0 9.0287 -2.1594 -0.5777 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1598 -1.3883 0.1209 O 0 0 0 0 0 0 0 0 0 0 0 0 11.5254 -2.2922 -0.8495 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2032 1.3398 -0.9532 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2359 2.0826 1.9485 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3083 1.0208 -0.5261 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1306 1.8902 0.8286 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.5828 1.4238 0.6862 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.9855 0.8775 2.0496 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.7348 1.8548 2.9883 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.6965 0.3852 -0.2103 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6328 0.7154 -1.2012 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.6346 -0.2389 -1.1437 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.3994 -0.3247 -2.2830 C 0 0 1 0 0 0 0 0 0 0 0 0 -10.2291 0.8972 -2.5201 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6207 -0.7112 -3.5242 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.1486 -0.6275 -3.1752 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.9368 0.7530 -2.5577 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.4702 1.6975 -3.4019 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.3391 -0.8037 -4.2963 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.9014 -1.9845 -3.9671 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1408 3.1332 1.4631 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.6887 -2.7052 3.0345 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.8505 -1.5703 2.8015 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3708 -1.5754 1.0255 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7928 -0.3325 3.3538 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3840 1.0635 2.7006 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7220 1.1331 3.2041 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1409 -1.1984 2.4487 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7443 -0.3791 3.2448 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3995 -0.5865 0.2464 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2342 -1.6005 1.1139 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7462 2.7692 3.4712 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0935 2.4495 2.8707 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6633 0.8298 3.6346 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5820 1.7691 0.7180 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5811 -0.6522 2.2044 H 0 0 0 0 0 0 0 0 0 0 0 0 1.2800 -1.5207 -0.3633 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4572 -2.1610 0.7887 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8261 -0.5189 -1.6555 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8025 -1.8290 -0.9811 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9943 -0.7586 1.7614 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3695 0.8274 2.8737 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4438 1.9348 1.4117 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4462 -0.9077 1.8808 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7289 -1.5947 -0.2430 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5862 1.2079 -1.1803 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7968 -0.8881 -2.7206 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4597 0.1648 -3.2031 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0301 -1.4342 -2.5577 H 0 0 0 0 0 0 0 0 0 0 0 0 9.2125 1.6654 -0.5255 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1188 0.6398 -1.9666 H 0 0 0 0 0 0 0 0 0 0 0 0 11.2740 0.3993 -0.7519 H 0 0 0 0 0 0 0 0 0 0 0 0 10.3499 -0.3276 0.6782 H 0 0 0 0 0 0 0 0 0 0 0 0 10.1405 -1.3262 -2.2074 H 0 0 0 0 0 0 0 0 0 0 0 0 9.3827 -2.9737 0.1259 H 0 0 0 0 0 0 0 0 0 0 0 0 8.5445 -2.7504 -1.4103 H 0 0 0 0 0 0 0 0 0 0 0 0 12.1404 -2.3839 -1.7694 H 0 0 0 0 0 0 0 0 0 0 0 0 11.2743 -3.3339 -0.5511 H 0 0 0 0 0 0 0 0 0 0 0 0 12.1352 -1.8556 -0.0457 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5251 2.2257 -0.4080 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6991 1.1937 -1.9376 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1124 1.4704 -1.2217 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3212 2.8520 2.7512 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5111 2.5918 1.0075 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8279 1.9641 -0.6852 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7920 1.1959 -0.7054 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5831 0.2145 -1.2301 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.7359 1.9751 -0.2054 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.2171 2.2833 0.4711 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.0689 0.6541 2.0657 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0814 2.7272 2.7011 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.0200 1.7302 -0.9798 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.1192 -1.1685 -2.1120 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.2705 0.7635 -2.1448 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.8060 1.7369 -1.9503 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2972 1.1490 -3.5949 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.8390 0.0237 -4.3275 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9569 -1.3700 -2.3807 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8529 0.9580 -2.4178 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8198 2.1044 -4.0195 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0690 -1.7523 -4.3142 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.4759 -2.4911 -3.3379 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0758 3.8714 0.8008 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 7 8 1 0 8 9 1 0 9 10 1 0 10 11 1 0 11 12 2 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 0 21 22 1 0 22 23 1 0 23 24 1 0 23 25 1 0 25 26 1 1 25 27 1 0 27 28 1 0 28 29 1 0 29 30 1 0 30 31 1 0 29 32 1 0 18 33 1 6 11 34 1 0 10 35 1 6 5 36 1 0 36 37 1 0 37 38 1 0 38 39 1 0 37 40 1 0 40 41 1 0 41 42 1 0 42 43 1 0 43 44 1 0 43 45 1 0 45 46 1 0 46 47 1 0 47 48 1 0 46 49 1 0 45 50 1 0 36 51 1 0 38 3 1 0 47 41 1 0 34 7 1 0 15 10 1 0 22 18 1 0 31 25 1 0 19 14 1 0 26 21 1 0 1 52 1 0 2 53 1 0 2 54 1 0 3 55 1 1 5 56 1 1 7 57 1 1 8 58 1 0 8 59 1 0 9 60 1 0 9 61 1 0 12 62 1 0 13 63 1 0 13 64 1 0 14 65 1 6 15 66 1 1 16 67 1 0 16 68 1 0 17 69 1 0 17 70 1 0 19 71 1 1 20 72 1 0 20 73 1 0 21 74 1 1 22 75 1 1 23 76 1 6 24 77 1 0 24 78 1 0 24 79 1 0 27 80 1 0 27 81 1 0 28 82 1 0 28 83 1 0 29 84 1 6 30 85 1 0 30 86 1 0 32 87 1 0 32 88 1 0 32 89 1 0 33 90 1 0 33 91 1 0 33 92 1 0 34 93 1 0 34 94 1 0 35 95 1 0 35 96 1 0 35 97 1 0 36 98 1 6 37 99 1 6 38100 1 6 39101 1 0 41102 1 1 43103 1 1 44104 1 0 44105 1 0 44106 1 0 45107 1 6 46108 1 1 47109 1 1 48110 1 0 49111 1 0 50112 1 0 51113 1 0 M END

Standard InCHIKey	OJCPWEBMROBPTK-GTCMQMDYSA-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)48-36-33(45)34(30(42)27(16-40)49-36)50-35-32(44)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-/m1/s1
SMILES	OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4C[C@H]4[C@@H]3[C@H](C)[C@]3(O4)CC[C@H](CO3)C)C)C2)C)[C@@H]([C@H]([C@@H]1O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)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
NPO1576	Anthriscus sylvestris	Species	Apiaceae	Eukaryota	n.a.	root	n.a.	PMID[10230514]
NPO13332	Tacca chantrieri	Species	Taccaceae	Eukaryota	rhizomes	SiMao City, Yunnan Province, China	1996-OCT	PMID[11908966]
NPO13332	Tacca chantrieri	Species	Taccaceae	Eukaryota	Rhizomes	n.a.	n.a.	PMID[12350150]
NPO1576	Anthriscus sylvestris	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[12956064]
NPO12186	Oplopanax chironium	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15104479]
NPO19123	Polygonatum zanlanscianense	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[15620239]
NPO11157	Corydalis saxicola	Species	Papaveraceae	Eukaryota	n.a.	root	n.a.	PMID[17611928]
NPO11157	Corydalis saxicola	Species	Papaveraceae	Eukaryota	n.a.	leaf	n.a.	PMID[18649321]
NPO13332	Tacca chantrieri	Species	Taccaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[20715765]
NPO7143	Acacia jacquemontii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[21894904]
NPO1576	Anthriscus sylvestris	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[25608854]
NPO13332	Tacca chantrieri	Species	Taccaceae	Eukaryota	n.a.	n.a.	n.a.	PMID[33253561]
NPO12093	Papaver orientale	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO9089	Dioscorea panthaica	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11396	Metzgeria furcata	Species	Metzgeriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO11157	Corydalis saxicola	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13332	Tacca chantrieri	Species	Taccaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO12268	Aloe littoralis	Species	Asphodelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO27472	Daiswa polyphylla	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO19123	Polygonatum zanlanscianense	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1133	Zieria laevigata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO6266	Anzia hypoleucoides	Species	Parmeliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO8399	Psiadia trinervia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO1576	Anthriscus sylvestris	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO14634	Artemisia balchanorum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[COCONUT]
NPO13831	Cephalotaxus oliveri	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO19123	Polygonatum zanlanscianense	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO1576	Anthriscus sylvestris	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO10695	Pelargonium zonale	Species	Geraniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO9089	Dioscorea panthaica	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13426	Lemmaphyllum microphyllum	Species	Polypodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[HerDing]
NPO13332	Tacca chantrieri	Species	Taccaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO9089	Dioscorea panthaica	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO27472	Daiswa polyphylla	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO1576	Anthriscus sylvestris	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO19123	Polygonatum zanlanscianense	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13831	Cephalotaxus oliveri	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO12093	Papaver orientale	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO13426	Lemmaphyllum microphyllum	Species	Polypodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO10695	Pelargonium zonale	Species	Geraniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCMID]
NPO30517.2	Paris polyphylla smith. var. yunnanensis	Varieties	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO30749	Dioscorea panthalca	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO10695	Pelargonium zonale	Species	Geraniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TCM_Taiwan]
NPO9089	Dioscorea panthaica	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO27472	Daiswa polyphylla	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[TM-MC]
NPO1133	Zieria laevigata	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14634	Artemisia balchanorum	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9089	Dioscorea panthaica	Species	Dioscoreaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9487	Penicillium flexuosum	Species	Aspergillaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13831	Cephalotaxus oliveri	Species	Taxaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14018	Pleurotus salmoneostramineus	Species	Pleurotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO14308	Coleonema pulchrum	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12268	Aloe littoralis	Species	Asphodelaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13332	Tacca chantrieri	Species	Taccaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13527	Solanum ecuadorense	Species	Solanaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13426	Lemmaphyllum microphyllum	Species	Polypodiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10094	Daphne gnidioides	Species	Thymelaeaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO3227	Androsace umbellata	Species	Primulaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO8399	Psiadia trinervia	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO1576	Anthriscus sylvestris	Species	Apiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO7143	Acacia jacquemontii	Species	Fabaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO19123	Polygonatum zanlanscianense	Species	Asparagaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO27472	Daiswa polyphylla	Species	Melanthiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11753	Sideroxylon foetidissimum	Species	Sapotaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO5551	Podocarpus sylvestris	Species	Podocarpaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11396	Metzgeria furcata	Species	Metzgeriaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11909	Othonna arborescens	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO9126	Stevia maimarensis	Species	Asteraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12093	Papaver orientale	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO12186	Oplopanax chironium	Species	Araliaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO13723	Salvia eriophora	Species	Lamiaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO10695	Pelargonium zonale	Species	Geraniaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11585	Geijera salicifolia	Species	Rutaceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO11157	Corydalis saxicola	Species	Papaveraceae	Eukaryota	n.a.	n.a.	n.a.	Database[UNPD]
NPO6266	Anzia hypoleucoides	Species	Parmeliaceae	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	9

Activity Type	# Activity
Cell line	9

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
NPT1312	Cell line	SW1990	Homo sapiens	IC50	=	5400.0	nM	PMID[19362474]
NPT1081	Cell line	BXPC-3	Homo sapiens	IC50	>	10000.0	nM	PMID[19362474]
NPT1313	Cell line	Capan-2	Homo sapiens	IC50	=	2700.0	nM	PMID[19362474]
NPT461	Cell line	PANC-1	Homo sapiens	IC50	=	11800.0	nM	PMID[19362474]
NPT81	Cell line	A549	Homo sapiens	IC50	=	2300.0	nM	PMID[19362474]
NPT181	Cell line	Bel-7402	Homo sapiens	IC50	>	10000.0	nM	PMID[19362474]
NPT179	Cell line	A2780	Homo sapiens	IC50	>	10000.0	nM	PMID[19362474]
NPT180	Cell line	HCT-8	Homo sapiens	IC50	=	4160.0	nM	PMID[19362474]
NPT83	Cell line	MCF7	Homo sapiens	IC50	=	3450.0	nM	PMID[19362474]

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 NPC14704 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	23480
0.1-0.2	22729
0.2-0.3	2853
0.3-0.4	529
0.4-0.5	116
0.5-0.6	93
0.6-0.7	25
0.7-0.8	0
0.8-0.85	8
0.85-0.9	1
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.8557	High Similarity	NPC480554
0.8384	Intermediate Similarity	NPC480553
0.8256	Intermediate Similarity	NPC181845
0.8065	Intermediate Similarity	NPC113044
0.8065	Intermediate Similarity	NPC283829
0.8065	Intermediate Similarity	NPC161676
0.8043	Intermediate Similarity	NPC470432
0.8043	Intermediate Similarity	NPC230507
0.8	Intermediate Similarity	NPC602423
0.7981	Intermediate Similarity	NPC480556
0.7835	Intermediate Similarity	NPC300557
0.7629	Intermediate Similarity	NPC470433
0.7629	Intermediate Similarity	NPC46190
0.7629	Intermediate Similarity	NPC171073
0.7576	Intermediate Similarity	NPC480555
0.7576	Intermediate Similarity	NPC150372
0.7347	Intermediate Similarity	NPC42482
0.7283	Intermediate Similarity	NPC234352
0.72	Intermediate Similarity	NPC477809
0.7184	Intermediate Similarity	NPC269297
0.7184	Intermediate Similarity	NPC222202
0.7129	Intermediate Similarity	NPC6806
0.7115	Intermediate Similarity	NPC475333
0.7115	Intermediate Similarity	NPC224098
0.7115	Intermediate Similarity	NPC208383
0.7091	Intermediate Similarity	NPC224314
0.703	Intermediate Similarity	NPC248746
0.6952	Remote Similarity	NPC309278
0.6852	Remote Similarity	NPC477811
0.6729	Remote Similarity	NPC194207
0.6729	Remote Similarity	NPC22779
0.6635	Remote Similarity	NPC42171
0.6535	Remote Similarity	NPC141433
0.6471	Remote Similarity	NPC305423
0.6429	Remote Similarity	NPC232054
0.6421	Remote Similarity	NPC485594
0.6379	Remote Similarity	NPC210569
0.633	Remote Similarity	NPC32361
0.63	Remote Similarity	NPC306131
0.63	Remote Similarity	NPC200802
0.6293	Remote Similarity	NPC477808
0.6239	Remote Similarity	NPC15918
0.6239	Remote Similarity	NPC475550
0.6224	Remote Similarity	NPC131693
0.6224	Remote Similarity	NPC475436
0.6218	Remote Similarity	NPC305771
0.6218	Remote Similarity	NPC94072
0.6218	Remote Similarity	NPC169816
0.6204	Remote Similarity	NPC184617
0.6182	Remote Similarity	NPC13193
0.6162	Remote Similarity	NPC477451
0.6111	Remote Similarity	NPC100451
0.5905	Remote Similarity	NPC70204
0.5893	Remote Similarity	NPC475625
0.5889	Remote Similarity	NPC235126
0.5889	Remote Similarity	NPC242419
0.5888	Remote Similarity	NPC40440
0.5865	Remote Similarity	NPC295980
0.5841	Remote Similarity	NPC232037
0.5826	Remote Similarity	NPC132080
0.5825	Remote Similarity	NPC19400
0.582	Remote Similarity	NPC263359
0.581	Remote Similarity	NPC6295
0.58	Remote Similarity	NPC297348
0.58	Remote Similarity	NPC325828
0.58	Remote Similarity	NPC249204
0.58	Remote Similarity	NPC48339
0.58	Remote Similarity	NPC141769
0.58	Remote Similarity	NPC477547
0.5776	Remote Similarity	NPC31896
0.5741	Remote Similarity	NPC98696
0.5728	Remote Similarity	NPC206003
0.5728	Remote Similarity	NPC473610
0.566	Remote Similarity	NPC485595
0.5631	Remote Similarity	NPC222731
0.5625	Remote Similarity	NPC144790
0.5625	Remote Similarity	NPC149400
0.5625	Remote Similarity	NPC102016
0.5625	Remote Similarity	NPC95051
0.5603	Remote Similarity	NPC476112
0.5603	Remote Similarity	NPC307534
0.5586	Remote Similarity	NPC249553
0.5586	Remote Similarity	NPC124677
0.5586	Remote Similarity	NPC182900
0.5566	Remote Similarity	NPC107962
0.5565	Remote Similarity	NPC244431
0.5537	Remote Similarity	NPC477807
0.5524	Remote Similarity	NPC211354
0.5524	Remote Similarity	NPC107188
0.5517	Remote Similarity	NPC470864
0.5514	Remote Similarity	NPC15249
0.5514	Remote Similarity	NPC25455
0.549	Remote Similarity	NPC177834
0.5487	Remote Similarity	NPC73243
0.5487	Remote Similarity	NPC244086
0.5487	Remote Similarity	NPC84956
0.5426	Remote Similarity	NPC486119
0.5408	Remote Similarity	NPC277715
0.5398	Remote Similarity	NPC150057
0.5398	Remote Similarity	NPC475182
0.5398	Remote Similarity	NPC147753
0.5391	Remote Similarity	NPC247037
0.5385	Remote Similarity	NPC218571
0.5385	Remote Similarity	NPC487615
0.537	Remote Similarity	NPC94272
0.5364	Remote Similarity	NPC475351
0.5351	Remote Similarity	NPC294129
0.5333	Remote Similarity	NPC250393
0.5333	Remote Similarity	NPC312678
0.5333	Remote Similarity	NPC253268
0.5323	Remote Similarity	NPC79900
0.5321	Remote Similarity	NPC195297
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
0.5289	Remote Similarity	NPC470866
0.5288	Remote Similarity	NPC294686
0.5273	Remote Similarity	NPC160426
0.5254	Remote Similarity	NPC249265
0.5221	Remote Similarity	NPC122819
0.5217	Remote Similarity	NPC97700
0.5217	Remote Similarity	NPC30856
0.521	Remote Similarity	NPC23808
0.521	Remote Similarity	NPC87998
0.5185	Remote Similarity	NPC485590
0.5182	Remote Similarity	NPC475670
0.5143	Remote Similarity	NPC179859
0.5143	Remote Similarity	NPC473851
0.5133	Remote Similarity	NPC485603
0.5122	Remote Similarity	NPC94086
0.5122	Remote Similarity	NPC473817
0.512	Remote Similarity	NPC220836
0.5098	Remote Similarity	NPC24960
0.5091	Remote Similarity	NPC125324
0.5089	Remote Similarity	NPC112274
0.5083	Remote Similarity	NPC83137
0.5052	Remote Similarity	NPC22140
0.5052	Remote Similarity	NPC243728
0.5052	Remote Similarity	NPC158088
0.5049	Remote Similarity	NPC486114
0.5044	Remote Similarity	NPC486388
0.5043	Remote Similarity	NPC471464
0.504	Remote Similarity	NPC473505

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC14704 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

range	Tanimoto Coefficient
0-0.1	7448
0.1-0.2	1611
0.2-0.3	79
0.3-0.4	6
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
0.5398	Remote Similarity	NPD8450	Suspended
0.5229	Remote Similarity	NPD8170	Phase 2
0.5221	Remote Similarity	NPD8449	Approved

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